U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H4Br6O
Molecular Weight 643.584
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,2',4,4',5,5'-HEXABROMODIPHENYL ETHER

SMILES

BrC1=CC(Br)=C(OC2=CC(Br)=C(Br)C=C2Br)C=C1Br

InChI

InChIKey=RZXIRSKYBISPGF-UHFFFAOYSA-N
InChI=1S/C12H4Br6O/c13-5-1-9(17)11(3-7(5)15)19-12-4-8(16)6(14)2-10(12)18/h1-4H

HIDE SMILES / InChI

Molecular Formula C12H4Br6O
Molecular Weight 643.584
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Environmental contaminants activate human and polar bear (Ursus maritimus) pregnane X receptors (PXR, NR1I2) differently.
2015-04-01
Organic anion transporting polypeptides in the hepatic uptake of PBDE congeners in mice.
2011-11-15
Hepatic in vitro toxicity assessment of PBDE congeners BDE47, BDE153 and BDE154 in Atlantic salmon (Salmo salar L.).
2011-10
Polybrominated diphenyl ethers and arylhydrocarbon receptor agonists: Different toxicity and target gene expression.
2010-10-05
Computational studies of interactions between endocrine disrupting chemicals and androgen receptor of different vertebrate species.
2010-07
Mechanism of polybrominated diphenyl ether uptake into the liver: PBDE congeners are substrates of human hepatic OATP transporters.
2010-06
Changes in mitogen-activated protein kinase in cerebellar granule neurons by polybrominated diphenyl ethers and polychlorinated biphenyls.
2010-05-15
Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells.
2009-08
Polybrominated diphenyl ethers in human serum and sperm quality.
2008-04
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
Disposition of 2,2',4,4',5,5'-hexabromodiphenyl ether (BDE153) and its interaction with other polybrominated diphenyl ethers (PBDEs) in rodents.
2006-09
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
Photochemistry of a major commercial polybrominated diphenyl ether flame retardant congener: 2,2',4,4',5,5'-hexabromodiphenyl ether (BDE153).
2006-07
Concentrations of polybrominated diphenyl ethers, polychlonnated biphenyls, and polychlorobiphenylols in serum from pregnant Faroese women and their children 7 years later.
2005-12-15
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
Brominated-chlorinated diphenyl ethers formed by thermolysis of polybrominated diphenyl ethers at low temperatures.
2005-09
Effects of polybrominated diphenyl ethers on basal and TCDD-induced ethoxyresorufin activity and cytochrome P450-1A1 expression in MCF-7, HepG2, and H4IIE cells.
2004-12
Brominated flame retardants and phenolic endocrine disrupters in Finnish human adipose tissue.
2003-12
Neonatal exposure to polybrominated diphenyl ether (PBDE 153) disrupts spontaneous behaviour, impairs learning and memory, and decreases hippocampal cholinergic receptors in adult mice.
2003-10-15
Polybrominated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers in Japanese human adipose tissue.
2003-03-01
Brominated flame retardants in archived serum samples from Norway: a study on temporal trends and the role of age.
2002-04-01
Brominated flame retardants in serum from U.S. blood donors.
2001-10-01
Brominated flame retardants in plasma samples from three different occupational groups in Norway.
2001-08
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 21:57:27 GMT 2025
Edited
by admin
on Mon Mar 31 21:57:27 GMT 2025
Record UNII
NX58WCQ511
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PBDE 153
Preferred Name English
2,2',4,4',5,5'-HEXABROMODIPHENYL ETHER
Common Name English
BENZENE, 1,1'-OXYBIS(2,4,5-TRIBROMO-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID4030047
Created by admin on Mon Mar 31 21:57:27 GMT 2025 , Edited by admin on Mon Mar 31 21:57:27 GMT 2025
PRIMARY
FDA UNII
NX58WCQ511
Created by admin on Mon Mar 31 21:57:27 GMT 2025 , Edited by admin on Mon Mar 31 21:57:27 GMT 2025
PRIMARY
PUBCHEM
155166
Created by admin on Mon Mar 31 21:57:27 GMT 2025 , Edited by admin on Mon Mar 31 21:57:27 GMT 2025
PRIMARY
NCI_THESAURUS
C184300
Created by admin on Mon Mar 31 21:57:27 GMT 2025 , Edited by admin on Mon Mar 31 21:57:27 GMT 2025
PRIMARY
CAS
68631-49-2
Created by admin on Mon Mar 31 21:57:27 GMT 2025 , Edited by admin on Mon Mar 31 21:57:27 GMT 2025
PRIMARY