Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H10 |
| Molecular Weight | 202.2506 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1=CC2=CC=C3C=CC=C4C=CC(=C1)C2=C34
InChI
InChIKey=BBEAQIROQSPTKN-UHFFFAOYSA-N
InChI=1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H
| Molecular Formula | C16H10 |
| Molecular Weight | 202.2506 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pyrene is a polycyclic aromatic hydrocarbon. Pyrene is a carcinogenic agent and is absorbed by the skin. It is a skin irritant, a suspected mutagen, and an equivocal tumor-causing agent. Pyrene (Py) and various metabolites with a Py chromophore are powerful probes often used in biophysical and biochemical sciences due to their high fluorescent quantum yields and relatively long fluorescence lifetimes. Bioaccumulation of this chemical may occur in crustacea, fish, milk, algae and molluscs.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Turning On uracil-DNA glycosylase using a pyrene nucleotide switch. | 2001-11-09 |
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| Concentration of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine (PhIP) in urine and alkali-hydrolyzed urine after consumption of charbroiled beef. | 2001-11-08 |
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| Amphiphilic poly-N-vinylpyrrolidones: synthesis, properties and liposome surface modification. | 2001-11 |
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| High affinity binding of brain myosin-Va to F-actin induced by calcium in the presence of ATP. | 2001-10-26 |
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| Effects of water hardness and dissolved organic material on bioavailability of selected organic chemicals. | 2001-10 |
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| Determination of the structure of 2(benzene-1,3,5-tricarboxylic acid)-1.5(pyrene)-2(methanol) and comparison with that of 2(benzene-1,3,5-tricarboxylic acid)-pyrene-2(ethanol). | 2001-10 |
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| Enhanced degradation of polycyclic aromatic hydrocarbons by biodegradation combined with a modified Fenton reaction. | 2001-10 |
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| Detection of mega plasmid from polycyclic aromatic hydrocarbon-degrading Sphingomonas sp. strain KS14. | 2001-10 |
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| Tyrosine phosphorylation of villin regulates the organization of the actin cytoskeleton. | 2001-09-28 |
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| Antioxidant defense disruption by polycyclic aromatic hydrocarbons-coated onto Fe(2)O(3) particles in human lung cells (A549). | 2001-09-25 |
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| Design of multidye systems for FRET-based applications. | 2001-09-21 |
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| Electron spin resonance and fluorescence studies of the bound-state conformation of a model protein substrate to the chaperone SecB. | 2001-09-07 |
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| The epigenetic toxicity of pyrene and related ozonation byproducts containing an aldehyde functional group. | 2001-09-01 |
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| Smoking increases carcinogenic polycyclic aromatic hydrocarbons in human lung tissue. | 2001-09-01 |
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| Determination of hydrocarbons in old creosote contaminated soil using headspace solid phase microextraction and GC-MS. | 2001-09 |
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| Liquid chromatography study of pyrene degradation by two micromycetes in a freshwater sediment. | 2001-09 |
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| Phototoxicity of anthracene and pyrene to glochidia of the freshwater mussel Utterbackia imbecillis. | 2001-09 |
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| Characteristics of pyrene phospholipid/gamma-cyclodextrin complex. | 2001-09 |
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| Kinetic mechanism and regulation of myosin VI. | 2001-08-24 |
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| Quaternary ammonium palmitoyl glycol chitosan--a new polysoap for drug delivery. | 2001-08-14 |
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| Contribution of a pyrene fluorescence probe to the aggregation propensity of polypeptides. | 2001-08-09 |
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| Photolytic behavior of polycyclic aromatic hydrocarbons in diesel particulate matter deposited on the ground. | 2001-08-01 |
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| Development and certification of a coal fly ash certified reference material for selected polycyclic aromatic hydrocarbons. | 2001-08 |
|
| Characteristics of sarcoplasmic reticulum membrane preparations isolated from skeletal muscles of active and hibernating ground squirrel Spermophilus undulatus. | 2001-08 |
|
| Environmental exposure of small children to polycyclic aromatic hydrocarbons. | 2001-08 |
|
| Enhancing pyrene mineralization in contaminated soil by the addition of humic acids or composted contaminated soil. | 2001-08 |
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| Fate of pyrene in contaminated soil amended with alternate electron acceptors. | 2001-08 |
|
| Pyrene biodegradatin in aqueous solutions and soil slurries by Mycobacterium PYR-1 and enriched consortium. | 2001-08 |
|
| Impact of sediment manipulation on the bioaccumulation of polycyclic aromatic hydrocarbons from field-contaminated and laboratory-dosed sediments by an oligochaete. | 2001-08 |
|
| Bioavailability of lab-contaminated and native polycyclic aromatic hydrocarbons to the amphipod Corophium volutator relates to chemical desorption. | 2001-08 |
|
| Amyloid beta-peptide1-40 increases neuronal membrane fluidity: role of cholesterol and brain region. | 2001-08 |
|
| Glucuronidation of 1-hydroxypyrene by human liver microsomes and human UDP-glucuronosyltransferases UGT1A6, UGT1A7, and UGT1A9: development of a high-sensitivity glucuronidation assay for human tissue. | 2001-08 |
|
| Effect of solute concentration on sorption of polyaromatic hydrocarbons in soil: uptake rates. | 2001-07-01 |
|
| Effects of hyperforin on the fluidity of brain membranes. | 2001-07 |
|
| In vivo gene delivery into ocular tissues by eye drops of poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) (PEO-PPO-PEO) polymeric micelles. | 2001-07 |
|
| Characterization of enzymes involved in biotransformation of polycyclic aromatic hydrocarbons in terrestrial isopods. | 2001-07 |
|
| Single photon infrared emission spectroscopy of the gas phase pyrene cation: support for a polycyclic aromatic hydrocarbon origin of the unidentified infrared emission bands. | 2001-06-18 |
|
| Sorption of pyrene to dissolved humic substances and related model polymers. 1. Structure--property correlation. | 2001-06-15 |
|
| On-line coupling of sol-gel-generated immunoaffinity columns with high-performance liquid chromatography. | 2001-06-01 |
|
| Removal of naphthalene, phenanthrene, and pyrene by sorbents from hot gas. | 2001-06-01 |
|
| Laser-induced fluorescence studies of polycyclic aromatic hydrocarbons (PAH) vapors at high temperatures. | 2001-06 |
|
| Silver cluster interferences in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry of nonpolar polymers. | 2001-06 |
|
| Molecular signal transduction by conformational transmission: use of tetrasubstituted perhydroanthracenes as transducers. | 2001-05-18 |
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| Constitutive and inducible hydroxylase activities involved in the degradation of naphthalene by Cunninghamella elegans. | 2001-05 |
|
| Effects of dissolved organic material on binding and toxicokinetics of pyrene in the waterflea Daphnia magna. | 2001-04 |
|
| Polarity of layer-by-layer deposited polyelectrolyte films as determined by pyrene fluorescence. | 2001-02-07 |
|
| Survey of polycyclic aromatic hydrocarbons (PAHs) in arterial street air of Hangzhou. | 2001-01 |
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| Contamination of polycyclic aromatic hydrocarbons in surface sediments of mangrove swamps. | 2001 |
|
| Hydrocarbon deposition and soil microflora as affected by highway traffic. | 2001 |
|
| Fluorescence spectroscopic analysis of circulating platelet activation during coronary angioplasty. | 2001 |
Patents
Sample Use Guides
A bacterium isolated an asphalt plant soil and identified as a strain of Bacillus lentus was tested in vitro and in sterilized and native soils for the ability to survive and sustain pyrene degradation over a period of 63 days. The exponential growth rate in vitro was 0.049 d-1 and the doubling time 2.65 d. In the control flask without pyrene organism density remained virtually constant. In sterilized soil seeded with Bacillus lentus LP32 pyrene concentration declined from 335.0 mg/kg to 8.56 mg/kg at the rate of 10.88 mg/kg/day and half-life of 5.67 days. Similarly, in the native soil with organism there was a decline from 305.2 mg/kg to 8.58 mg/kg in 30 days at the rate of 9.89 mg/kg/day and half-life 5.82. The percentage pyrene degraded in both sterilized and native soils were similar, at 97.45 % and 97.19% respectively.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:46:38 GMT 2025
by
admin
on
Mon Mar 31 17:46:38 GMT 2025
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| Record UNII |
9E0T7WFW93
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C1915
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129-00-0
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39106
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66449
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9E0T7WFW93
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PYRENE
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DTXSID3024289
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C030984
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C1209
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4023
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17534
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31423
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204-927-3
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m9344
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PRIMARY | Merck Index |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE -> PARENT |
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