Molecule ID: 24898686

IUPAC Name: [(9R,13R,14R,16R,17R)-16-[(1S)-1-[(2S,3R)-3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4-trien-14-yl] acetate

Description: The molecule is a tetracyclic triterpenoid that is A,B-dihomo-19-nor-4-oxalanosta-1,8,19,24-tetraen-26,22-olide substituted by an acetoxy group at position 15, a hydroxy group at position 23 and an oxo group at position 3 (the 22S, 23R stereoisomer). It is isolated from the fruiting bodies of the Vietnamese mushroom Ganoderma colossum and displays inhibitory activity towards the enzyme HIV protease. It has a role as a metabolite and a HIV protease inhibitor. It is a delta-lactone, an acetate ester, an epsilon-lactone, a tetracyclic triterpenoid and a secondary alcohol. It derives from a hydride of a lanostane.

SMILES: CC(=O)O[C@@H]1C[C@H]([C@H](C)[C@@H]2OC(=O)C(C)=C[C@H]2O)[C@@]2(C)CCC3=C(CC[C@@H]4C(=C3)C=CC(=O)OC4(C)C)[C@]12C

SELFIES: [C][C][=Branch1][C][=O][O][C@@H1][C][C@H1][Branch2][Ring1][Ring2][C@H1][Branch1][C][C][C@@H1][O][C][=Branch1][C][=O][C][Branch1][C][C][=C][C@H1][Ring1][Branch2][O][C@@][Branch1][C][C][C][C][C][=C][Branch2][Ring1][Branch2][C][C][C@@H1][C][=Branch1][Ring2][=C][Ring1][#Branch1][C][=C][C][=Branch1][C][=O][O][C][Ring1][=Branch2][Branch1][C][C][C][C@][Ring2][Ring2][C][Ring2][Ring1][Ring2][C]

InChI: InChI=1S/C32H42O7/c1-17-14-25(34)28(38-29(17)36)18(2)24-16-26(37-19(3)33)32(7)23-10-9-22-20(8-11-27(35)39-30(22,4)5)15-21(23)12-13-31(24,32)6/h8,11,14-15,18,22,24-26,28,34H,9-10,12-13,16H2,1-7H3/t18-,22+,24+,25+,26+,28-,31+,32+/m0/s1

Molecular Properties:
- Polar Surface Area: 99.1 Ų
- LogP: 4.5