Molecule ID: 24898463

IUPAC Name: (Z,5R,6S)-6-[(3R,3aR,6R,7R,9bR)-6-(acetyloxymethyl)-7-(2-hydroxypropan-2-yl)-6-(3-methoxy-3-oxopropyl)-3a,9b-dimethyl-1,2,3,4,5,7,8,9-octahydrocyclopenta[a]naphthalen-3-yl]-5-acetyloxy-2-methylhept-2-enoic acid

Description: The molecule is a tricyclic triterpenoid that is 3,4-secolanosta-8,24-diene-3,26-dioic acid 3-methylester substituted by acetoxy groups at positions 19 and 22 and a hydroxy group at position 4. 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 HIV protease inhibitor and a fungal metabolite. It is an acetate ester, a tertiary alcohol, a tricyclic triterpenoid, a dicarboxylic acid monoester and a methyl ester. It derives from a hydride of a lanostane.

SMILES: COC(=O)CC[C@]1(COC(C)=O)C2=C(CC[C@H]1C(C)(C)O)[C@]1(C)CC[C@H]([C@H](C)[C@@H](C/C=C(/C)C(=O)O)OC(C)=O)[C@@]1(C)CC2

SELFIES: [C][O][C][=Branch1][C][=O][C][C][C@][Branch1][Branch2][C][O][C][Branch1][C][C][=O][C][=C][Branch1][=C][C][C][C@H1][Ring1][O][C][Branch1][C][C][Branch1][C][C][O][C@][Branch1][C][C][C][C][C@H1][Branch2][Ring1][=Branch2][C@H1][Branch1][C][C][C@@H1][Branch1][N][C][/C][=C][Branch1][C][/C][C][=Branch1][C][=O][O][O][C][Branch1][C][C][=O][C@@][Ring2][Ring1][Ring2][Branch1][C][C][C][C][Ring2][Ring1][S]

InChI: InChI=1S/C35H54O9/c1-21(31(39)40)10-12-28(44-24(4)37)22(2)25-14-17-34(8)26-11-13-29(32(5,6)41)35(20-43-23(3)36,19-16-30(38)42-9)27(26)15-18-33(25,34)7/h10,22,25,28-29,41H,11-20H2,1-9H3,(H,39,40)/b21-10-/t22-,25+,28+,29-,33+,34-,35-/m0/s1

Molecular Properties:
- Polar Surface Area: 136.0 Ų
- LogP: 5.2