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Supelco

3-Methylcholanthrene

analytical standard

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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:
12000000
PubChem Substance ID:
24867823

grade

analytical standard

Quality Level

200

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
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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6709
MKCS1215
MKCN0004
MKCG5224
MKBS2182V

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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)
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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