Molecule ID: 118796887

IUPAC Name: (2S,5E)-6,10-dimethyl-2-[(2R)-4-methyl-5-oxido-1,2-dihydrofuro[2,3-c]quinolin-5-ium-2-yl]undeca-5,9-dien-2-ol

Description: The molecule is an A-type aurichin that is 1,2-dihydrofuro[2,3-c]quinoline 5-oxide which is substituted at position 2 by a (6E)-10-hydroxy-2,6-dimethylundeca-2,6-dien-10-yl group and at position 4 by a methyl group (relative configuration shown). Found in the myxobacterium Stigmatella aurantiaca strain Sg a15. It has a role as a bacterial metabolite and an antibacterial agent. It is an A-type aurachin, a quinoline N-oxide, a tertiary alcohol and a furoquinoline.

SMILES: CC(C)=CCC/C(C)=C/CC[C@](C)(O)[C@H]1Cc2c(c(C)[n+]([O-])c3ccccc23)O1

SELFIES: [C][C][Branch1][C][C][=C][C][C][/C][Branch1][C][C][=C][/C][C][C@][Branch1][C][C][Branch1][C][O][C@H1][C][C][=C][Branch2][Ring1][Ring1][C][Branch1][C][C][=N+1][Branch1][C][O-1][C][=C][C][=C][C][=C][Ring1][N][Ring1][=Branch1][O][Ring1][#C]

InChI: InChI=1S/C25H33NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-20-13-6-7-14-22(20)26(28)19(4)24(21)29-23/h6-7,10,12-14,23,27H,8-9,11,15-16H2,1-5H3/b18-12+/t23-,25+/m1/s1

Molecular Properties:
- Polar Surface Area: 54.9 Ų
- LogP: 5.4