Molecule ID: 24775057

IUPAC Name: [(1S,3R,8R,10S,11R,12R,16R)-5,11,15,15-tetramethyl-6-oxo-2,7-dioxapentacyclo[8.8.0.01,3.04,8.011,16]octadeca-4,13-dien-12-yl] acetate

Description: The molecule is an abietane diterpenoid that is ent-abieta-2(3),13(15)-diene-16,12-olide substituted by a 1beta-acetoxy group and a beta-epoxy group across positions 8 and 14. Isolated from the leaves of Gelonium aequoreum, it exhibits moderate cytotoxicity against lung (A549), breast (MDAMB-231 and MCF7), and liver (HepG2) cancer cell lines. It has a role as a metabolite and an antineoplastic agent. It is an abietane diterpenoid, an acetate ester, an organic heteropentacyclic compound, an epoxide and a gamma-lactone.

SMILES: CC(=O)O[C@@H]1C=CC(C)(C)[C@H]2CC[C@@]34O[C@@H]3C3=C(C)C(=O)O[C@@H]3C[C@H]4[C@@]21C

SELFIES: [C][C][=Branch1][C][=O][O][C@@H1][C][=C][C][Branch1][C][C][Branch1][C][C][C@H1][C][C][C@@][O][C@@H1][Ring1][Ring1][C][=C][Branch1][C][C][C][=Branch1][C][=O][O][C@@H1][Ring1][#Branch1][C][C@H1][Ring1][N][C@@][Ring1][S][Ring2][Ring1][=Branch1][C]

InChI: InChI=1S/C22H28O5/c1-11-17-13(26-19(11)24)10-15-21(5)14(6-9-22(15)18(17)27-22)20(3,4)8-7-16(21)25-12(2)23/h7-8,13-16,18H,6,9-10H2,1-5H3/t13-,14-,15+,16-,18-,21-,22+/m1/s1

Molecular Properties:
- Polar Surface Area: 65.099 Ų
- LogP: 2.8