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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:
Molecular Weight:
252.31
Beilstein/REAXYS Number:
1911334
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Benzo[a]pyrene-d12 98 atom % D

Sigma-Aldrich

451797

Benzo[a]pyrene-d12

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
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
Silvina Fioressi et al.
Environmental science & technology, 39(10), 3646-3655 (2005-06-16)
The photodegradation of benzo[e]pyrene (BeP), a ubiquitous polycyclic aromatic hydrocarbon (PAH) contaminant, was investigated in solution and adsorbed on surfaces modeling the atmospheric particulate matter to provide fundamental information that could help to clarify its fate in the atmosphere. Diones
Joris J H Haftka et al.
Environmental toxicology and chemistry, 27(7), 1526-1532 (2008-02-12)
The uptake kinetics of fluorene, phenanthrene, fluoranthene, pyrene, and benzo[e]pyrene by solid-phase microextraction fibers was studied in the presence of dissolved organic matter (DOM) obtained from sediment pore water and resulted in increased fiber absorption and desorption rate coefficients. Compared
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).

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