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Details

Stereochemistry ACHIRAL
Molecular Formula C21H16
Molecular Weight 268.3517
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-METHYLCHOLANTHRENE

SMILES

CC1=C2CCC3=C2C(C=C1)=CC4=C3C=CC5=CC=CC=C45

InChI

InChIKey=PPQNQXQZIWHJRB-UHFFFAOYSA-N
InChI=1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3

HIDE SMILES / InChI

Molecular Formula C21H16
Molecular Weight 268.3517
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

3-Methylcholanthrene a compound, which can activate both aryl hydrocarbon receptor (AhR) and estrogen receptor alpha. It is used to induce fibrosarcomas and skin carcinomas in laboratory animals. The daily exposure to 3-methylcholanthrene induced changes in both gene expression and epigenomic remodeling, which had led to premature ovarian failure.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
in rats: daily intraperitoneally injected with 0.1 or 1 mg/kg. It induced changes in both gene expression and epigenomic remodeling, which may lead to premature ovarian failure.
Route of Administration: Intraperitoneal
In Vitro Use Guide
It was investigated the proliferation and angiogenesis of human umbilical vascular endothelial cells under the action of 3-methylcholanthrene (3-MC). 3-MC (concentration: 5 nM; 50 nM; 500 nM) suppressed DNA synthesis of human umbilical vascular endothelial cells as determined by [(3)H]thymidine incorporation in a concentration-dependent fashion and arrested cells at the G0/G1 phase of the cell cycle. Cell permeability, adhesion, and tube formation in human umbilical vascular endothelial cells exposed to 3-MC decreased in concentration-dependent manners.
Substance Class Chemical
Record UNII
214U33M1RL
Record Status Validated (UNII)
Record Version