indolo[3,2-b]carbazole   

GtoPdb Ligand ID: 10046

Synonyms: ICZ | ICZ-carbazole
Compound class: Synthetic organic
Comment: Indolo(3,2-b)carbazole is a potent agonist of the aryl hydrocarbon receptor (AhR) [1]. It is a metabolite of indole-3-carbinol (I3C) whihc is found in Brassica family vegetables, and which is formed in the acid pH of the stomach.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 24.72
Molecular weight 254.08
XLogP 4.29
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES c1ccc2c(c1)c1cc3=Nc4c(c3cc1=N2)cccc4
Isomeric SMILES c1ccc2c(c1)c1cc3=Nc4c(c3cc1=N2)cccc4
InChI InChI=1S/C18H10N2/c1-3-7-15-11(5-1)13-9-18-14(10-17(13)19-15)12-6-2-4-8-16(12)20-18/h1-10H
InChI Key HLVSZSQYBQCBQG-UHFFFAOYSA-N
References
1. Bjeldanes LF, Kim JY, Grose KR, Bartholomew JC, Bradfield CA. (1991)
Aromatic hydrocarbon responsiveness-receptor agonists generated from indole-3-carbinol in vitro and in vivo: comparisons with 2,3,7,8-tetrachlorodibenzo-p-dioxin.
Proc. Natl. Acad. Sci. U.S.A., 88 (21): 9543-7. [PMID:1658785]