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BCR096

Dibenzo[a,l]pyrene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C24H14
CAS Number:
191-30-0
Molecular Weight:
302.37
Beilstein/REAXYS Number:
2054068
MDL number:
MFCD00467035
UNSPSC Code:
41116107
PubChem Substance ID:
329774220
NACRES:
NA.24

grade

certified reference material

agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

format

neat

storage temp.

2-8°C

SMILES string

c1ccc2c(c1)cc3ccc4cccc5c6ccccc6c2c3c45

InChI

1S/C24H14/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-14H

InChI key

JNTHRSHGARDABO-UHFFFAOYSA-N

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Analysis Note

For more information please see:
BCR096

Legal Information

BCR is a registered trademark of European Commission

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Carc. 1B - Eye Dam. 1 - Muta. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Fredine T Lauer et al.
Journal of toxicology and environmental health. Part A, 76(1), 16-24 (2012-11-16)
Dibenzo[def,p]chrysene (DBC) is a potent environmental carcinogen in rodents, fish, and human cells examined in culture. There are numerous similarities between the patterns of cytochrome P-450 (P450) activation of DBC and its covalent binding to DNA and proteins with another
Susan Ritger Crowell et al.
Toxicology and applied pharmacology, 257(3), 365-376 (2011-10-18)
Polycyclic aromatic hydrocarbons (PAHs) are ubiquitous environmental contaminants generated as byproducts of natural and anthropogenic combustion processes. Despite significant public health concern, physiologically based pharmacokinetic (PBPK) modeling efforts for PAHs have so far been limited to naphthalene, plus simpler PK
Kun-Ming Chen et al.
International journal of cancer, 133(6), 1300-1309 (2013-03-14)
We previously reported that dibenzo[a,l]pyrene (DB[a,l]P), the most potent known environmental carcinogen among polycyclic aromatic hydrocarbons (PAH) congeners, is carcinogenic in the oral tissues of mice. We have now developed a new mouse model which employs the oral application of
Yuqin Cai et al.
Biochemistry, 49(46), 9943-9945 (2010-10-23)
The impact of a bulky DNA lesion on the structure and dynamics of a nucleosome core particle (NCP) containing a lesion derived from the unusually potent tumorigen dibenzo[a,l]pyrene that resists nucleotide excision repair (NER) in free DNA was investigated using
Yijin Tang et al.
Biochemistry, 51(48), 9751-9762 (2012-11-06)
The most potent tumorigen identified among the polycyclic aromatic hydrocarbons (PAH) is the nonplanar fjord region dibenzo[a,l]pyrene (DB[a,l]P). It is metabolically activated in vivo through the widely studied diol epoxide (DE) pathway to form covalent adducts with DNA bases, predominantly
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