Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-05-17 01:20:51 UTC |
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Update Date | 2022-03-07 03:17:44 UTC |
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HMDB ID | HMDB0060438 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Benzo[a]pyrene-7,8-diol |
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Description | Benzo[a]pyrene-7,8-diol, also known as BP-7,8 diol, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. Benzo[a]pyrene-7,8-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzo[a]pyrene-7,8-diol exists in all living organisms, ranging from bacteria to humans. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. |
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Structure | OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O InChI=1S/C20H14O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10,17,20-22H |
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Synonyms | Value | Source |
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Benzo[a]pyrene-7,8-dihydrodiol | Kegg | 7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene | HMDB | Benzo(a)pyrene 7,8-dihydrodiol, (7R-trans)-isomer | HMDB | Benzopyrene-7,8-dihydrodiol | HMDB | 7,8-Dihydro-7,8-dihydroxybenzopyrene | HMDB | 7,8-Dihydrobenzo(a)pyrene-7,8-diol | HMDB | BP-7,8 Diol | HMDB | Benzo(a)pyrene 7,8-dihydrodiol, (cis)-isomer | HMDB | trans-Benzopyrene 7,8-dihydrodiol | HMDB | 7,8-Dihydro 7,8-dihydroxybenzo(a)pyrene | HMDB | Benzo(a)pyrene 7,8-dihydrodiol, (trans)-(+-)-isomer | HMDB | Benzo(a)pyrene 7,8-dihydrodiol, (trans)-isomer | HMDB | Benzo(a)pyrene 7,8-dihydrodiol, (7S-trans)-isomer | HMDB | trans-7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene | HMDB | Benzo(a)pyrene 7,8-dihydrodiol | MeSH |
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Chemical Formula | C20H14O2 |
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Average Molecular Weight | 286.324 |
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Monoisotopic Molecular Weight | 286.099379692 |
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IUPAC Name | pentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-diol |
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Traditional Name | benzo(a)pyrene 7,8-diol |
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CAS Registry Number | Not Available |
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SMILES | OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O |
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InChI Identifier | InChI=1S/C20H14O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10,17,20-22H |
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InChI Key | YDXRLMMGARHIIC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Pyrenes |
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Sub Class | Not Available |
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Direct Parent | Pyrenes |
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Alternative Parents | |
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Substituents | - Pyrene
- Phenanthrol
- Phenanthrene
- Naphthalene
- Secondary alcohol
- 1,2-diol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aromatic homopolycyclic compound
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Molecular Framework | Aromatic homopolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Benzo[a]pyrene-7,8-diol,1TMS,isomer #1 | C[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O | 3146.4 | Semi standard non polar | 33892256 | Benzo[a]pyrene-7,8-diol,1TMS,isomer #2 | C[Si](C)(C)OC1C2=CC3=CC=C4C=CC=C5C=CC(=C2C=CC1O)C3=C45 | 3101.5 | Semi standard non polar | 33892256 | Benzo[a]pyrene-7,8-diol,2TMS,isomer #1 | C[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O[Si](C)(C)C | 3076.8 | Semi standard non polar | 33892256 | Benzo[a]pyrene-7,8-diol,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O | 3366.3 | Semi standard non polar | 33892256 | Benzo[a]pyrene-7,8-diol,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1C2=CC3=CC=C4C=CC=C5C=CC(=C2C=CC1O)C3=C45 | 3310.2 | Semi standard non polar | 33892256 | Benzo[a]pyrene-7,8-diol,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O[Si](C)(C)C(C)(C)C | 3508.5 | Semi standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive | splash10-056r-0090000000-d0f9942584aaf480d999 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (2 TMS) - 70eV, Positive | splash10-0103-8009100000-fe801e46e710eea32e4f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 10V, Positive-QTOF | splash10-000i-0090000000-e746f506858cf64c915a | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 20V, Positive-QTOF | splash10-0k9i-1090000000-fcf1f10a896618157892 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 40V, Positive-QTOF | splash10-0gb9-1290000000-d88f3784dd0a513870f4 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 10V, Negative-QTOF | splash10-000i-0090000000-7c6172f7110a47ae0a1a | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 20V, Negative-QTOF | splash10-000i-0090000000-40d4296cbb4974e7d7c7 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 40V, Negative-QTOF | splash10-0a70-1090000000-35194879c01560da4ee1 | 2015-09-15 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-23 | Wishart Lab | View Spectrum |
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