Cymarin

Cymarin

Systematic (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-cyclopenta[a]phenanthrene-10-carbaldehyde
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	508-77-0
ATC code	C01AC03
PubChem	CID 10504
UNII	UK3LS8435E^Y
ChEMBL	CHEMBL1651908^Y
Synonyms	Cymarine; K-Strophanthin-α; NSC 7522; Strophantin K; WV 90043a; k-Strophanthin-α
Chemical data
Formula	C₃₀H₄₄O₉
Mol. mass	548.665 g/mol
SMILES	eMolecules & PubChem
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^Y Key:XQCGNURMLWFQJR-ZNDDOCHDSA-N^Y
Y(what is this?) (verify)

Cymarin (or cymarine) is a cardiac glycoside. Apocynum cannabinum used as a source of fiber by Native Americans and Apocynum venetum (Chinese: 羅布麻) used as a herbal tea in China both contain cymarin.^[1] Cymarin is a cardiogenic toxin that causes cardiac arrhythmia in humans.^[2] Cymarin is used in modern medicine in formulated pharmaceutical preparations used to treat a variety of tumors.

References

^ Edible and Medicinal plants of the West, Gregory L. Tilford, ISBN 0-87842-359-1
^ The Merck Index, 12th Edition, 2830

Cardiac glycosides (C01A)

Bufadienolides

Bufo	Arenobufagin • Bufotalin • Cinobufagin • Marinobufagin

Scilla	Proscillaridin • Scilliroside

Cardenolides

Digitalis	Acetyldigitoxin • Acetyldigoxin • Digitoxin^# • Digoxin • Lanatoside C • Deslanoside • Metildigoxin • Gitoformate

Kalanchoe	Daigremontianin

Strophantus	Ouabain (g-Strophanthin) • k-Strophanthin • Cymarin

Thevetia	Peruvoside

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: HRT

anat/phys/devp

noco/cong/tumr, sysi/epon, injr

proc, drug (C1A/1B/1C/1D), blte