Molecule ID: 54728538

IUPAC Name: methyl (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-carboxylate

Description: The molecule is an organic heterotricyclic compound and tetramic acid derivative originally isolated from an unidentified oligosporic actinomycete strain (no. E864-861) and found to be active against both Gram-positive and Gram-negative anaerobic bacteria as well as some aerobic bacteria such as Streptococci. The methyl ester of nocamycin E. It has a role as an antibacterial agent and a bacterial metabolite. It is a spiroketal, a methyl ester, a gamma-lactam, an organic heterotricyclic compound, an olefinic compound, an enol and a member of tetramic acids. It derives from a nocamycin E. It is a conjugate acid of a nocamycin I(1-).

SMILES: COC(=O)[C@H]1[C@@H](C)O[C@@]2(C)CC(=O)[C@H]3O[C@@]12O[C@H]([C@H](C)/C=C(C)/C=C/C(O)=C1/C(=O)CN=C1O)[C@H]3C

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

InChI: InChI=1S/C26H33NO9/c1-12(7-8-16(28)19-18(30)11-27-23(19)31)9-13(2)21-14(3)22-17(29)10-25(5)26(35-21,36-22)20(15(4)34-25)24(32)33-6/h7-9,13-15,20-22,28H,10-11H2,1-6H3,(H,27,31)/b8-7+,12-9+,19-16+/t13-,14-,15-,20-,21-,22+,25+,26+/m1/s1

Molecular Properties:
- Polar Surface Area: 138.0 Ų
- LogP: 2.4