Molecule ID: 134692038

IUPAC Name: (1S,2S,3R,5S,8S,9R,10R)-10-[(2R,3E,5E,7E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-3,5,9-trimethyl-7-oxo-4,11,12-trioxatricyclo[6.3.1.01,5]dodecane-2-carboxylic acid

Description: The molecule is an organic heterotricyclic compound and tetramic acid derivative isolated from a mutant strain of Saccharothrix syringae. Nocamycin E exhibits considerably lower antibacterial activity than the corresponding methyl ester, nocamycin I. It has a role as a bacterial metabolite. It is a gamma-lactam, an enol, a monocarboxylic acid, an olefinic compound, an organic heterotricyclic compound, a spiroketal and a member of tetramic acids. It is a conjugate acid of a nocamycin E(2-).

SMILES: CC(/C=C/C(O)=C1/C(=O)CN=C1O)=C\[C@@H](C)[C@H]1O[C@@]23O[C@H](C(=O)C[C@]2(C)O[C@H](C)[C@@H]3C(=O)O)[C@@H]1C

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

InChI: InChI=1S/C25H31NO9/c1-11(6-7-15(27)18-17(29)10-26-22(18)30)8-12(2)20-13(3)21-16(28)9-24(5)25(34-20,35-21)19(23(31)32)14(4)33-24/h6-8,12-14,19-21,27H,9-10H2,1-5H3,(H,26,30)(H,31,32)/b7-6+,11-8+,18-15+/t12-,13-,14-,19-,20-,21+,24+,25+/m1/s1

Molecular Properties:
- Polar Surface Area: 149.0 Ų
- LogP: 2.0