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Safety Information

213942

Sigma-Aldrich

3-Methylcholanthrene

98%

Synonym(s):

20-Methylcholanthrene, Methylcholanthrene

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About This Item

Empirical Formula (Hill Notation):
C21H16
CAS Number:
56-49-5
Molecular Weight:
268.35
Beilstein:
1913890
EC Number:
200-276-4
MDL number:
MFCD00003704
UNSPSC Code:
12352005
PubChem Substance ID:
57647926
NACRES:
NA.25

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

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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
GHS08

Signal Word

Danger

Hazard Statements

H350,H413

Precautionary Statements

P201 - P273 - P308 + P313

Hazard Classifications

Aquatic Chronic 4 - Carc. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

213942-1G:
213942-BULK:
213942-100MG:
213942-VAR:
213942-250MG:

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’.

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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
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)
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
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