Molecule ID: 11528922

IUPAC Name: (3S,3aS,5aS,6S,9aR,9bR)-6-hydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one

Description: The molecule is a eudesmane sesquiterpenoid in which the eudesmane skeleton is substituted with an alpha-hydroxy group at C-1 (eudesmane numbering) and a methylidene group at C-4, and includes a lactone ring formed between C-12 and a beta-hydroxy group at C-6. It is isolated from Eunicea sp. and exhibits significant inhibitory effect upon the growth of the malarial parasite Plasmodium falciparum It has a role as a metabolite and an antimalarial. It is a eudesmane sesquiterpenoid, an organic heterotricyclic compound, a gamma-lactone and a secondary alcohol.

SMILES: C=C1CC[C@H](O)[C@@]2(C)CC[C@@H]3[C@@H](OC(=O)[C@H]3C)[C@H]12

SELFIES: [C][=C][C][C][C@H1][Branch1][C][O][C@@][Branch1][C][C][C][C][C@@H1][C@@H1][Branch1][#Branch2][O][C][=Branch1][C][=O][C@H1][Ring1][=Branch1][C][C@H1][Ring1][P][Ring1][N]

InChI: InChI=1S/C15H22O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h9-13,16H,1,4-7H2,2-3H3/t9-,10-,11-,12-,13+,15+/m0/s1

Molecular Properties:
- Polar Surface Area: 46.5 Ų
- LogP: 2.2