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(Br)=C(OC2=CC(Br)=C(Br)C=C2Br)C=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 |
|---|---|---|
| Brominated flame retardants in laboratory air. | 2001 Jul 20 |
|
| Brominated flame retardants in archived serum samples from Norway: a study on temporal trends and the role of age. | 2002 Apr 1 |
|
| Spatial distribution of polybrominated diphenyl ethers and polybrominated biphenyls in lake trout from the Laurentian Great Lakes. | 2002 Feb |
|
| Tissue disposition, excretion and metabolism of 2,2',4,4',5-pentabromodiphenyl ether (BDE-99) in the male Sprague-Dawley rat. | 2002 May |
|
| A brominated flame retardant, 2,2',4,4',5-pentabromodiphenyl ether: uptake, retention, and induction of neurobehavioral alterations in mice during a critical phase of neonatal brain development. | 2002 May |
|
| Comparing polybrominated diphenyl ether and polychlorinated biphenyl bioaccumulation in a food web in Grand Traverse Bay, Lake Michigan. | 2003 Aug |
|
| Polybrominated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers in Japanese human adipose tissue. | 2003 Mar 1 |
|
| Debromination of polybrominated diphenyl ether congeners BDE 99 and BDE 183 in the intestinal tract of the common carp (Cyprinus carpio). | 2004 Feb 15 |
|
| Effects of pentabrominated diphenyl ether (PBDE-99) on vitamin status in domestic duck (Anas platyrhynchos) hatchlings. | 2005 Apr 9 |
|
| In vivo and in vitro anti-androgenic effects of DE-71, a commercial polybrominated diphenyl ether (PBDE) mixture. | 2005 Aug 22 |
|
| Common viral infection affects pentabrominated diphenyl ether (PBDE) distribution and metabolic and hormonal activities in mice. | 2005 Jun 1 |
|
| Differential expression of CYP1A, 2B, and 3A genes in the F344 rat following exposure to a polybrominated diphenyl ether mixture or individual components. | 2005 Nov |
|
| In vitro estrogenicity of polybrominated flame retardants. | 2005 Sep 10 |
|
| Interactions of polybrominated diphenyl ethers with the aryl hydrocarbon receptor pathway. | 2006 Jul |
|
| In vitro profiling of the endocrine-disrupting potency of brominated flame retardants. | 2006 Jul |
|
| Metabolism and disposition of 2,2',4,4',5-pentabromodiphenyl ether (BDE99) following a single or repeated administration to rats or mice. | 2006 Jun |
|
| Physicochemical properties of selected polybrominated diphenyl ethers and extension of the UNIFAC model to brominated aromatic compounds. | 2007 Apr |
|
| Disruption of thyroid hormone binding to sea bream recombinant transthyretin by ioxinyl and polybrominated diphenyl ethers. | 2007 Aug |
|
| Distribution of BDE-99 and effects on metamorphosis of BDE-99 and -47 after oral exposure in Xenopus tropicalis. | 2007 Aug 15 |
|
| Bioaccumulation and biotransformation of 61 polychlorinated biphenyl and four polybrominated diphenyl ether congeners in juvenile American kestrels (Falco sparverius). | 2007 Feb |
|
| Bioavailability and mass balance studies of a commercial pentabromodiphenyl ether mixture in male Sprague-Dawley rats. | 2007 Jan |
|
| Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. | 2007 Jul |
|
| 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 Feb |
|
| Behavioral effects and oxidative status in brain regions of adult rats exposed to BDE-99. | 2010 Apr 15 |
|
| Exposure to environmental toxins in mothers of children with autism spectrum disorder. | 2010 Jun |
|
| 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 Nov |
|
| Effects of developmental exposure to polychlorinated biphenyls and/or polybrominated diphenyl ethers on cochlear function. | 2011 Nov |
|
| Comparative oxidative metabolism of BDE-47 and BDE-99 by rat hepatic microsomes. | 2011 Sep |
|
| Gestational exposure to BDE-99 produces toxicity through upregulation of CYP isoforms and ROS production in the fetal rat liver. | 2012 May |
|
| Oxidative metabolism of BDE-99 by human liver microsomes: predominant role of CYP2B6. | 2012 Oct |
|
| Structure-dependent activities of hydroxylated polybrominated diphenyl ethers on human estrogen receptor. | 2013 Jul 5 |
|
| Perinatal exposure to BDE-99 causes learning disorders and decreases serum thyroid hormone levels and BDNF gene expression in hippocampus in rat offspring. | 2013 Jun 7 |
|
| BDE-99 congener induces cell death by apoptosis of human hepatoblastoma cell line - HepG2. | 2013 Mar |
|
| Similarities in the endocrine-disrupting potencies of indoor dust and flame retardants by using human osteosarcoma (U2OS) cell-based reporter gene assays. | 2013 Mar 19 |
|
| Perinatal exposure to BDE-99 causes decreased protein levels of cyclin D1 via GSK3β activation and increased ROS production in rat pup livers. | 2014 Feb |
|
| Toxicity assessment of air-delivered particle-bound polybrominated diphenyl ethers. | 2014 Mar 20 |
|
| Environmental contaminants activate human and polar bear (Ursus maritimus) pregnane X receptors (PXR, NR1I2) differently. | 2015 Apr 1 |
|
| 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 Feb |
|
| Characterizing the peroxisome proliferator-activated receptor (PPARγ) ligand binding potential of several major flame retardants, their metabolites, and chemical mixtures in house dust. | 2015 Feb |
|
| Disruption of type 2 iodothyronine deiodinase activity in cultured human glial cells by polybrominated diphenyl ethers. | 2015 Jun 15 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:59:49 GMT 2023
by
admin
on
Fri Dec 15 17:59:49 GMT 2023
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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
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36159
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