indole-3-carbinol   Click here for help

GtoPdb Ligand ID: 10047

Synonyms: 3-hydroxymethylindole | 3-indolemethanol | 3-indolylcarbinol | I3C
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Indole-3-carbinol (I3C) is a secondary plant metabolite produced in Brassica family vegetables. It has been reported as an aryl hydrocarbon receptor agonist, although its affinity is very low and it therefore may not be a significant agonist of the AhR in vivo [2]. Anticarcinogenic and antitumourigenic properties of I3C have been reported in various types of cancer cells [1,3-4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 36.02
Molecular weight 147.07
XLogP 1.75
No. Lipinski's rules broken 0
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Canonical SMILES OCc1c[nH]c2c1cccc2
Isomeric SMILES OCc1c[nH]c2c1cccc2
InChI InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
3-hydroxymethylindole | 3-indolemethanol | 3-indolylcarbinol | I3C
Database Links Click here for help
CAS Registry No. 700-06-1 (source: PubChem)
ChEMBL Ligand CHEMBL155625
DrugBank Ligand DB12881
GtoPdb PubChem SID 375973235
PubChem CID 3712
Search Google for chemical match using the InChIKey IVYPNXXAYMYVSP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IVYPNXXAYMYVSP
UniChem Compound Search for chemical match using the InChIKey IVYPNXXAYMYVSP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IVYPNXXAYMYVSP-UHFFFAOYSA-N