Structure via PubChem · Public domain (PubChem)
cymarin
Sign in to saveAlso known as cymarine
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.
Chemical data
- Formula
- C30H44O9
- Molecular weight
- 548.7 g/mol
- IUPAC name
- (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
- SMILES
- C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)OC)O
- InChIKey
- XQCGNURMLWFQJR-ZNDDOCHDSA-N
- XLogP
- 0.8
- Polar surface area
- 132 Ų
- H-bond donors
- 3
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Research
126 papers- Translation of paired box 6 (PAX6) mRNA is IRES-mediated and inhibited by cymarin in breast cancer cells.Genes & genetic systems · 2023
- TUMOR INHIBITORS. IV. APOCANNOSIDE AND CYMARIN, THE CYTOTOXIC PRINCIPLES OF APOCYNUM CANNABINUM L.Journal of medicinal chemistry · 1964
- Large-Scale Screening of Natural Products Transactivating Peroxisome Proliferator-Activated Receptor α Identifies 9S-Hydroxy-10E,12Z,15Z-Octadecatrienoic Acid and Cymarin as Potential Compounds Capable of Increasing Apolipoprotein A-I Transcription in Human Liver Cells.Lipids · 2018
- Isolation of cymarin from Adonis aestivalis.Lloydia · 1973
- Unveiling the mechanism of action of Cymarin in combating breast cancer: An integrated computational analysis.Journal of molecular graphics & modelling · 2026
via PubMed
Wikidata facts
- Mass
- 548.298532988
Show 7 more facts
- found in taxon
- Apocynum cannabinum
- chemical formula
- C₃₀H₄₄O₉
- subject has role
- cardiotonic
- isomeric SMILES
- C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)OC)O
- canonical SMILES
- O=CC12CCC(OC3OC(C)C(O)C(OC)C3)CC2(O)CCC4C1CCC5(C)C(C6=CC(=O)OC6)CCC45O
- Commons category
- Cymarin
- defined daily dose
- 2.5
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
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==
Excerpted from Wikipedia’s “cymarin” article, available under the CC BY-SA 4.0 licence.