Molecule ID: 14957

IUPAC Name: [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate

Description: The molecule is a nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison. It has a role as a mitochondrial respiratory-chain inhibitor and an antifungal agent. It is a macrodiolide, a member of formamides, a member of benzamides and a member of phenols.

SMILES: CCCCCC[C@H]1C(=O)O[C@H](C)[C@H](N=C(O)c2cccc(N=CO)c2O)C(=O)O[C@@H](C)[C@@H]1OC(=O)CC(C)C

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

InChI: InChI=1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20-,23+,25+/m1/s1

Molecular Properties:
- Polar Surface Area: 157.0 Ų
- LogP: 5.3