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442388

Supelco

3-Methylcholanthrene

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C21H16
CAS Number:
Molecular Weight:
268.35
Beilstein:
1913890
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:

grade

analytical standard

Quality Level

CofA

current certificate can be downloaded

packaging

ampule of 50 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

280 °C/80 mmHg (lit.)

mp

178-180 °C (lit.)

application(s)

environmental

format

neat

storage temp.

2-30°C

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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General description

3-Methylcholanthrene, a potent polycyclic aryl hydrocarbon receptor agonist, which is a carcinogen that can be obtained as a byproduct of combustion of various organic substances like coal, garbage, gas and oil. It suppresses the proliferation of human umbilical vascular endothelial cells.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

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

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Mechanism of p53-dependent apoptosis induced by 3-methylcholanthrene involvement of p53 phosphorylation and p38 MAPK
Kwon YW, et al.
The Journal of Biological Chemistry, 277, 1837-1844 (2002)
Attenuation of polycyclic aromatic hydrocarbon (PAH)-mediated pulmonary carcinogenesis in mice by omega-3-fatty acids
Moorthy B, et al.
Faseb Journal, 31, 1067-1064 (2017)
Molecular mechanisms of p21 and p27 induction by 3?methylcholanthrene, an aryl?hydrocarbon receptor agonist, involved in antiproliferation of human umbilical vascular endothelial cells
Pang P-H, et al.
Journal of Cellular Physiology, 215, 161-171 (2008)
3?Methylcholanthrene/Aryl?Hydrocarbon Receptor?Mediated Hypertension Through eNOS Inactivation
Chang C-C, et al.
Journal of Cellular Physiology, 232, 1020-1029 (2017)
Benjamin Lemaire et al.
Environmental science & technology, 46(18), 10310-10316 (2012-08-21)
While deep-sea fish accumulate high levels of persistent organic pollutants (POPs), the toxicity associated with this contamination remains unknown. Indeed, the recurrent collection of moribund individuals precludes experimental studies to investigate POP effects in this fauna. We show that precision-cut

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