PHYTOPLAN ® Pflanzliche Wirkstoffe Und Analytik I

Version 2/2016

PHYTOPLAN ® Pflanzliche Wirkstoffe und Analytik I

Product List 2016

Reference Substances Natural Compounds

PHYTO PLAN Diehm & Neuberger GmbH Im Neuenheimer Feld 515 D-69120 Heidelberg Germany

Phone: 0049 62 21 / 40 13 47

Fax: 0049 62 21 / 43 76 64 e-Mail: [email protected] Internet: www.Phytoplan.com

 PHYTO PLAN

Dear customer,

We are pleased to introduce our new catalogue for the year 2016. Therein you will find many new products and also a greater range in the qualities of the compounds differing in the degree of purity and the documents delivered. Please decide which item is the proper for your purpose.

Catalogue of natural compounds

In our catalog we have listed the substances which are near-term available. Often you can choose a definite degree of purity and extent of documentation (see column ' documents delivered '). The substances are mostly of high purity and are available as identification standards or HPLC standards dependent on the extent of the documentation. Some compounds are offered also in larger quantities with a lower degree of purity. All substances are delivered with an individual certificate of analysis which shows the purity by means of HPLC DAD and DAD ultraviolet spectrum. Due to their purity (usually >97.0 – 99.0 %) the reference substances in our catalogue are suitable for ambitious applications. On customer's request the range of the current documentation can be individually expanded and adapted. Please check which specific requirement of the documentation for your application (e.g. for authorization or registration, HPLC standard, working standard etc.) is demanded. Purity, quantity and extent of documentation for all substances can individually be defined by your demand.

Reference substances for identification

This class of substances is characterized by high purity (mostly greater 97,0 % ). The certificate of analysis delivered contains both chromatographic measurements of the purity with TLC, HPLC-DAD and/or GC/MS and spectroscopic measurements like NMR, UV, IR, MS inclusive the spectra and data interpretation. The extent of the certificate of analysis is listed in the catalogue on the column 'documents delivered'. On customers request also further analytical investigations (content of water, solvent residues) can be performed. If you are interested we can transfer you more information about discrete substances. Dependent on the quantity ordered the delivery time may be prolonged. The availability of these substances however is warranted for longer periods. On demand we can extend the certificates of analysis which are designed only for HPLC standards with further documents so that these substances can also be characterized as identification standards.

HPLC-standards

We supply these substances in a purity predominantly in the range greater 97.0 – 99.0%. The current purity is indicated in the certificate of analysis together with a HPLC DAD chromatogram and UV spectrum.

page 2  PHYTO PLAN

Bulkware

Some compounds are offered with a lower degree of purity but in larger units and at a more favourable price. For degrees of purity not specified in the catalogue we can make you an offer. In all cases you are provided with a certificate with HPLC DAD chromatogram.

Isolation on request

If you are interested in one or several compounds from a definite plant we will study the feasibility and make you an offer in accordance with the individual costs. The requirements of the documentation and the specification will be made by your defaults. In our laboratories we use all established chromatographic separation media and separation techniques. This enables us to produce even difficult accessible substances in multigram quantities. The likewise existing classical-chemical laboratory equipment facilitates also synthetic alternatives to pure isolation.

Purification on request

If you have a substance which is not sufficiently pure for your application we can clean it up in accordance with your specification. Use our broad experience with different classes of substances and separation problems. Please request for an offer.

Shipment costs

Dependent on the country we must charge your parcel with different effective shipment costs. We will inform you about the costs on demand or in the order confirmation.

Bank connection PHYTOPLAN Diehm & Neuberger GmbH (company) Bank account: Heidelberger Volksbank eG (bank) Kurfürstenanlage 8 (street) D-69115 Heidelberg (postal code, city) Germany Bank Identifier Code (BIC): GENODE61HD1 interBank-Acc. No. (IBAN): DE67 6729 0000 0022 5906 77 VAT ID: DE190955227

For inquiry please contact: Mr. Dr. Michael Diehm or Mr. Dr. Karl Neuberger Phone: 0049 6221 401347, Fax: 0049 6221 437664, e-Mail: [email protected] , Website: www.phytoplan.de

page 3  PHYTO PLAN

List of available compounds A Acacetin Cnicin Acetoxyvalerenic acid Coptisine chloride 6-O-Acetylacteoside Cucurbitacin I 3-O-Acetyl-α-boswellic acid Curcumin 3-O-Acetyl-β-boswellic acid Cyanidin 3-arabinoside chloride 3-O-Acetyl-9,11-dehydro-β-boswellic acid Cyanidin chloride 7-O-Acetylintermedine Cyanidin 3-galactoside chloride 7-O-Acetylintermedine N-oxide Cyanidin 3-glucoside chloride 3-O-Acetyl-11-keto-β-boswellic acid Cyanidin 3-(6”-malonylglucoside) 7-O-Acetyllycopsamine Cyanidin 3-rutinoside chloride 7-O-Acetyllycopsamine N-oxide Cyanidin 3-sambubioside chloride Actein Cyanin chloride Acteoside Cynarin Agnuside Cytisine Aloe-Emodin Aloenin A D Amarogentin Delphinidin chloride Apigenin Delphinidin 3-galactoside chloride Apigenin 7-glucoside Delphinidin 3-glucoside chloride Apiin Delphinidin 3-rutinoside chloride Aristolochic acid mixture Delphinidin 3-sambubioside chloride Aristolochic acid sodium salt 27-Deoxyactein Aristolochic acid I 26-Deoxycimicifugoside Aristolochic acid II Dhurrin Aristolochic acid C (+)-Dihydroquercetin Aristolochic acid D E Aucubin Echimidine Azadirachtin Echimidine N-oxide B Echinacoside Baicalein β-Elemonic acid Baicalin Elenolic acid 2-O-glucoside Bergamottin Eleutheroside B Betulin Eleutheroside E Betulinic aic Emodin (Frangula-) (-)-Bilobalide Englerin A α-Boswellic acid Englerin B (-)-Epicatechin β-Boswellic acid (-)-Epicatechin 3-gallate C (-)-Epigallocatechin Caftaric acid (-)-Epigallocatechin 3-gallate Castalagin Epiprogoitrin Castalin Erucifoline Casticin Erucifoline N-oxide Catalpol Eupatorin (-)-Catechin Europine hydrochloride (+)-Catechin Europine N-oxide Cephaeline dihydrobromide F α-Chaconine Frangulin (A + B) Chebulinic acid Frangulin A Chelidonine Frangulin B Chlorogenic acid Cichoric acid Cimigenol-3-O-arabinoside Cimigenol-3-O-xyloside Cimiracemoside C

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List of available compounds G J (-)-Gallocatechin Jacobine [6]-Gingerol Jacobine N-oxide [8]-Gingerol Jacoline Ginkgolide A Jacoline N-oxide Ginkgolide B K Ginkgolide C Kaempferol Ginkgolic acids RN Kaempferol 3-glucoside Glucobarbarin 11-Keto-β-boswellic acid Glucoberteroin Kuromanin chloride Glucobrassicin Glucobrassicanapin L Glucoerucin Lasiocarpine Glucoiberin Lasiocarpine N-oxide Gluconapin Leiocarposide Gluconasturtiin Linarin Glucoraphanin Lucidin 3-primveroside Glucoraphasatin E/Z mixture Lutein Glucoraphenin Luteolin Glucotropaeolin Luteolin 7-glucoside Lycopene H Lycopsamine Hamamelitannin Lycopsamine N-oxide Harpagide Harpagoside M Hederacoside C (-)-Maackiain Hederagenin Malvidin chloride α-Hederin Malvidin 3-galactoside chloride Heliotridine Malvidin 3-glucoside chloride Heliotridine N-oxide Malvin chloride Heliotrine Manassantin A Heliotrine N-oxide Manassantin B Hesperetin Merenskine Hesperidin Merenskine N-oxide Homoorientin Merepoxine 7-Hydroxyaristolochic acid I Merepoxine N-oxide Hydroxytyrosol Monocrotaline Hydroxyvalerenic acid Monocrotaline N-oxide Hyperforin/Adhyperforin DCHA salt Morindin Hypericin Myricitrin Hypericin sodium salt Hyperoside N Narciclasine I Naringenin Icariin Naringin Indicine hydrochloride Indicine N-oxide O Integerrimine Oenin chloride Integerrimine N-oxide Oleuropein Intermedine α-Onocerin Intermedine N-oxide Orientin Isoacteoside Isoorientin Isoquercitrin Isorhamnetin Isoverbascoside Isovitexin Isoxanthohumol page 5  PHYTO PLAN

List of available compounds P Sinensetin Pectolinarigenin Sinigrin Pectolinarin Pelargonidin chloride α-Solanine Pelargonidin 3,5-diglucoside chloride Spiraeoside Pelargonidin 3-glucoside chloride Sutherlandioside B Penduletin Sutherlandioside D Peonidin chloride Peonidin 3,5-diglucoside chloride T Peonidin 3-glucoside chloride (+)-Taxifolin Petunidin 3-glucoside chloride Trifolirhizin Picroside II Primin U Primulaverin Umckalin Primverin Ursolic acid Progoitrin Protopine V Pseudohypericin Valerenic acid Punicalagin Verbascoside Punicalin Vescalagin ε-Viniferin Q Vitexin Quercetin Vitexin-2‘‘-O-rhamnoside Quercetin 3-galactoside Quercetin 3-glucoside W Quercitrin Wogonin Wogonoside R Retronecine X Retronecine N-oxide Xanthohumol Retrorsine Retrorsine N-oxide Rhein

Rhein-8-O-glucoside

Robinin

Rosmarinic acid Ruberythric acid Rutin Ryanodine

S Saponarin Sceleratine Sceleratine N-oxide Senecionine Senecionine N-oxide

Seneciphylline

Seneciphylline N-oxide

Senecivernine Senecivernine N-oxide Senkirkin Sennoside A Sennoside A1 Sennoside B Sennoside C Silybin Sinalbin Sinalbin potassium salt

page 6  PHYTO PLAN

List of available compounds

We have a special focus on the following classes of compounds:

Anthocyans Pyrrolizidine Alkaloids Cyanidin 3-arabinoside chloride 7-O-Acetylintermedine Cyanidin chloride 7-O-Acetylintermedine N-oxide Cyanidin 3-galactoside chloride 7-O-Acetyllycopsamine Cyanidin 3-glucoside chloride 7-O-Acetyllycopsamin N-oxide Cyanidin 3-(6”-malonylglucoside) Echimidien Cyanidin 3-rutinoside chloride Echimidine N-oxide Cyanidin 3-sambubioside chloride Erucifoline Cyanin chloride Erucifoline N-oxide Delphinidin chloride Europine hydrochloride Delphinidin 3-galactoside chloride Europine N-oxide Delphinidin 3-glucoside chloride Heliotridine Delphinidin 3-rutinoside chloride Heliotridine N-oxide Delphinidin 3-sambubioside chloride Heliotrine Kuromanin chloride Heliotrine N-oxide Malvidin chloride Indicine hydrochloride Malvidin 3-galactoside chloride Indicine N-oxide Malvidin 3-glucoside chloride Integerrimine Malvin chloride Integerrimine N-oxide Oenin chloride Intermedine Pelargonidin chloride Intermedine N-oxide Pelargonidin 3,5-diglucoside chloride Jacobine Pelargonidin 3-glucoside chloride Jacobine N-oxide Peonidin chloride Jacoline Peonidin 3,5-diglucoside chloride Jacoline N-oxide Peonidin 3-glucoside chloride Lasiocarpine Petunidin 3-glucoside chloride Lasiocarpine N-oxide Lycopsamine Lycopsamine N-oxide Glucosinolates Merenskine Merenskine N-oxide Epiprogoitrin Merepoxine Glucobarbarin Merepoxine N-oxide Glucoberteroin Monocrotaline Glucobrassicin Monocrotaline N-oxide Glucobrassicanapin Retronecine Glucoerucin Retronecine N-oxide Glucoiberin Retrorsine Gluconapin Retrorsine N-oxide Gluconasturtiin Sceleratine Glucoraphanin Sceleratine N-oxide Glucoraphasatin E/Z-mixture Senecionine Glucoraphenin Senecionine N-oxide Glucotropaeolin Seneciphylline Progoitrin Seneciphylline N-oxide Sinigrin Senecivernine Sinalbin Senecivernine N-oxide Sinalbin potassium salt Senkirkine

page 7  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Acacetin 20 mg 122,- OCH3 HPLC-DAD Linarigenin, 5,7-Dihydroxy-4‘-methoxyflavone with UV-Spectrum HO O from Robinia pseudoacacia 50 mg 250,- Art. 3209.99 >99.0 % OH O [480-44-4] C16 H12 O5 Mr 284.26

O Acetoxyvalerenic acid HPLC-DAD (2 methods), 25 mg 340,- H C O CH3 3 H from Valeriana officinalis TLC (2 methods), 1 13 Art. 4402.RS >99.0 % H-NMR, C-NMR - (with Interpretation), CH [81397-67-3] 3 CH3 UV, IR, MS, solvent C17 H24 O4 Mr 292.37 COOH residue

O Acetoxyvalerenic acid HPLC-DAD 10 mg 165,- CH3 H3C O H from Valeriana officinalis with UV-Spectrum 25 mg 270,- Art. 4402.99 >99.0 % CH [81397-67-3] 3 CH3 C17 H24 O4 Mr 292.37 COOH

6-O-Acetylacteoside HPLC-DAD 10 mg 112,- OAc O from Harpagophytum procumbens HO O with UV-Spectrum O O OOH 20 mg 194,- HO OH H3C O Art. 6100.99 >99.0 % HO OH HO HO [441769-43-3] 50 mg 388,- C31 H38 O16 Mr 666.64

H3C CH3 3-O-Acetyl -α-boswellic acid HPLC-DAD 5 mg 138,- H (3 α,4 β)-3-Acetoxyolean-12-ene-23-oic acid with UV-Spectrum from Boswellia serrata 10 mg 227,- H C CH3 CH 3 3 H CH3 Art. 5154.99 >99.0 % 20 mg 387,- AcO H [89913-60-0] HOOC CH 3 C32 H50 O4 Mr 498.73

CH3 3-O-Acetyl -β-boswellic acid HPLC-DAD 5 mg 133,- H3C (3 α,4 β)-3-Acetoxyurs-12-ene-23-oic acid H with UV-Spectrum from Boswellia serrata 10 mg 219,- H3C CH3 CH3 Art. 5151.99 >99.0 % 20 mg 375,- H CH 3 [5968-70-7] AcO H C32 H50 O4 Mr 498.73 HOOC CH3

3-O-Acetyl-9-11-dehydro-β-boswellic acid CH3 HPLC-DAD 5 mg 198,- H3C (3 α,4 β)-3-Acetoxyurs-10,12-diene-23-oic acid with UV-Spectrum H Acetyl-γ-boswellic acid 10 mg 348,- H C CH from Boswellia serrata 3 3 CH3 CH3 Art. 5156.98 >98.0 % AcO H [122651-20-1] HOOC CH3 C32 H48 O4 Mr 496.71

7-O-Acetylintermedine 5 mg 205,- HPLC-DAD 3CH CH3 from Symphytum with UV-Spectrum 10 mg 360,- O CH3 AcO H Art. 6276.95 >95.0 % OH O OH [74243-01-9]

N C17 H27 NO 6 Mr 341.40

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 8  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

CH CH 7-O-Acetylintermedine N-oxide 5 mg 205,- 3 3 HPLC-DAD from Symphytum officinale with UV-Spectrum O CH3 10 mg 350,- AcO H Art.-Nr. 6277.95 >95.0 % OH OH O [ ] + N C17 H27 NO 7 Mr 357.40 - O

CH3 H C 3-O-Acetyl -11 -keto -β-boswellic acid 5 mg 126,- 3 HPLC-DAD H with UV-Spectrum O 3α-Acetoxyurs-12-ene-11-keto-23-oic acid from Boswellia serrata 10 mg 198,- H3C CH3 CH3 H CH3 Art. 5153.99 >99.0 % 20 mg 344,- AcO H [67416-61-9] HOOC CH3 C32 H48 O5 Mr 512.73

3CH CH3 7-O-Acetyllycopsamine 5 mg 210,- HPLC-DAD Lycopsamine 1’-acetate with UV-Spectrum O CH3 10 mg 365,- AcO H from Symphytum OH O OH Art. 6272.95 >95.0 % N [73544-48-6] C17 H27 NO 6 Mr 341.40

3CH CH3 7-O-Acetyllycopsamin e N-oxide 5 mg 210,- HPLC-DAD from Symphytum with UV-Spectrum O CH3 10 mg 365,- AcO H OH O OH Art. 6273.97 >97.0 % + [ - ] N - C17 H27 NO 7 Mr 357.40 O

Actein HPLC-DAD (2 methods), 10 mg 486,- H3C AcO O OH from Cimicifuga racemosa CH3 O TLC (2 methods), O 1 13 50 mg 2.000,- CH3 Art. 3506.RS >99.0 % H-NMR, C-NMR - (with Interpretation), CH3 [18642-44-9] Xyl-O IR, MS, hr-MS, H3C CH3 C37 H56 O11 Mr 676.84 Melting point

Actein HPLC-DAD 5 mg 175,- H3C AcO O OH from Cimicifuga racemosa CH3 O with UV-Spectrum O 10 mg 220,- CH3 Art. 3506.99 >99.0 % CH3 [18642-44-9] 20 mg 420,- Xyl-O H3C CH3 C37 H56 O11 Mr 676.84 50 mg 900,-

Acteoside 20 mg 298,- OH HPLC-DAD, TLC, O HO O Verbascoside 1 13 O H-NMR, C-NMR O OOH 50 mg 610,- HO OH from Paulownia tormentosa - (with Interpretation), H3C O HO OH HO UV, IR, MS HO Art. 6101.RS >98.0 %

[61276-17-3]

C29 H36 O15 Mr 624.59

Acteoside 10 mg 136,- OH HPLC-DAD O HO O Verbascoside O with UV-Spectrum O OOH 20 mg 230,- HO OH from Paulownia tormentosa H3C O HO OH HO HO Art. 6101.98 >98.0 % 50 mg 465,- [61276-17-3] C29 H36 O15 Mr 624.59

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 9  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Agnuside 10 mg 146,- HO HO H HPLC-DAD 10-p-Hydroxybenzoylaucubin with UV-Spectrum 20 mg 270,- from Vitex agnus castus O H O CH2 O-Glu Art. 2102.98 >98.0 % O [11027-63-7] C22 H26 O11 Mr 466.44

Aloe-Emodin 20 mg 128,- OHO OH HPLC-DAD 1,8-Dihydroxy-3-(hydroxymethyl)-anthraquinone with UV-Spectrum synthetic 50 mg 260,-

CH2OH Art. 3714.99 >99.0 % O [481-72-1] C15 H10 O5 Mr 270.23

HO OGlu Aloenin A HPLC-DAD 10 mg 133,- from Aloe arborescens with UV-Spectrum O O 20 mg 245,- Art. 4105.99 >99.0 % CH3 [38412-46-3] 50 mg 510,- C19 H22 O10 Mr 410.38 OCH3

OH Amarogentin HPLC-DAD 10 mg 150,- O from Gentiana lutea with UV-Spectrum O 20 mg 272,- H H HO OH Art. 2122.99 >99.0 % O OH [21018-84-8] OOO OH C29 H30 O13 Mr 586.54 O OH

Apigenin OH HPLC-DAD 20 mg 100,- 4',5,7-Trihydroxyflavone with UV-Spectrum HO O from Chamomillae romana 50 mg 205,- Art. 3205.99 >99.0 % 100 mg 400,- OH O [520-36-5] C15 H10 O5 Mr 270.23

Apigenin OH HPLC-DAD 50 mg 119,- 4',5,7-Trihydroxyflavone with UV-Spectrum HO O from Chamomillae romana Art. 3205.97 >97.0 % OH O [520-36-5] C15 H10 O5 Mr 270.23

OH Apigenin 7-glucoside HPLC-DAD (2 methods) 20 mg 260,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin TLC, 1H-NMR, 13 C-NMR 50 mg 525,- from Chamomillae romana - (with Interpretation), UV, IR, MS, Melting point OH O Art. 3207.RS >99.0 % 100 mg 775,- [578-74-5] C21 H20 O10 Mr 432.38

OH Apigenin 7-glucoside HPLC-DAD 20 mg 135,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin with UV-Spectrum from Chamomillae romana 50 mg 310,-

OH O Art. 3207.99 >99.0 % [578-74-5] C21 H20 O10 Mr 432.38

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 10  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Apigenin 7-glucoside HPLC-DAD 100 mg 132,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin with UV-Spectrum from Chamomillae romana

OH O Art. 3207.97 >97.0 % [578-74-5] C21 H20 O10 Mr 432.38

OH Apiin HPLC-DAD 10 mg 182,- Apioside, Apigenin 7-apiosylglucoside Api-Glu-O O with UV-Spectrum from Petroselinum crispum 20 mg 325,-

OH O Art. 3244.98 >98.0 % 50 mg 760,- [26544-34-3] C26 H28 O14 Mr 564.50

O COOH Aristolochic acid HPLC-DAD 500 mg 195,- mixture of Aristolochic acids with Aristolochic NO with UV-Spectrum O 2 acid I and II as main components from Aristolochia clematitis Art. 4610.96 >96.0 % R [67123-64-2]

O COONa Aristolochic acid Sodium salt HPLC-DAD 250 mg 180,- mixture of Aristolochic acids I und II as NO with UV-Spectrum O 2 main components, Sodium salt 500 mg 312,- from Aristolochia clematitis Art. 4615.96 >96.0 % R [10190-99-5]

O COOH Aristolochic acid I HPLC-DAD 20 mg 168,- Aristolochic acid A, Aristolochin with UV-Spectrum NO O 2 from Aristolochia clematitis 50 mg 338,- Art. 4611.99 >99.0 % [313-67-7] OCH3 C17 H11 NO 7 Mr 341.28

O COOH Aristolochic acid I HPLC-DAD 250 mg 279,- Aristolichic acid A, Aristolochin with UV-Spectrum NO 500 mg 490,- O 2 from Aristolochia clematitis

Art. 4611.96 >96.0 % [313-67-7] OCH 3 C17 H11 NO 7 Mr 341.28

O COOH Aristolochic acid II HPLC-DAD 20 mg 210,- Aristolochic acid B, Noraristolochic acid with UV-Spectrum NO 50 mg 440,- O 2 from Aristolochia clematitis

Art. 4613.99 >99.0 % [475-80-9] C16 H9NO 6 Mr 311.25

Aristolochic acid II 250 mg 390,- O COOH HPLC-DAD Aristolochic acid B, Noraristolochic acid with UV-Spectrum 500 mg 674,- NO2 from Aristolochia clematitis O Art. 4613.96 >96.0 % [475-80-9]

C16 H9NO 6 Mr 311.25

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 11  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

O COOH Aristolochic acid C HPLC-DAD 10 mg 240,- Aristolochic acid IIIa with UV-Spectrum NO 20 mg 450,- O 2 from Aristolochia clematitis

Art. 4612.98 >98.0 % [4849-90-5] HO C16 H9NO 7 Mr 327.25

O COOH Aristolochic acid D HPLC-DAD 10 mg 295,- Aristolochic acid IVa NO with UV-Spectrum O 2 from Aristolochia clematitis 20 mg 550,-

Art. 4614.96 >96.0 % [17413-38-6] OH OCH3 C17 H11 NO 8 Mr 357.27

Aristolochic acid I, 7-Hydroxy- see 7-Hydroxyaristolochic aicd I

HO H Aucubin HPLC-DAD (2 methods), 20 mg 205,-

Rhinanthin, Aucuboside TLC, 1H-NMR, 13 C-NMR from Aucuba japonica - (with Interpretation), 50 mg 370,- O UV, IR, MS, Melting point H Art. 2101.RS >99.0 % HOH2C O-Glu [479-98-1]

C15 H22 O9 Mr 346.33

Aucubin HPLC-DAD 20 mg 122,- HO H Rinanthin, Aucuboside with UV-Spectrum from Aucuba japonica 50 mg 242,- O H Art. 2101.99 >99.0 % HOH2C O-Glu [479-98-1] C15 H22 O9 Mr 346.33

CH3 Azadirachtin 5 mg 321,- O O HPLC-DAD O OH OHCH3 O from Azadirachta indica 3CH O with UV-Spectrum O O 10 mg 576,- CH 3 O O Art. 4501.97 >97.0 % CH3

3 OCH OH [11141-17-6] O O C35 H44 O16 Mr 720.72 3CH O

Baicalein HPLC-DAD 20 mg 157,- 5,6,7-Trihydroxyflavone HO O with UV-Spectrum from Scutellaria baicalensis 50 mg 297,-

HO Art. 3204.99 >99.0 % OH O [491-67-8] C15 H10 O5 Mr 270.24

Baicalin HPLC-DAD 20 mg 129,-

HOOC O 5,6,7-Trihydroxyflavone 7-glucuronide with UV-Spectrum HO OH O O Baicalein-7-β-D-glucopyranosiduronic acid 50 mg 252,- OH HO from Scutellaria baicalensis OOH Art. 3206.99 >99.0 % [21967-41-9] C21 H18 O11 Mr 446.37

Bergamottin HPLC-DAD 20 mg 120,- 5-Geranoxypsoralen with UV-Spectrum O from Oleum bergamottae 50 mg 240,-

Art. 2114.99 >99.0 % O OO [7380-40-7] C21 H22 O4 Mr 338.42

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 12  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

CH3 Betulin HPLC-DAD 1 g 110,- H2C Lup-20(29)-ene-3,28-diol, Betulinol H with UV-Spectrum from Betula pendula H3C CH3 H CH2OH

H CH3 Art. 5142.97 >97.0 % HO [473-98-3] H C30 H50 O2 Mr 442.73

CH3 Betulinic acid HPLC-DAD 20 mg 100,- H2C H 3ß-Hydroxy-lup-20(29)-ene-28-acid with UV-Spectrum from Platanus acerifolia 50 mg 210,- H3C CH3 H COOH

H CH3 Art. 5144.98 >98.0 % HO [472-15-1] H C30 H48 O3 Mr 456.71

(-)-Bilobalide 10 mg 120,- OOOO HPLC-DAD O from Ginkgo biloba with UV-Spectrum 20 mg 178,- OH O OH Art. 4255 .98 >98.0 % CH C 3 [33570-04-6] CH 3 C H O M 326.30 3CH 15 18 8 r

H3C CH3 α-Boswellic acid 5 mg 135,- HPLC-DAD H (3 α,4 β)-3-Hydroxyolean-12-ene-23-oic acid with UV-Spectrum 10 mg 225,- H3C CH3 CH3 from Boswellia serrata

H CH3 Art. 5155 .99 >99.0 % 20 mg 388,- HO H [471-66-9] HOOC CH3 C30 H48 O3 Mr 456.73

CH3 β-Boswellic acid 5 mg 131,- H3C HPLC-DAD H (3 α,4 β)-3-Hydroxyurs-12-ene-23-oic acid with UV-Spectrum from Boswellia serrata 10 mg 218,- H3C CH3 CH3 H CH3 Art. 5150 .99 >99.0 % 20 mg 372,- HO H [631-69-6] HOOC CH3 C30 H48 O3 Mr 456.73

Caftaric acid 10 mg 207,- OH HPLC-DAD 2-Caffeoyltartaric acid with UV-Spectrum HOOCO 20 mg 369,- OH from Echinacea pallida O HOCOOH Art. 6106.98 >98.0 % [67879-58-7] C13 H12 O9 Mr 312.24

OH OH OH OH Castalagin 10 mg 180,- HPLC-DAD OH from Castanea sativa O O with UV-Spectrum O OH 20 mg 338,- O OH O O Art. 3311.97 >97.0 % OH O O O OH O [24312-00-3] OH OH C41 H26 O26 Mr 934.63 OH OH OH OH OH

Castalin 10 mg 194,- OH HPLC-DAD OH OH from Castanea sativa with UV-Spectrum O O 20 mg 357,- OH O O O OH O Art. 3310.97 >97.0 % OH OH [19086-75-0] OH OH OH OH C27 H20 O18 Mr 632.43 OH

By ordering a single compound in the 5fold or 10fold quantity in one packing unit we give a discount of 10 percent or 15 percent respectively. page 13  PHYTO PLAN

Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Casticin 10 mg 149,- HPLC-DAD OH Vitexicarpin with UV-Spectrum 20 mg 236,- H3CO O from Vitex agnus castus OCH3

H3CO OCH3 Art. 3238.98 >98.0 % OH O [479-91-4] C19 H18 O8 Mr 374.32

HO H Catalpol HPLC-DAD 20 mg 127,- from Picrorhiza kurrooa with UV-Spectrum O 50 mg 254,- O Art. 2109.99 >99.0 % H [2415-24-9] HOH2C OGlc C15 H22 O10 Mr 362.33

OH (-)-Catechin HPLC-DAD 10 mg 154,- HO O (-)-Catechol, 3,3',4',5,7-Pentahydroxyflavan with UV-Spectrum OH from Acacia catechu 20 mg 260,- OH OH Art. 3303.97 >97.0 % [18829-70-4] C15 H14 O6 Mr 290.27

OH (+)-Catechin HPLC-DAD 20 mg 110,- (+)-Catechol, Cianidanol HO O with UV-Spectrum OH from Acacia catechu 50 mg 222,- OH Art. 3304.99 >99.0 % OH [154-23-4] C15 H14 O6 Mr 290.27

H3CO Cephaeline dihydrobromide HPLC-DAD 20 mg 120,- x 2HBr N Desmethylemetin dihydrobromide with UV-Spectrum 3CH O H 50 mg 195,- O CH3 from Ipecacuanha CH3 H Art. 6304.97 >97.0 % OCH3 NH [6014-81-9] OH C28 H38 N2O4 x 2HBr Mr 628.43

H3C H CH3 α-Chaconine 5 mg 146,- H HPLC-DAD N H C H 3 H CH3 from Solanum tuberosum with UV-Spectrum CH2OH H H O O 10 mg 260,- OH O OH O Art. 6208.98 >98.0 % O CH3 [20562-03-2] OH OH OH O C45 H73 NO 14 Mr 852.04 CH3

OHOH

OH OH OH Chebulinic acid HPLC-DAD 10 mg 290,- O OH OH Eutannin with UV-Spectrum O O O OH 20 mg 550,- OH O from Terminalia chebula O O

O O OH O Art. 3316.97 >97.0 % OH O HOOC OH OH [18942-26-2] O O OH C41 H32 O27 Mr 956.68

Chelidonine 20 mg 118,- O HPLC-DAD Stylophorin with UV-Spectrum H3C O N from Chelidonium majus 50 mg 241,- H O H Art. 6302.98 >98.0 % O OH [476-32-4] C20 H19 NO 5 Mr 353.37

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Chlorogenic acid 20 mg 92,- HO COOH HPLC-DAD O 3-Caffeoylquinic acid with UV-Spectrum HO 50 mg 124,- OOH from green coffee beans OH HO Art. 6107.99 >99.0 % [327-97-9] C16 H18 O9 Mr 354.31

O Cichoric acid HPLC-DAD 10 mg 200,- HO O COOH 2,3-Dicaffeoyltartaric aicd with UV-Spectrum from Echinacea pallida 20 mg 350,- HO O COOH HO Art. 6105.98 >98.0 % O [70831-56-0] HO C22 H18 O12 Mr 474.38

H3C Cimigenol-3-O-arabinoside HPLC-DAD 5 mg 217,- H CH3 O Cimigenol-3-O-α-L-arabinopyranoside, H with UV-Spectrum CH3 H 10 mg 359,- O OH Cimiracemoside C, Cimicifugoside M CH3 OH CH3 OH O from Cimicifuga racemosa O H OH 3CH CH3 OH Art. 3508.98 >98.0 % [256925-92-5] C35 H56 O9 Mr 620.83

3CH Cimigenol-3-O-xyloside HPLC-DAD 5 mg 182,- H CH3 O Cimigenol-3-O-β-D-xylopyranoside, H with UV-Spectrum CH3 H 10 mg 295,- O OH Cimigenoside, Cimigoside CH3 OH CH3 from Cimicifuga racemosa O O H OH 3CH CH3 OH OH Art. 3509.98 >98.0 % [27994-11-2] C35 H56 O9 Mr 620.83

Cimiracemoside C see Cimigenol-3-O-arabinoside

OH Cnicin 10 mg 126,- O HPLC-DAD from Cnicus benedictus CH3 with UV-Spectrum O OH 20 mg 212,- Art. 2113.98 >98.0 % CH2 [24394-09-0] O HO C20 H26 O7 Mr 378.42 O

Coptisine chloride 10 mg 120,- O HPLC-DAD Bis(methylendioxy)protoberberin chloride with UV-Spectrum O from Chelidonium majus 20 mg 213,-

O + - N Cl Art. 6301.99 >99.0 % O [6020-18-4] or [3486-66-6] (cation) C19 H14 NO 4Cl Mr 355.78

Cucurbitacin I 10 mg 210,- O HPLC-DAD HO Elatericin B with UV-Spectrum 20 mg 375,- O H OH from Iberis amara HOH HO Art. 5138.99 >99.0 % 50 mg O [2222-07-3] C30 H42 O7 Mr 514.66

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

O Curcumin HPLC-DAD 10 mg 110,- H3CO Diferuloylmethane with UV-Spectrum from Curcuma longa 20 mg 200,- HO O H3CO Art. 4320.98 >98.0 % [458-37-7] HO C21 H20 O6 Mr 368.39

OH Cyanidin 3-arabinoside chloride 5 mg 135,- - OH HPLC-DAD Cl from Aronia melanocarpa with UV-Spectrum + OH O 10 mg 220,- Art. 5023.95 >95.0 %

O-Ara [57186-11-5] OH C20 H19 O10 Cl Mr 454.82

OH Cyanidin chloride HPLC-DAD 20 mg 140,- OH Cl - Cyanidol with UV-Spectrum OH O+ from Rosa centifolia

OH Art. 5003.97 >97.0 % OH [528-58-5] C15 H11 ClO 6 Mr 322.70

OH Cyanidin 3-galactoside chloride 10 mg 190,- - OH HPLC-DAD Cl Ideain with UV-Spectrum + OH O from Vaccinium vitis-idaea

O-Gal Art. 5022.97 >97.0 % OH [27661-36-5] C21 H21 O11 Cl Mr 484.84

OH Cyanidin 3-glucoside chloride HPLC-DAD 10 mg 130,- Cl Kuromanin chloride , Asterin with UV-Spectrum HO O OH from Rubus fruticosus 20 mg 245,- OGlu Art. 5002.97 >97.0 % 50 mg OH [7084-24-4] C21 H21 ClO 11 Mr 484.84

OH Cyanidin 3-(6”-malonylglucoside) 5 mg 230,- OH HPLC-DAD O O OH O+ - Cyanidin 3-O-(6”-O-malonyl-β-D-glucoside) with UV-Spectrum O O H from Zea mays 10 mg 400,- O H O H OH OH OH H OH H Art. 5027.95 >95.0 % [171828-62-9] C24H22 O14 Mr 534.43

Cyanidin 3-rutinoside chloride 10 mg 105,- OH HPLC-DAD Cl Antirhinin, Keracyanin with UV-Spectrum HO O 20 mg 175,- OH from Ribes nigrum

ORutinose Art. 5004.97 >97.0 % OH [18719-76-1]

C21 H21 ClO 11 Mr 630.98

OH _ OH Cl Cyanidin 3-sambubioside chloride HPLC-DAD 5 mg 170,- OH O+ Sambicyanin chloride with UV-Spectrum OH H 10 mg 300,- O from Hibiscus sabdariffa O OH H OH O OH H H H H Art. 5029.97 >97.0 % O H OH H H [33012-73-6] H H OH C26 H29 ClO 15 Mr 616.95 OH

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Cyanin chloride 20 mg 125,- OH HPLC-DAD Cl Cyanidin 3,5-diglucoside chloride with UV-Spectrum HO O 50 mg 255,- OH from Rosa centifolia

OGlu Art. 5001.98 >98.0 % OGlu [2611-67-8] C27 H31 ClO 16 Mr 646.96

Cyanin chloride HPLC-DAD 100 mg 143,- OH Cl Cyanidin 3,5-diglucoside chloride with UV-Spectrum HO O from Rosa centifolia OH

OGlu Art. 5001.96 >96.0 % OGlu [2611-67-8] C27 H31 ClO 16 Mr 646.96

HO Cynarin HPLC-DAD, TLC, 10 mg 215,- O 1 13 HO 1,3-Dicaffeoylquinic acid, 1,5 Dicaffeylquinic acid H-NMR, C-NMR O COOH from Cynara scolymus - (with Interpretation), 20 mg 350,- O UV, IR, MS, Melting point HO Art. 6103.RS >99.0 % 50 mg 670,- OOH OH [1182-34-9]; [30964-13-7]; [1884-23-7] HO C25 H24 O12 Mr 516.46

HO Cynarin 10 mg 138,- O HPLC-DAD HO 1,3-Dicaffeoylquinic acid, 1,5 Dicaffeylquinic acid with UV-Spectrum O COOH 20 mg 246,- O from Cynara scolymus HO OOH Art. 6103.99 >99.0 % 50 mg 490,- OH HO [1182-34-9]; [30964-13-7]; [1884-23-7] C25 H24 O12 Mr 516.46

Cytisine 20 mg 160,- HPLC-DAD NH Laburnin with UV-Spectrum 50 mg 325,- N from Laburnum anagyroides Art. 6204.98 >98.0 % O [485-35-8] C11 H14 N2O Mr 190.25

OH Delphinidin chloride 10 mg 130,- - OH HPLC-DAD Cl from Vaccinium myrtillus or Vitis vinifera with UV-Spectrum OH O+ 20 mg 238,- OH Art. 5015.97 >97.0 % OH [528-53-0] OH C15 H11 ClO 7 Mr 338.70

OH Delphinidin 3-galactoside chloride 10 mg 220,- HPLC-DAD - OH Cl Empetrin with UV-Spectrum OH O+ 20 mg 400,- OH from Vaccinium myrtillus

O-Gal Art. 5017.95 >95.0 % OH [28500-00-7] C21 H21 ClO 12 Mr 500.84

OH Delphinidin 3-glucoside chloride 10 mg 185,- HPLC-DAD OH Cl - Myrtillin with UV-Spectrum 20 mg 350,- OH O+ from Vaccinium myrtillus or Vitis vinifera OH Art. 5018.95 >95.0 % O-Glu [6906-38-3] OH C21 H21 ClO 12 Mr 500.84

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Delphinidin 3-rutinoside chloride 20 mg 135,- HPLC-DAD - OH Delphinidin 3-glucorhamnoside, Tulipanin with UV-Spectrum Cl 220,- + OH O from Ribes nigrum OH Art. 5009.97 >97.0 % O-Rutinosyl [15674-58-5] OH C27 H31 ClO 16 Mr 646.98

OH Delphinidin 3-sambubioside chloride HPLC-DAD 5 mg 170,- _ OH Cl from Hibiscus sabdariffa with UV-Spectrum OH O+ OH 10 mg 300,- OH H O Art. 5028.95 >95.0 % O OH H OH O OH [53158-73-9] H H H H O H OH C26 H29 ClO 16 Mr 632.95 H H H H OH OH

27-Deoxyactein HPLC-DAD (2 methods), 10 mg 470,- 23-epi -26-Deoxyactein TLC (2 methods), from Cimicifuga racemosa 1H-NMR, 13 C-NMR 50 mg 2.000,- - (with Interpretation), Art. 3505.RS >99.0 % IR, MS, hr-MS, [264624-38-6] Melting point C H O M 660.84 37 56 10 r

27-Deoxyactein HPLC-DAD 5 mg 200,- 23-epi -26-Deoxyactein with UV-Spectrum from Cimicifuga racemosa 10 mg 350,- Art. 3505.99 >99.0 % 20 mg 600,- [264624-38-6] C37 H56 O10 Mr 660.84

CH3 26-Deoxycimicifugoside HPLC-DAD 5 mg 495,- CH OO 3 O 7,8-Didehydro-27-deoxyactein with UV-Spectrum CH3 1 13 10 mg 935,- O common impurity of 27-Deoxyactein, H-NMR, C-NMR CH3 H O CH but with a different chromophore - (with Interpretation),, 3 20 mg O O H from Cimicifuga racemosa OH MS, hr-MS, 3CH CH3 OH OH Melting point Art. 3507.99 >99.0 %

[214146-75-5] C37 H54 O10 Mr 658.82

Dhurrin 5 mg 180,- CN HPLC-DAD OH (S)-4-Hydroxymandelonitrile-β-D-glucoside with UV-Spectrum O O from Sorghum bicolor 10 mg 315,- OH OH OH Art. 7001.98 >98.0 % OH [499-20-7] C14 H17 NO 7 Mr 311.29

(+)-Dihydroquercetin see (+)-Taxifolin

OH Echimidine 5 mg 200,- CH CH HPLC-DAD CH O 3 3 3 7-O-Angelyl-9-O-echimidinylretronecine with UV-Spectrum O CH3 10 mg 350,- O H from Echium plantagineum OH O OH CH3 N Art. 6278.95 >95.0 % [520-68-3] C20 H31 NO 7 Mr 397.46

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Echimidine N-oxide 5 mg 205,- CH CH HPLC-DAD CH O 3 3 3 7-O-Angelyl-9-O-echimidinylretronecine N-oxide with UV-Spectrum O CH3 10 mg 360,- O H from Echium plantagineum OH O OH CH3 + N Art. 6279.97 >97.0 % O- [41093-89-4] C20 H31 NO 8 Mr 413.46

OH Echinacoside 10 mg 148,- O HO HPLC-DAD HO O O OH from Echinacea pallida with UV-Spectrum HO O O 20 mg 275,- O O OH HO OH H3C O Art. 6104.98 >98.0 % HO OH HO HO [82854-37-3] C35 H46 O20 Mr 786.70

β-Elemonic acid 10 mg 246,- HOOC CH3 HPLC-DAD CH from Boswellia serrata 3 CH with UV-Spectrum H 3 20 mg 452,- 3CH Art. 5157.98 >98.0 % CH3 [28282-25-9] O H C30 H46 O3 Mr 454.70 3CH CH3

Elenolic acid 2-O-glucoside 20 mg 163,- HPLC-DAD O OCH3 Oleoside 11-methylester with UV-Spectrum 50 mg 332,- HO from Olea europaea

OO Art. 2131.98 >98.0 % [60539-23-3] OGlu C17 H24 O11 Mr 404.38

CH Eleutheroside B 5 mg 116,- 3 HPLC-DAD O OH Syringin, Syringoside with UV-Spectrum 10 mg 200,- OO from Syringa vulgaris OH O CH OH OH 3 20 mg 340,- OH Art. 3203.99 >99.0 % [118-34-3] C17 H24 O9 Mr 372.36

OCH Eleutheroside E 5 mg 130,- 3 HPLC-DAD O-Glucosyl Syringaresinol-4‘,4‘-O-bis-β-D-glucoside with UV-Spectrum O 10 mg 220,- OCH3 from Eleutherococcus H H

H3CO O Art. 3202.96 >96.0 % 20 mg 375,- Glucosyl-O [39432-56-9] OCH3 C34 H46 O18 Mr 742.71

OHO OH Emodin HPLC-DAD 20 mg 111,- Frangula-Emodin , Rheum-Emodin, Archin with UV-Spectrum from Rhamnus frangula 50 mg 222,-

H3C OH O Art. 3266.99 >99.0 % [518-82-1] C15 H10 O5 Mr 270.23

Englerin A 10 mg 239,- HPLC-DAD from Phyllanthus engleri with UV-Spectrum OH O O O O H Art. 1901.96 >96.0 % O H [1094250-15-3] C26 H35 O6 Mr 442.56

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Englerin A „high purity“ 10 mg 343,- HPLC-DAD from Phyllanthus engleri with UV-Spectrum OH O O O Art. 1901.99 O H O H [1094250-15-3] C26 H35 O6 Mr 442.56 HPLC >99 % at 215 nm, 254 nm, 280 nm filtered through a sterile filter 0.2 µm stored under Argon

CH Englerin B 5 mg 300,- 3 HPLC-DAD 3CH from Phyllanthus engleri with UV-Spectrum O OH O O H Art. 1902.98 >98.0 % CH CH 3 H 3 [ - ] C24 H32 O4 Mr 384.51

(-)-Epicatechin HPLC-DAD 20 mg 109,- OH EC with UV-Spectrum HO O from Acacia catechu 50 mg 222,- OH

OH Art. 3305.99 >99.0 % OH [490-46-0] C15 H14 O6 Mr 290.27

OH (-)-Epicatechin 3-gallate HPLC-DAD, TLC, 10 mg 205,- HO O ECG 1 13 OH H-NMR, C-NMR from Camellia sinensis - (with Interpretation), 50 mg 860,- O UV, IR, MS, Melting point OH C OH Art. 3307.RS >99.0 % O OH [1257-08-5] OH C22 H18 O10 Mr 442.38

(-)-Epicatechin 3-gallate HPLC-DAD 10 mg 100,- OH ECG with UV-Spectrum HO O 20 mg 150,- OH from Camellia sinensis O Art. 3307.99 >99.0 % OH C OH O [1257-08-5] OH C22 H18 O10 Mr 442.38 OH

OH (-)-Epigallocatechin HPLC-DAD, TLC, 10 mg 205,- OH EGC 1H-NMR, 13 C-NMR HO O 50 mg 860,- OH from Camellia sinensis - (with Interpretation), UV, IR, MS, Melting point OH Art. 3306.RS >99.0 %

OH [970-74-1] C15 H14 O7 Mr 306.27

OH (-)-Epigallocatechin HPLC-DAD 10 mg 105,- OH EGC with UV-Spectrum 20 mg 160,- HO O from Camellia sinensis OH

OH Art. 3306.99 >99.0 % OH [970-74-1] C15 H14 O7 Mr 306.27

OH OH (-)-Epigallocatechin 3-gallate HPLC-DAD, TLC, 20 mg 266,- EGCG 1 13 HO O H-NMR, C-NMR OH from Camellia sinensis - (with Interpretation), 50 mg 535,- O UV, IR, MS, Melting point OH C OH Art. 3308.RS >99.0 % O [989-51-5] OH C H O M 458.37 OH 22 18 11 r

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH OH (-)-Epigallocatechin 3-gallate HPLC-DAD 20 mg 100,- HO O EGCG with UV-Spectrum OH from Camellia sinensis 50 mg 230,- O OH C OH Art. 3308.99 >99.0 % O

OH [989-51-5] OH C22 H18 O11 Mr 458.37

OH OH (-)-Epigallocatechin 3-gallate HPLC-DAD 100 mg 140,- HO O EGCG with UV-Spectrum OH from Camellia sinensis O OH C OH O Art. 3308.96 >96.0 %

OH [989-51-5] OH C22 H18 O11 Mr 458.37

Epiprogoitrin HPLC-DAD 10 mg 138,- OH (2S)-2-Hydroxybut-3-enylglucosinolate K-salt with UV-Spectrum O 20 mg 242,- HOH2C O SNOSO K from Crambe abyssinica HO OH O HO Art. 3423.97 >97.0 % 50 mg [19237-18-4] ] or [21087-74-1] (salt) C11 H18 KNO 10 S2 Mr 427.48

O CH3 (Z)-Erucifolin 5 mg 160,- O HPLC-DAD from Senecio jacobea with UV-Spectrum HO O 10 mg 290,- OO H Art. 6218.97 >97.0 % [40158-95-0] C H NO M 349.38 N 18 23 6 r

O CH3 (Z)-Erucifolin N-oxide 5 mg 165,- O HPLC-DAD HO from Senecio jacobea with UV-Spectrum O 10 mg 300,- OO H Art. 6221.97 >97.0 % [-] N C18 H23 NO 7 Mr 365.38 O

Eupatorin 20 mg 143,- HPLC-DAD OCH3 3‘,5-Dihydroxy-4‘,6,7-trimethoxyflavone with UV-Spectrum CH3O O from Orthosiphon stamineus OH CH O 3 Art. 3283.99 >99.0 % OOH [855-96-9] C18 H16 O7 Mr 344.32

HO OH Europine hydrochloride 10 mg 205,- HPLC-DAD O from Heliotropium with UV-Spectrum H 20 mg 370,- O OCH3 HO H Art. 6214.97 >97.0 % [570-19-4] (free base) Cl N C16 H28 ClNO 6 Mr 365.84 H

HO OH Europine N-oxide 10 mg 205,- HPLC-DAD O from Heliotropium with UV-Spectrum H 20 mg 370,- O OCH3 HO H Art. 6215.97 >97.0 % [65582-53-8] N C16 H27 NO 7 Mr 345.39 O

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Frangulin 100 mg 138,- OHOHO HPLC-DAD Mixture of A and B approx. 1:4 with UV-Spectrum from Rhamnus frangula

H3COR Art. 3270.97 >97.0 % O [60529-33-1] R = rhamnosyl or R = apiosyl

Frangulin A HPLC-DAD 20 mg 160,- OHO OH Emodin rhamnoside, Rhamnoxanthin with UV-Spectrum from Rhamnus frangula

H3C O-Rha Art. 3268.98 >98.0 % O [521-62-0] C21 H20 O9 Mr 416.38

Frangulin B HPLC-DAD 10 mg 135,- OHO OH 6-O-(Apiofuranosyl)-1,6,8-trihydroxy-3-methyl- with UV-Spectrum anthraquinone 20 mg 240,- from Rhamnus frangula H3C O-Api O Art. 3269.98 >98.0 % [14101-04-3] C20 H18 O9 Mr 402.36

OH (-)-Gallocatechin 10 mg 128,- HPLC-DAD

OH Gallocatechol, GC with UV-Spectrum 20 mg 207,- HO O from Camellia sinensis OH OH Art. 3309.99 >99.0 % 50 mg 415,- OH [3371-27-5] C15 H14 O7 Mr 306.27

[6]-Gingerol 10 mg 153,- HPLC-DAD O OH from Zingiber officinale with UV-Spectrum H3CO 20 mg 260,- Art. 4301.98 >98.0 % HO [23513-14-6] C17 H26 O4 Mr 294.39

O OH [8]-Gingerol 10 mg 165,- HPLC-DAD H3CO from Zingiber officinale with UV-Spectrum 20 mg 283,- HO Art. 4302.98 >98.0 % [23513-08-8] C19 H30 O4 Mr 322.44

Ginkgolide A 10 mg 100,- HPLC-DAD O O O from Ginkgo biloba with UV-Spectrum O HO 20 mg 170,- H3C OH Art. 4251.98 >98.0 % O CH3 [15291-75-5] O CH O H C 3 H 3 C20 H24 O9 Mr 408.41

Ginkgolide B 10 mg 120,- O HPLC-DAD O O O 1-Hydroxyginkgolide A with UV-Spectrum HO H3C from Ginkgo biloba 20 mg 200,- OH O CH3 O CH3 Art. 4250.99 >99.0 % O H OH CH3 [15291-77-7] C20 H24 O10 Mr 424.40

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Ginkgolide C 10 mg 126,- HPLC-DAD O O O 1,7-Dihydroxyginkgolide A with UV-Spectrum O HO 20 mg 210,- H3C from Ginkgo biloba OH O CH3 Art. 4252.97 >97.0 % O CH O H CH 3 OH OH 3 [15291-76-6] C20 H24 O11 Mr 440.40

COOH Ginkgolic acids RN 5 mg 162,- HPLC-DAD R OH from Ginkgo biloba with UV-Spectrum 10 mg 230,- Art. 4110.90 >90.0 % [ - ] 20 mg 430,-

C20 H32 O3 / C 22 H34 O3 / C24 H38 O3 R = C 13 H27 , C 15 H29 , C17 H33 Mr 320.5 / 346.5 / 374.6

Glucobarbarin 10 mg 120,- HPLC-DAD 2(S)-Hydroxy-2-phenylethylglucosinolate K-salt with UV-Spectrum S OH from Barbara variegata H O - + HOCH2 O SNOSO K OH OH Art. 3426.97 >97.0 % HO O [21087-78-5] (salt) C15 H20 KNO 10 S2 Mr 477.55

Glucoberteroin 10 mg 215,- HPLC-DAD S 4-Methylthiopentylglucosinolate K-salt with UV-Spectrum from Berteroa incana 20 mg 380,- O HOH2C O SNOSO K Art. 3412.97 >97.0 % HO OH O HO [29611-01-6] or [245550-65-6] (salt) C13 H24 KNO 9S3 Mr 473.64

Glucobrassicanapin 10 mg 155,- HPLC-DAD 4-Pentenylglucosinolate K-salt with UV-Spectrum from Brassica napus 20 mg 280,- O

HOH2C O SNOSO K HO OH O Art. 3419.98 >98.0 % HO [19041-10-2] or [245550-58-7] (salt) C12 H20 KNO 9S2 Mr 443.52

Glucobrassicin 10 mg 145,- HPLC-DAD N 3-Indolylmethylglucosinolate K-salt with UV-Spectrum from Brassica oleracea 20 mg 260,- O HOH2C O SNOSO K HO OH Art. 3407.97 >97.0 % O HO [4356-52-9] or [143231-38-3] (salt) C16 H19 KN 2O9S2 Mr 486.56

Glucoerucin 10 mg 170,- S HPLC-DAD 4-Methylthiobutylglucosinolate K-salt with UV-Spectrum from Eruca sativa 20 mg 310,-

HOH2C O SNOSO K Art. 3411.97 >97.0 % HO OH O HO [21973-56-8] or [15592-37-7] (salt) C12 H22 KNO 9S3 Mr 459.61

Glucoiberin 10 mg 125,- HPLC-DAD S O 3-(Methylsulfinyl)propyglucosinolate K-salt with UV-Spectrum from Iberis amara 20 mg 210,- O

HOH2C O SNOSO K HO OH 50 mg 425,- O Art. 3413.99 >99.0 % HO [554-88-1] or [15592-34-4] (salt) C11 H20 KNO 10 S3 Mr 461.56

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Gluconapin 10 mg 130,- HPLC-DAD 3-Butenylglucosinolate K-salt with UV-Spectrum from Brassica napus 20 mg 230,- O

HOH2C O SNOSO K HO OH 50 mg 460,- O Art. 3417.97 >97.0 % HO [19041-09-9] or [245550-57-6] (salt) C11 H18 KNO 9S2 Mr 429.50

Gluconasturtiin 10 mg 138,- HPLC-DAD Phenylethylglucosinolate K-salt with UV-Spectrum from Nasturtium officinale 20 mg 235,- O

HOH2C O SNOSO K HO OH O Art. 3405.97 >97.0 % HO [499-30-9] or [18425-76-8] (salt) C15 H20 KNO 9S2 Mr 461.16

O S Glucoraphanin 10 mg 135,- HPLC-DAD 3-(methylsufinyl)butyl-glucosinolate K-salt with UV-Spectrum 20 mg 228,- O from Brassica oleracea

HOH2C O SNOSO K HO OH O HO Art. 3421.97 >97.0 % [21414-41-5] C12 H22 KNO 10 S3 Mr 475.66

CH3 Glucoraphasatin E/Z-mixture 10 mg 200,- S HPLC-DAD from Raphanus sativus with UV-Spectrum

O Art. 3426.97 >97.0 % HOCH - + 2 O S NO SO K OH OH OH O [28463-23-2] C12 H20 KNO 9S3 Mr 457.58

O CH3 Glucoraphenin 10 mg 115,- S HPLC-DAD 4-(Methylsufinyl)-3-butenylglucosinolate K-salt with UV-Spectrum 20 mg 187,- O from Raphanus sativus HOCH S NS O- K+ 2 O OH OH O OH Art. 3425.97 >97.0 % [108844-81-1] or [108844-81-1] (salt) C12 H20 KNO 10 S3 Mr 473.58

Glucotropaeolin 20 mg 119,- HPLC-DAD Benzylglucosinolate K-salt with UV-Spectrum 50 mg 244,- O from Tropaeolum majus

HOH2C O SNOSO K HO OH O HO Art. 3403.99 >99.0 % [499-26-3] or [5115-71-9] (salt) C14 H18 KNO 9S2 Mr 447.52

OH OH Hamamelitannin HPLC-DAD 20 mg 131,-

O from Hamamelis virginiana OH with UV-Spectrum O O 50 mg 226,- O OH OH O Art. 3315.99 >99.0 % OH OH OH [469-32-9] OH C20 H20 O14 Mr 484.37

H O OH Hamamelitannin HPLC-DAD 50 mg 125,-

O from Hamamelis virginiana OH with UV-Spectrum O O 100 mg 210,- O OH OH O Art. 3315.96 >96.0 % OH OH OH [469-32-9] OH C20 H20 O14 Mr 484.37

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Harpagide 10 mg 140,- HPLC-DAD OH from Harpagophytum procumbens with UV-Spectrum 20 mg 265,- O Art. 2120.99 >99.0 % HO H CH3 O-Glu [6926-08-5] C15 H24 O10 Mr 364.34

Harpagoside 20 mg 268,- HPLC-DAD, TLC, OH OH 8-O-Cinnamoylharpagide 1H-NMR, 13 C-NMR from Harpagophytum procumbens - (with Interpretation), 50 mg 535,- O O H UV, IR, MS, Melting point CH3 O-Glu Art. 2121.RS >99.0 % O [19210-12-9] C24 H30 O11 Mr 494.48

Harpagoside 10 mg 95,- HPLC-DAD OH OH 8-O-Cinnamoylharpagide with UV-Spectrum from Harpagophytum procumbens 20 mg 140,- O O H CH3 O-Glu Art. 2121.99 >99.0 % 50 mg 300,- O [19210-12-9] C24 H30 O11 Mr 494.48

CH3 CH3 Hederacoside C 20 mg 184,- HPLC-DAD, TLC, Hederasaponin C 1H-NMR, 13 C-NMR 2 50 mg 364,- CH3 CH3 H COOR from Hedera helix - (with Interpretation), CH3 UV, IR, MS, Melting point R1O H Art. 5133.RS >99.0 % HO CH3 [14216-03-6] R1 = Rha -Ara R2 = -Glu -Glu -Rha C59 H96 O26 Mr 1221.39

CH3 CH3 Hederacoside C 20 mg 112,- HPLC-DAD Hederasaponin C with UV-Spectrum 2 50 mg 235,- CH3 CH3 H COOR from Hedera helix

CH3

R1O 100 mg 438,- H Art. 5133.99 >99.0 % HO CH3 [14216-03-6] R1 = Rha -Ara R2 = -Glu -Glu -Rha C59 H96 O26 Mr 1221.39

CH3 CH3 Hederacoside C 50 mg 111,- HPLC-DAD Hederasaponin C with UV-Spectrum 2 100 mg 197,- CH3 CH3 H COOR from Hedera helix

CH3

R1O H Art. 5133.95 >95.0 % HO CH3 [14216-03-6] R1 = Rha -Ara R2 = -Glu -Glu -Rha C59 H96 O26 Mr 1221.39

CH3 CH3 Hederagenin 20 mg 115,- HPLC-DAD from Hedera helix with UV-Spectrum 50 mg 230,- CH3 CH3 H COOH Art. 5135.98 >98.0 % CH3 HO [465-99-6] H HO CH3 C30 H48 O4 Mr 472.73

CH3 CH3 Hederagenin 100 mg 165,- HPLC-DAD from Hedera helix with UV-Spectrum CH CH3 H COOH 3 Art. 5135.90 >90.0 % CH3 HO [465-99-6] H HO CH3 C30 H48 O4 Mr 472.73

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

CH CH α-Hederin 10 mg 110,- 3 3 HPLC-DAD from Hedera helix with UV-Spectrum 20 mg 175,- CH3 CH3 H COOH Art. 5136.99 >99.0 % CH3 [27013-91-8] 50 mg 360,- Rha-Ara-O H HO CH C41 H66 O12 Mr 750.97 3

OH Heliotridine HPLC-DAD 5 mg 250,- OH H from Heliotropium europaeum with UV-Spectrum 10 mg 470,- Art. 6286.97 >97.0 % [520-63-8] N C H NO M 155.19 8 13 2 r

OH Heliotridine N-oxide HPLC-DAD 5 mg 270,- OH H from Heliotropium europaeum with UV-Spectrum 10 mg 520,- Art. 6287.97 >97.0 % + N [ - ] - C8H13 NO 3 Mr 171.19 O

Heliotrine 10 mg 110,- OH HPLC-DAD O from Heliotropium with UV-Spectrum 20 mg 165,- H O OCH3 HO Art. 6212.98 >98.0 % H [303-33-3] C16 H27 NO 5 Mr 313.39 N

OH Heliotrine N-oxide 10 mg 140,- HPLC-DAD O from Heliotropium with UV-Spectrum H 20 mg 220,- O OCH3 HO H Art. 6213.97 >97.0 % [6209-65-0] N C16 H27 NO 6 Mr 329.39 O

Hesperetin HPLC-DAD 20 mg 110,- OCH3 Cyanidanon 4‘-methylether with UV-Spectrum HO O 50 mg 215,- OH synthetic Art. 3320.98 >98.0 % OH O [520-33-2] C16 H14 O6 Mr 302.28

Hesperidin 20 mg 115,- OCH3 HPLC-DAD Hesperetin 7-rutinoside, Cirantin Rha-Glc-O O with UV-Spectrum OH from Citrus sinensis 50 mg 230,- Art. 3321.98 >98.0 % OH O [520-26-3] C28 H34 O15 Mr 610.57

OH Homoorientin 5 mg 108,- HPLC-DAD

HO O 6-C-Glucoluteolin, Isoorientin with UV-Spectrum OH from Adonis vernalis 10 mg 169,- Glu Art. 3277.99 >99.0 % 20 mg 315,- OH O [4261-42-1] C21 H20 O11 Mr 448.38

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

O COOH 7-Hydroxyaristolochic acid I HPLC-DAD 10 mg 315,- NO 7-Hydroxyaristolochic acid A with UV-Spectrum O 2 20 mg 590,- from Aristolochia clematitis Art. 4616.98 >98.0 %

OCH3 [79185-75-4] OH C17 H11 NO 8 Mr 357.27

Hydroxytyrosol HPLC-DAD, TLC, 25 mg 215,- HO CH2 CH2OH 2-(3,4-Dihydroxyphenyl)ethanol 1H-NMR, 13 C-NMR from Olea europaea - (with Interpretation), HO UV, IR, MS Art. 4440.RS >98.0 %

[10597-60-1] C8H10 O3 Mr 154.17

Hydroxytyrosol HPLC-DAD 25 mg 120,- 2-(3,4-Dihydroxyphenyl)ethanol with UV-Spectrum HO CH2 CH2OH from Olea europaea 50 mg 210,-

HO Art. 4440.98 >98.0 % [10597-60-1] C8H10 O3 Mr 154.17

OH CH3 Hydroxyvalerenic acid 25 mg 254,- H HPLC-DAD (2 methods), from Valeriana officinalis TLC (2 methods), 1H-NMR, 13 C-NMR 50 mg 425,- Art. 4401.RS >99.0 % - (with Interpretation), CH3 [1619-16-5] 100 mg 715,- CH3 UV, IR, MS, Elemental C15 H22 O3 Mr 250.34 analysis, Melting point COOH

OH CH3 Hydroxyvalerenic acid 25 mg 187,- H HPLC-DAD from Valeriana officinalis with UV-Spectrum 50 mg 319,- Art. 4401.99 >99.0 % CH [1619-16-5] 100 mg 580,- 3 CH3 C15 H22 O3 Mr 250.34 COOH

Hyperforin / Adhyperforin - HPLC-DAD 5 mg 170,- H N 2 Dicyclohexylammonium salt (4:1) with UV-Spectrum 10 mg 315,- O natural mixture from Hypericum perforatum O Art. 4213.95 >95.0 % O O [238074-03-8]

C35 H51 O4 x C 12 H24 N Mr 718.11

OH O OH Hypericin 10 mg 375,- HPLC-DAD, TLC, from Hypericum perforatum 1H-NMR, 13 C-NMR HO CH3 - (with Interpretation), HO CH 3 Art. 3720.RS >98.0 % UV, IR, MS, hr-MS, [548-04-9] Melting point OOH OH C30 H16 O8 Mr 504.45

OH O OH Hypericin 5 mg 172,- HPLC-DAD from Hypericum perforatum with UV-Spectrum HO CH3 10 mg 305,- HO CH3 Art. 3720.98 >98.0 % [548-04-9] 20 mg 510,- C30 H16 O8 Mr 504.45 OOH OH

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH O OH Hypericin Sodium salt 5 mg 195,- HPLC-DAD Na from Hypericum perforatum with UV-Spectrum O CH3 10 mg 317,- HO CH3 Art. 3721.98 >98.0 % [ - ] 20 mg 530,-

OOH OH C30 H15 O8Na Mr 526.43

Hyperoside 20 mg 170,- HPLC-DAD (2 methods), OH Hyperin, Quercetin 3-galactoside TLC, HO O 1 13 50 mg 336,- OH from Hypericum perforatum H-NMR, C-NMR - (with Interpretation), O-Gal 100 mg 550,- Art. 3252.RS >99.0 % UV, IR, MS, Melting point OH O [482-36-0] C21 H20 O12 Mr 464.38

Hyperoside 20 mg 126,- HPLC-DAD OH Hyperin, Quercetin 3-galactoside with UV-Spectrum HO O from Hypericum perforatum 50 mg 257,- OH O-Gal Art. 3252.99 >99.0 % 100 mg 429,- OH O [482-36-0] C21 H20 O12 Mr 464.38

Hyperoside 100 mg 157,- OH HPLC-DAD Hyperin, Quercetin 3-galactoside with UV-Spectrum HO O OH from Hypericum perforatum

O-Gal Art. 3252.97 >97.0 % OH O [482-36-0] C21 H20 O12 Mr 464.38

3CH CH3 Icariin 10 mg 145,- HPLC-DAD OCH Ieariline with UV-Spectrum glu 3 20 mg 275,- O O from Epimedium brevicornum

O Art. 3259.99 >99.0 % OH O rha [489-32-7] C33 H40 O15 Mr 676.65

OH Indicine hydrochloride 10 mg 186,- HPLC-DAD O from Heliotropium indicum with UV-Spectrum 20 mg 330,- O H OH HO H Art. 6216.97 >97.0 % [1195140-94-3] Cl N C15 H26 ClNO 5 Mr 335.83 H

OH Indicine N-oxide 10 mg 205,- HPLC-DAD O from Heliotropium with UV-Spectrum O H OH 20 mg 370,- HO H Art. 6217.96 >96.0 % [41708-76-3] N C15 H25 NO 6 Mr 315.36 O

CH 3 OH CH3 Integerrimine HPLC-DAD 5 mg 230,- O Intergerrimine, Squalidin(e) with UV-Spectrum from Senecio vulgaris 10 mg 400,- CH3 O O O H Art. 6283.97 >97.0 % [480-79-5] N C18 H25 NO 5 Mr 335.39

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

CH3 OH CH 3 Integerrimine N-oxide HPLC-DAD 5 mg 230,- O Intergerrimine N-oxide, Squalidin(e) N-oxide with UV-Spectrum 10 mg 400,- CH3 O from Senecio vulgaris O O H Art.-Nr. 6284.97 >97.0 % + [85955-28-8] N - C H NO M 351.39 O 18 25 6 r

3CH CH3 Intermedine 5 mg 175,- HPLC-DAD from Symphytum officinale with UV-Spectrum OCH 10 mg 310,- OH H OH Art. 6274.95 >95.0 % O OH [10285-06-0] N C15 H25 NO 5 Mr 299.36

3CH CH3 Intermedine N-oxide 5 mg 200,- HPLC-DAD

O CH3 aus Symphytum officinale with UV-Spectrum OH H 10 mg 350,- OH O OH Art. 6275.95 >95.0 % + N [95462-14-9] - O C15 H25 NO 6 Mr 315.37

Isoacteoside 20 mg 186,- HPLC-DAD O HO Isoverbascoside with UV-Spectrum O from Harpagophytum procumbens 50 mg 379,- HO HO O O O OH OH H3C O HO OH Art. 6102.99 >99.0 % HO HO [61303-13-7] C29 H36 O15 Mr 624.59

Isoorientin see Homoorientin

Isoquercitrin 20 mg 198,- HPLC-DAD (2 methods), OH Quercetin 3-glucoside TLC, HO O 1 13 50 mg 384,- OH from Sambucus nigra H-NMR, C-NMR - (with Interpretation), O-Glu Art. 3254.RS >99.0 % 100 mg 638,- OH O UV, IR, MS, Melting point [21637-25-2] C21 H20 O12 Mr 464.38

Isoquercitrin 20 mg 125,- HPLC-DAD OH Quercetin 3-glucoside with UV-Spectrum HO O 50 mg 245,- OH from Tiliae officinalis O-Glu Art. 3254.99 >99.0 % 100 mg 440,- OH O [21637-25-2] C21 H20 O12 Mr 464.38

Isoquercitrin 50 mg 170,- HPLC-DAD OH Quercetin 3-glucoside with UV-Spectrum HO O 100 mg 305,- OH from Tiliae officinalis

O-Glu Art. 3254.97 >97.0 % OH O [21637-25-2] C21 H20 O12 Mr 464.38

Isorhamnetin 10 mg 112,- HPLC-DAD OCH 3 4'-O-Methylquercetin with UV-Spectrum HO O 20 mg 193,- OH from Calendula officinalis

OH Art. 3251.98 >98.0 % OH O [480-19-3 ]

C16 H12 O7 Mr 316.27

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Isoverbascoside see Isoacteoside

OH Isovitexin 5 mg 184,- HPLC-DAD, TLC, HO O 6-Glucosylapigenin 1H-NMR, 13 C-NMR from Saponaria officinalis - (with Interpretation), 10 mg 305,- Glu UV, IR, MS, Melting point OH O Art. 3230.RS >99.0 % [38953-85-4] C21 H20 O10 Mr 432.38

OH Isovitexin 5 mg 124,- HPLC-DAD HO O 6-Glucosylapigenin with UV-Spectrum from Saponaria officinalis 10 mg 206,- Glu OH O Art. 3230.99 >99.0 % [38953-85-4] C21 H20 O10 Mr 432.38

Isoxanthohumol 10 mg 122,- HPLC-DAD OH from Humulus lupulus with UV-Spectrum 20 mg 185,- HO O Art. 3325.99 >99.0 % [70872-29-6] 50 mg 368,- C21 H22 O5 Mr 354.40 OCH3 O

O HO CH3 O Jacobine 5 mg 171,- HPLC-DAD from Senecio jacobea with UV-Spectrum CH3 O 10 mg 305,- OO H Art. 6219.98 >98.0 % [6870-67-3] N C18 H25 NO 6 Mr 351.39

O HO CH3 O Jacobine N-oxide 5 mg 183,- HPLC-DAD from Senecio jacobea with UV-Spectrum CH3 O 10 mg 325,- OO H Art. 6222.96 >96.0 % [ - ] N C18 H25 NO 7 Mr 367.39 O

CH3 OH CH OH 3 Jacoline 5 mg 230,- HPLC-DAD O OH from Senecio jacobea with UV-Spectrum 10 mg 400,- CH3 O O O H Art. 6291.97 >97.0 % [480-76-2] C18 H27 NO 7 Mr 369.41 N

CH3 OH CH OH 3 Jacoline N-oxide 5 mg 250,- HPLC-DAD O OH from Senecio jacobea with UV-Spectrum 10 mg 450,- CH3 O O O H Art. 6292.97 >97.0 % [ - ] + C H NO M 385.41 N 18 27 8 r - O

Kaempferol 20 mg 190,- OH HPLC-DAD, TLC, Robigenin, Trifolitin 1H-NMR, 13 C-NMR HO O from Aesculus hippocastanum - (with Interpretation), 50 mg 380,- UV, IR, MS, Melting point OH 100 mg 650,- Art. 3240.RS >99.0 % OH O [520-18-3]

C15 H10 O6 Mr 286.24

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Kaempferol 20 mg 110,- OH HPLC-DAD Robigenin, Trifolitin with UV-Spectrum HO O from Aesculus hippocastanum 50 mg 220,-

OH Art. 3240.99 >99.0 % 100 mg 440,- OH O [520-18-3]

C15 H10 O6 Mr 286.24

Kaempferol 250 mg 143,- OH HPLC-DAD Robigenin, Trifolitin with UV-Spectrum HO O from Aesculus hippocastanum 500 mg 265,-

OH Art. 3240.97 >97.0 % OH O [520-18-3] C15 H10 O6 Mr 286.24

OH Kaempferol 3-glucoside 10 mg 278,- HPLC-DAD (2 methods), HO O Astragalin TLC, from Aesculus hippocastanum 1H-NMR, 13 C-NMR 20 mg 470,- O-Glu - (with Interpretation), Art. 3242.RS >99.0 % OH O UV, IR, MS, Melting point [480-10-4] C21 H20 O11 Mr 448.38

OH Kaempferol 3-glucoside 10 mg 180,- HPLC-DAD HO O Astragalin with UV-Spectrum from Aesculus hippocastanum 20 mg 330,-

O-Glu 50 mg 740,- OH O Art. 3242.99 >99.0 % [480-10-4] C21 H20 O11 Mr 448.38

OH Kaempferol 3-glucoside 20 mg 160,- HPLC-DAD HO O Astragalin with UV-Spectrum from Aesculus hippocastanum 50 mg 295,-

O-Glu OH O Art. 3242.97 >97.0 % [480-10-4] C21 H20 O11 Mr 448.38

CH3 H C 11-Keto-β-boswellic acid 5 mg 125,- 3 HPLC-DAD H with UV-Spectrum O 3α-Hydroxyurs-12-ene-11-keto-23-oic acid from Boswellia serrata 10 mg 197,- H3C CH3 CH3 H CH3 Art. 5152.99 >99.0 % 20 mg 346,- HO H [17019-92-0] HOOC CH3 C30 H46 O4 Mr 470.69

Kuromanin chloride see Cyanidin 3-glucoside chloride

HO Lasiocarpine 10 mg 165,- OH HPLC-DAD O 7-Angelyleuropine with UV-Spectrum H 20 mg 290,- O OCH3 from Heliotropium OO H Art. 6210.96 >96.0 % N [303-34-4] C21 H33 NO 7 Mr 441.49

HO OH Lasiocarpine N-oxide 10 mg 165,- HPLC-DAD O 7-Angelyleuropine N-oxide with UV-Spectrum H 20 mg 290,- O OCH3 from Heliotropium OO H Art. 6211.96 >96.0 % N [127-30-0] O C21 H33 NO 8 Mr 457.49

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Glc CH3 O Leiocarposide 10 mg 208,- O HPLC-DAD 2’-Hydroxybenzyl-3-methoxybenzoate 2',4- with UV-Spectrum O diglucoside 20 mg 363,- O OH from Solidago virgaurea Glc-O Art. 2125.99 >99.0 % [71953-77-0] C27 H34 O16 Mr 614.56

OCH3 Linarin 10 mg 155,- Glu-Rha HPLC-DAD O O Acacetin 7-rutinoside with UV-Spectrum from Linaria vulgaris 20 mg 280,-

Art. 3210.98 >98.0 % OH O [480-36-4] C28 H32 O14 Mr 592.57

Lucidin 3-primveroside 10 mg 210,- O OH HPLC-DAD CH2OH Lucidin-3-O-beta-primveroside with UV-Spectrum O from Rubia tinctorium O O OH O O OH Art. 3708.98 >98.0 % OH OH OH OH [29706-59-0] C26 H28 O14 Mr 564.49

Lutein 5 mg 136,- HPLC-DAD Xanthophyll, β,ε-Carotene-3,3'-diol with UV-Spectrum OH from Brassica oleracea

HO Art. 4205.90 >90 % [127-40-2] C40 H56 O2 Mr 568.88

OH Luteolin 20 mg 216,- HPLC-DAD, TLC, OH 1 13 Digitoflavone H-NMR, C-NMR 50 mg 378,- HO O from Reseda luteola - (with Interpretation), UV, IR, MS, Melting point Art. 3260.RS >99.0 % OH O [491-70-3] C15 H10 O6 Mr 286.23

OH Luteolin 20 mg 120,- HPLC-DAD OH Digitoflavone with UV-Spectrum 50 mg 250,- HO O from Reseda luteola

Art. 3260.99 >99.0 % 100 mg 460,- OH O [491-70-3] C15 H10 O6 Mr 286.23

OH Luteolin 7-glucoside 20 mg 216,- HPLC-DAD (2 methods) OH Glucoluteolin TLC, 1H-NMR, 13 C-NMR 50 mg 378,- GluO O from Reseda luteola - (with Interpretation), UV, IR, MS, Melting point Art. 3262.RS >99.0 % OH O [5373-11-5] C21 H20 O11 Mr 448.38

OH Luteolin 7-glucoside 20 mg 120,- HPLC-DAD OH Glucoluteolin with UV-Spectrum 50 mg 250,- GluO O from Reseda luteola Art. 3262.99 >99.0 % 100 mg 460,- OH O [5373-11-5]

C21 H20 O11 Mr 448.38

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Lycopene 5 mg 124,- HPLC-DAD ψ,ψ-Carotene, (all-trans)-Lycopene with UV-Spectrum from Solanum lycopersicum Art. 4207.90 >90 % [502-65-8] C40 H56 Mr 536.88

Lycopsamine 5 mg 175,- 3CH CH3 HPLC-DAD from Symphytum officinale with UV-Spectrum O CH3 10 mg 310,- OH H OH Art. 6270.95 >95.0 % O OH [10285-07-1] N C15 H25 NO 5 Mr 299.36

CH CH Lycopsamin N-oxide 5 mg 200,- 3 3 HPLC-DAD from Symphytum officinale with UV-Spectrum O CH 3 10 mg 350,- OH H OH O OH Art.-Nr. 6271.95 >95.0 % [95462-15-0] N+ C15 H25 NO 6 Mr 315.36 O-

(-)-Maackiain 10 mg 147,- HPLC-DAD HO O Demethylpterocarpin, Inermin with UV-Spectrum H 20 mg 253,- O from Baptisia tinctoria H O O Art. 3226.98 >98.0 % [2035-15-6] C16 H12 O5 Mr 284.27

H3CO Malvidin chloride HPLC-DAD 10 mg 126,- OH Cl - from Malva silvestris with UV-Spectrum + OH O OCH3 Art. 5008.97 >97.0 % [643-84-5] OH C17 H15 ClO 7 Mr 366.75 OH

OCH3 Malvidin 3-galactoside chloride HPLC-DAD 5 mg 115,- OH Primulin Cl with UV-Spectrum 10 mg 200,- HO O from Vitis vinifera OCH3 Art. 5011.95 >95.0 % OGlu [30113-37-2] OH C23 H25 ClO 12 Mr 528.89

Malvidin 3-glucoside chloride see Oenin chloride

OCH3 Malvin chloride HPLC-DAD 20 mg 156,- OH Malvidin 3,5-diglucoside chloride with UV-Spectrum Cl from Malva silvestris HO O OCH 3 Art. 5005.97 >97.0 % OGlu [16727-30-3] OGlu C29 H35 ClO 17 Mr 691.04

Malvin chloride 100 mg 130,- OCH HPLC-DAD 3 Malvidin 3,5-diglucoside chloride OH with UV-Spectrum Cl from Malva silvestris HO O OCH3 Art. 5005.90 >90.0 % OGlu [16727-30-3] OGlu C29 H35 ClO 17 Mr 691.04

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Manassantin A 10 mg 213,- O HPLC-DAD HO OH O from Saururus chinensis with UV-Spectrum H3CO OCH3 20 mg 367,-

CH3O OCH3 Art. 3101.98 >98.0 % OCH3 OCH3 [88497-87-4] C42 H52 O11 Mr 732.34

Manassantin B HPLC-DAD 10 mg 183,- O HO OH from Saururus chinensis O with UV-Spectrum

H3CO OCH 20 mg 320,- 3 Art. 3103.98 >98.0 % O OCH3 O OCH3 [88497-88-5] C41 H48 O11 Mr 716.30

Cl CH3 OH Merenskine 5 mg 150,- OH CH3 HPLC-DAD O Chlordeoxysceleratine with UV-Spectrum from Senecio retrorsus 10 mg 280,- CH3 O OO H Art. 6223.97 >97.0 % [96657-94-2] N C18 H26 ClNO 6 Mr 387.85

Cl CH3 OH OH CH3 Merenskine N-oxide HPLC-DAD 5 mg 150,- O Chlordeoxysceleratinyl-N-oxide with UV-Spectrum from Senecio retrorsus 10 mg 280,- CH3 O OO H Art. 6225.97 >97.0 % [96657-95-3] N C18 H26 ClNO 7 Mr 403.85 O

CH3 OH O CH3 Merepoxine HPLC-DAD 5 mg 170,- O from Senecio retrorsus with UV-Spectrum 10 mg 310,- CH3 O OO Art. 6224.97 >97.0 % H [115777-94-1] C18 H25 NO 6 Mr 351.40 N

CH3 OH O CH3 O Merepoxine N-oxide HPLC-DAD 5 mg 170,- from Senecio retrorsus with UV-Spectrum CH3 O 10 mg 310,- OO H Art. 6226.97 >97.0 % [ - ] N O C18 H25 NO 7 Mr 367.40

H3COH CH3 OH Monocrotaline 20 mg 100,- H3C O HPLC-DAD from Crotalaria with UV-Spectrum O O 50 mg 180,- O Art. 6227.99 >99.0 % H [315-22-0]

N C16 H23 NO 6 Mr 325.36

H3COH CH3 OH Monocrotaline N-oxide 10 mg 205,- H3C O HPLC-DAD from Crotalaria with UV-Spectrum O O 20 mg 360,- O H Art. 6228.98 >98.0 % [35337-98-5] N C16 H23 NO 7 Mr 341.36 O

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Morindin HPLC-DAD 10 mg 210,- OH O from Morinda citrifolia with UV-Spectrum CH3 CH2OH O O O OH O OH OH Art. 3271.97 >97.0 % O OH HO HO [60450-21-7] C26 H28 O14 Mr 564.50

OH Myricitrin 20 mg 126,- HPLC-DAD Myricetin 3-rhamnoside, Myricitroside with UV-Spectrum OH O OH from Myrica cerifera 50 mg 249,-

O-Rha OH O Art. 3258.99 >99.0 % [17912-87-7] C21 H20 O12 Mr 464.38

OH Narciclasin 10 mg 215,- OH HPLC-DAD Lycoricidinol with UV-Spectrum H O 20 mg 373,- OH from Narcissus pseudonarcissus

NH O Art. 6350.97 >97.0 % OH O [29477-83-6] C14 H13 NO 7 Mr 307.26

Naringenin 20 mg 112,- HPLC-DAD OH Naringetol, Pelarginadon with UV-Spectrum 50 mg 223,- HO O from Citrus paradisi Art. 3323.98 >98.0 % [480-41-1] OH O C15 H12 O5 Mr 272.26

Naringin 20 mg 112,- HPLC-DAD OH Naringenin 7-rhamnoglucoside, Aurantiin with UV-Spectrum 50 mg 223,- Rha-Glc-O O from Citrus paradisi Art. 3322.99 >99.0 % OH O [10236-47-2] C27 H32 O14 Mr 580.54

OCH3 Oenin chloride HPLC-DAD 10 mg 140,- OH Cl Malvidin 3-glucoside chloride with UV-Spectrum HO O from Vitis vinifera 20 mg 235,- OCH3

OGlu Art. 5007.97 >97.0 % OGlu [7228-78-6] C23 H25 ClO 12 Mr 528.89

OCH3 Oenin chloride HPLC-DAD 100 mg 142,- OH Cl Malvidin 3-glucoside chloride with UV-Spectrum HO O from Vitis vinifera OCH3

OGlu Art. 5007.85 >85.0 % OH [7228-78-6] C23 H25 ClO 12 Mr 528.89

OOCH Oleuropein 20 mg 210,- 3 HPLC-DAD, TLC, 1 13 HO O from Olea europaea H-NMR, C-NMR - (with Interpretation), 50 mg 366,- OO Art. 2111.RS >98.0 % HO UV, IR, MS, Melting point OGlu [32619-42-4] C25 H32 O13 Mr 540.52

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OOCH Oleuropein 20 mg 140,- 3 HPLC-DAD from Olea europaea with UV-Spectrum HO O 50 mg 280,- OO HO Art. 2111.98 >98.0 % OGlu [32619-42-4] C25 H32 O13 Mr 540.52

OOCH Oleuropein 500 mg 135,- 3 HPLC-DAD from Olea europaea with UV-Spectrum HO O 1000 mg 210,- OO HO Art. 2111.90 >90.0 % OGlu [32619-42-4] C25 H32 O13 Mr 540.52

3CH CH3 OH α-Onocerin 10 mg 170,- HPLC-DAD from Ononis spinosa with UV-Spectrum CH2 CH3 20 mg 308,- Art. 4214.98 >98.0 % CH3 2CH [511-01-3]

OH C30 H50 O2 Mr 442.72

3CH CH3

OH Orientin 5 mg 112,- HPLC-DAD Glu HO O 8-C-Glucoluteolin, Lutexin with UV-Spectrum OH from Adonis vernalis 10 mg 173,- Art. 3276.99 >99.0 % OH O [28608-75-5] C21 H20 O11 Mr 448.36

Pectolinarigenin 10 mg 167,- HPLC-DAD OCH3 5,7-Dihydroxy-4‘,6-dimethoxyflavone with UV-Spectrum OH O from Linaria vulgaris 20 mg 295,-

H3CO Art. 3212.97 >97.0 % OH O [520-12-7] C17 H14 O6 Mr 314.30

OCH Pectolinarin 10 mg 170,- HPLC-DAD Glu-Rha 3 Pectolinaroside, Neolinarin with UV-Spectrum O O from Linaria vulgaris 20 mg 300,-

H3CO Art. 3211.98 >98.0 % OH O [28978-02-1] C29 H34 O15 Mr 622.58

Pelargonidin chloride 10 mg 155,- HPLC-DAD - OH Cl from Pelargonium zonale with UV-Spectrum OH O+ Art. 5006.97 >97.0 % OH [134-03-3] OH C15 H11 O5Cl Mr 306.70

- OH Pelargonidin 3,5-diglucoside chloride 5 mg 138,- Cl HPLC-DAD

+ Pelargonin chloride, Salvinin OH O with UV-Spectrum from Pelargonium zonale 10 mg 215,- O-Glu Art. 5025.97 >97.0 % O-Glu [17334-58-6] C27 H31 O15 Cl Mr 630.97

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Cl - Pelargonidin 3-glucoside chloride 5 mg 120,- HPLC-DAD OH O+ from Fragaria with UV-Spectrum 10 mg 190,- Art. 5024.97 >97.0 % O-Glu OH [18466-51-8] C21 H21 O10 Cl Mr 468.84

Penduletin 5 mg 160,- OH HPLC-DAD 5,4'-Dihydroxy-3,6,7-trimethoxyflavone with UV-Spectrum H3CO O from Vitex agnus castus 10 mg 280,-

H3CO OCH3 Art. 3327.97 >97.0 % OH [569-80-2] C18 H16 O7 Mr 344.32

OCH3 Peonidin chloride HPLC-DAD 5 mg 150,- OH Cl - from Rosa centifolia with UV-Spectrum OH O+ 10 mg 270,- Art. 5010.97 >97.0 %

OH [134-01-0] OH C16 H13 ClO 6 Mr 336.73

OCH Peonidin 3,5-diglucoside chloride 5 mg 130,- 3 HPLC-DAD OH Cl - Paeonine with UV-Spectrum 10 mg 210,- OH O+ from Rosa centifolia Art. 5026.96 >96.0 % O-Glu [132-37-6] O-Glu C28 H33 O16 Cl Mr 661.01

OCH Peonidin 3-glucoside chloride 5 mg 145,- 3 HPLC-DAD

- OH from Vitis vinifera with UV-Spectrum Cl 10 mg 252,- OH O+ Art. 5020.97 >97.0 % [6906-39-4] O-Glu C22 H23 O11 Cl Mr 498.85 OH

OCH3 Petunidin 3-glucoside chloride 5 mg 142,- HPLC-DAD OH Cl from Vitis vinifera with UV-Spectrum HO O 10 mg 247,- OH Art. 5021.97 >97.0 % OGlu [6988-81-4] OH C22 H23 O12 Cl Mr 514.85

O Picroside II 20 mg 120,- HPLC-DAD

CH3O O H 6-Vanilloylcatalpol with UV-Spectrum from Picrorhiza kurrooa 50 mg 250,- HO O O Art. 2104.98 >98.0 % H CH2OHO-Glu [39012-20-9]

C23 H28 O13 Mr 512.47

O Primin 20 mg 262,- HPLC-DAD (2 methods),

H3CO 2-Methoxy-6-pentyl-p-benzoquinone TLC (2 methods), synthetic 1H-NMR, 13 C-NMR 50 mg 525,- - (with Interpretation), O Art. 1001.RS >99.0 % UV, IR, MS, Melting point, [15121-94-5] Elemental analysis C12 H16 O3 Mr 208.26

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

O Primin 20 mg 195,- HPLC-DAD

H3CO 2-Methoxy-6-pentyl-p-benzoquinone with UV-Spectrum synthetic 50 mg 420,-

O Art. 1001.99 >99.0 % 100 mg 758,- [15121-94-5] C12 H16 O3 Mr 208.26

Primulaverin 10 mg 150,- HPLC-DAD O OCH3 C from Primula veris with UV-Spectrum 20 mg 258,- O-Glu-Xyl Art. 4101.99 >99.0 % [154-61-0] H3CO C20 H28 O13 Mr 476.43

O OCH3 Primverin 10 mg 154,- HPLC-DAD C Primeverin with UV-Spectrum O-Glu-Xyl from Primula veris 20 mg 259,- Art. 4102.99 >99.0 % OCH3 [154-60-9] C20 H28 O13 Mr 476.43

Progoitrin 10 mg 123,- HPLC-DAD 2-Hydroxybut-3-enylglucosinlate K-salt with UV-Spectrum OH 20 mg 219,- O from Brassica napus HOH2C O SNOSO K HO OH O HO Art. 3415.97 >97.0 % 50 mg 455,- [585-95-5] oder [21087-77-4] (salt) C11 H18 KNO 10 S2 Mr 427.48

Protopine 10 mg 132,- O HPLC-DAD H3C Fumarine, Biflorine, Macleyine N with UV-Spectrum O 20 mg 243,- O from Chelidonium majus O Art. 6307.98 >98.0 % 50 mg 505,- O [130-86-9] C20 H19 NO 5 Mr 353.37

OHO OH Pseudohypericin 5 mg 190,- HPLC-DAD from Hypericum perforatum with UV-Spectrum 10 mg 300,- HO CH2OH

HO CH3 Art. 3272.97 >97.0 % [55954-61-5] 20 mg 520,- C30 H16 O9 Mr 520.43 OH O OH

OH OH OH Punicalagin 10 mg 120,- OH HPLC-DAD O O O from Punica granatum with UV-Spectrum O O 20 mg 225,- OH O

OH OH O Art. 3313.97 >97.0 %

OH O OH O OH O OO [65995-63-3] O

OH OH C48 H28 O30 Mr 1084.72

OH OH OH OH

OH OH OH Punicalin 10 mg 170,- OH HPLC-DAD OH

O from Punica granatum with UV-Spectrum O O 20 mg 315,- O O OH O Art. 3314.97 >97.0 % OH OH O [65995-64-4] OH OH OH OH OH O O C34 H22 O22 Mr 782.53

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OH Quercetin 20 mg 190,- HPLC-DAD, TLC, 1 13 HO O Sophoretin, Meletin H-NMR, C-NMR OH synthetic from Rutin - (with Interpretation), 50 mg 290,- OH UV, IR, MS, Melting point, OH O Art. 3201.RS >99.0 % 100 mg 476,- Elemental analysis [117-39-5] C15 H10 O7 Mr 302.24

OH Quercetin dihydrate 20 mg 98,- HPLC-DAD

HO O Sophoretin, Meletin with UV-Spectrum OH synthetic from Rutin 50 mg 177,- OH OH O Art. 3201.99 >99.0 % 100 mg 300,- [6151-25-3]

• C15 H10 O7 2H 2O Mr 338.27

OH Quercitrin 10 mg 193,- HPLC-DAD (2 methods) 1 13 HO O Quercetin 3-rhamnoside, Quercitroside TLC, H-NMR, C-NMR OH from Aesculus hippocastanum - (with Interpretation), 20 mg 330,- O-Rha UV, IR, MS, Melting point OH O Art. 3253.RS >99.0 % 50 mg 650,-

[522-12-3] C21 H20 O11 Mr 448.38

OH Quercitrin 10 mg 95,- HPLC-DAD HO O Quercetin 3-rhamnoside, Quercitroside with UV-Spectrum OH from Aesculus hippocastanum 20 mg 160,- O-Rha OH O Art. 3253.99 >99.0 % 50 mg 325,-

[522-12-3] C21 H20 O11 Mr 448.38

OH Retronecine HPLC-DAD 5 mg 180,- OH H Retronecin, Senecifolinene with UV-Spectrum from Senecio retrorsus 10 mg 300,- Art. 6282.95 >95.0 % N [480-85-3] C8H13 NO2 Mr 155.19

OH Retronecine N-oxide HPLC-DAD 5 mg 220,- OH H Senecifolinene N-oxide with UV-Spectrum from Senecio retrorsus 10 mg 390,- + N Art. 6285.97 >97.0 % - [6870-33-3] O C8H13 NO3 Mr 171.19

Retrorsine 20 mg 135,- HPLC-DAD HO CH2OH O 12,18-Dihydroxysenecionan-11,16-dione with UV-Spectrum H3C β-Longilobin; from Senecio retrorsus 50 mg 270,- CH3 O OO H Art. 6203.98 >98.0 % [480-54-6] N C18 H25 NO 6 Mr 351.40

HO CH2OH Retrorsine 100 mg 198,- HPLC-DAD O 12,18-Dihydroxysenecionan-11,16-dione with UV-Spectrum H3C 500 mg 610,- CH3 O β-Longilobin; from Senecio retrorsus OO H Art. 6203.95 >95.0 % N [480-54-6] C18 H25 NO 6 Mr 351.40

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

HO CH2OH Retrorsine N-oxide 10 mg 143,- O HPLC-DAD H3C 12,18-Dihydroxysenecionan-11,16-dione-4-oxide with UV-Spectrum CH3 O 20 mg 250,- OO from Senecio retrorsus H Art. 6253.96 >96.0 % N [15503-86-3] O C18 H25 NO 7 Mr 367.40

Rhein 20 mg 100,- HPLC-DAD OHO OH Cassic acid, Crysazin 3-carboxylic acid with UV-Spectrum from Rheum palmatum 50 mg 230,- COOH Art. 3272.99 >99.0 % 100 mg 420,- O [478-43-3]

C15 H8O6 Mr 284.23

Rhein 250 mg 150,- HPLC-DAD OHO OH Cassic acid, Crysazin 3-carboxylic acid with UV-Spectrum from Rheum palmatum COOH Art. 3272.97 >97.0 % O [478-43-3]

C15 H8O6 Mr 284.23

OH OH Rhein-8-O-glucoside HPLC-DAD 10 mg 150,- OH 8-Glucosylrhein with UV-Spectrum O O O OH from Rheum palmatum 20 mg 250,- OH Art. 3273.98 >98.0 % COOH [34298-86-7] O C21 H18 O11 Mr 446.37

Robinin 10 mg 135,- HPLC-DAD OH Kaempferol 3-robinoside 7-rhamnoside with UV-Spectrum Rha-O O from Pseudoacacia 20 mg 218,-

O-Robinosyl Art. 3326.98 >98.0 % OH O [301-19-9] C33 H40 O19 Mr 740.67

Rosmarinic acid 20 mg 210,- O HPLC-DAD, TLC 1 13 HO OH from Rosmarinus officinalis H-NMR, C-NMR O 50 mg 400,- H - (with Interpretation), HO OH Art. 6130.RS >99.0 % HOOC UV, IR, MS, Melting point, [20283-92-5] content of water, content C18 H16 O8 Mr 360.32 of residual solvents

Rosmarinic acid 20 mg 110,- O HPLC-DAD HO OH from Rosmarinus officinalis with UV-Spectrum O 50 mg 215,- H HO HOOC OH Art. 6130.99 >99.0 % [20283-92-5] C18 H16 O8 Mr 360.32

OH Ruberythric acid HPLC-DAD 5 mg 160,- O OH O OO O OH Alizarin-2-O-β-D-primveroside, Rubianic acid with UV-Spectrum OH 10 mg 250,- OH OH from Rubia tinctorum O OH Art. 3709.98 >98.0 % [152-84-1] C25 H26 O13 Mr 534.47

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Rutin 50 mg 120,- OH HPLC-DAD OH O Rutoside, Quercetin 3-rutinoside, Sophorin with UV-Spectrum OH from Sophora japonica 100 mg 200,- O-Glu-Rha OH O Art. 3256.99 >99.0 % [153-18-4] C27 H30 O16 Mr 610.52

CH3 CH CH3 3 Ryanodine HPLC-DAD 1 mg 107,- OH Ryanodol-3-(1 H-pyrrole-2-carboxylate) 3CH OH OH with UV-Spectrum OH 5 mg 431,- O O from Ryania speciosa O H N OH CH3 Art. 6290.98 >98.0 % [15662-33-6] C25 H35 NO 9 Mr 493.55

OH Saponarin 10 mg 156,- HPLC-DAD Glu-O O from Saponaria officinalis with UV-Spectrum 20 mg 262,- Glu Art. 3232.98 >98.0 % OH O [20310-89-8] C27 H30 O15 Mr 594.53

3CH OH CH3 OH Sceleratine 10 mg 250,- HPLC-DAD O from Senecio retrorsus with UV-Spectrum OH CH3 O O O Art.-Nr. 6229.97 >97.0 % H [6190-25-6] C18 H27 NO 7 Mr 369.41 N

3CH OH CH3 OH Sceleratine N-oxid 10 mg 250,- HPLC-DAD O OH from Senecio retrorsus with UV-Spectrum CH3 O O O H Art.-Nr. 6230.97 >97.0 % [ - ] + C18 H27 NO 8 Mr 385.41 N - O

HO CH3 Senecionine 20 mg 260,- HPLC-DAD, GC-MS O 1 13 H3C Aureine, 12-Hydroxysenecionan-11,16-dione TLC, H-NMR, C-NMR from Senecio vulgaris - (with Interpretation), 50 mg 548,- CH3 O OO H UV, IR, MS, Melting point Art. 6202.RS >99.0 % [130-01-8] N C18 H25 NO 5 Mr 335.39

HO CH3 Senecionine 10 mg 135,- HPLC-DAD O Aureine, 12-Hydroxysenecionan-11,16-dione with UV-Spectrum H3C 20 mg 199,- CH3 O from Senecio vulgaris OO H Art. 6202.99 >99.0 % [130-01-8] N C18 H25 NO 5 Mr 335.39

HO CH3 Senecionine N-oxide 10 mg 220,- O HPLC-DAD H3C 12-Hydroxysenecionan-11,16-dione-4-oxide with UV-Spectrum CH3 O OO from Senecio vulgaris H Art. 6252.95 >95.0 % N [13268-67-2] O C18 H25 NO 6 Mr 351.39

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

HO Seneciphylline 20 mg 278,- CH3 HPLC-DAD, GC-MS, O Jacodine, α-Longilobine TLC, 1H-NMR, 13 C-NMR H3C from Senecio vulgaris - (with Interpretation), 50 mg 564,- CH2 O OO UV, IR, MS, Melting point H Art. 6201.RS >99.0 % [480-81-9] N C18 H23 NO 5 Mr 333.38

HO CH3 Seneciphylline 10 mg 155,- HPLC-DAD O Jacodine, α-Longilobine with UV-Spectrum H3C 20 mg 260,- CH2 O from Senecio vulgaris OO H Art. 6201.99 >99.0 % [480-81-9] N C18 H23 NO 5 Mr 333.38

HO CH3 O Seneciphylline N-oxide 10 mg 253,- H C HPLC-DAD 3 from Senecio vulgaris with UV-Spectrum CH2 O OO H Art. 6251.97 >97.0 % [38710-26-8] N C18 H23 NO 6 Mr 349.37 O

CH3 OH Senecivernine 5 mg 151,- CH3 HPLC-DAD O from Senecio inaequidens with UV-Spectrum 10 mg 270,- CH3 O OO Art. 6206.95 >95.0 % H [72755-25-0] C18 H25 NO 5 Mr 335.39 N

CH3 OH CH3 Senecivernin N-oxide 5 mg 162,- O HPLC-DAD from Senecio inaequidens with UV-Spectrum CH3 O 10 mg 292,- OO H Art. 6220.95 >95.0 % [ - ] N C18 H25 NO 6 Mr 351.39

HO CH3 Senkirkin 10 mg 185,- HPLC-DAD O H3C Senkirkine, Renardine with UV-Spectrum CH3 O 20 mg 340,- OO from Tussilago farfara O Art. 6205.95 >95.0 % N [2318-18-5] CH 3 C19 H27 NO 6 Mr 365.43

OGluc O OH Sennoside A 10 mg 105,- HPLC-DAD from Cassia angustifolia with UV-Spectrum 20 mg 140,- COOH H H Art. 3280.98 >98.0 % COOH [81-27-6] 50 mg 288,- C42 H38 O20 Mr 862.72

OGluc O OH

OGluc O OH Sennoside A 1 10 mg 163,- HPLC-DAD Sennoside G, Sennoside A‘ with UV-Spectrum 20 mg 234,- COOH from Cassia angustifolia H H COOH Art. 3282.95 >95.0 % [66575-30-2] OGluc O OH C42 H38 O20 Mr 862.72

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

OGlucO OH Sennoside B 10 mg 105,- HPLC-DAD from Cassia angustifolia with UV-Spectrum 20 mg 140,- COOH H H Art. 3281.98 >98.0 % COOH [128-57-4] 50 mg 288,- C42 H38 O20 Mr 862.72

OGluc O OH

OGluc O OH Sennoside C HPLC-DAD 10 mg 160,- from Cassia angustifolia with UV-Spectrum CH2OH H H Art. 3286.95 >95.0 % COOH [37271-16-2] C42 H40 O19 Mr 848.76 OGluc O OH

Silybin 20 mg 102,- HPLC-DAD O CH2OH Diastereomeric mixture of Silybin A and B with UV-Spectrum HO O OCH3 50 mg 214,- O Silibinin, Silymarin OH OH from Silybum marianum OOH Art. 3215.98 >98.0 % [36804-17-8] C25 H22 O10 Mr 482.44

OH Sinalbin 20 mg 130,- HPLC-DAD O Sinapine glucosinalbate with UV-Spectrum HOH2C O SNOSO HO OH 50 mg 240,- O from Sinapis alba HO

CH3O O N Art. 3409.99 >99.0 % HO O [20196-67-2]

CH3O C30 H42 N2O15 S2 Mr 734.79

Sinalbin Potassium salt 20 mg 122,- OH HPLC-DAD Potassium salt of Sinalbin with UV-Spectrum 50 mg 248,- O from Sinapis alba

HOH2C O SNOSO K HO OH O HO Art. 3410.97 >97.0 % [16411-05-5] C14 H18 NO 10 S2 K Mr 463.52

OCH3 Sinensetin 10 mg 144,- HPLC-DAD

CH3O O 3‘,4‘,5,6,7-Pentamethoxyflavone with UV-Spectrum OCH 3 from Orthosiphon stamineus 20 mg 252,- CH3O OOCH 3 Art. 3263.98 >98.0 % [2306-27-6] C20 H20 O7 Mr 372.38

Sinigrin Monohydrate 50 mg 120,- HPLC-DAD

O Sinigroside, Allylglucosinolate, with UV-Spectrum Potassium myronate Glucosyl-S N O S O K from Sinapis nigra O Art. 3401.99 >99.0 % [3952-98-5] C10 H16 KNO 9S2 • H2O Mr 415.48

Sinigrin Monohydrate 1 g 190,- HPLC-DAD Sinigroside, Allylglucosinolate, with UV-Spectrum O Potassium myronate Glucosyl-S N O S O K from Sinapis nigra O Art. 3401.97 >97.0 % [3952-98-5] C10 H16 KNO 9S2 • H2O Mr 415.48

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

H3C H α-Solanine 20 mg 165,- CH3 HPLC-DAD H N H C H 3 H CH3 Solatunine with UV-Spectrum H CH2OH H 50 mg 328,- CH2OH OH O O from Solanum tuberosum O O OH HO O OH Art. 6207.98 >98.0 % OH O [20562-02-1] CH3

OHOH C45 H73 NO 15 Mr 868.4

Spiraeoside 10 mg 129,- O-Glu HPLC-DAD Quercetin 4‘-glucoside with UV-Spectrum HO O OH from Filipendula ulmaria 20 mg 218,-

OH Art. 3257.98 >98.0 % OH O [20229-56-5] C21 H20 O12 Mr 464.38

OH Sutherlandioside B HPLC-DAD 10 mg 158,- from Sutherlandia frutescens with UV-Spectrum H O O 20 mg 281,- H O OH Art. 5170.98 >98.0 % HO H [1055329-47-9] HOH OH HO OH C36 H60 O10 Mr 652.87

OH Sutherlandioside D HPLC-DAD 10 mg 169,- from Sutherlandia frutescens with UV-Spectrum H O O 20 mg 291,- H O OH Art. 5171.95 >95.0 % HO H [1055329-49-1] H OH HO OH C36 H58 O9 Mr 634.84

(+)-Taxifolin 20 mg 198,- OH HPLC-DAD, TLC, Dihydroquercetin, Distylin 1H-NMR, 13 C-NMR HO O 50 mg 388,- OH from Pseudozuga menziesii - (with Interpretation), UV, IR, MS, Melting point OH Art. 3211.RS >99.0 % 100 mg 645,- OH O [480-18-2] C15 H12 O7 Mr 304.24

(+)-Taxifolin 20 mg 110,- OH HPLC-DAD Dihydroquercetin, Distylin with UV-Spectrum HO O 50 mg 250,- OH from Pseudozuga menziesii OH Art. 3211.99 >99.0 % 100 mg 440,- OH O [480-18-2] C15 H12 O7 Mr 304.24

Trifolirhizin 20 mg 148,- HPLC-DAD from Baptisia tinctoria with UV-Spectrum Art. 3225.96 >96.0 % [6807-83-6] C22 H22 O10 Mr 446.40

Umckalin HPLC-DAD 5 mg 128,- HO O O 7-Hydroxy-5,6-dimethoxycoumarin with UV-Spectrum from Pelargonium sidoides 10 mg 216,-

CH3O Art. 3501.99 >99.0 % 20 mg 382,- OCH3 [43053-62-9] C11 H10 O5 Mr 222.19

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

CH3 Ursolic acid 20 mg 100,- HPLC-DAD H C 3 (3 β)-3-Hydroxy-12-ursen-28-oic acid with UV-Spectrum from Arctostaphylos uva ursi 50 mg 200,- H3C CH3 H COOH

H CH3 Art. 5121.99 >99.0 % HO H [77-52-1] H3C CH3 C30 H48 O3 Mr 456.71 HPLC-DAD (2 methods), CH3 Valerenic acid 25 mg 287,- H TLC (2 methods), from Valeriana officinalis 1H-NMR, 13 C-NMR 50 mg 476,- - (with Interpretation), UV, Art. 4400.RS >99.0 % IR, MS, Melting point, CH [3569-10-6] 100 mg 810,- 3 CH3 Elemental analysis, C15 H22 O2 Mr 234.34 COOH content of water, content of residual solvents

CH3 H Valerenic acid 25 mg 200,- HPLC-DAD from Valeriana officinalis with UV-Spectrum 50 mg 345,- Art. 4400.99 >99.0 % CH 3 CH3 [3569-10-6] 100 mg 615,- C15 H22 O2 Mr 234.34 COOH

Verbascoside see Acteoside

OH OH OH OH Vescalagin 10 mg 179,- OH HPLC-DAD

O O from Castanea sativa with UV-Spectrum O OH 20 mg 338,- O OH O O Art. 3312.96 >96.0 % OH O O O OH O [36001-47-5] OH OH C41 H26 O26 Mr 934.63 OH OH OH OH OH

OH ε-Viniferin 10 mg 142,- HPLC-DAD

OH trans-epsilon-Viniferin, (-)-ε-Viniferin with UV-Spectrum from Vitis vinifera 20 mg 245,- H OH Art. 3350.98 >98.0 % 50 mg 520,- HO O [62218-08-0] H OH C28 H22 O6 Mr 454.48

OH Vitexin 10 mg 260,- HPLC-DAD, TLC, Glu 1 13 HO O 8-Glucosylapigenin, Orientoside H-NMR, C-NMR from Crataegus monogyna - (with Interpretation), UV, IR, MS, Melting point Art. 3234.RS >99.0 % OH O [3681-93-4] C21 H20 O10 Mr 432.38

OH Vitexin 5 mg 105,- Glu HPLC-DAD HO O 8-Glucosylapigenin, Orientoside with UV-Spectrum from Crataegus monogyna 10 mg 165,- Art. 3234.99 >99.0 % OH O [3681-93-4] C21 H20 O10 Mr 432.38

Vitexin-2“-O-rhamnoside 10 mg 105,- OH HPLC-DAD Glu-2"-O-Rha from Crataegus monogyna with UV-Spectrum HO O 20 mg 183,- Art. 3236.99 >99.0 % [64820-99-1] OH O C27 H30 O14 Mr 578.53

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Catalogue of Natural Compounds

Structure Compound Documents Quantity Price delivered (unit) [Euro]

Wogonin 10 mg 100,- H CO HPLC-DAD 3 5,7-Dihydroxy-8-methoxyflavone with UV-Spectrum OH O from Scutellaria baicalensis 20 mg 178,- Art. 3213.97 >97.0 % OH O [632-85-9] C16 H12 O5 Mr 284.27

Wogonoside 10 mg 160,- HPLC-DAD Wogonin-7-β-D-glucopyranosiduronic acid with UV-Spectrum H CO HOOC 3 20 mg 277,- O Wogonin 7-glucuronide, Oroxindin OH O O OH OH from Scutellaria baicalensis

OH O Art. 3214.97 >97.0 % [51059-44-0] C22 H20 O11 Mr 460.39

Xanthohumol 20 mg 282,- HPLC-DAD, TLC from Humulus lupulus 1H-NMR, 13 C-NMR HO OH OH - (with Interpretation), 50 mg 548,- Art. 3324.RS >99.0 % UV, IR, MS, Melting point, [6754-58-1] content of water, content O O C21 H22 O5 Mr 354.40 of residual solvents H3C

Xanthohumol 20 mg 167,- HPLC-DAD from Humulus lupulus with UV-Spectrum HO OH OH 50 mg 340,- Art. 3324.99 >99.0 % [6754-58-1] O O C21 H22 O5 Mr 354.40 H3C

If you are interested in substances not listed above we will check the producibility and would be pleased to send you an individual offer.

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page 47  PHYTO PLAN

Certificate of Analysis using the example of the reference substance Kaempferol-3-glucoside, Art. 3242.RS

 PHYTOPLAN Diehm & Neuberger GmbH  PHYTOPLAN Diehm & Neuberger GmbH Im Neuenheimer Feld 519 Im Neuenheimer Feld 519 PHYTO PLAN D-69120 Heidelberg PHYTO PLAN D-69120 Heidelberg Tel.: 0 62 21/40 13 47 Tel.: 0 62 21/40 13 47 Pflanzliche Wirkstoffe und Analytik Fax: 0 62 21/43 76 64 Pflanzliche Wirkstoffe und Analytik Fax: 0 62 21/43 76 64

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 CERTIFICATE OF ANALYSIS Date: 31.07.2001 Date: 31.07.2001 CA-No.: 1051/1 Kaempferol-3-glucoside Page: 1 of 15

Batch No.: 0107202 Product name: Kaempferol-3-glucoside Table of contents page Basic data Molecular formula 1. Manufacturing Procedure 2 Denotation: Kaempferol-3-glucoside Batch No.: 0107202 OH CAS-No.: [480-10-4] 2. Characteristics 2

Formula: C21 H20 O11 Molecular weight: 448.39 HO O 3. Melting Point 2 Storage temperature: 4 °C Source: Aesculus hippocastanum 4. TLC-Analysis 3 Stable until: July 2004 O-Glu Last purity control: July 2003 OH O 5. HPLC-Analysis 4 Date of manufacture: July 2001 Article No.: 3242.RS 6. 1H-NMR-Spectrum 6

DETERMINATION SPECIFICATION RESULT 7. 13 C-NMR-Spectrum 9 Properties Appearance yellow needles conforms 8. FT-IR-Spectrum 11 Solubility soluble in hot methanol, low soluble in conforms water 9. UV-VIS-Spectrum 12 Identity Melting point 165-175 °C (methanol/water) 168-170 °C; conforms 10. FAB +-MASS Spectrum 13 NMR* 1H accordant to reference spectrum conforms 13 C accordant to reference spectrum conforms 11. Instrumentation 14 IR* consistent with structure conforms UV* accordant to reference spectrum conforms 12. References 15

λmax [nm] = 348, 265 ± 2 λmax [nm] = 349.38; 265.52 log ελmax = 4.20, 4.32 ± 0.05 log ελmax 4.21, 4.31 FAB-MS* molecular ion peak at m/z 449 [M+H] + peak at m/z 449; conforms Purity TLC* 1 band 1 band; conforms HPLC* content of impurities at 254 nm: < 1.0 % 0.49 %; conforms at spectrum max plot: < 1.0 % 0.64 %; conforms Assay HPLC 99.0 % at 254 nm, Spectrum Max Plot 99.51, 99.36 %; conforms

Result : The product meets the requirements

Dr. M. Diehm (Quality Control)

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 2 of 15 Kaempferol-3-glucoside Page: 3 of 15 Batch No.: 0107202 Batch No.: 0107202

1. Manufacturing Procedure 4. TLC-Analysis Kaempferol-3-glucoside was isolated from the blooms of aesculus hippocastanum by an extraction process with Parameters methanol and ethyl acetate. A pure product was obtained by preparative column chromatography on an RP18- Stationary phase: Silica gel 60 F 254 , 0.20 mm thickness (Art.-No. 1.05554, Merck, Darmstadt, Ger.) phase with methanol / water as eluent. The substance was crystallized from methanol / water (9:1) and dried at Mobile phase: Ethyl acetate / Formic acid / Water (20/2/3; v/v/v) 40 °C / 10 mbar over a period of 24 hours. Sample solvent: Methanol Development length: 10 cm

Retention factor: Rf = 0.54 (chamber saturation) 2. Characteristics Detection: UV 254 , Diphenylboryloxyethylamine (Naturstoffreagenz A), 10 % in ethanol, Kaempferol-3-glucoside is stable to moisture and air and has only low tendency to be hydrolysed or to be after drying spraying with macrogel 400 / 10 min. at 110 °C; visualized at UV 365 oxidized. No hygroscopy was observed. In order to prevent any decompositon it should be stored at a dry place Applied quantities: 20, 10 µg in a refrigerator. Chromatogram: 1 spot with one very weak impurity below at R f = 0.49 (UV 365 ) Reference: Hyperoside

3. Melting Point TLC-Chromatogram (1:1) Found: 168-170 °C (water / methanol 9:1)

[1] Ref. : 177-178°C (methanol) Rf / dm 1.0

0.9

0.8 0.7 0.6 Trace 1: Hyperoside Trace 2 + 3 : Kaempferol-3- 0.5 glucoside, 20 µg, 10 µg; after spraying with 0.4 Naturstoffreagenz A

0.3

0.2

0.1 0.0

page 48  PHYTO PLAN

Certificate of Analysis using the example of the reference substance Kaempferol-3-glucoside, Art. 3242.RS

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 4 of 15 Kaempferol-3-glucoside Page: 5 of 15 Batch No.: 0107202 Batch No.: 0107202

5. HPLC-Analysis 4: 355 nm, 4 nm Column Typ: Eurospher 100-5 C18, 250 x 4 mm with integrated precolumn 5 x 4 mm Pk # Retention Time Area Area Percent Capacity factor Lambda Max Sample solvent: Methanol 1 6,453 7052 0,14 2,23 259 Mobile phase: Methanol/Acetonitrile/Orthophosphoric acid pH 2.5 (34/10/56, v/v/v) 2 8,448 5566 0,11 3,22 211 3 9,333 4861505 99,57 3,67 265 Detection: DAD, 210-450 nm 4 10,752 8572 0,18 4,38 212 Injection vol.: 5 µL, c = 0.5 mg/mL Totals 4882695 100,00 Flow rate: 1.00 mL/min.

Temperature: 20 °C ) Spectrum Max Plot* Pk # Retention Time Area Area Percent Capacity factor Lambda Max 300 2: 254 nm, 4 nm Spectrum Max Plot Kaempferol-3-glucosid Ch.-B.: 0107202 Kaempferol-3-glucosid Ch.-B.: 0107202 1 4,661 11299 0,14 1,33 217 Kaempferol3glc02RPmet4-005.dat 500 Kaempferol3glc02RPmet4-005.dat Retention Time Retention Time 2 6,453 14319 0,17 2,23 252 3 8,437 9885 0,12 3,22 213 9,333 250 9,333 4 9,333 8295465 99,36 3,67 265 5 10,731 18038 0,22 4,37 217 400 Totals 8349006 100,00 200 *) A Spectrum Max Plot is a chromatogram with each point plotted at its maximum absorbance. within the detection range

300 This plot gives an indication of the appearance of the chromatogram when the wavelengths are optimized for each peak.

150 mAU DAD UV-spectrum 200 100

100 50

10,731 6,453 6,464 8,459 10,784 4,661 8,437 0 0

0 10 20 0 10 20 Minutes Minutes 2: 254 nm, 4 nm Pk # Retention Time Area Area Percent Capacity factor Lambda Max 1 6,464 8515 0,18 2,23 257 2 8,459 5169 0,11 3,23 212 3 9,333 4726060 99,51 3,67 265 4 10,784 9453 0,20 4,39 214 Totals 4749197 100,00

5: 265 nm, 4 nm Pk # Retention Time Area Area Percent Capacity factor Lambda Max 1 6,443 7671 0,13 2,22 257 2 8,448 6651 0,11 3,22 265 3 9,333 6021564 99,62 3,67 265 The UV-spectrum recorded with HPLC-DAD at time 9.33 min. is consistant with the UV-spectrum of the 4 10,752 8753 0,14 4,38 212 isolated substance. Totals 6044639 100,00

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 6 of 15 Kaempferol-3-glucoside Page: 7 of 15 Batch No.: 0107202 Batch No.: 0107202 6. 1H-NMR-Spectrum 1H-NMR-Spectrum 300 MHz, 297 K, solvent: DMSO-d6 Peak List

Peak no Point ppm Frequency (Hz) Height 1 5562 12.615 3786.298 31.957 2 13010 8.053 2417.001 20.649 3 13020 8.047 2415.231 6.195 4 13030 8.041 2413.433 1.677 5 13058 8.024 2408.226 22.744 6 13072 8.015 2405.679 2.719 7 14898 6.897 2069.924 21.729 8 14920 6.883 2065.969 1.733 9 14948 6.866 2060.671 21.903 10 15652 6.435 1931.239 16.198 11 15662 6.429 1929.564 14.782 12 16020 6.209 1863.668 16.893 13 16032 6.202 1861.490 15.684 14 17226 5.470 1641.880 9.302 15 17264 5.447 1634.924 9.091 16 17434 5.343 1603.761 7.577 17 17458 5.329 1599.297 7.794 18 17906 5.054 1517.011 5.768 19 17930 5.039 1512.515 5.966 20 18084 4.945 1484.314 4.300 21 19180 4.274 1282.791 3.266 22 19210 4.256 1277.294 6.910 23 19240 4.237 1271.781 3.033 24 20294 3.591 1077.920 2.900 25 20320 3.576 1073.166 3.168 26 20352 3.556 1067.300 3.658 27 20382 3.538 1061.774 3.624 28 20888 3.228 968.804 1.514 29 20914 3.212 963.891 3.200 30 20934 3.199 960.206 5.344 31 20954 3.188 956.681 4.687 32 20970 3.178 953.711 3.822 33 20994 3.163 949.200 3.991 34 21128 3.080 924.523 9.123

page 49  PHYTO PLAN

Certificate of Analysis using the example of the reference substance Kaempferol-3-glucoside, Art. 3242.RS

 PHYTOPLAN Diehm & Neuberger GmbH  PHYTOPLAN Diehm & Neuberger GmbH Im Neuenheimer Feld 519 Im Neuenheimer Feld 519 PHYTO PLAN D-69120 Heidelberg PHYTO PLAN D-69120 Heidelberg Tel.: 0 62 21/40 13 47 Tel.: 0 62 21/40 13 47 Pflanzliche Wirkstoffe und Analytik Pflanzliche Wirkstoffe und Analytik Fax: 0 62 21/43 76 64 Fax: 0 62 21/43 76 64

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 8 of 15 Kaempferol-3-glucoside Page: 9 of 15 Batch No.: 0107202 Batch No.: 0107202

13 1H-NMR-Spectrum 7. C-NMR-Spectrum

300 MHz, 297 K, solvent: DMSO-d6 75 MHz, 297 K, solvent: DMSO-d6

5' OH 6' 4' 8 1 HO 2 O 3' 1' 7 9 2' 4" 2" OH 10 3" OH 6 HO 3 O O 5 4 CH2OH 6" OOH 1" 5"

Assignment of the signals [500 MHz, solvent: CDCl 3, temperature: 303 K]

Assignment of the signals

Proton at Chemical shift Comparison data [1] Solvent-signals, C-Atom OH-signals

6 6.21, d (2.0 Hz) 6.21, d (2.0 Hz) 2.50 (DMSO) 8 6.43, d (2.0 Hz) 6.44, d (2.0 Hz) 3.33 (water signal of the 2'' 8.04, d (8.8 Hz) 8.04, d (8.8 Hz) solvent) 3'' 6.88, d (9.4 Hz) 6.88, d (8.8 Hz) 5.33, 5.04, 4.93, 4.25 5' 6.88, d (9.4 Hz) 6.88, d (8.8 Hz) (O H-signals), 6'' 8.04, d (8.8 Hz) 8.04, d (8.8 Hz) 12.62 (OH-O hydrogen bridge) 1" 5.46, d (7.3 Hz) 5.45, d (7.4 Hz) 2" 3.08-3.19 m no data cited 3" 3.08-3.19 m 4" 3.08-3.19 m 5" 3.08-3.19 m 6"A 3.08-3.19 m 6"B 3.55, dd (5.0 Hz, 11.5 Hz)

The assignment was performed with the help of the data given in Ref. [1] .

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 10 of 15 Kaempferol-3-glucoside Page: 11 of 15 Batch No.: 0107202 Batch No.: 0107202

13 C-NMR-Spectrum 8. FT-IR-Spectrum

75 MHz, 297 K, solvent: DMSO-d6 KBr-Pellet

5' OH 6' 4' 8 1 HO 2 O 3' 1' 7 9 2' 4" 2" OH 10 3" OH 6 HO 3 O O 5 4 CH2OH 6" OOH 1" 5"

Assignment of the signals

C-Atom Chemical shift Comparison data [3] Solvent-signals

2 156.4 156.3 38.7 – 40.4 (DMSO) 3 133.3 133.0 4 177.5 177.5 5 161.2 161.1 6 98.7 98.7 7 164.1 164.1 8 93.7 93.6 9 156.3 156.3 No cm-1 %T Intensity No cm-1 %T Intensity 10 104.1 104.1 1 554.00 74.025 W 15 1246.00 67.923 M 1' 121.0 121.0 2 584.00 72.624 W 16 1286.00 56.564 M 2'' 130.9 130.7 3 636.00 71.563 M 17 1353.00 52.707 S 4 657.00 72.603 W 18 1442.00 60.393 M 3'' 115.1 115.0 5 797.00 73.287 W 19 1466.00 69.857 M 4'' 160.0 159.8 6 837.00 76.953 W 20 1506.00 53.644 M 5' 115.1 115.0 7 965.00 78.205 W 21 1558.00 59.498 M 6' 130.9 130.7 8 993.00 68.545 M 22 1579.00 64.324 M 1'' 101.0 101.4 9 1017.00 54.019 M 23 1607.00 46.474 S 2'' 74.3 74.2 10 1066.00 49.720 S 24 1649.00 48.716 S 3'' 76.5 76.5 11 1091.00 66.601 M 25 2897.00 60.715 M 4'' 70.0 70.1 12 1112.00 67.983 M 26 2920.00 60.451 M 5'' 77.5 77.2 13 1181.00 43.075 S 27 3435.00 27.065 VS 14 1220.00 64.828 M 28 3524.00 34.486 S 6'' 60.9 61.0

page 50  PHYTO PLAN

Certificate of Analysis using the example of the reference substance Kaempferol-3-glucoside, Art. 3242.RS

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 12 of 15 Kaempferol-3-glucoside Page: 13 of 15 Batch No.: 0107202 Batch No.: 0107202 9. UV-VIS-Spectrum 10. FAB +-MASS Spectrum Solvent: Methanol (UVASOL, Merck) Conc.: 6.7x10 -5 mol/l

Result

Maxima: λmax [nm] log εmax Minima: λmin [nm] log εmin

349.38 4.21 282.17 3.99 Result 265.52 4.31 240.55 4.10 The measurement technic of the FAB +-MS mode leads to the molecule ions [M+H] + and [M+Na] +. The m/z [1] peaks at 449 (448+1) and m/z 471 (448+23) show the expected molecular mass (448) of Kaempferol-3- Data given in Ref. : λmax [nm] log ε: 348.7 (4.20), 265.5 (4.35). glucosid. Most other detected peaks derived from the NBA-matrix.

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside Page: 14 of 15 Kaempferol-3-glucoside Page: 15 of 15 Batch No.: 0107202 Batch No.: 0107202

11. Instrumentation 12. References

[1] T. Sekine et al., Chem. Pharm. Bull., 1993 , 41 (6), 1185-87. Determination Apparatus [2] K. R. Markham, T. J. Marbry, Carbon-13 NMR Studies of Flavonoids-III, Melting Point MEL-TEMP II apparatus, Laboratory Devices, USA Tetrahedron, 1978 , 34 , 1389-97.

HPLC-Analysis Pump: Shimadzu LC-10ADvp Detector (DAD): Shimadzu SPD-M10Avp Injector: Rheodyne 7725i, 10 µL loop

1H-NMR-Spectrum Bruker AM 300

13 C-NMR-Spectrum Bruker AM 300 UV-VIS-Spectrum Varian CARY 2300 Spectralphotometer FT-IR-Spektrum FT-IR-Spectrometer 1760X Perkin-Elmer FAB +-MASS Spectrum JEOL JMS-700

page 51