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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:31 UTC
Update Date2022-03-07 02:53:13 UTC
HMDB IDHMDB0032059
Secondary Accession Numbers
  • HMDB32059
Metabolite Identification
Common Name2-Bromophenol
Description2-Bromophenol belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. 2-Bromophenol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 2-Bromophenol.
Structure
Data?1563862213
Synonyms
ValueSource
O-BromophenolKegg
2-BromfenolHMDB
2-Bromo-phenolHMDB
Bromo-phenolHMDB
BromophenolHMDB
O-Bromo-phenolHMDB
Ortho-bromophenolHMDB
Chemical FormulaC6H5BrO
Average Molecular Weight173.007
Monoisotopic Molecular Weight171.952377429
IUPAC Name2-bromophenol
Traditional Namebromophenol
CAS Registry Number95-56-7
SMILES
OC1=CC=CC=C1Br
InChI Identifier
InChI=1S/C6H5BrO/c7-5-3-1-2-4-6(5)8/h1-4,8H
InChI KeyVADKRMSMGWJZCF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassHalophenols
Direct ParentO-bromophenols
Alternative Parents
Substituents
  • 2-bromophenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • 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 DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point5.6 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2227 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.35Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.6 g/LALOGPS
logP2.52ALOGPS
logP2.44ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)8.16ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.66 m³·mol⁻¹ChemAxon
Polarizability13.05 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+121.07430932474
DeepCCS[M-H]-118.7630932474
DeepCCS[M-2H]-154.72830932474
DeepCCS[M+Na]+129.41430932474
AllCCS[M+H]+133.932859911
AllCCS[M+H-H2O]+129.232859911
AllCCS[M+NH4]+138.232859911
AllCCS[M+Na]+139.532859911
AllCCS[M-H]-125.432859911
AllCCS[M+Na-2H]-128.032859911
AllCCS[M+HCOO]-130.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-BromophenolOC1=CC=CC=C1Br2011.3Standard polar33892256
2-BromophenolOC1=CC=CC=C1Br1051.7Standard non polar33892256
2-BromophenolOC1=CC=CC=C1Br1070.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Bromophenol,1TMS,isomer #1C[Si](C)(C)OC1=CC=CC=C1Br1274.4Semi standard non polar33892256
2-Bromophenol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=CC=C1Br1532.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Bromophenol EI-B (Non-derivatized)splash10-00di-9600000000-6c8d91ec2d8cd63d450f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Bromophenol EI-B (Non-derivatized)splash10-00di-9600000000-6c8d91ec2d8cd63d450f2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromophenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-a33bc84db6e3647d10aa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromophenol GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9630000000-2b9dd5b3aafaf2e8814a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromophenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromophenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 10V, Positive-QTOFsplash10-00di-0900000000-9bd06d261f0f202f08512016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 20V, Positive-QTOFsplash10-00di-0900000000-1bcdb59c191ebf5308932016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 40V, Positive-QTOFsplash10-0006-9700000000-908d8d135392847982592016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 10V, Negative-QTOFsplash10-00di-0900000000-197e0232da096464cba02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 20V, Negative-QTOFsplash10-00di-1900000000-ed50238ed5f247c699232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 40V, Negative-QTOFsplash10-0006-9200000000-23c07f7b6360c2df60272016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 10V, Positive-QTOFsplash10-00di-0900000000-dbf798bfb04d7792beae2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 20V, Positive-QTOFsplash10-00dl-2900000000-7a38afd5d5f3d66cf8a62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 40V, Positive-QTOFsplash10-0fr6-9500000000-c3269084964df79242232021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 10V, Negative-QTOFsplash10-00di-0900000000-b5d34757cb21b2fffef42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 20V, Negative-QTOFsplash10-00di-1900000000-1ade40f62c854f5f187d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromophenol 40V, Negative-QTOFsplash10-00mo-9100000000-1128fd21b68172fe887f2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDDB04586
Phenol Explorer Compound IDNot Available
FooDB IDFDB008766
KNApSAcK IDC00036481
Chemspider ID6974
KEGG Compound IDC14841
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBromophenol
METLIN IDNot Available
PubChem Compound7244
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDM00637
MarkerDB IDNot Available
Good Scents IDrw1172531
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. Forootanfar H, Moezzi A, Aghaie-Khozani M, Mahmoudjanlou Y, Ameri A, Niknejad F, Faramarzi MA: Synthetic dye decolorization by three sources of fungal laccase. Iranian J Environ Health Sci Eng. 2012 Dec 15;9(1):27. doi: 10.1186/1735-2746-9-27. [PubMed:23369690 ]
  3. de Serrano V, Franzen S: Structural evidence for stabilization of inhibitor binding by a protein cavity in the dehaloperoxidase-hemoglobin from Amphitrite ornata. Biopolymers. 2012;98(1):27-35. doi: 10.1002/bip.21674. Epub 2011 May 17. [PubMed:23325557 ]
  4. Martinez NS, Machado JM, Perez-Saad H, Coro-Antich RM, Berlanga-Acosta JA, Salgueiro SR, Illera GG, Alba JS, del Barco DG: Global brain ischemia in Mongolian gerbils: assessing the level of anastomosis in the cerebral circle of Willis. Acta Neurobiol Exp (Wars). 2012;72(4):377-84. [PubMed:23377268 ]
  5. Shi D, Guo S, Jiang B, Guo C, Wang T, Zhang L, Li J: HPN, a synthetic analogue of bromophenol from red alga Rhodomela confervoides: synthesis and anti-diabetic effects in C57BL/KsJ-db/db mice. Mar Drugs. 2013 Jan 30;11(2):350-62. doi: 10.3390/md11020350. [PubMed:23364683 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .