benzo[b]fluoranthene

Synonyms: "benz[e]acephenanthrylene", "benzo[e]acephenanthrylene", "3,4-benzfluoranthene", "2,3-benzofluoranthene", "2,3-benzfluoranthene", "3,4-benzofluoranthene", "B(b)F", "2,3-benzofluoranthrene", "benz(e)acephenanthrylene", "benzo(e)fluoranthene", "benzo[e]fluoranthene", "3,4-benz[e]acephenanthrylene", "3,4-benz(e)acephenanthrylene", "4,5-benzofluoranthene".

Source: Benzo[b]fluoranthene is a colorless aromatic hydrocarbon formed by the incomplete burning of organic matter.

Identifiers:

IUPAC Name: pentacyclo[10.7.1.02,7.08,20.013,18]icosa-1(19),2(7),3,5,8(20),9,11,13,15,17-decaene
CAS Number: 205-99-2
PubChem ID: 9153
InChiKey: FTOVXSOBNPWTSH-UHFFFAOYSA-N
Canonical SMILES: C1=CC=C2C3=C4C(=CC=C3)C5=CC=CC=C5C4=CC2=C1

Structural Properties:

Molecular Formula: C20H12
Molecular Weight: 252.316

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 0
Number of atoms different from hydrogen: 20

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors
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Kim A, Park M, Yoon TK, Lee WS, Ko JJ, Lee K, Bae J. 2011. Maternal exposure to benzo[b]fluoranthene disturbs reproductive performance in male offspring mice. Toxicol Lett 203(1):54-61. DOI: 10.1016/j.toxlet.2011.03.003. URL: https://www.sciencedirect.com/science/article/pii/S0378427411001007.
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.
Oberdorster E, Cottam DM, Wilmot FA, Milner MJ, McLachlan JA. 1999. Interaction of PAHs and PCBs with ecdysone-dependent gene expression and cell proliferation. Toxicol Appl Pharmacol 160(1):101-108. DOI: 10.1006/taap.1999.8745. URL: https://www.sciencedirect.com/science/article/pii/S0041008X99987458?via%3Dihub.

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