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3067-14-9 | Benzo[a]pyrene-3,6-dione
CAS No: 3067-14-9 Catalog No: AG0030SE MDL No:
Product Description
Catalog Number:
AG0030SE
Chemical Name:
Benzo[a]pyrene-3,6-dione
CAS Number:
3067-14-9
Molecular Formula:
C20H10O2
Molecular Weight:
282.2922
IUPAC Name:
benzo[a]pyrene-3,6-dione
InChI:
InChI=1S/C20H10O2/c21-17-10-6-11-5-7-13-12-3-1-2-4-14(12)20(22)16-9-8-15(17)18(11)19(13)16/h1-10H
InChI Key:
MYRYNZSMCVOJHZ-UHFFFAOYSA-N
SMILES:
O=C1C=Cc2c3c1ccc1c3c(cc2)c2c(C1=O)cccc2
UNII:
CT61YDG18C
Properties
Complexity:
548
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
282.068g/mol
Formal Charge:
0
Heavy Atom Count:
22
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
282.298g/mol
Monoisotopic Mass:
282.068g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
34.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.3
Literature
| Title | Journal |
|---|---|
| Acute changes in pulse pressure in relation to constituents of particulate air pollution in elderly persons. | Environmental research 20120801 |
| Selective accurate-mass-based analysis of 11 oxy-PAHs on atmospheric particulate matter by pressurized liquid extraction followed by high-performance liquid chromatography and magnetic sector mass spectrometry. | Analytical and bioanalytical chemistry 20120201 |
| Potent phototoxicity of marine bunker oil to translucent herring embryos after prolonged weathering. | PloS one 20120101 |
| Specificity of human aldo-keto reductases, NAD(P)H:quinone oxidoreductase, and carbonyl reductases to redox-cycle polycyclic aromatic hydrocarbon diones and 4-hydroxyequilenin-o-quinone. | Chemical research in toxicology 20111219 |
| Functional characterization of human cytochrome P450 2S1 using a synthetic gene-expressed protein in Escherichia coli. | Molecular pharmacology 20091101 |
| EGF-receptor phosphorylation and downstream signaling are activated by benzo[a]pyrene 3,6-quinone and benzo[a]pyrene 1,6-quinone in human mammary epithelial cells. | Toxicology and applied pharmacology 20090315 |
| Multiphoton spectral analysis of benzo[a]pyrene uptake and metabolism in breast epithelial cell lines. | The Journal of toxicological sciences 20090201 |
| Method development and validation for optimized separation of benzo[a]pyrene-quinone isomers using liquid chromatography-mass spectrometry and chemometric response surface methodology. | Journal of chromatography. A 20071012 |
| Benzo[a]pyrene-3,6-dione inhibited VEGF expression through inducing HIF-1alpha degradation. | Biochemical and biophysical research communications 20070601 |
| Activation of dioxin response element (DRE)-associated genes by benzo(a)pyrene 3,6-quinone and benzo(a)pyrene 1,6-quinone in MCF-10A human mammary epithelial cells. | Toxicology and applied pharmacology 20070601 |
| Determination of oxygenated polycyclic aromatic hydrocarbons in particulate matter using high-performance liquid chromatography-tandem mass spectrometry. | Journal of chromatography. A 20061110 |
| Effects of riboflavin on the phototransformation of benzo[a]pyrene. | Chemosphere 20060501 |
| Benzo(a)pyrene quinones increase cell proliferation, generate reactive oxygen species, and transactivate the epidermal growth factor receptor in breast epithelial cells. | Cancer research 20031115 |
| Role of cytochrome P4501B1 in benzo[a]pyrene bioactivation to DNA-binding metabolites in mouse vascular smooth muscle cells: evidence from 32P-postlabeling for formation of 3-hydroxybenzo[a]pyrene and benzo[a]pyrene-3,6-quinone as major proximate genotoxic intermediates. | The Journal of pharmacology and experimental therapeutics 20030401 |
| Identification of albumin precursor protein, Phi AP3, and alpha-smooth muscle actin as novel components of redox sensing machinery in vascular smooth muscle cells. | Molecular pharmacology 20020501 |
| Intestinal bioavailability and biotransformation of 3-hydroxybenzo(a)pyrene in an isolated perfused preparation from channel catfish, Ictalurus punctatus. | Drug metabolism and disposition: the biological fate of chemicals 20010501 |
| Profiles of antioxidant/electrophile response element (ARE/EpRE) nuclear protein binding and c-Ha-ras transactivation in vascular smooth muscle cells treated with oxidative metabolites of benzo[a]pyrene. | Biochemical pharmacology 20001101 |
| Induction of heme oxygenase-1 expression in macrophages by diesel exhaust particle chemicals and quinones via the antioxidant-responsive element. | Journal of immunology (Baltimore, Md. : 1950) 20000915 |
| Hydroquinones cause specific mutations and lead to cellular transformation and in vivo tumorigenesis. | British journal of cancer 19980801 |
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