Cymarin: Difference between revisions

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Revision as of 22:46, 6 September 2011 editThe chemistds (talk \| contribs)Extended confirmed users5,761 edits Added CSID, (std)InChI, and (std)InChIkey← Previous edit		Latest revision as of 22:50, 6 April 2023 edit undoEntranced98 (talk \| contribs)Extended confirmed users, Pending changes reviewers, Rollbackers170,249 edits Importing Wikidata short description: "Chemical compound"Tag: Shortdesc helper
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			{{Short description\|Chemical compound}}
	{{Drugbox		{{Drugbox
	\| Verifiedfields = changed		\| Verifiedfields = changed
			\| Watchedfields = changed
	\| verifiedrevid = ~~376090672~~		\| verifiedrevid = 448828501
	\| IUPAC_name = (3''S'',5''S'',8''R'',10''S'',13''R'',14''S'',17''R'')-5,14-dihydroxy-3-((2''R'',4''S'',5''S'',6''R'')-5-hydroxy-4-methoxy-6-methyltetrahydro-2''H''-pyran-2-yloxy)-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1''H''-cyclopentaphenanthrene-10-carbaldehyde		\| IUPAC_name = (3''S'',5''S'',8''R'',10''S'',13''R'',14''S'',17''R'')-5,14-dihydroxy-3-((2''R'',4''S'',5''S'',6''R'')-5-hydroxy-4-methoxy-6-methyltetrahydro-2''H''-pyran-2-yloxy)-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1''H''-cyclopentaphenanthrene-10-carbaldehyde
	\| image = Cymarine.png		\| image = Cymarine.png
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	<!--Identifiers-->		<!--Identifiers-->
			\| CAS_number_Ref = {{cascite\|correct\|CAS}}
	\| CAS_number = 508-77-0		\| CAS_number = 508-77-0
	\| ATC_prefix = C01		\| ATC_prefix = C01
	\| ATC_suffix = AC03		\| ATC_suffix = AC03
	\| PubChem = ~~10504~~		\| PubChem = 441853
			\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
			\| ChemSpiderID = 390429
	\| smiles = O=C\1OC/C(=C/1)2CC6(O)2(C)CC46CC5(O)C(O3O((O)(OC)C3)C)CC45C=O		\| smiles = O=C\1OC/C(=C/1)2CC6(O)2(C)CC46CC5(O)C(O3O((O)(OC)C3)C)CC45C=O
			\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
	\| InChI = 1/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1
	\| InChIKey = XQCGNURMLWFQJR-ZNDDOCHDBF
	\| StdInChI = 1S/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1		\| StdInChI = 1S/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1
			\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChIKey = XQCGNURMLWFQJR-ZNDDOCHDSA-N		\| StdInChIKey = XQCGNURMLWFQJR-ZNDDOCHDSA-N
	\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}		\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
	\| UNII_Ref = {{fdacite\|~~changed~~\|FDA}}		\| UNII_Ref = {{fdacite\|correct\|FDA}}
	\| UNII = UK3LS8435E		\| UNII = UK3LS8435E
	\| ChEMBL_Ref = {{ebicite\|~~changed~~\|EBI}}		\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}
	\| ChEMBL = 1651908		\| ChEMBL = 1651908

	<!--Chemical data-->		<!--Chemical data-->
	\| C=30 \| H=44 \| O=9		\| C=30 \| H=44 \| O=9
	\| molecular_weight = 548.665 g/mol
	\| synonyms = Cymarine; K-Strophanthin-α; NSC 7522; Strophantin K; WV 90043a; k-Strophanthin-α		\| synonyms = Cymarine; K-Strophanthin-α; NSC 7522; Strophantin K; WV 90043a; k-Strophanthin-α
			\| melting_point = 148
	}}		}}

	'''Cymarin''' (or '''cymarine''') is a ]. '']'' ~~used as a source of fiber by~~ ] and '']'' ({{~~zh\|c=羅布麻}})~~ ~~used~~ as a ~~] in ] both contain cymarin.<ref>''~~Edible and Medicinal plants of the West~~'',~~ ~~Gregory~~ L. Tilford, ~~ISBN~~ 0-87842-359-1</ref> Cymarin is a ~~cardiogenic~~ ~~toxin~~ ~~that~~ ~~causes cardiac~~ arrhythmia in ~~humans.<ref>''~~]~~'',~~ ~~12th Edition, '''2830'''~~</ref> ~~Cymarin is used in modern medicine in formulated pharmaceutical preparations used to treat a variety of tumors.~~{{~~Citation needed~~\|~~date=August 2011~~}}		'''Cymarin''' (or '''cymarine''') is a ]. Plants of the genus '']'', including '']'' and '']'', contain cymarin.<ref>{{cite book \| title = Edible and Medicinal plants of the West \| vauthors = Tilford GL \| isbn = 0-87842-359-1}}</ref> Cymarin is a cardiac glycoside and an anti-] and ] agent.<ref>{{PubChem\|441853}}</ref>

	== References ==		==References==
	{{reflist}}		{{reflist}}

			==External links==
			*{{Commonscatinline}}

	{{Cardiac glycosides}}		{{Cardiac glycosides}}



	]		]

Latest revision as of 22:50, 6 April 2023

Chemical compound Pharmaceutical compound

Cymarin
Clinical data

Other names	Cymarine; K-Strophanthin-α; NSC 7522; Strophantin K; WV 90043a; k-Strophanthin-α
ATC code	C01AC03 (WHO)
Identifiers
IUPAC name (3S,5S,8R,10S,13R,14S,17R)-5,14-dihydroxy-3-((2R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yloxy)-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopentaphenanthrene-10-carbaldehyde
CAS Number	508-77-0
PubChem CID	441853
ChemSpider	390429
UNII	UK3LS8435E
ChEMBL	ChEMBL1651908
CompTox Dashboard (EPA)	DTXSID20871714
ECHA InfoCard	100.007.353
Chemical and physical data
Formula	C₃₀H₄₄O₉
Molar mass	548.673 g·mol
3D model (JSmol)	Interactive image
Melting point	148 °C (298 °F)
SMILES O=C\1OC/C(=C/1)2CC6(O)2(C)CC46CC5(O)C(O3O((O)(OC)C3)C)CC45C=O
InChI InChI=1S/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1 Key:XQCGNURMLWFQJR-ZNDDOCHDSA-N
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Cymarin (or cymarine) is a cardiac glycoside. Plants of the genus Apocynum, including Apocynum cannabinum and Apocynum venetum, contain cymarin. Cymarin is a cardiac glycoside and an anti-arrhythmia and cardiotonic agent.

References

Tilford GL. Edible and Medicinal plants of the West. ISBN 0-87842-359-1.
CID 441853 from PubChem

External links

Media related to Cymarin at Wikimedia Commons

Cardiac glycosides (C01A)

Bufadienolides

Bufo	Arenobufagin Bufotalin Cinobufagin Marinobufagin
Scilla	Proscillaridin Scilliroside
Kalanchoe	Daigremontianin

Cardenolides

Digitalis	Acetyldigitoxin Acetyldigoxin Digitoxin Digoxin Lanatoside C Deslanoside Metildigoxin Gitoformate
Strophanthus	Ouabain (g-Strophanthin) k-Strophanthin Cymarin
Thevetia	Peruvoside

WHO-EM
Withdrawn from market
Clinical trials:
- Phase III
- Never to phase III

This drug article relating to the cardiovascular system is a stub. You can help Misplaced Pages by expanding it.

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