Proscillaridin

Proscillaridin
Systematic (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 OR 3β-Rhamnosido- 14β-hydroxybufa- 4,20,22-trienolide
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
CAS Number	466-06-8^N
ATC code	C01AB01
PubChem	CID 5284613
ChemSpider	4447658^Y
UNII	KC6BL281EN^Y
ChEMBL	CHEMBL600325^Y
Chemical data
Formula	C₃₀H₄₂O₈
Molar mass	530.650
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^Y Key:MYEJFUXQJGHEQK-ALRJYLEOSA-N^Y
^NY (what is this?) (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]

References

↑ Kedra, M.; Kedrowa, S. (1968). "Clinical evaluation of Proscillaridin A, a glycoside of Scilla maritima". Polski tygodnik lekarski (Warsaw, Poland : 1960) 23 (19): 714–716. PMID 4876207.

Cardiac glycosides (C01A)

Bufadienolides

Bufo	Arenobufagin Bufotalin Cinobufagin Marinobufagin

Scilla	Proscillaridin Scilliroside

Cardenolides

Digitalis	Acetyldigitoxin Acetyldigoxin Digitoxin^# Digoxin^# Lanatoside C Deslanoside Metildigoxin Gitoformate

Kalanchoe	Daigremontianin

Strophanthus	Ouabain (g-Strophanthin) k-Strophanthin Cymarin

Thevetia	Peruvoside

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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