CAS 1183-35-3

Dihydroouabain

Description:

Dihydroouabain, also known as ouabain or g-strophanthin, is a cardiac glycoside with the CAS number 1183-35-3. It is derived from the seeds of the African plant Strophanthus gratus and is known for its potent effects on cardiac function. Dihydroouabain primarily acts by inhibiting the Na+/K+ ATPase pump, leading to an increase in intracellular sodium and calcium concentrations, which enhances cardiac contractility. This mechanism makes it useful in the treatment of certain heart conditions, such as heart failure and arrhythmias. The compound is characterized by its relatively low solubility in water and its ability to cross biological membranes, which contributes to its pharmacological effects. Dihydroouabain has a narrow therapeutic window, meaning that careful dosing is essential to avoid toxicity. Additionally, it exhibits a range of side effects, including gastrointestinal disturbances and potential impacts on electrolyte balance. Its use in clinical settings has diminished with the advent of newer medications, but it remains a subject of interest in pharmacological research.

Formula: C₂₉H₄₆O₁₂

InChI: InChI=1S/C29H46O12/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/h13-19,21-25,30-32,34-38H,3-12H2,1-2H3/t13-,14?,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

InChI key: InChIKey=ZTFGOPUOTATSAL-CFVDWFIMSA-N

SMILES: C(O)[C@@]12[C@@]3([C@]([C@]4(O)[C@](C)(C[C@H]3O)[C@H](CC4)[C@@]5(COC(=O)C5)[H])(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:

• (1beta,3beta,5beta,8xi,9xi,17xi,20xi)-3-[(6-deoxy-beta-L-glycero-hexopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide
• (1β,3β,5β,11α,20ξ)-3-[(6-Deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide
• (20xi)-3beta-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1beta,5beta,11alpha,14,19-pentahydroxycardanolide
• 3-[(6-Deoxyhexopyranosyl)Oxy]-1,5,11,14,19-Pentahydroxycardanolide
• 4-[(1R,3S,5S,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]tetrahydrofuran-2-one
• 5-beta-20-xi-Cardanolide, 3-beta-((6-deoxy-alpha-L-mannopyranosyl)oxy)-1-beta,5,11-alpha,14,19-pentahydroxy-
• 5β,20ξ-Cardanolide, 3β-[(6-deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-1β,5,11α,14,19-pentahydroxy-
• Brn 0071786
• Cardanolide, 3-[(6-deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, (1β,3β,5β,11α,20ξ)-
• Dihydro-g-strophanthin
• Dihydro-g-strophathin
• Dihydroouabin
• Ouabain, dihydro-
• Ouabain, dihydro- (7CI)
• (1β,3β,5β,11α,20ξ)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide
• 5β,20ξ-Cardanolide, 3β-[(6-deoxy-α-L-mannopyranosyl)oxy]-1β,5,11α,14,19-pentahydroxy-
• Dihydroouabain
• 4-18-00-03552 (Beilstein Handbook Reference)

Dihydroouabain

CAS: 1183-35-3

Formula: C₂₉H₄₆O₁₂

Molecular weight: 586.67

Ref: 7W-GK1322

Dihydroouabain

Controlled Product

CAS: 1183-35-3

Formula: C₂₉H₄₆O₁₂

Color and Shape: Neat

Molecular weight: 586.67

Ref: TR-D360550

Dihydroouabain

CAS: 1183-35-3

Dihydroouabain is a cardiotonic steroid, which is a type of chemical compound known for its effects on cardiac muscle contraction. This product is derived from the naturally occurring cardiac glycoside ouabain, typically sourced from plants like Strophanthus gratus. The structural modification in dihydroouabain involves the reduction of the lactone ring, affecting its activity.

Formula: C₂₉H₄₆O₁₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 586.67 g/mol

Ref: 3D-FD137613