CAS 508-75-8

Convallatoxin

Description:

Convallatoxin is a toxic cardiac glycoside derived from the plant Convallaria majalis, commonly known as lily of the valley. It is characterized by its ability to inhibit the Na+/K+ ATPase enzyme, which plays a crucial role in maintaining the electrochemical gradient across cell membranes. This inhibition leads to increased intracellular sodium levels, subsequently causing an increase in intracellular calcium concentrations, which can enhance cardiac contractility. Convallatoxin exhibits a structure typical of cardiac glycosides, featuring a steroid nucleus with a sugar moiety. Its pharmacological effects can lead to symptoms of toxicity, including nausea, vomiting, and potentially life-threatening arrhythmias. Due to its potent biological activity, convallatoxin has been studied for its potential therapeutic applications, although its narrow therapeutic window necessitates caution. Handling this compound requires appropriate safety measures due to its toxic nature, and it is classified as a hazardous substance. Overall, convallatoxin exemplifies the complex interplay between natural products and pharmacology, highlighting both its potential benefits and risks.

Formula: C₂₉H₄₂O₁₀

InChI: InChI=1/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17-,18+,19?,20?,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1

InChI key: InChIKey=HULMNSIAKWANQO-JQKSAQOKSA-N

SMILES: C(=O)[C@@]12[C@@]3([C@]([C@]4(O)[C@](C)(CC3)[C@H](CC4)C5=CC(=O)OC5)(CC[C@]1(O)C[C@@H](O[C@H]6[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O6)CC2)[H])[H]

Synonyms:

• (3beta,5beta)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3beta,5beta,17xi)-3-[(6-deoxy-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3beta,5beta,8xi,9xi)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• (3β,5β)-3-[(6-Deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• 3-[(6-Deoxyhexopyranosyl)Oxy]-5,14-Dihydroxy-19-Oxocard-20(22)-Enolide
• 3beta-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5beta-card-20(22)-enolide
• Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)-
• Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)- (9CI)
• Card-20(22)-enolide, 3-[(6-deoxy-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-, (3β,5β)-
• Convallaotoxin
• Convallaton
• Convallatoxine
• Convallatoxoside
• Convallotoxin
• Corglycon
• Corglycone
• Corglykon
• Hsdb 3475
• Korglykon
• Mannopyranoside, strophanthidin-3,6-deoxy-, alpha-L-
• Nsc 407808
• Rhamnoside, strophanthidin-3, alpha-L-
• Strophanthidin alpha-L-rhamnoside
• Strophanthidin α-<span class="text-smallcaps">L</span>-rhamnoside
• Strophanthidin, 3-(6-deoxy-alpha-L-mannopyranoside)
• (3β,5β)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
• Convallatoxin
• Card-20(22)-enolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-, (3β,5β)-
• 3BETA,5ALPHA,14-TRIHYDROXY-19-OXO-5BETA,20[22]-CARDENOLIDE-3-[6-DEOXY-ALPHA-L-MANNOPYRANOSYL]
• CONVALLATOXIN(RG)
• 6-deoxy-strophanthidin-alpha-l-mannopyranosid
• 20(22),5BETA-CARDENOLID-19-AL-3BETA,5BETA,14BETA-TRIOL-3BETA-D-[A-1-RHAMNOPYRANOSIDE]
• 0(22)-enolide
• Convallatoxin (=Corglycon)
• STROPHANTHIDIN A-L-RHAMNOPYRANOSIDE
• 3β-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5β,14β-card-20(22)-enolide
• STROPHANTHIN 3ALPHA-1-RHAMNOSIDE
• 3β5α14-Trihydroxy-19-oxo-5β20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside)
• (5S,10S,13R,14S)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(3,4,5-trihydroxy-6-methyl-2-oxanyl)oxy]-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carboxaldehyde
• CONVALLATOXIN USP/EP/BP
• 3beta-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5beta-card-2
• strophanthidin-3,alpha-l-rhamnosid
• Convapur
• (3beta,5beta)-oxo
• Convalpur
• Strophanthidin α-L-rhamnopyranoside, 3β,5α,14-Trihydroxy-19-oxo-5β,20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside)
• 5BETA,20[22]-CARDENOLIDE-19-ONE-3BETA,5ALPHA,14-TRIOL-3-[6-DEOXY-ALPHA-L-MANNOPYRANOSYL]
• 3β-(α-L-Rhamnopyranosyloxy)-5,14-dihydroxy-19-oxo-5β,14β-carda-20(22)-enolide
• 3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-5,14-dihydroxy-19-card-20(22)-enolid
• Strophanthidin α-L-rhamnopyranoside
• orglycon
• strophanthidinalpha-l-rhamnoside
• CONVALLATOXIN(P)
• Convallopan

Convallatoxin

CAS: 508-75-8

Convallatoxin

Purity: ≥98%

Molecular weight: 550.64g/mol

Ref: 54-BUP00478

Convallatoxin

CAS: 508-75-8

Formula: C₂₉H₄₂O₁₀

Molecular weight: 550.65

Ref: 7W-GY9874

Convallatoxin

CAS: 508-75-8

Formula: C₂₉H₄₂O₁₀

Purity: 95%~99%

Molecular weight: 550.645

Ref: BP-BP0389

Convallatoxin

CAS: 508-75-8

Convallatoxin is a natural product.

Formula: C₂₉H₄₂O₁₀

Purity: 99.27% - 99.53%

Color and Shape: Prisms From Methanol + Ether Solid

Molecular weight: 550.64

Ref: TM-TN1525

Convallatoxin

CAS: 508-75-8

Natural glycoside

Formula: C₂₉H₄₂O₁₀

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 550.65

Ref: 5G-80834

Convallatoxin

CAS: 508-75-8

Convallatoxin is a cardiac glycoside, which is derived from the plant Convallaria majalis, commonly known as lily of the valley. This compound operates by specifically inhibiting the Na+/K+-ATPase enzyme, a crucial membrane-bound ion pump that maintains the electrochemical gradients of sodium and potassium ions across the cell membrane. Inhibition of this enzyme leads to an increase in intracellular sodium levels, subsequently affecting calcium ion exchange and resulting in enhanced cardiac contractility.

Formula: C₂₉H₄₂O₁₀

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 550.64 g/mol

Ref: 3D-FC137904

Convallatoxin

Controlled Product

CAS: 508-75-8

Applications Convallatoxin is a cardenolide that is used in the treatment of congestive heart failure. It may also be used in the treatment of tumor cells at nanomolar concentrations due to its anti-proliferative effects; in particular, human lung cancer. It is naturally found in the roots of Adonis Amurensis.
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 Schneider, N., et al.: Nat. Prod. Res., (2015); Yin, L., et al.: Zhong Cao Yao, 45, 3361 (2014);

Formula: C₂₉H₄₂O₁₀

Color and Shape: White To Off-White

Molecular weight: 550.64

Ref: TR-C685075