Basic information
- CAS
203-33-8- Standard SMILES
c1ccc2c(c1)-c1cccc3cc4ccccc4c-2c13- InChIKey
OQDXASJSCOTNQS-UHFFFAOYSA-N- Molecular formula
- C20H12
- Average molar mass
- 252.3 g/mol
- Monoisotopic mass
- 252.09390038
Overview
Benzo[a]fluoranthene is a member of anthracenes.
Names & identifiers
- Preferred name
- Benzo(a)fluoranthene
- IUPAC
- pentacyclo[10.7.1.02,7.08,20.014,19]icosa-1(20),2,4,6,8,10,12,14,16,18-decaene
- English name
- Benzo(a)fluoranthene
- Molecular formula
- C20H12
- Molecular weight
- 252.31
Names & synonyms
Benzo[a]fluoranthene203-33-8BENZO(A)FLUORANTHENEbenz[a]aceanthrylene1,2-Benzfluoranthene1,2-BenzofluorantheneDibenzo(c,lm)fluorene1,2-BenzfluoranthreneBenz(a)aceanthryleneD03I23M795DTXSID4059756RefChem:118155
Show more names
Benzo[a]fluoranthene in Cyclohexane56549, Benzo[a]fluoranthene (purity)
DTXCID6036255Benzo[a]aceanthryleneBENZO (a) FLUORANTHENE (purity)BENZO(A)ACEANTHRYLENEpentacyclo[10.7.1.02,7.08,20.014,19]icosa-1(20),2,4,6,8,10,12,14,16,18-decaeneCCRIS 2132BRN 1957846UNII-D03I23M795
Database identifiers
- CAS
203-33-8、56832-73-6- PubChem CID
- 9146
- DTXSID
DTXSID4059756- ChEBI
CHEBI:82400- UNII
- D03I23M795
- Nikkaji
- J401.173B
Properties
Computed structural properties
- XLogP
- 6.4
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 372
Experimental & physicochemical properties
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
Physicochemical properties
- Melting point
- 167 °C · 167 °C(Solv: benzene (71-43-2))
- Boiling point
- 330.49 °C · 330.49°C (rough estimate)
- Density
- 1.1549 · 1.1549 (estimate)
- refractive index
- 1.839 · 1.8390 (estimate)
- Flash point
- 92 ℃ · 92℃
- storage temp.
- 2 · 2-8°C
- BRN
- 1957846 · 1957846
- Henry's Law Constant
- 6.9 · 6.9×100 mol/(m3Pa) at 25℃, Hilal et al. (2008)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 I23M795 · D03I23M795
- IARC
- 3 · 3 (Vol. 92, Sup 7) 2010
- EPA Substance Registry System
- Benzo[a]fluoranthene (203-33-8)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards SummarySee POLYCYCLIC AROMATIC HYDROCARBONS.
Toxicology
TreatmentThere is no known antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Exposure RoutesOral (L10) ; inhalation (L10)
Toxicity Summary
The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)
Signs and SymptomsAcute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10)
Carcinogen Classification
Benzo[a]fluoranthene
Group 3: Not classifiable as to its carcinogenicity to humans
Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)
2010
2005
3, not classifiable as to its carcinogenicity to humans. (L135)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)
Uses & manufacturing
Uses
PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and volcanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)
Additional notes
DefinitionChEBI: Benzo[a]fluoranthene is a member of anthracenes.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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