Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H5Br5O |
| Molecular Weight | 564.688 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
BrC1=CC=C(OC2=CC(Br)=C(Br)C=C2Br)C(Br)=C1
InChI
InChIKey=WHPVYXDFIXRKLN-UHFFFAOYSA-N
InChI=1S/C12H5Br5O/c13-6-1-2-11(9(16)3-6)18-12-5-8(15)7(14)4-10(12)17/h1-5H
| Molecular Formula | C12H5Br5O |
| Molecular Weight | 564.688 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Disruption of type 2 iodothyronine deiodinase activity in cultured human glial cells by polybrominated diphenyl ethers. | 2015-06-15 |
|
| Environmental contaminants activate human and polar bear (Ursus maritimus) pregnane X receptors (PXR, NR1I2) differently. | 2015-04-01 |
|
| Evaluation of the toxic effects of brominated compounds (BDE-47, 99, 209, TBBPA) and bisphenol A (BPA) using a zebrafish liver cell line, ZFL. | 2015-02 |
|
| Characterizing the peroxisome proliferator-activated receptor (PPARγ) ligand binding potential of several major flame retardants, their metabolites, and chemical mixtures in house dust. | 2015-02 |
|
| Toxicity assessment of air-delivered particle-bound polybrominated diphenyl ethers. | 2014-03-20 |
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| Perinatal exposure to BDE-99 causes decreased protein levels of cyclin D1 via GSK3β activation and increased ROS production in rat pup livers. | 2014-02 |
|
| Structure-dependent activities of hydroxylated polybrominated diphenyl ethers on human estrogen receptor. | 2013-07-05 |
|
| Perinatal exposure to BDE-99 causes learning disorders and decreases serum thyroid hormone levels and BDNF gene expression in hippocampus in rat offspring. | 2013-06-07 |
|
| Similarities in the endocrine-disrupting potencies of indoor dust and flame retardants by using human osteosarcoma (U2OS) cell-based reporter gene assays. | 2013-03-19 |
|
| BDE-99 congener induces cell death by apoptosis of human hepatoblastoma cell line - HepG2. | 2013-03 |
|
| Oxidative metabolism of BDE-99 by human liver microsomes: predominant role of CYP2B6. | 2012-10 |
|
| Gestational exposure to BDE-99 produces toxicity through upregulation of CYP isoforms and ROS production in the fetal rat liver. | 2012-05 |
|
| Early exposure to 2,2',4,4',5-pentabromodiphenyl ether (BDE-99) affects mating behavior of zebra finches. | 2012-05 |
|
| Organic anion transporting polypeptides in the hepatic uptake of PBDE congeners in mice. | 2011-11-15 |
|
| Effects of developmental exposure to polychlorinated biphenyls and/or polybrominated diphenyl ethers on cochlear function. | 2011-11 |
|
| Comparative oxidative metabolism of BDE-47 and BDE-99 by rat hepatic microsomes. | 2011-09 |
|
| Partitioning of tetra- and pentabromo diphenyl ether and benzo[a]pyrene among water and dissolved and particulate organic carbon along a salinity gradient in coastal waters. | 2010-11 |
|
| Polybrominated diphenyl ethers and arylhydrocarbon receptor agonists: Different toxicity and target gene expression. | 2010-10-05 |
|
| Validation of a novel in vitro assay using ultra performance liquid chromatography-mass spectrometry (UPLC/MS) to detect and quantify hydroxylated metabolites of BDE-99 in rat liver microsomes. | 2010-06-01 |
|
| Exposure to environmental toxins in mothers of children with autism spectrum disorder. | 2010-06 |
|
| Mechanism of polybrominated diphenyl ether uptake into the liver: PBDE congeners are substrates of human hepatic OATP transporters. | 2010-06 |
|
| Hormone activity of hydroxylated polybrominated diphenyl ethers on human thyroid receptor-beta: in vitro and in silico investigations. | 2010-05 |
|
| Effects of exposure to BDE-99 on oxidative status of liver and kidney in adult rats. | 2010-04-30 |
|
| Behavioral effects and oxidative status in brain regions of adult rats exposed to BDE-99. | 2010-04-15 |
|
| Characterizing the in vitro hepatic biotransformation of the flame retardant BDE 99 by common carp. | 2010-04-15 |
|
| Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells. | 2009-08 |
|
| In vitro hepatic metabolism of 2,2',4,4',5-pentabromodiphenyl ether (BDE 99) in Chinook salmon (Onchorhynchus tshawytscha). | 2009-05-17 |
|
| Participant experiences in a breastmilk biomonitoring study: a qualitative assessment. | 2009-02-18 |
|
| Coexposure of neonatal mice to a flame retardant PBDE 99 (2,2',4,4',5-pentabromodiphenyl ether) and methyl mercury enhances developmental neurotoxic defects. | 2008-02 |
|
| Developmental exposure to low-dose PBDE-99: tissue distribution and thyroid hormone levels. | 2007-12-05 |
|
| Distribution of BDE-99 and effects on metamorphosis of BDE-99 and -47 after oral exposure in Xenopus tropicalis. | 2007-08-15 |
|
| Disruption of thyroid hormone binding to sea bream recombinant transthyretin by ioxinyl and polybrominated diphenyl ethers. | 2007-08 |
|
| Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. | 2007-07 |
|
| Physicochemical properties of selected polybrominated diphenyl ethers and extension of the UNIFAC model to brominated aromatic compounds. | 2007-04 |
|
| Bioaccumulation and biotransformation of 61 polychlorinated biphenyl and four polybrominated diphenyl ether congeners in juvenile American kestrels (Falco sparverius). | 2007-02 |
|
| Bioavailability and mass balance studies of a commercial pentabromodiphenyl ether mixture in male Sprague-Dawley rats. | 2007-01 |
|
| Interactions of polybrominated diphenyl ethers with the aryl hydrocarbon receptor pathway. | 2006-07 |
|
| In vitro profiling of the endocrine-disrupting potency of brominated flame retardants. | 2006-07 |
|
| Metabolism and disposition of 2,2',4,4',5-pentabromodiphenyl ether (BDE99) following a single or repeated administration to rats or mice. | 2006-06 |
|
| Tissue localisation of tetra- and pentabromodiphenyl ether congeners (BDE-47, -85 and -99) in perinatal and adult C57BL mice. | 2006-01 |
|
| Differential expression of CYP1A, 2B, and 3A genes in the F344 rat following exposure to a polybrominated diphenyl ether mixture or individual components. | 2005-11 |
|
| In vitro estrogenicity of polybrominated flame retardants. | 2005-09-10 |
|
| In vivo and in vitro anti-androgenic effects of DE-71, a commercial polybrominated diphenyl ether (PBDE) mixture. | 2005-08-22 |
|
| Common viral infection affects pentabrominated diphenyl ether (PBDE) distribution and metabolic and hormonal activities in mice. | 2005-06-01 |
|
| Effects of pentabrominated diphenyl ether (PBDE-99) on vitamin status in domestic duck (Anas platyrhynchos) hatchlings. | 2005-04-09 |
|
| Dose-response modeling and benchmark calculations from spontaneous behavior data on mice neonatally exposed to 2,2',4,4',5-pentabromodiphenyl ether. | 2004-10 |
|
| Optimization of solid-phase microextraction for the gas chromatography/mass spectrometry analysis of persistent organic pollutants. | 2004-08-07 |
|
| Solar photodecomposition of decabromodiphenyl ether: products and quantum yield. | 2004-08-01 |
|
| A method for studies on milk excretion of chemicals in mice with 2,2',4,4',5-pentabromodiphenyl ether (BDE-99) as a model. | 2004-07-15 |
|
| Debromination of polybrominated diphenyl ether congeners BDE 99 and BDE 183 in the intestinal tract of the common carp (Cyprinus carpio). | 2004-02-15 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:00:05 GMT 2025
by
admin
on
Mon Mar 31 19:00:05 GMT 2025
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| Record UNII |
D3A2T91I1E
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| Record Status |
Validated (UNII)
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| Record Version |
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81582
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60348-60-9
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DTXSID9030048
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D3A2T91I1E
Created by
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36159
Created by
admin on Mon Mar 31 19:00:05 GMT 2025 , Edited by admin on Mon Mar 31 19:00:05 GMT 2025
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