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Difference Between Cardenolides and Bufadienolides Pdf Difference between cardenolides and bufadienolides pdf Continue Using HTTPs HTTPS (Hypertext Transfer Protocol Secure) is a protocol used by web servers to safely transmit and display web content. Most web browsers block content or generate a mixed content alert when users access web pages through HTTPS that contain embedded content downloaded through HTTP. To prevent users from colliding with this, use the HTTPS option. Bufadienolide Names IUPAC name 5-[(5R, 8R,9S,10S,13S,14S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one Identifiers 3D model (JSmol) Interactive image ChEBI CHEBI:83977 N ChemSpider 26286947 Y PubChem CID 3035030 CompTox Dashboard (EPA) DTXSID70276154 InChI InChI=1S/C24H34O2/c1-23-13-4-3-5-17(23)7-8-18-20-10-9-19(16-6-11-22(25)26-15-16)24(20,2)14-12- 21(18)23/h6,11,15,17-21H,3-5,7-10,12-14H2,1-2H3/t17-,18-,19+,20+,21-,23-,24+/m0/s1 YKey: YBPMPRDOWHIVNA-JTSGVHQASA-N YInChI=1S/C24H34O2/c1-23-13-4-3-5-17(23)7-8-18-20-10-9-19(16-6-11-22(25)26-15-16)24(20,2)14-12-21(18)23/h6,11,15,17-21H,3-5,7-10,12-14H2,1- 2H3/t17-,18-,19+,20+,21-,23-,24+/m0/s1Key: YBPMPRDOWHIVNA-JTSGVHQASA-N SMILES CC14CCC3C2(C)CCCCC2CCC3C1CCC4c5ccc(=O)oc5 Properties Chemical formula C24H34O2 Molar mass 354.534 g·mol−1 Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F] , 100 kPa). N check (what is YN?) Infobox links Bufadienolide is a chemical compound with a steroid structure. Its derivatives are known as bufadienolyides, including many in the form of bufadienolyde glycosides (buffalodienolyids that contain structural groups derived from sugar). It is a type of cardiac glycoside, another cardenolid glycoside. Both bufadienolyde and their glycosides are toxic; in particular, they can cause atrioventricular block, bradycardia (slow heartbeat), ventricular tachycardia (a type of rapid heartbeat), and possibly fatal cardiac arrest. The term etymology comes from the toad genus Bufo, which contains bufadienolide glycoside, a suffix-adien- which refers to two double bonds in the lacton ring, and the ending-lyde, which denotes the structure of the lacton. Consequently, associated structures with only one double bond are called buphenolides, and the rich equivalent is bufanolid. Classification of bufanolids According to MeSH, bufadienolyde and bufanolides are classified as follows: 3 4 Polycyclic Compounds Steroids Cardanolides Cardiac Glycosides Bufanolid (includes buphenolides, bufadienolyde, bufatrienolyde) Proscillaridin Daigremontianin Carden. Schaefer-Corting, Monica (2001). Arznemittelvirkungen (german) (8th place). Stuttgart: Wessenshaftliche Verlagsgecellschaft. page 534, 538. ISBN 3-8047-1763-2. IUPAC 1999 recommendations: Revised section F: Natural Products and Connection connections with them Library of Medicine Medical Subject Headlines (MeSH) - Cardenolids at the U.S. National Library of Medicine Medical Objects Headlines (MeSH) Further Reading Stein, PS; Herden, FR van (1998). Bufadienolides Plant and Animal Origin, Natural Product Reports, 15(4):397-413. This drug article relating to the cardiovascular system is a stub. You can help Wikipedia by expanding it.vte extracted from This article needs additional quotes to verify. Please help improve this article by adding quotes to reliable sources. Non-sources of materials can be challenged and removed. Найти источники: Карденолид - Новости газеты книги ученый JSTOR (March 2014) (Learn how and when to remove this template message) Cardenolide Names IUPAC name 3-[(8R,9S,10S,13S,14R,17S)-10,13-dimethyl- 2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one Identifiers 3D model (JSmol) Interactive imageInteractive image ChemSpider 19954501 Y PubChem CID 3035019 CompTox Dashboard (EPA) DTXSID40952054 InChI InChI=1S/C23H34O2/c1-22-11-4-3-5-16(22)6-7-17-19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h4,11,15-20H,3,5-10,12-14H2,1-2H3/t15-,16?,17-,18+,19+,20-,22-,23+/m0/s1 YKey: NMLOFHCUVXKTGV-OCYOQFCJSA-N YInChI=1/C23H34O2/c1-22-11-4-3-5-16(22)6-7-17- 19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h4,11,15-20H,3,5-10,12-14H2,1-2H3/t15-,16?,17-,18+,19+,20-,22-,23+/m0/s1Key: NMLOFHCUVXKTGV-OCYOQFCJBM SMILES CC12CCCCC1CCC3C2CCC4(C3C=CC4C5CC(=O)OC5)CC[C@]52/C=C\CCC5CC[C@H]1[C@H]3CC[C@@H]([C@@]3(C)CC[C@@H]12)[C@H]4CC(=O)OC4 Properties Chemical formula C23H34O2 Molar mass 342.51486 Except where otherwise noted , data is given for materials in their standard state (at 25 degrees Celsius, 100 kPa). Y check (what is yn?) Infobox links To Cardenolid is a type of steroid. Many plants contain derivatives known collectively as cardeoliths, including many in the form of cardenolid glycosides (cardeoliths, which contain structural groups derived from sugar). Cardenolid glycosides are often toxic; in particular, they are heartbreaking. The etymology term comes from the map - the heart (from the Greek καρδία kardi) and the suffix-enolid, referring to the lacton ring on C17. Cardanolyids are a class of steroids (or aglicons, if you consider cardiac glycoside components), and cardenolyde is a subtype of this class (see meSH D code list). Structure of cardenolyds C (23)-steroids with methyl groups on C-10 and C-13 and five members of lacton (particularly butenolide) on C-17. They are the agliconic components of cardiac glycosides and must have at least one double bond in the molecule. The class includes cardadienolyds and cardatrienolyds. Members include: acetyldigoxins цимарин digitoxin digitoxigenin digitoxigenin digoxin medigoxin neoconvalloside ouabain strophanthins strophanthidin Bufadienolide and Marinobufagenin are similar in structure and function. Cardanolid is the same basic structure, but with a rich lacton ring instead of a ring containing alken. As a protective mechanism, some species of plants and animals use cardenolid as protective mechanisms, in particular butterflies with milk algae. Species such as the monarch, queen and simple tiger, pron whistles the cardeolids contained in the dairy algae (Asclepias), which they mostly feed on and sequester as larvae for protection as adults. The content of cardenolid in butterflies deters most vertebrate predators, with the exception of the few that have evolved into cardenolid tolerant, such as black-backed oriole (Icterus abeillei Lesson) and black-headed grosbeaks (Pheucticus melanocephalus Swainson), which account for 60% of monarch butterfly deaths in central Mexico. In addition to milk algae and other members of the Apokinace, plants in at least 12 botanical families converged with cardenoly. Inquiries : Naude, T.V. (1977). The origin and importance of South African cardiac glycosides. In the Journal of the South African Biological Society. 18: 7. Interaction with Dairy Algae Breeding/Life Cycle Biology and Natural History Biology and Research (en) Monarch Laboratory . Archive from the original 2014-02-20. Received 2014-03-25. Agrawal, Anurag A.; Petshenka, Georg; Bingham, Robin A.; Marjorie G. Weber; Sergio Rasmann (April 2012). Toxic cardeoliths: chemical ecology and cololution of specialized plant-herbivorous interactions. A new phytologist. 194 (1): 28–45. doi:10.1111/j.1469-8137.2011.04049.x. ISSN 1469-8137. PMID 22292897. Edgar, J.A.; Cockrum, P.A.; Fran, J. L. (1976-12-01). Pyrrolizidide alkaloids inDanaus plexippus L. andDanaus chrysippus L. Experientia. 32 (12): 1535–1537. doi:10.1007/bf01924437. ISSN 0014-4754. Agrawal, Anurag A. (2012). Toxic cardeoliths: chemical ecology and cololution of specialized plant-herbivorous interactions. A new phytologist. 194 (1): 28–45. doi:10.1111/j.1469-8137.2011.04049.x. PMID 22292897. Interaction with milk algae. Monarch's Lab. University of Minnesota. Archive from the original 2014-02-20. Received 2014-03-25. Extracted from If you are not the author of this article and you want to reproduce the material from it in a third party, non-RSC publication you must formally request permission through the Copyright Design Center. 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