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50-32-8 molecular structure
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pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(18),2,4,6,8,10,12,14,16,19-decaene

ChemBase ID: 126079
Molecular Formular: C20H12
Molecular Mass: 252.30928
Monoisotopic Mass: 252.09390038
SMILES and InChIs

SMILES:
c1ccc2c(c1)cc1ccc3cccc4c3c1c2cc4
Canonical SMILES:
c1ccc2c(c1)c1ccc3c4c1c(c2)ccc4ccc3
InChI:
InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H
InChIKey:
FMMWHPNWAFZXNH-UHFFFAOYSA-N

Cite this record

CBID:126079 http://www.chembase.cn/molecule-126079.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(18),2,4,6,8,10,12,14,16,19-decaene
pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(18),2(7),3,5,8,10,12,14,16,19-decaene
IUPAC Traditional name
benzopyrene
pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(18),2(7),3,5,8,10,12,14,16,19-decaene
Synonyms
Benzo[a]pyrene
3,4-Benz[a]pyrene
4,5-Benzpyrene
6,7-Benzopyrene
BaP
Benz[a]pyrene
Benzo[d,e,f]chrysene
Benzopyrene
NSC 21914
Benzopyrene
Benzo(a)pyrene
Benzo[a]pyrene solution
3,4-Benzopyrene
3,4-Benzpyrene
Benzo[def]chrysene
Benzo[a]pyrene
Benzo[pqr]tetraphene
苯并[a]芘 溶液
3,4-苯并芘
苯并[det]屈
苯并芘
苯并[a]芘
CAS Number
50-32-8
EC Number
200-028-5
MDL Number
MFCD00003602
Beilstein Number
1911333
Merck Index
141103
PubChem SID
24862983
162220420
24872109
24891610
PubChem CID
2336
CHEBI ID
29865
CHEMBL
31184
Chemspider ID
2246
KEGG ID
C07535
Wikipedia Title
Benzo(a)pyrene

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 5.273404  LogD (pH = 7.4) 5.273404 
Log P 5.273404  Molar Refractivity 83.1728 cm3
Polarizability 37.737247 Å3 Polar Surface Area 0.0 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
0.11 mg/L (25 °C) in water expand Show data source
Chloroform expand Show data source
Soluble in benzene, toluene, and xylene. Sparingly soluble in alcohol, methanol. Insoluble in water expand Show data source
Apperance
Crystalline expand Show data source
Yellow Solid expand Show data source
Melting Point
174-176°C expand Show data source
177-180 °C(lit.) expand Show data source
177-180°C expand Show data source
179 °C expand Show data source
Boiling Point
495 °C expand Show data source
495 °C(lit.) expand Show data source
495°C expand Show data source
Flash Point
-.4 °F expand Show data source
-18 °C expand Show data source
Density
1.24 g/cm3 (25 °C) expand Show data source
Storage Condition
Refrigerator expand Show data source
RTECS
DJ3675000 expand Show data source
European Hazard Symbols
Flammable Flammable (F) expand Show data source
Nature polluting Nature polluting (N) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
1145 expand Show data source
3077 expand Show data source
UN3077 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
3 expand Show data source
9 expand Show data source
Packing Group
2 expand Show data source
3 expand Show data source
III expand Show data source
Risk Statements
45-11-38-50/53-65-67 expand Show data source
45-46-60-61-43-50/53 expand Show data source
Safety Statements
53-16-45-61-62 expand Show data source
53-45-60-61 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS07 expand Show data source
GHS08 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H225-H304-H315-H336-H350-H410 expand Show data source
H317-H340-H350-H360FD-H410 expand Show data source
H340-H350-H360-H400-H410-H317 expand Show data source
GHS Precautionary statements
P201-P210-P261-P273-P301 + P310-P308 + P313 expand Show data source
P201-P273-P280-P308 + P313-P501 expand Show data source
P261-P280-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 1145 3/PG 2 expand Show data source
UN 3077 9/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥96% (HPLC) expand Show data source
96% expand Show data source
97% expand Show data source
Concentration
100 ng/μL in cyclohexane expand Show data source
Grade
analytical standard, for environmental analysis expand Show data source
certified reference material expand Show data source
TraceCERT® expand Show data source
Certificate of Analysis
Download expand Show data source
Packaging
pkg of 100 mg expand Show data source
Empirical Formula (Hill Notation)
C20H12 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - B1760 external link
Biochem/physiol Actions
A polycyclic aromatic hydrocarbon (PAH), environmental pollutant and carcinogen. Used as a chemical carcinogen in experimental models of cancer. Carcinogenesis depends on it′s oxidation by CYP1A1 to benzo[a]pyrenediolepoxide, that forms depurinating adducts with DNA that dissociate to form abasic lesions. Benzo[a]pyrene is a ligand for the arylhydrocarbon receptor (AhR), and some of its biological effects, including the induction of CYP1A1, appear to be mediated via activation of the AhR.
Sigma Aldrich - 31306 external link
Caution
Restricted to professional users. Attention - Avoid exposure.
Sigma Aldrich - 51968 external link
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC
Toronto Research Chemicals - B205800 external link
Benzopyrene is a polyaromatic hydrocarbon (PAH) found in coal tar. Benzopyrene is a known carcinogen. The metbolism of Benzopyrene results in diol epoxides that react and bind to DNA forming adducts which in turns leads to mutations and eventually cancer.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Arif, J. et al.: DNA Adducts, 127 (2010)
  • • Nair, S. et al.: Cancer Prev. Res., 2, 895 (2010)
  • • Staal, Y. et al.: Carcinogenesis, 27, 646 (2010)
  • • Mensing, T. et al.: Int. Hyg. Env. Health, 208, 197 (2010)
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PATENTS

PATENTS

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INTERNET

INTERNET

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