Molecule ID: 24766620

IUPAC Name: (1S,5S,9E,11S,14S)-14-hydroxy-5-methyl-4,15-dioxabicyclo[9.3.1]pentadeca-9,12-dien-3-one

Description: The molecule is a macrolide that is 4,15-dioxabicyclo[9.3.1]pentadeca-9,12-dien-3-one substituted by a hydroxy group at position 14 and a methyl group at position 5 (the 1S,5S,9E,11R,14S stereoisomer). It is isolated from the marine-derived fungus Aspergillus ostianus and exhibits cytotoxic activity against mouse lymphocytic leukemia cells (L1210). It has a role as an antineoplastic agent and an Aspergillus metabolite. It is a bridged compound, a cyclic ether, a macrolide and a secondary alcohol.

SMILES: C[C@H]1CCC/C=C/[C@H]2C=C[C@H](O)[C@H](CC(=O)O1)O2

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

InChI: InChI=1S/C14H20O4/c1-10-5-3-2-4-6-11-7-8-12(15)13(18-11)9-14(16)17-10/h4,6-8,10-13,15H,2-3,5,9H2,1H3/b6-4+/t10-,11-,12-,13-/m0/s1

Molecular Properties:
- Polar Surface Area: 55.8 Ų
- LogP: 1.6