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CAS 13473-51-3

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Convalloside

Description:
Convalloside is a glycoside compound primarily derived from the plant species Convallaria majalis, commonly known as lily of the valley. It is characterized by its structure, which consists of a sugar moiety linked to a non-sugar aglycone, contributing to its biological activity. Convalloside exhibits cardiotonic properties, similar to other cardiac glycosides, which means it can influence heart muscle contractions. This compound is known for its potential therapeutic applications, particularly in treating heart conditions, although its use is limited due to toxicity concerns associated with cardiac glycosides. In terms of physical properties, Convalloside is typically a white to off-white crystalline powder, soluble in water and alcohol, and has a relatively low molecular weight. Its pharmacological effects are attributed to its ability to inhibit the Na+/K+ ATPase enzyme, leading to increased intracellular calcium levels and enhanced cardiac contractility. However, caution is advised in its use due to the narrow therapeutic index associated with cardiac glycosides, necessitating careful monitoring in clinical settings.
Formula:C35H52O15
InChI:InChI=1/C35H52O15/c1-16-29(50-31-27(42)25(40)24(39)22(13-36)49-31)26(41)28(43)30(47-16)48-18-3-8-33(15-37)20-4-7-32(2)19(17-11-23(38)46-14-17)6-10-35(32,45)21(20)5-9-34(33,44)12-18/h14-16,18-22,24-31,36,39-45H,3-13H2,1-2H3/t16?,18-,19+,20-,21+,22?,24?,25?,26?,27?,28?,29?,30?,31?,32+,33-,34-,35-/m0/s1
InChI key:InChIKey=CAYUJEAJKPLCAV-TZOZDROWSA-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]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](C)O6)CC2)[H])[H]
Synonyms:
  • Card-20(22)-enolide, 3-[(6-deoxy-4-O-β-D-glucopyranosyl-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-, (3β,5β)-
  • (3beta,5beta)-3-[(6-deoxy-4-O-beta-D-glucopyranosyl-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
  • Bogoroside
  • Convalloside
  • (3beta,5beta)-3-[(6-deoxy-4-O-hexopyranosylhexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20-enolide
  • (3β,5β)-3-[(6-Deoxy-4-O-β-D-glucopyranosyl-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
  • Convallosid
  • (3beta,5beta)-3-((6-Deoxy-4-O-beta-D-glucopyranosyl-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxocard-20(22)-enolide
  • 3β-[(4-O-β-D-Glucopyranosyl-6-deoxy-α-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5β-card-20(22)-enolide
  • (3beta,5beta)-3-{[6-deoxy-4-O-(beta-D-glucopyranosyl)-alpha-L-mannopyranosyl]oxy}-5,14-dihydroxy-19-oxocard-20(22)-enolide
  • See more synonyms
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