CAS 630-60-4

Ouabain

Description:

Ouabain, with the CAS number 630-60-4, is a cardiac glycoside that is derived from the seeds of the African plant Strophanthus gratus. It is known for its potent effects on the cardiovascular system, primarily functioning as an inhibitor of the Na+/K+ ATPase enzyme. This inhibition leads to an increase in intracellular sodium levels, which subsequently enhances calcium influx through the sodium-calcium exchanger, resulting in increased myocardial contractility. Ouabain is characterized by its ability to increase heart rate and contractility, making it useful in certain medical conditions, although its use is limited due to potential toxicity and side effects. The compound is typically administered in a controlled setting, as it can lead to arrhythmias and other cardiovascular complications if not carefully monitored. Additionally, ouabain has been studied for its potential roles in various physiological processes and its effects on cellular signaling pathways. Its structure features a steroid nucleus with a sugar moiety, contributing to its biological activity.

Formula: C₂₉H₄₄O₁₂

InChI: InChI=1S/C29H44O12/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/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

InChI key: InChIKey=LPMXVESGRSUGHW-HBYQJFLCSA-N

SMILES: C(O)[C@@]12[C@@]3([C@]([C@]4(O)[C@](C)(C[C@H]3O)[C@H](CC4)C=5COC(=O)C5)(CC[C@]1(O)C[C@@H](O[C@H]6[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O6)C[C@H]2O)[H])[H]

Synonyms:

• (1β,3β,5β,11α)-3-[(6-Deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide
• 3-(6-Desoxy-α-L-mannopyranosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolid
• 3-(6-Desoxy-α-L-mannopyranosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolide
• 3-(6-deoxy-α-L-mannopyranosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolide
• 3-(6-desoxi-α-L-manopiranosiloxi)-1,5,11a,14,19-pentahidroxicard-20(22)-enolido
• 3-(6-desoxy-α-L-mannopyrannosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolide
• Acocantherin
• Astrobain
• Card-20(22)-enolide, 3-[(6-deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1β,3β,5β,11α)-
• Gratibain
• Gratus strophanthin
• Kombetin
• Nsc 25485
• Ouabain
• Ouabaine
• Purostrophan
• Rectobaina
• Solufantina
• Strodival
• Strophalen
• Strophoperm
• Strophosan
• Uabaina
• Uabanin
• g-Strophanthin
• g-Strophicor
• (1β,3β,5β,11α)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide
• octadeca-5,6-dienoic acid
• (1alpha,3beta,5alpha,11alpha,14alpha,17alpha)-3-[(6-deoxy-beta-D-allopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide
• Card-20(22)-enolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1β,3β,5β,11α)-

G-strophanthin

CAS: 630-60-4

Natural glycoside

Formula: C₂₉H₄₄O₁₂

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 584.66

Ref: 5G-80207

Ouabain-d3 (Major)

Controlled Product

CAS: 630-60-4

Applications Labelled Ouabain (O714500). A cardiac glycoside that inhibits Na(+)/K(+) ATPase. It 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.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Padilha, A.S. et al.: Clin. Exp. Pharmacol. Physiol., 35, 801 (2008); Blaustein, M.P. et al.: Clin. Exp. Hypertens. 20, 691 (1998); van Huysse, J.W. et al.: Clin. Exp. Hypertens. 20, 657 (1998);

Formula: C₂₉H₄₁D₃O₁₂

Color and Shape: White To Off-White

Molecular weight: 587.67

Ref: TR-O714502

Ouabain

Controlled Product

CAS: 630-60-4

Formula: C₂₉H₄₄O₁₂

Color and Shape: White To Off-White

Molecular weight: 584.65

Ref: TR-O714505

Ouabain - anhydrous

CAS: 630-60-4

Ouabain is a potent inhibitor of the Na+/K+-ATPase pump in cardiac and skeletal muscles. It has been shown to inhibit signal pathways that are involved in the regulation of cellular membrane potentials, such as the michaelis–menten kinetics. Ouabain has also been found to be effective against syncytial virus infection. Ouabain inhibits viral replication by inhibiting cellular protein synthesis and reducing cell number due to its cytotoxic effects on myocardial cells. Ouabain has also been found to inhibit neuronal death induced by α1-adrenergic receptor agonists, such as p2y receptors.

Formula: C₂₉H₄₄O₁₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 584.65 g/mol

Ref: 3D-MO34347