Description
24-Methylenecycloartan-3-ol, a natural triterpenoid found in the barks of Larix kaemferi, has inhibitory effects on HIV-1 protease.
Synonyms
(9β)-24-Methylene-9,19-cyclolanostan-3β-ol;24-Methylene-9β,19-cyclolanostan-3β-ol; 4,4,14α-Trimethyl-9β,19-cyclo-5α-ergost-24(28)-en-3β-ol
IUPAC Name
(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
Molecular Formula
C31H52O
Canonical SMILES
CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
InChI
InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-26,32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1
InChIKey
BDHQMRXFDYJGII-UEBIAWITSA-N
Uses
24-Methylenecycloartan-3-ol is a cyclized intermediate from 2,3-oxidosqualene to the steroid skeleton along the biosynthetic pathway of the phytosterols. It also has a chemotherapeutic importance, such as for antihyperlipemia.