Molecule ID: 11372525

IUPAC Name: (1S,2S,10S,13R,14R)-1,2-dichloro-10-(chloromethyl)-13-methyl-2,11,12,14-tetrahydro-1H-cyclopenta[a]phenanthrene-7,15-dione

Description: The molecule is an androstanoid that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 12 and 19 and oxo groups at positions 7 and 15 (the 1beta,2alpha stereoisomer). It is isolated from burrowing sponge Cliona nigricans and exhibits cytotoxic efficacy. It has a role as a metabolite and an antineoplastic agent. It is an androstanoid, a 7-oxo steroid, a 15-oxo steroid and a chlorinated steroid.

SMILES: C[C@@]12C=CC(=O)[C@H]1C1=C(CC2)[C@]2(CCl)C(=CC1=O)C=C[C@H](Cl)[C@H]2Cl

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

InChI: InChI=1S/C19H17Cl3O2/c1-18-6-4-11-15(16(18)13(23)5-7-18)14(24)8-10-2-3-12(21)17(22)19(10,11)9-20/h2-3,5,7-8,12,16-17H,4,6,9H2,1H3/t12-,16-,17+,18+,19-/m0/s1

Molecular Properties:
- Polar Surface Area: 34.1 Ų
- LogP: 3.5