Compound: benzo[a]pyrene
SMILES: c12c3c4ccc1c5c(cccc5)cc2ccc3ccc4
InChIKey: FMMWHPNWAFZXNH-UHFFFAOYSA-N
Synonyms: benzo[a]pyrene, 50-32-8, 3,4-Benzopyrene, benzo[pqr]tetraphene, BENZO(A)PYRENE, 3,4-Benzpyrene, Benzpyrene, benzo[def]chrysene, 6,7-Benzopyrene, 3,4-Benz[a]pyrene, Benz[a]pyrene, 3,4-BP, 3,4-Benzopirene, 3,4-Benzpyren, Benz(a)pyrene, Benzo(d,e,f)chrysene, 3,4-Benz(a)pyrene, Benzo(def)chrysene, 3,4 Benzpyrene, Benzo[d,e,f]chrysene, 3,4-Benzo(a)pyrene, 3,4 Benzopyrene, 3,4-benzylpyrene, DTXSID2020139, 3,4-Benzypyrene, CHEBI:29865, 3417WMA06D, NSC-21914, DTXCID40139, NSC21914, benzo(pqr)tetraphene, RefChem:53338, 200-028-5, pentacyclo(10.6.2.02,7.09,19.016,20)icosa-1(19),2,4,6,8,10,12(20),13,15,17-decaene, B(a)P, B[a]p, BP, RCRA waste number U022, MFCD00003602, NSC 21914, (B(a)P), Benzo[A]-Pyrene, CHEMBL31184, BENZO(A)PYRENE-7 8-D2  98, 3,4-Benzopyrene (purified by sublimation), 3,4-Benzpyren [German], CCRIS 76, 3,4-Benzopirene [Italian], HSDB 2554, EINECS 200-028-5, RCRA waste no. U022, Benzo(a)pyrene radical cation, UNII-3417WMA06D, AI3-50461, Benzo(a)pyrene, radical ion(1+), Benzo(a)pyrene, radical ion(1-), Benzo (a) pyrene, Benzo[d,f]chrysene, W62, Benzo(a)pyrene, labeled with tritium, Benzo(3,4)pyrene, radical ion(1+), 42299-33-2, Spectrum_001871, Coal tar pitch volatiles: benzo(a)pyrene, SpecPlus_000953, Benzo[a]pyrene 1000 microg/mL in Acetone, Spectrum2_001081, Spectrum3_001695, Spectrum4_000609, Spectrum5_001824, 3 pound not4-Benzopyrene, 3,4-Benzopyrene solution, Benzo[a]pyrene 10 microg/mL in Acetonitrile, Benzo[a]pyrene 100 microg/mL in Acetonitrile, Benzo[a]pyrene 100 microg/mL in Cyclohexane, Benzo[a]pyrene (Standard), Epitope ID:117721, SCHEMBL24019, SCHEMBL55779, BENZO(A)PYRENE [MI], BSPBio_003250, KBioGR_001138, KBioSS_002390, MLS002695983, BIDD:ER0497, DivK1c_007049, SCHEMBL454307, SPBio_001122, 3,4-Benzopyrene (carcinogen), BENZO(A)PYRENE [HSDB], BENZO(A)PYRENE [IARC], orb1300287, orb3025873, SCHEMBL12474842, SCHEMBL15671223, SCHEMBL29352452, SCHEMBL29407951, SCHEMBL29826740, SCHEMBL30358490, KBio1_001993, KBio2_002385, KBio2_004953, KBio2_007521, KBio3_002470, MSK4305, HMS3089C04, HMS3746C17, 52 - Low Level CIP2 contaminants, Benzo[a]pyrene, >=96% (HPLC), Tox21_200710, BDBM50137506, CCG-39759, SBB061395, AKOS015907666, CS-7789, EBC-618343, FB18224, HY-107377R, CAS-50-32-8, WLN: L D6 B6666 2AB TJ, NCGC00178185-01, NCGC00178185-02, NCGC00258264-01, 34505-58-3, 6699-27-0, NCI60_001824, SMR000393676, SY048151, DB-071166, HY-107377, B0085, NS00006321, ST45022245, C07535, Benzo[a]pyrene, vial of 1 g, analytical standard, F092430, Q306051, BRD-K09668667-001-02-0, Benzo[a]pyrene, certified reference material, TraceCERT(R), Benzo[a]pyrene, analytical standard, for environmental analysis, Benzo[a]pyrene; 3,4-Benzopyrene; benzo[pqr]tetraphene; BENZO(A)PYRENE, pentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2(7),3,5,8,10,12(20),13,15,17-decaene
Theoretical properties:
molecular_formula: C20H12
molecular_weight: 252.3 g/mol
exact_mass: 252.093900383 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 20
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Pale yellow monoclinic needles from benzene and methanol
color: Pale yellow monoclinic needles from benzene and methanol
odor: Faint aromatic odor
boiling_point: 887 °F at 760 mmHg (NTP, 1992)
melting_point: 349.7 to 351.5 °F (NTP, 1992)
density: greater than 1 (NTP, 1992)
solubility: less than 1 mg/mL at 63 °F (NTP, 1992)
vapor_pressure: 5.49e-09 mmHg at 77 °F (NTP, 1992)
Descriptions:
pubchem: Benzo[a]pyrene can cause cancer according to an independent committee of scientific and health experts.
chebi: An <em>ortho</em>- and <em>peri</em>-fused polycyclic arene consisting of five fused benzene rings.
chembl: BENZO[DEF]CHRYSENE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 0.5.
wikipedia: Benzo[a]pyrene (BaP or B[a]P) is a polycyclic aromatic hydrocarbon and the result of incomplete combustion of organic matter at temperatures between 300 °C (572 °F) and 600 °C (1,112 °F). The ubiquitous compound can be found in coal tar, tobacco smoke and many foods, especially grilled meats. The substance with the formula C20H12 is one of the benzopyrenes, formed by a benzene ring fused to pyrene. Its diol epoxide metabolites, more commonly known as BPDE, react with and bind to DNA, resulting in mutations and eventually cancer. It is listed as a Group 1 carcinogen by the IARC. In the 18th century a scrotal cancer of chimney sweepers, the chimney sweeps' carcinoma, was already known to be connected to soot.