VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... NIH U.S. National Library of Medicine National Center for Biotechnology Information OPEN CHEMISTRY Search Compounds ! DATABASE VITAMIN K1 " Cite this Record # $ % & ' ( STRUCTURE VENDORS DRUG INFO PHARMACOLOGY LITERATURE PATENTS BIOACTIVITIES PubChem CID: 5284607 VITAMIN K1; Phytonadione; Phylloquinone; 84-80-0; Phytylmenadione; Chemical Names: Phyllochinon More... Molecular Formula: C31H46O2 Molecular Weight: 450.707 g/mol InChI Key: MBWXNTAXLNYFJB-NKFFZRIASA-N Drug Indication Therapeutic Uses Clinical Trials FDA Orange Book Drug Information: FDA UNII Safety Summary: Laboratory Chemical Safety Summary (LCSS) VITAMIN K1 is a family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity. " from MeSH Vitamin K is a family of fat-soluble compounds with a common chemical structure based on 2-methyl-1, 4-naphthoquinone " Metabolite Description from Human Metabolome Database (HMDB) PUBCHEM ) COMPOUND ) VITAMIN K1 Modify Date: 2018-01-06; Create Date: 2004-09-16 1 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... * Contents 1 2D Structure 2 3D Conformer 3 Names and Identifiers + 4 Chemical and Physical Properties 5 Related Records 6 Chemical Vendors 7 Drug and Medication Information 8 Pharmacology and Biochemistry 9 Use and Manufacturing 10 Identification 11 Safety and Hazards 12 Toxicity 13 Literature 14 Patents 15 Biomolecular Interactions and Pathways 16 Biological Test Results 17 Classification 18 Information Sources 2 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... 1 2D Structure ! Search - Download . Get Image , Magnify " from PubChem 3 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... 2 3D Conformer ! Search - Download . Get Image , Magnify / Show Hydrogens / Show Atoms 0 Animate " from PubChem 4 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... 3 Names and Identifiers 3.1 Computed Descriptors 3.1.1 IUPAC Name 2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione " from PubChem 3.1.2 InChI InChI=1S/C31H46O2 /c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(2 7)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1 " from PubChem 3.1.3 InChI Key MBWXNTAXLNYFJB-NKFFZRIASA-N " from PubChem 3.1.4 Canonical SMILES CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C " from PubChem 3.1.5 Isomeric SMILES CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C " from PubChem 3.2 Molecular Formula C31H46O2 " from PubChem 3.3 Other Identifiers 3.3.1 CAS 84-80-0 5 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... " from ChemIDplus, DTP/NCI, DrugBank, EPA DSStox, European Chemicals Agency - ECHA, H… 11104-38-4 " from ChemIDplus, European Chemicals Agency - ECHA 79083-00-4 " from ChemIDplus, European Chemicals Agency - ECHA 12001-79-5 " from European Chemicals Agency - ECHA 81382-12-9 " from Human Metabolome Database (HMDB) 3.3.2 EC NumBer 201-564-2 " from European Chemicals Agency - ECHA 234-330-3 " from European Chemicals Agency - ECHA 234-408-7 " from European Chemicals Agency - ECHA 279-052-3 " from European Chemicals Agency - ECHA 3.3.3 NSC NumBer 760373 " from DTP/NCI 3.3.4 UNII S5Z3U87QHF " from DrugBank, FDA/SPL Indexing Data 3.3.5 Wikipedia Title (E)-phytonadione Description chemical compound " from Wikipedia 6 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... 3.4 Synonyms 3.4.1 MeSH Entry Terms 1. Aquamephyton 2. Konakion 3. Phyllohydroquinone 4. Phylloquinone 5. Phytomenadione 6. Phytonadione 7. Vitamin K 1 8. Vitamin K1 " from MeSH 3.4.2 Depositor-Supplied Synonyms 1. VITAMIN K1 11. Kinadion 21. Kativ N 31. 2. phytonadione 12. Konakion 22. trans-Phylloquinone 32. 3. Phylloquinone 13. Mephyton 23. VitaminK1 33. 4. 84-80-0 14. Monodion 24. K-Ject 34. 5. Phytylmenadione 15. Kephton 25. UNII-S5Z3U87QHF 35. 6. Phyllochinon 16. Antihemorrhagic vitamin 26. Aquamephyton 36. 7. Phytomenadione 17. Synthex P 27. Fitomenadiona 37. 8. alpha-Phylloquinone 18. VITAMIN K 28. Phyllochinonum 38. 9. 3-Phytylmenadione 19. Mono-Kay 29. Phytomenadionum 39. 10. 2-Methyl-3-phytyl-1,4-naphthoquinone 20. Combinal K1 30. Phytonadionum 40. " from PubChem 7 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... 4 Chemical and Physical Properties 4.1 Computed Properties Property Name Property Value Molecular Weight 450.707 g/mol Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2 Rotatable Bond Count 14 Complexity 696 AAADcfB4MAAAAAAAAAAAAAAAAAAAAAAAAAA wQAAAAAAAAACBAAAAGgAAAAAADQSAmAAyAI CACTVS Substructure Key Fingerprint AAAACIAqBSAAACAAAkAAAIiAEAAMgIIDKAFRCA IQAggAAIiYcJiMCOgAAAAAAQAAAAAAAAACAAA AAAAAAAAA== Topological Polar Surface Area 34.1 A^2 Monoisotopic Mass 450.35 g/mol Exact Mass 450.35 g/mol XLogP3-AA 10.9 Compound Is Canonicalized true Formal Charge 0 Heavy Atom Count 33 Defined Atom Stereocenter Count 2 Undefined Atom Stereocenter Count 0 Defined Bond Stereocenter Count 1 Undefined Bond Stereocenter Count 0 Isotope Atom Count 0 Covalently-Bonded Unit Count 1 " from PubChem 4.2 Experimental Properties 4.2.1 Physical Description Solid " from Human Metabolome Database (HMDB) 8 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... Liquid " from Human Metabolome Database (HMDB) 4.2.2 Color Yellow viscous oil O'Neil, M.J. (ed.). The MerCk Index - An EnCyClopedia of ChemiCals, Drugs, and BiologiCals. 13th Edition, Whitehouse Station, NJ: MerCk and Co., InC., 2001., p. 1532 " from HSDB LIGHT-YELLOW SOLIDS OR OILS Osol, A. and J.E. Hoover, et al. (eds.). Remington's PharmaCeutiCal SCienCes. 15th ed. Easton, Pennsylvania: MaCk Publishing Co., 1975., p. 942 " from HSDB Pale yellow oil or yellow crystals Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons InC., 1999., p. V2 3690 " from HSDB Clear, yellow to amber, viscous, odourless liquid IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International AgenCy for ResearCh on CanCer, 1972-PRESENT. (Multivolume work). Available at: http://monographs.iarC.fr/ENG/Classification/index.php , p. V76 422 (2000) " from HSDB 4.2.3 Odor Odorless Lewis, R.J., Sr (Ed.). Hawley's Condensed ChemiCal DiCtionary. 13th ed. New York, NY: John Wiley & Sons, InC. 1997., p. 880 " from HSDB 4.2.4 Boiling Point 142.5 °C at 1.00E-03 mm Hg PhysProp " from DrugBank 140-145 deg C @ 0.001 mm Hg Lide, DR (ed.). CRC Handbook of Chemistry and PhysiCs. 81st Edition. CRC Press LLC, BoCa Raton: FL 2000, p. 3-216 " from HSDB 4.2.5 Melting Point 9 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... -20 °C PhysProp " from DrugBank -20 deg C Lide, DR (ed.). CRC Handbook of Chemistry and PhysiCs. 81st Edition. CRC Press LLC, BoCa Raton: FL 2000, p. 3-216 " from HSDB -20 °C " from Human Metabolome Database (HMDB) 4.2.6 Solubility Water Solubility Insoluble in water " from DrugBank Insoluble in water; sparingly soluble in methanol; sol in ethanol; sol in acetone, benzene, petroleum ether, hexane, and dioxane; sol in chloroform, and other fat solvents; sol in vegetable oils O'Neil, M.J. (ed.). The MerCk Index - An EnCyClopedia of ChemiCals, Drugs, and BiologiCals. 13th Edition, Whitehouse Station, NJ: MerCk and Co., InC., 2001., p. 1322 " from HSDB SOL IN FATS Goodman, L.S., and A. Gilman. (eds.) The PharmaCologiCal Basis of TherapeutiCs. 5th ed. New York: MaCmillan Publishing Co., InC., 1975., p. 1592 " from HSDB 5.92e-05 g/L " from Human Metabolome Database (HMDB) 4.2.7 Density 0.964 @ 25 deg C/25 deg C O'Neil, M.J. (ed.). The MerCk Index - An EnCyClopedia of ChemiCals, Drugs, and BiologiCals. 13th Edition, Whitehouse Station, NJ: MerCk and Co., InC., 2001., p. 1322 " from HSDB 4.2.8 LogP 9.3 " from DrugBank, Human Metabolome Database (HMDB) 4.2.9 Stability 10 di 57 12/01/18, 11:36 VITAMIN K1 | C31H46O2 - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Phylloquinone#secti... STABLE TO AIR & MOISTURE, BUT DECOMP IN SUNLIGHT The MerCk Index. 9th ed. Rahway, New Jersey: MerCk & Co., InC., 1976., p. 1291 " from HSDB STABLE IN QUINONE FORM Osol, A. and J.E. Hoover, et al. (eds.). Remington's PharmaCeutiCal SCienCes. 15th ed. Easton, Pennsylvania: MaCk Publishing Co., 1975., p. 943 " from HSDB UNAFFECTED BY DIL ACIDS, DESTROYED BY ALKALI HYDROXIDES & REDUCING AGENTS The MerCk Index. 9th ed. Rahway, New Jersey: MerCk & Co., InC., 1976., p. 1291 " from HSDB Phytonadione is stable to heat and moisture and may be autoclaved. MCEvoy, G.K. (ed.). AmeriCan Hospital Formulary ServiCe- Drug Information 2002. Bethesda, MD: AmeriCan SoCiety of Health-System PharmaCists, Inc. 2002 (Plus Supplements)., p. 3566 " from HSDB 4.2.10 Decomposition When heated to decomposition it emits acrid smoke and irritating fumes.