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Details

Stereochemistry ACHIRAL
Molecular Formula C12H8S
Molecular Weight 184.257
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Dibenzothiophene

SMILES

S1C2=C(C=CC=C2)C3=C1C=CC=C3

InChI

InChIKey=IYYZUPMFVPLQIF-UHFFFAOYSA-N
InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H

HIDE SMILES / InChI

Molecular Formula C12H8S
Molecular Weight 184.257
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Dibenzothiophene (DBT) is the organosulfur compound consisting of two benzene rings fused to a central thiophene ring. It is a colourless solid that is chemically somewhat similar to anthracene. This tricyclicheterocycle, and especially its alkyl substituted derivatives, occur widely in heavier fractions of petroleum. A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. DBT was used to treat acne, seborrhea and related dermatoses.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
12.8 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
Can be used in cream, lotion or soup formulations - topical application
Route of Administration: Topical
In Vitro Use Guide
Dibenzothiophene (DBT) concentrations 0, 0.1, 1, 10, 50, and 100 uM were used to determine Ethoxyresorufin-O-deethylase activities in channel catfish microsomes.
Substance Class Chemical
Record UNII
Z3D4AJ1R48
Record Status Validated (UNII)
Record Version