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Merck
CN

75640

Ouabain octahydrate

≥97.0%

Synonym(s):

1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin

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About This Item

Empirical Formula (Hill Notation):
C29H44O12 · 8H2O
CAS Number:
11018-89-6
Molecular Weight:
728.77
EC Number:
211-139-3
UNSPSC Code:
12352200
MDL number:
MFCD00149240
Beilstein/REAXYS Number:
101712

Key Documents

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InChI key

TYBARJRCFHUHSN-DMJRSANLSA-N

InChI

1S/C29H44O12.8H2O/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31;;;;;;;;/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3;8*1H2/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-;;;;;;;;/m0......../s1

SMILES string

O.O.O.O.O.O.O.O.C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)C6=CC(=O)OC6)[C@H](O)[C@H](O)[C@H]1O

assay

≥97.0%

optical activity

[α]20/D −30±2°, c = 1% in H2O

impurities

~21% water

mp

200-202 °C (dec.)

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Other Notes

Cardiac glycoside. Inhibits cation transport. Classical inhibitor of Na+, K+-ATPase

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 3 Inhalation - STOT RE 2

Storage Class

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

wgk

WGK 3

ppe

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

Regulatory Information

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The nature of the transport adenosine triphosphatase-digitalis complex. VII. Characteristics of ouabagenin-Na+,K+-adenosine triphosphatase interaction.
E T Wallick et al.
The Journal of pharmacology and experimental therapeutics, 189(2), 434-444 (1974-05-01)
An allosteric explanation for ouabain-induced time-dependent inhibition of sodium, potassium-adenosine triphosphatase.
J C Allen et al.
Archives of biochemistry and biophysics, 141(1), 322-328 (1970-11-01)

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