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=1S/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:O=CC12CCC(OC3OC(C)C(O)C(O)C3O)CC2(O)CCC4C1CCC5(C)C(C6=CC(=O)OC6)CCC45O
- 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
- See more synonyms
- 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)-