MilliporeSigma
  • B1760
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B1760

Sigma-Aldrich

Benzo[a]pyrene

≥96% (HPLC)

Synonym(s):
3,4-Benzopyrene, 3,4-Benzpyrene, Benzo[def]chrysene
Empirical Formula (Hill Notation):
C20H12
CAS Number:
Molecular Weight:
252.31
Beilstein:
1911333
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

≥96% (HPLC)

form

solid

bp

495 °C (lit.)

mp

177-180 °C (lit.)

SMILES string

c1ccc2c(c1)cc3ccc4cccc5ccc2c3c45

InChI

1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H

InChI key

FMMWHPNWAFZXNH-UHFFFAOYSA-N

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This Item
5196848564ERMAC051
Benzo[a]pyrene ≥96% (HPLC)

Sigma-Aldrich

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Supelco

51968

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Benzo[a]pyrene analytical standard, for environmental analysis

Supelco

48564

Benzo[a]pyrene

Benzo[a]pyrene ERM®, certified reference material

ERMAC051

Benzo[a]pyrene

assay

≥96% (HPLC)

assay

-

assay

-

assay

-

form

solid

form

-

form

-

form

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

-

bp

495 °C (lit.)

bp

495 °C (lit.)

bp

495 °C (lit.)

bp

495 °C (lit.)

mp

177-180 °C (lit.)

mp

177-180 °C (lit.)

mp

177-180 °C (lit.)

mp

177-180 °C (lit.)

Application

Benzo[a]pyrene (PAH), a polycyclic aromatic hydrocarbon pollutant, is used as a chemical carcinogen in experimental models of cancer. Carcinogenesis depends on it′s oxidation by CYP1A1 to benzo[a]pyrenediolepoxide, that forms depurinating adducts with DNA that dissociate to form abasic lesions. Benzo[a]pyrene is a ligand for the arylhydrocarbon receptor (AhR), and some of its biological effects, including the induction of CYP1A1, appear to be mediated via activation of the AhR.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 1B - Repr. 1B - Skin Sens. 1

Storage Class Code

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

WGK

WGK 3

Certificate of Analysis

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Certificate of Origin

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