Proscillaridin

Proscillaridin
Proscillaridin structure.svg
Clinical data
Other names14β-Hydroxy-3β-[α-L-rhamnopyranosyl)oxy]bufa-4,20,22-trienolide
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers

IUPAC name

  • 5-[(3S,8R,9S,10R,13R,14S,17R)-14-Hydroxy- 10,13-dimethyl-3-((2R,3R,4R,5R,6R)-3,4,5-trihydroxy- 6-methyltetrahydro-2H-pyran-2-yloxy)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro- 1H-cyclopenta[a]phenanthren-17-yl]-2H-pyran-2-one

CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.006.702 Edit this at Wikidata
Chemical and physical data
FormulaC30H42O8
Molar mass530.650 g·mol−1
3D model (JSmol)

SMILES

  • O=C\1O\C=C(/C=C/1)[C@H]2CC[C@@]6(O)[C@]2(C)CC[C@H]5[C@H]6CC/C4=C/[C@@H](O[C@@H]3O[C@H]([C@H](O)[C@@H](O)[C@H]3O)C)CC[C@@]45C

InChI

  • InChI=1S/C30H42O8/c1-16-24(32)25(33)26(34)27(37-16)38-19-8-11-28(2)18(14-19)5-6-22-21(28)9-12-29(3)20(10-13-30(22,29)35)17-4-7-23(31)36-15-17/h4,7,14-16,19-22,24-27,32-35H,5-6,8-13H2,1-3H3/t16-,19-,20+,21-,22+,24-,25+,26+,27-,28-,29+,30-/m0/s1 check

  • Key:MYEJFUXQJGHEQK-ALRJYLEOSA-N check

(verify)

Proscillaridin is a cardiac glycoside, a kind of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). It is of the bufanolide type and can be obtained from plants of the genus Scilla and in Drimia maritima (Scilla maritima).[1]

The aglycone of proscillaridin is scillarenin.

References

  1. ^ Kedra M, Kedrowa S (May 1968). "[Clinical evaluation of Proscillaridin A, a glycoside of Scilla maritima]". Polski Tygodnik Lekarski. 23 (19): 714–6. PMID 4876207.

This article is copied from an article on Wikipedia® - the free encyclopedia created and edited by its online user community. The text was not checked or edited by anyone on our staff. Although the vast majority of Wikipedia® encyclopedia articles provide accurate and timely information, please do not assume the accuracy of any particular article. This article is distributed under the terms of GNU Free Documentation License.