Structure via PubChem · Public domain (PubChem)
dibenz[a,h]anthracene
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'Dibenz[a,h]anthracene, Benzo[k]tetraphene or 1,2:5,6-Dibenzanthracene' is an organic compound with the chemical formula C22H14. It is a polycyclic aromatic hydrocarbon (PAH) made of five fused benzene rings. It is a fused five-ringed PAH which is common as a pollutant of smoke and oils. It is stable and highly genotoxic in bacterial and mammalian cell systems, as it intercalates into DNA and causes mutations.
Chemical data
- Formula
- C22H14
- Molecular weight
- 278.3 g/mol
- IUPAC name
- naphtho[1,2-b]phenanthrene
- SMILES
- C1=CC=C2C(=C1)C=CC3=CC4=C(C=CC5=CC=CC=C54)C=C32
- InChIKey
- LHRCREOYAASXPZ-UHFFFAOYSA-N
- XLogP
- 6.5
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
520 papers- Bioremediation of a pentacyclic PAH, Dibenz(a,h)Anthracene- A long road to trip with bacteria, fungi, autotrophic eukaryotes and surprises.Chemosphere · 2018
- Temperature effect on vibrational properties of crystalline Dibenz[a,h]anthracene.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2022
- Quantitative immunosensor for dibenz[a,h]anthracene on-site detection in oilfield chemicals based on computer-aided antibody.Mikrochimica acta · 2025
- Dibenz[a,h]anthracene.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1983
- Metabolite repression inhibits degradation of benzo[a]pyrene and dibenz[a,h]anthracene by Stenotrophomonas maltophilia VUN 10,003.Journal of industrial microbiology & biotechnology · 2002
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 278.11
Show 4 more facts
- chemical formula
- C₂₂H₁₄
- canonical SMILES
- C1=CC=C2C(=C1)C=CC3=CC4=C(C=CC5=CC=CC=C54)C=C32
- subject has role
- carcinogen
- Commons category
- Dibenzo(a,h)anthracene
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Description
- Occurrence
- Health effects
- See also
- References
'Dibenz[a,h]anthracene, Benzo[k]tetraphene or 1,2:5,6-Dibenzanthracene' is an organic compound with the chemical formula C22H14. It is a polycyclic aromatic hydrocarbon (PAH) made of five fused benzene rings. It is a fused five-ringed PAH which is common as a pollutant of smoke and oils. It is stable and highly genotoxic in bacterial and mammalian cell systems, as it intercalates into DNA and causes mutations.
==Description== Dibenz(a,h)anthracene is a polycyclic aromatic hydrocarbon with five benzene rings. It has low water solubility and low volatility and therefore occurs predominantly in solid form, white to light yellow crystalline, bound to particulates in polluted air, soil, or sediment. It was first synthesized in 1918.
Excerpted from Wikipedia’s “dibenz[a,h]anthracene” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0