| Record Information |
|---|
| Version | 4.0 |
|---|
| Status | Expected but not Quantified |
|---|
| Creation Date | 2017-03-23 01:51:42 UTC |
|---|
| Update Date | 2019-07-23 07:18:36 UTC |
|---|
| HMDB ID | HMDB0062469 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | Benzo[a]pyrene |
|---|
| Description | Benzo[a]pyrene, also known as 3,4-Benzopyrene or 3,4-BP, is classified as a member of the Benzopyrenes. Benzopyrenes are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system. Benzo[a]pyrene is formally rated as a carcinogenic (IARC 1) potentially toxic compound. Benzo[a]pyrene is a crystalline, aromatic hydrocarbon consisting of five fused benzene rings and formed during the incomplete combustion of organic matter. Benzo[a]pyrene is primarily found in gasoline and diesel exhaust, cigarette smoke, coal tar and coal tar pitch, charcoal-broiled foods and certain other foods, amino acids, fatty acids and carbohydrate pyrolysis products, soot smoke, creosote oil, petroleum asphalt and shale oils. This substance is used only for research purposes. Benzo[a]pyrene is reasonably anticipated to be a human carcinogen (NCI05). Its diol epoxide metabolites (more commonly known as BPDE) react 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 connected to soot. [Wikipedia ] |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| (b(a)p) | ChEBI | | 3,4-Benzopyrene | ChEBI | | 3,4-Benzpyrene | ChEBI | | 3,4-BP | ChEBI | | Benzo(a)pyrene | ChEBI | | Benzo[def]chrysene | ChEBI | | Benzpyrene | ChEBI | | BP | ChEBI | | 3,4 Benzpyrene | HMDB | | 3,4 Benzopyrene | HMDB |
|
|---|
| Chemical Formula | C20H12 |
|---|
| Average Molecular Weight | 252.3093 |
|---|
| Monoisotopic Molecular Weight | 252.093900384 |
|---|
| IUPAC Name | pentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2,4,6,8,10,12(20),13,15,17-decaene |
|---|
| Traditional Name | pentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2,4,6,8,10,12(20),13,15,17-decaene |
|---|
| CAS Registry Number | 50-32-8 |
|---|
| SMILES | C1=CC=C2C(=C1)C=C1C=CC3=C4C(C=CC2=C14)=CC=C3 |
|---|
| InChI Identifier | 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 |
|---|
| InChI Key | FMMWHPNWAFZXNH-UHFFFAOYSA-N |
|---|
| Chemical Taxonomy |
|---|
| Description | belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Benzenoids |
|---|
| Class | Pyrenes |
|---|
| Sub Class | Benzopyrenes |
|---|
| Direct Parent | Benzopyrenes |
|---|
| Alternative Parents | |
|---|
| Substituents | - Benzo-a-pyrene
- Chrysene
- Phenanthrene
- Anthracene
- Aromatic hydrocarbon
- Polycyclic hydrocarbon
- Unsaturated hydrocarbon
- Hydrocarbon
- Aromatic homopolycyclic compound
|
|---|
| Molecular Framework | Aromatic homopolycyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
|
| Physiological effect | Health effect: |
|---|
| Disposition | Route of exposure: |
|---|
| Role | Environmental role: Indirect biological role: |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 1.2e-06 g/l | ALOGPS | | LogP | 6.39 | ALOGPS |
|
|---|
| Predicted Properties | |
|---|
| | Spectrum Type | Description | Splash Key | View |
|---|
| GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-0udi-0590000000-6a1e4169eaee2450b6aa | Spectrum | | GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-0udi-0390000000-d87401bcab72c45a1d87 | Spectrum | | GC-MS | GC-MS Spectrum - CI-B (Non-derivatized) | splash10-0udi-0090000000-aebdc23a6e4cb494681e | Spectrum | | GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-0udi-0590000000-6a1e4169eaee2450b6aa | Spectrum | | GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-0udi-0390000000-d87401bcab72c45a1d87 | Spectrum | | GC-MS | GC-MS Spectrum - CI-B (Non-derivatized) | splash10-0udi-0090000000-aebdc23a6e4cb494681e | Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0udi-0090000000-4ed81317d745f20ae6d3 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0090000000-f612ac63f25ab09a3fb7 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0090000000-da5273239d688cd66f49 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0ufr-0090000000-fb6dcdd11a97e4d74479 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0090000000-31f8cde7b8fb38348ad0 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0090000000-31f8cde7b8fb38348ad0 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0udi-0090000000-f5fc2a06e6c04b87e62f | Spectrum | | MS | Mass Spectrum (Electron Ionization) | splash10-0udi-0290000000-21f41e03667be1e6edca | Spectrum | | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum |
|
|---|
