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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:
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

Signal Word

Danger

Hazard Statements

H350,H410

Precautionary Statements

P201 - P273 - P308 + P313

Hazard Classifications

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

Storage Class Code

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

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)

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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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
Gabriela L Borosky et al.
Organic & biomolecular chemistry, 5(14), 2234-2242 (2007-07-05)
A DFT study aimed at understanding structure-reactivity relationships and fluorine substitution effects on carbocation stability in benzo[a]pyrene (BaP), benzo[e]pyrene (BeP), and aza-benzo[a]pyrene (aza-BaP) derivatives are reported. The relative energies of the resulting carbocations are examined and compared, taking into account
Daniëlle M J Curfs et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(10), 1290-1292 (2005-06-09)
Although it has been demonstrated that carcinogenic environmental polycyclic aromatic hydrocarbons (PAHs) cause progression of atherosclerosis, the underlying mechanism remains unclear. In the present study, we aimed to investigate whether DNA binding events are critically involved in the progression of
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
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