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B10102

Sigma-Aldrich

Benzo[e]pyrene

98%

Synonym(s):

1,2-Benzpyrene, 4,5-Benzpyrene

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About This Item

Empirical Formula (Hill Notation):
C20H12
CAS Number:
192-97-2
Molecular Weight:
252.31
Beilstein/REAXYS Number:
1911334
EC Number:
205-892-7
MDL number:
MFCD00003605
UNSPSC Code:
12352103
PubChem Substance ID:
24891539
NACRES:
NA.23

assay

98%

form

crystals

mp

177-180 °C (lit.)

SMILES string

c1ccc2c(c1)c3cccc4ccc5cccc2c5c34

InChI

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

InChI key

TXVHTIQJNYSSKO-UHFFFAOYSA-N

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General description

This polycyclic aromatic hydrocarbon is soluble in acetone. It is a non-carcinogenic benzopyrene isomer. Studies report its lack of immunosuppressive activity following in vivo and in vitro exposure.In nature, it is metabolized by strains of C. elegans to 3-benzo[e]Pyrene sulphate, 1-hydroxy-3-benzi[e]pyrenyl sulfate and bezo[e]Pyrene 3-O-ß-glucopyranoside.

Application

Used for studies of immune suppressive activity of bezo[e]Pyrene on antibody response to DNP-Ficoll and sheep erythrocytes and "dispersive liquid -liquid micro extraction” technique by extracting organic compounds from water samples.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

hcodes

H350,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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K L White et al.
Cancer research, 44(8), 3388-3393 (1984-08-01)
The role of metabolic activation of benzo(a)pyrene B(a)P in mediating its suppression of humoral immune responsiveness of the female C57BL/6 X C3H F1 (hereafter called B6C3F1) mouse was addressed in these studies. The model was the in vitro antibody response
Mohammad Rezaee et al.
Journal of chromatography. A, 1116(1-2), 1-9 (2006-04-01)
A new microextraction technique termed dispersive liquid-liquid microextraction (DLLME) was developed. DLLME is a very simple and rapid method for extraction and preconcentration of organic compounds from water samples. In this method, the appropriate mixture of extraction solvent (8.0 microL
D W Rosenberg et al.
Archives of biochemistry and biophysics, 300(1), 186-192 (1993-01-01)
The consequences of altered cytochrome P450-dependent monooxygenase activities in colonic tissue are unknown. As an initial step toward elucidating underlying mechanisms that regulate cytochrome P450 levels in colonic epithelium, we have characterized CYP1A1(3) induction in cultured human colonic cells (Caco-2).
S Faiderbe et al.
Cancer research, 52(10), 2862-2865 (1992-05-15)
High levels of anti-phosphatidylinositol (PtdIns) autoantibodies (autoAb) have been previously described in sera of cancer patients and in plasma of dimethylbenzanthracene-treated female Sprague-Dawley rats. The presence of anti-PtdIns autoAb was tested in a model of highly malignant sarcomas induced by
K Sterling et al.
Toxicology and applied pharmacology, 128(1), 18-24 (1994-09-01)
Hepa 1c1c7 (WT), TAOc1BPrc1 (CI), and BPrc1 (CII) mouse hepatoma cells were exposed to benzo[e]pyrene (B[e]P) or benzo[a]pyrene (B[a]P). B[e]P induced activity of a rat CYP1A1 reporter gene construct (-3015 to +2545 bp) by 1.8- to 2-fold and 5-fold in
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