U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H9N
Molecular Weight 131.1745
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SKATOLE

SMILES

CC1=CNC2=C1C=CC=C2

InChI

InChIKey=ZFRKQXVRDFCRJG-UHFFFAOYSA-N
InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3

HIDE SMILES / InChI

Description

Skatole or 3-methylindole is a mildly toxic white crystalline organic compound belonging to the indole family. It is formed in the intestine by the bacterial decomposition of l-tryptophan and found in fecal matter, to which it imparts its characteristic odor. Skatole is a partial AhR agonist. Skatole is used in perfume compositions and in artificial Civet bases.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.024 mM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
10 or 100 uM skatole increased CYP1A1 mRNA expression in HepG2-C3 cells