Molecule ID: 16219259

IUPAC Name: (1R)-1-[(2S,3S)-3-[(E)-2-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol

Description: The molecule is a polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor and a fungal metabolite.

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

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

InChI: InChI=1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/b5-4+/t6-,7-,8+,9+,10+,11+/m1/s1

Molecular Properties:
- Polar Surface Area: 65.5 Ų
- LogP: -0.3