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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:44 UTC
Update Date2020-02-26 21:44:05 UTC
HMDB IDHMDB0029642
Secondary Accession Numbers
  • HMDB29642
Metabolite Identification
Common Name2,4,6-Tribromophenol
Description2,4,6-Tribromophenol, also known as 2,4,6-TBP or bromol, belongs to the class of organic compounds known as p-bromophenols. These are bromophenols carrying a iodine at the C4 position of the benzene ring. 2,4,6-Tribromophenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,4,6-Tribromophenol has been detected, but not quantified in, a few different foods, such as crustaceans, fishes, and mollusks. This could make 2,4,6-tribromophenol a potential biomarker for the consumption of these foods. A bromophenol that is phenol in which the hydrogens at positions 2, 4 and 6 have been replaced by bromines. 2,4,6-Tribromophenol is a potentially toxic compound.
Structure
Data?1582753445
Synonyms
ValueSource
2,4,6-TBPChEBI
BromolChEBI
TribromophenolChEBI
XeroformChEBI
2,4,6-Tribromo-3-methylphenolHMDB
2,4,6-Tribromo-m-cresolHMDB
2,4,6-Tribromo-phenolHMDB
2,4,6-Tribromophenol, bismuth (3+) saltHMDB
5175-83-7 (Bismuth(3+) salt)HMDB
Bismuth tribromophenateHMDB
Bromkal pur 3HMDB
C6H3BR3OHMDB
Flammex 3BPHMDB
Great lakes PH-73HMDB
MicatexHMDB
TBPHMDB
Chemical FormulaC6H3Br3O
Average Molecular Weight330.799
Monoisotopic Molecular Weight327.773402659
IUPAC Name2,4,6-tribromophenol
Traditional Name2,4,6-tribromophenol
CAS Registry Number118-79-6
SMILES
OC1=C(Br)C=C(Br)C=C1Br
InChI Identifier
InChI=1S/C6H3Br3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H
InChI KeyBSWWXRFVMJHFBN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as p-bromophenols. These are bromophenols carrying a iodine at the C4 position of the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassHalophenols
Direct ParentP-bromophenols
Alternative Parents
Substituents
  • 4-bromophenol
  • 2-bromophenol
  • Halobenzene
  • Bromobenzene
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl bromide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organobromide
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Environmental role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point87 - 89 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.07 mg/mL at 15 °CNot Available
LogP4.13Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.054 g/LALOGPS
logP4.2ALOGPS
logP3.98ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)6.34ChemAxon
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.91 m³·mol⁻¹ChemAxon
Polarizability19.92 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0059-3329000000-8507237252f6c68a3e56Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0059-3329000000-8507237252f6c68a3e56Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0059-0119000000-1a9e2f72fef4a0ac8111Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7109000000-97e2aa9549b71aa7b589Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0009000000-d4bc5a4018393fbac0ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0009000000-ac0c6cf1e753ce0f5f4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0019000000-351eee795291f1b9df50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0093000000-428567fe0f8a5c215407Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-5d313196ac3f5efd612bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0009000000-5d313196ac3f5efd612bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0009000000-bc986254cad6944c4f3fSpectrum
MSMass Spectrum (Electron Ionization)splash10-01q9-9318000000-c2e1e322c2756de014c5Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02417
Phenol Explorer Compound IDNot Available
FooDB IDFDB000813
KNApSAcK IDC00033540
Chemspider ID1438
KEGG Compound IDC14454
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2,4,6-tribromophenol
METLIN IDNot Available
PubChem Compound1483
PDB IDTBP
ChEBI ID47696
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Oliveira AS, Silva VM, Veloso MC, Santos GV, Andrade JB: Bromophenol concentrations in fish from Salvador, BA, Brazil. An Acad Bras Cienc. 2009 Jun;81(2):165-72. [PubMed:19488620 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .