Proscillaridin

Last updated
Proscillaridin
Proscillaridin structure.svg
Clinical data
Other names14β-Hydroxy-3β-[α-L-rhamnopyranosyl)oxy]bufa-4,20,22-trienolide
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • 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 InfoCard 100.006.702 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C30H42O8
Molar mass 530.658 g·mol−1
3D model (JSmol)
  • O=C1OC=C([C@H]2CC[C@]3([C@@]2(CC[C@H]4[C@H]3CCC5=C[C@H](CC[C@@]54C)O[C@@H]6O[C@@H](C)[C@@H]([C@H]([C@H]6O)O)O)C)O)C=C1
  • 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 Yes check.svgY
  • Key:MYEJFUXQJGHEQK-ALRJYLEOSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Proscillaridin is a cardiac glycoside, a type of compound with strong and usually toxic effects on heart muscle, with occasional medical applications - although Proscillaridin has no known medical applications. 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.