dibenz[a,h]anthracene
Synonyms: "dibenz[a,h]anthracene", "dibenz(A,H)anthracene", "1,2,5,6-dibenzanthracene", "dibenzo[a,h]anthracene", "dibenzo(a,h)anthracene", "dibenz(a,h)antracene", "1,2:5,6-Dibenzoanthracene".
Source: Dibenz[a,h]anthracene is ubiquitously present in the environment as a minor component of the total content of polycyclic aromatic hydrocarbons mainly arising from incomplete combustion of carbonaceous material.
Identifiers:
IUPAC Name: naphtho[1,2-b]phenanthrene
CAS Number: 53-70-3
PubChem ID: 5889
InChiKey: LHRCREOYAASXPZ-UHFFFAOYSA-N
Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC4=C(C=CC5=CC=CC=C54)C=C32
Structural Properties:
Molecular Formula: C22H14
Molecular Weight: 278.354
Pharmacophore Features:
Number of bond donors: 0
Number of bond acceptors: 0
Number of atoms different from hydrogen: 22
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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors
Machala M, Vondracek J, Blaha L, Ciganek M, Neca JV. 2001. Aryl hydrocarbon receptor-mediated activity of mutagenic polycyclic aromatic hydrocarbons determined using in vitro reporter gene assay. Mutat Res 497(1-2):49-62. DOI: 10.1016/S1383-5718(01)00240-6. URL: https://www.sciencedirect.com/science/article/pii/S1383571801002406.
Vinggaard AM, Hnida C, Larsen JC. 2000. Environmental polycyclic aromatic hydrocarbons affect androgen receptor activation in vitro. Toxicology 145(2-3):173-183. DOI: 10.1016/S0300-483X(00)00143-8. URL: https://www.sciencedirect.com/science/article/pii/S0300483X00001438.