Molecule ID: 23582917

IUPAC Name: (2S,3S,3aR,5S,5aR,8S)-2,3a-dihydroxy-2,5,8-trimethyl-3-(2-methylprop-1-enyl)-4,5,5a,6,7,8-hexahydro-3H-acenaphthylen-1-one

Description: The molecule is a cyclic terpene ketone that is 2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one substituted by hydroxy groups at positions 2 and 2a, methyl groups at positions 2, 5 and 8 and a 2-methylprop-1-en-1-yl group at position 3. It is isolated from the the West Indian gorgonian octocoral Pseudopterogorgia elisabethae and exhibits antitubercular and antimalarial activity. It has a role as a metabolite and an antimalarial. It is a cyclic terpene ketone, a carbotricyclic compound, a diol, a tertiary alcohol, an enone and a tertiary alpha-hydroxy ketone.

SMILES: CC(C)=C[C@@H]1C[C@H](C)[C@H]2CC[C@H](C)C3=C2[C@@]1(O)[C@](C)(O)C3=O

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

InChI: InChI=1S/C19H28O3/c1-10(2)8-13-9-12(4)14-7-6-11(3)15-16(14)19(13,22)18(5,21)17(15)20/h8,11-14,21-22H,6-7,9H2,1-5H3/t11-,12-,13+,14+,18+,19+/m0/s1

Molecular Properties:
- Polar Surface Area: 57.5 Ų
- LogP: 2.6