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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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Iu I Pivovarov et al.
Biulleten' eksperimental'noi biologii i meditsiny, 96(8), 24-28 (1983-08-01)
Experiments on rats were made to study the character of rhythmical activity of intact heart and heart with abnormal reactivity under electrical stimulation of the blue spot (BS) and formation in it of the generator of pathologically enhanced excitation (GPEE)
[Effects of digitalis on the diastolic phase of the normal heart. Angiographic evaluation in man].
R Bolognesi et al.
Cardiologia (Rome, Italy), 33(6), 589-593 (1988-06-01)
Ting Lei et al.
Journal of Asian natural products research, 13(11), 1030-1035 (2011-10-20)
Two new compounds, along with two known compounds, were isolated from the barks of Parabarium huaitingii, and their structures were determined as 5α-pregn-6-ene-3β,17α,20(S)-triol-20-O-β-d-digitoxopyranoside (1), cymaropyranurolactone 4-O-β-d-digitalopyranosyl-(1 → 4)-O-β-d-cymaropyranosyl-(1 → 4)-O-β-d-oleandropyranosyl-(1 → 4)-O-β-d-cymaropyranoside (2), 3β,17α,20(S)-trihydroxy-5α-pregn-6-ene (3), and 5α-pregn-6-ene-3β,17α,20(S)-triol-3-O-β-d-digitalopyranoside (4) by spectroscopic methods.
E V Lopatina et al.
Bulletin of experimental biology and medicine, 146(6), 744-746 (2009-06-11)
We studied the role of cardiac glycosides in the regulation of the growth of retinal tissue explants from 10-12-day-old chicken embryos in organotypic culture. The studied compounds produced a dose-dependent effect on cell proliferation in retinal tissue explants. Ouabain (10(-13)M)
Z B Skorzova et al.
Sudebno-meditsinskaia ekspertiza, 32(2), 35-36 (1989-04-01)
Private technique of extraction isolation and purification, chromatographic detection and photometric determination of zimarin in urine is suggested. Detection limit is 0.01 mg, determination limit is 0.1 mg of glycoside in 100 ml of urine. Method makes it possible to
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