Proscillaridin

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]

Proscillaridin

Clinical data
Other names	14β-Hydroxy-3β-[α-L-rhamnopyranosyl)oxy]bufa-4,20,22-trienolide
AHFS/Drugs.com	International Drug Names
ATC code	C01AB01 (WHO)
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	466-06-8
PubChem CID	5284613
ChemSpider	4447658
UNII	KC6BL281EN
ChEMBL	ChEMBL600325
CompTox Dashboard (EPA)	DTXSID5023532
ECHA InfoCard	100.006.702
Chemical and physical data
Formula	C30H42O8
Molar mass	530.650 g·mol^−1
3D model (JSmol)	Interactive image
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 Key:MYEJFUXQJGHEQK-ALRJYLEOSA-N
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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.