Molecule ID: 6712362

IUPAC Name: (1R,2S,5S,8R,9R,11R,15S,18R)-9,15,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Description: The molecule is a cyclic terpene ketone that is ent-7alpha,20-epoxy-kaur-16-en-15-one substituted with hydroxy groups at positions 1, 7 and 14 (the 1alpha,7beta,14beta stereoisomer). Isolated from the leaves of Isodon megathyrsus, it exhibits cytotoxic activity. It has a role as a metabolite and an antineoplastic agent. It is a lactol, a bridged compound and a cyclic terpene ketone. It derives from a hydride of an ent-kaurene.

SMILES: C=C1C(=O)[C@]23[C@H](O)[C@H]1CC[C@H]2[C@@]12CO[C@]3(O)C[C@@H]1C(C)(C)CC[C@@H]2O

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

InChI: InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-19(24,20(12,15(10)22)16(11)23)8-13(18)17(2,3)7-6-14(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12-,13+,14-,16+,18-,19+,20-/m0/s1

Molecular Properties:
- Polar Surface Area: 87.0 Ų
- LogP: 1.1