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Ouabain octahydrate_Molecular_structure_CAS_11018-89-6)
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Ouabain octahydrate

Catalog No. O3125 Name Sigma Aldrich
CAS Number 11018-89-6 Website http://www.sigmaaldrich.com
M. F. C29H60O20 Telephone 1-800-521-8956
M. W. 728.7747 Fax
Purity ≥95% (HPLC) Email
Storage Chembase ID: 102671

SYNONYMS

IUPAC name
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one octahydrate
IUPAC Traditional name
ouabain octahydrate
Synonyms
1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside)
G-Strophanthin
Acocantherine

DATABASE IDS

EC Number 211-139-3
PubChem SID 24278610
MDL Number MFCD00149240
CAS Number 11018-89-6
Beilstein Number 101712

PROPERTIES

Impurities ~8 mol/mol water
Purity ≥95% (HPLC)
Gene Information human ... ATIC(471)rat ... Atp1b1(25650)
Absorption Wavelength ε1mM/220 nm, H2O 15.5
Apperance white powder
Optical Rotation [α]25/D -31 to -32.5° in H2O(lit.)
Solubility H2O: soluble10 mg/mL (cold)
Solubility ethanol: soluble10 mg/mL
Solubility H2O: soluble50 mg/mL (hot)
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H301 + H331-H373
European Hazard Symbols Toxic Toxic (T)
GHS Precautionary statements P261-P301 + P310-P311
RID/ADR UN 1544 6.1/PG 1
Risk Statements 23/25-33
Safety Statements 45
Hazard Class 6.1
UN Number 1544
Packing Group 1
German water hazard class 3

DETAILS

Description (English)
Caution
Aqueous solutions can be autoclaved.
Biochem/physiol Actions
Cardiac glycoside, inhibits Na(+)/K(+) ATPase, regulates transcription of MDR (increase, Pgp) and MRP (increase MRP1 and decrease CFTR, cyctic fibrosis transport receptor or cAMP-activated Cl- channel) genes, also alters localization of MRP1. Ouabain resistance is associated with appearance of Na(+)/K(+) ATPase isoforms with low binding affinity.

REFERENCES