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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 12:54:54 PM |
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Metabolite ID | PAMDB000967 |
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Identification |
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| Name: |
Benzo[a]pyrene-7,8-diol |
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| Description: | Benzo[a]pyrene-7,8-diol is a member of the chemical class known as Pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. Benzo[a]pyrene-7,8-dihydrodiol 9,10-epoxide (BPDE), a metabolite of the widespread environmental pollutant benzo[a]pyrene, is a mutagenic in both bacterial and mammalian systems. (PMID 7890605) |
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Structure |
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| Synonyms: | - (E)-3,7-dimethylocta-1,6-dien-3,8-diol
- (E)-Benzo(a)pyrene-7,8-dihydrodiol
- 7,8-Dihydro 7,8-dihydroxybenzo(a)pyrene
- 7,8-Dihydro-7,8-dihydroxy-(E)-Benzo(a)pyrene
- 7,8-Dihydro-7,8-dihydroxy-Benzo(a)pyrene
- 7,8-Dihydro-7,8-dihydroxybenzopyrene
- 7,8-Dihydrobenzo(a)pyrene-7,8-diol
- 7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene
- 7,8-Diol-benzo(a)pyrene
- Benzo(a)pyrene 7,8-dihydrodiol
- Benzo(a)pyrene 7,8-dihydrodiol, (7R-trans)-isomer
- Benzo(a)pyrene 7,8-dihydrodiol, (7S-trans)-isomer
- Benzo(a)pyrene 7,8-dihydrodiol, (cis)-isomer
- Benzo(a)pyrene 7,8-dihydrodiol, (trans)-(+-)-isomer
- Benzo(a)pyrene 7,8-dihydrodiol, (trans)-isomer
- Benzo(a)pyrene 7,8-diol
- Benzo(a)pyrene-7,8-dihydrodiol
- Benzo(a)pyrene-7,8-diol
- Benzopyrene-7,8-dihydrodiol
- Benzo[a]pyrene-7,8-dihydrodiol
- BP-7,8 diol
- BP-7,8-dihydrodiol
- Cis-7,8-Dihydrobenzo[a]pyrendiol
- Trans-7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene
- Trans-Benzopyrene 7,8-dihydrodiol
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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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| InChI Key: |
YDXRLMMGARHIIC-UHFFFAOYSA-N |
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| InChI: | 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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| CAS
number: |
13345-25-0 |
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| IUPAC Name: | pentacyclo[10.6.2.0?,??0?????0??????icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-diol |
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Traditional IUPAC Name: |
benzo(a)pyrene 7,8-diol |
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| SMILES: | OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as pyrenes. These 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
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aromatic homopolycyclic compound
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| Molecular Framework |
Aromatic homopolycyclic compounds |
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| External Descriptors |
Not Available |
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Physical Properties |
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| State: |
Not Available |
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| Charge: | 0 |
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Melting point: |
Not Available |
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| Experimental Properties: |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Membrane |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Chary, P., Latham, G. J., Robberson, D. L., Kim, S. J., Han, S., Harris, C. M., Harris, T. M., Lloyd, R. S. (1995). "In vivo and in vitro replication consequences of stereoisomeric benzo[a]pyrene-7,8-dihydrodiol 9,10-epoxide adducts on adenine N6 at the second position of N-ras codon 61." J Biol Chem 270:4990-5000. Pubmed: 7890605
- Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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