Skip to Content
MilliporeSigma
All Photos(2)

Documents

213942

Sigma-Aldrich

3-Methylcholanthrene

98%

Synonym(s):

20-Methylcholanthrene, Methylcholanthrene

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H16
CAS Number:
Molecular Weight:
268.35
Beilstein/REAXYS Number:
1913890
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

98%

form

solid

bp

280 °C/80 mmHg (lit.)

mp

178-180 °C (lit.)

SMILES string

Cc1ccc2cc3c(ccc4ccccc34)c5CCc1c25

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

InChI key

PPQNQXQZIWHJRB-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

3-Methylcholanthrene has been used to assess its tumor initiation activity by Bhas 42 cell transformation assay. It has also been used to induce the activity of cytochrome P450.

Biochem/physiol Actions

3-Methylcholanthrene is a carcinogen used to induce transformation of cultured cells. It is also used to induce fibrosarcomas and skin carcinomas in laboratory animals. 3-methylcholanthrene is a potent aryl hydrocarbon receptor agonist.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 4 - Carc. 1B

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A high-throughput Bhas 42 cell transformation assay for the determination of the carcinogenicity of three herbal extracts
Pu J, et al.
Fundamental Toxicological Sciences, 3(4), 157-166 (2016)
Nadine Y Crowe et al.
The Journal of experimental medicine, 196(1), 119-127 (2002-07-03)
Natural killer (NK) T cells initiate potent antitumor responses when stimulated by exogenous factors such as interleukin (IL)-12 or alpha-galactosylceramide (alpha-GalCer), however, it is not clear whether this reflects a physiological role for these cells in tumor immunity. Through adoptive
Simple machine perfusion significantly enhances hepatocyte yields of ischemic and fresh rat livers
Izamis ML, et al.
Cell medicine, 4(3), 109-123 (2013)
Aryl Hydrocarbon Receptor: A New Player of Pathogenesis and Therapy in Cardiovascular Diseases
Yi T, et al.
BioMed Research International, 1-11 (2018)
Elin Swedenborg et al.
Molecular and cellular endocrinology, 362(1-2), 39-47 (2012-05-29)
The two estrogen receptor isoforms ERα and ERβ mediate biological effects of estrogens, but are also targets for endocrine disruptive chemicals (EDCs), compounds that interfere with hormonal signaling. 3-Methylcholanthrene (3-MC) and dioxin (TCDD) are EDCs and prototypical aryl hydrocarbon receptor

Articles

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service