Molecule ID: 24879663

IUPAC Name: (1S,4R,6R,7S,8E,10S)-6,7-dihydroxy-4-methyl-3,11-dioxabicyclo[8.1.0]undec-8-en-2-one

Description: The molecule is a 10-membered lactone obtained from 10-methyl-9,10-dihydro-2H-oxecin-2-one by the epoxidation of the double bond at position 3-4 and cis-dihydroxylation of the double bond at position 7-8. Multiplolide A was first isolated from the fungus Xylaria multiplex BCC 1111. It shows antifungal activity against Candida albicans. It has a role as a metabolite and an antifungal agent. It is an epoxide, a lactone and a secondary alcohol.

SMILES: C[C@@H]1C[C@@H](O)[C@@H](O)/C=C/[C@@H]2O[C@@H]2C(=O)O1

SELFIES: [C][C@@H1][C][C@@H1][Branch1][C][O][C@@H1][Branch1][C][O][/C][=C][/C@@H1][O][C@@H1][Ring1][Ring1][C][=Branch1][C][=O][O][Ring1][=C]

InChI: InChI=1S/C10H14O5/c1-5-4-7(12)6(11)2-3-8-9(15-8)10(13)14-5/h2-3,5-9,11-12H,4H2,1H3/b3-2+/t5-,6+,7-,8+,9+/m1/s1

Molecular Properties:
- Polar Surface Area: 79.3 Ų
- LogP: -0.4