Molecule ID: 11703984

IUPAC Name: (9R,9aR)-3-acetyl-9-hydroxy-6-[(1E,3E,5S)-7-hydroxy-3,5-dimethylhepta-1,3-dienyl]-9a-methyl-9H-furo[3,2-g]isochromen-2-one

Description: The molecule is an azaphilone that is 9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one substituted by an acetyl group at position 3, a hydroxy group at position 9, a 7-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl group at position 6 and a methyl group at position 9a. It has been isolated from Chaetomium cupreum and exhibits antifungal activity. It has a role as an antifungal agent and a Chaetomium metabolite. It is a gamma-lactone, an azaphilone, a methyl ketone, an organic heterotricyclic compound and a primary alcohol.

SMILES: CC(=O)C1=C2C=C3C=C(/C=C/C(C)=C/[C@@H](C)CCO)OC=C3[C@@H](O)[C@]2(C)OC1=O

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

InChI: InChI=1S/C23H26O6/c1-13(9-14(2)7-8-24)5-6-17-10-16-11-19-20(15(3)25)22(27)29-23(19,4)21(26)18(16)12-28-17/h5-6,9-12,14,21,24,26H,7-8H2,1-4H3/b6-5+,13-9+/t14-,21+,23+/m0/s1

Molecular Properties:
- Polar Surface Area: 93.1 Ų
- LogP: 1.5