Molecule ID: 56833383

IUPAC Name: (7R,8S)-7-hydroxy-3-[(1S,2S,4R)-4-hydroxy-2-methyl-6-oxocyclohexyl]-7-methyl-8-[(3E,5E)-5,7,9-trimethyl-2-oxoundeca-3,5-dienyl]-8H-isochromen-6-one

Description: The molecule is an azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a hydroxy group at position 7, a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 7 and a 5,7,9-trimethyl-2-oxoundeca-3,5-dien-1-yl group at position 8. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities. It has a role as an antimalarial, an antineoplastic agent and a Chaetomium metabolite. It is an azaphilone, an organic heterobicyclic compound, an enone and a tertiary alpha-hydroxy ketone.

SMILES: CCC(C)CC(C)/C=C(C)/C=C/C(=O)C[C@H]1C2=COC([C@H]3C(=O)C[C@H](O)C[C@@H]3C)=CC2=CC(=O)[C@]1(C)O

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

InChI: InChI=1S/C31H42O6/c1-7-18(2)10-20(4)11-19(3)8-9-23(32)15-26-25-17-37-28(13-22(25)14-29(35)31(26,6)36)30-21(5)12-24(33)16-27(30)34/h8-9,11,13-14,17-18,20-21,24,26,30,33,36H,7,10,12,15-16H2,1-6H3/b9-8+,19-11+/t18?,20?,21-,24+,26-,30+,31+/m0/s1

Molecular Properties:
- Polar Surface Area: 101.0 Ų
- LogP: 4.1