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Sigma-Aldrich

Cymarin

≥96% (HPLC)

Synonym(s):

K-Strophanthidin-D-cymaroside, K-Strophanthin-α

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About This Item

Empirical Formula (Hill Notation):
C30H44O9
CAS Number:
508-77-0
Molecular Weight:
548.66
Beilstein/REAXYS Number:
101370
EC Number:
208-087-9
MDL number:
MFCD00003669
UNSPSC Code:
12352211
PubChem Substance ID:
57648403
NACRES:
NA.77

assay

≥96% (HPLC)

SMILES string

CO[C@H]1C[C@@H](O[C@H](C)[C@H]1O)O[C@H]2CC[C@]3(C=O)C4CC[C@]5(C)[C@H](CC[C@]5(O)C4CC[C@]3(O)C2)C6=CC(=O)OC6

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

InChI key

XQCGNURMLWFQJR-ZNDDOCHDSA-N

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Application

Cymarin was used to study the effect of cardiac glycosides on vascular smooth muscles and ion transport.

Biochem/physiol Actions

Cymarin is a cardiac glycoside and is classified as cardiotonic steroid. It inhibits ion transport by decreasing the activity of (Na-K)-ATPase.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Young-Jae You et al.
Phytotherapy research : PTR, 17(5), 568-570 (2003-05-16)
Antiangiogenic activity-guided fractionation and isolation carried out on the methanol extract of Adonis amurensis led to the identification of three compounds, namely cymarin, cymarol, and cymarilic acid. Amongst the three compounds, cymarilic acid was isolated from this plant for the
H Ozaki et al.
The Journal of pharmacology and experimental therapeutics, 231(1), 153-158 (1984-10-01)
The effects of ouabain and other cardiotonic steroids were examined to investigate whether changes in Na,K-adenosine triphosphatase (ATPase) activity modified the actions of palytoxin (PTX) in rabbit aortic vascular smooth muscle. The effects of these agents on rabbit aorta were
[Anti-arrhythmic effect of indomethacin in experimental studies].
V M Sambelian et al.
Kardiologiia, 28(2), 88-90 (1988-02-01)
C Giunta et al.
General pharmacology, 16(3), 183-188 (1985-01-01)
Ouabain and K-strophanthoside promote an enhancement of Na+/K+-ATPase activity in a range of cardioglycoside concentrations from 100 nM to 100 pM, with a maximum (+30%) between 10 and 4 nM. Binding experiments with [3H]ouabain show upward-curved Scatchard plots and evidence
Increased in vivo synthesis of retinal Na pump isoforms after pre-treatment with citrate buffer.
S C Specht et al.
Progress in clinical and biological research, 268B, 143-147 (1988-01-01)
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