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BCR134

Benzo[c]phenanthrene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C18H12
CAS Number:
195-19-7
Molecular Weight:
228.29
Beilstein:
1909296
EC Number:
205-896-9
MDL number:
MFCD00019126
UNSPSC Code:
41116107
PubChem Substance ID:
329774224
NACRES:
NA.24

Key Documents

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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)ccc3ccc4ccccc4c23

InChI

1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H

InChI key

TUAHORSUHVUKBD-UHFFFAOYSA-N

Related Categories

Analysis Note

For more information please see:
BCR134

Legal Information

BCR is a registered trademark of European Commission

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Cédric Brulé et al.
The Journal of organic chemistry, 72(9), 3232-3241 (2007-03-31)
A series of novel carbocations were generated by low-temperature protonation of substituted benzo[c]phenanthrenes, B[c]Phs, and their charge delocalization pathways were elucidated by NMR on the basis of the magnitude of Deltadelta13C values. It has been shown that the protonation regioselectivity
Min Wu et al.
Frontiers in bioscience : a journal and virtual library, 9, 2807-2818 (2004-09-09)
Remarkably different conformations can result when DNA binds with stereoisomeric compounds containing differing absolute configurations of substituents about chiral carbon atoms. Furthermore, the biochemical functions of covalent adducts with DNA are strongly affected by the stereochemistry of the ligands. Such
H J Einolf et al.
Carcinogenesis, 17(10), 2237-2244 (1996-10-01)
Benzo[c]phenanthrene (B[c]Ph) is an environmental contaminant with low carcinogenic activity in rodent bioassays. B[c]Ph-3,4-diol-1,2-epoxides (B[c]PhDE), however, are among the most tumorigenic diol epoxides known. To determine whether human cells are capable of activating B[c]Ph to DNA-binding metabolites, cultures of the
Carol D Swartz et al.
Mutation research, 661(1-2), 47-56 (2008-12-02)
Sulfur-containing polycyclic aromatic hydrocarbons (thia-PAHs or thiaarenes) are common constituents of air pollution and cigarette smoke, but only a few have been studied for health effects. We evaluated the mutagenicity in Salmonella TA98, TA100, and TA104 of two sulfur-containing derivatives
R B Roth et al.
Biochemistry, 40(17), 5200-5207 (2001-04-25)
Benzo[c]phenanthrene diol epoxide (B[c]PhDE), the ultimate carcinogenic metabolite of the environmental pollutant benzo[c]phenanthrene, reacts with DNA primarily at the exocyclic amino groups of purines, forming B[c]PhDE-DNA adducts that differ in their stereochemical configurations and their effect on biological processes such
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