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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:41:32 UTC
Update Date2022-03-07 02:56:29 UTC
HMDB IDHMDB0040147
Secondary Accession Numbers
  • HMDB40147
Metabolite Identification
Common Name2-Bromo-1H-indole-3-carboxaldehyde
Description2-Bromo-1H-indole-3-carboxaldehyde belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Based on a literature review very few articles have been published on 2-Bromo-1H-indole-3-carboxaldehyde.
Structure
Data?1563863497
Synonyms
ValueSource
2-bromo-3-FormylindoleHMDB
Gbetagamma modulator I, m119HMDB
Chemical FormulaC9H6BrNO
Average Molecular Weight224.054
Monoisotopic Molecular Weight222.963276466
IUPAC Name2-bromo-1H-indole-3-carbaldehyde
Traditional Name2-bromo-1H-indole-3-carbaldehyde
CAS Registry Number119910-45-1
SMILES
BrC1=C(C=O)C2=CC=CC=C2N1
InChI Identifier
InChI=1S/C9H6BrNO/c10-9-7(5-12)6-3-1-2-4-8(6)11-9/h1-5,11H
InChI KeyWIRLVLFYTTULCM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Aryl-aldehyde
  • Aryl bromide
  • Aryl halide
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Vinylogous halide
  • Vinylogous amide
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Aldehyde
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.79 g/LALOGPS
logP2.55ALOGPS
logP2.25ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)11.56ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.86 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity51.13 m³·mol⁻¹ChemAxon
Polarizability18.48 ųChemAxon
Number of Rings2ChemAxon
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]+128.07930932474
DeepCCS[M-H]-124.2530932474
DeepCCS[M-2H]-161.38130932474
DeepCCS[M+Na]+136.9230932474
AllCCS[M+H]+144.732859911
AllCCS[M+H-H2O]+140.432859911
AllCCS[M+NH4]+148.732859911
AllCCS[M+Na]+149.832859911
AllCCS[M-H]-136.032859911
AllCCS[M+Na-2H]-136.732859911
AllCCS[M+HCOO]-137.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Bromo-1H-indole-3-carboxaldehydeBrC1=C(C=O)C2=CC=CC=C2N12468.7Standard polar33892256
2-Bromo-1H-indole-3-carboxaldehydeBrC1=C(C=O)C2=CC=CC=C2N11875.3Standard non polar33892256
2-Bromo-1H-indole-3-carboxaldehydeBrC1=C(C=O)C2=CC=CC=C2N11846.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Bromo-1H-indole-3-carboxaldehyde,1TMS,isomer #1C[Si](C)(C)N1C(Br)=C(C=O)C2=CC=CC=C212027.1Semi standard non polar33892256
2-Bromo-1H-indole-3-carboxaldehyde,1TMS,isomer #1C[Si](C)(C)N1C(Br)=C(C=O)C2=CC=CC=C211766.9Standard non polar33892256
2-Bromo-1H-indole-3-carboxaldehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(Br)=C(C=O)C2=CC=CC=C212240.9Semi standard non polar33892256
2-Bromo-1H-indole-3-carboxaldehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(Br)=C(C=O)C2=CC=CC=C211957.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-01b9-1950000000-90a3adce4a12e54123e02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 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-Bromo-1H-indole-3-carboxaldehyde 10V, Positive-QTOFsplash10-00di-0090000000-86625569b3549010aee12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 20V, Positive-QTOFsplash10-00di-0090000000-4f68ad985d875edeaba62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 40V, Positive-QTOFsplash10-052f-0940000000-e4ec13b7c7e3fc33b04a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 10V, Negative-QTOFsplash10-00di-0190000000-bdaf6a2a3504561c518e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 20V, Negative-QTOFsplash10-00di-0490000000-c68fe500fb17f04d4a2b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 40V, Negative-QTOFsplash10-006x-0940000000-3f2b737df3192fe4425d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 10V, Positive-QTOFsplash10-00di-0090000000-13d1bb2571a2632fc7892021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 20V, Positive-QTOFsplash10-00di-0090000000-0c43ba0e4368d335576c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 40V, Positive-QTOFsplash10-0udi-1920000000-6850745a9a782f1410af2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 10V, Negative-QTOFsplash10-00di-0090000000-b07a322ad781fe166a022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 20V, Negative-QTOFsplash10-0006-0910000000-9beef2a679973f3004cc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Bromo-1H-indole-3-carboxaldehyde 40V, Negative-QTOFsplash10-004i-9000000000-e70570f51d7e71d648542021-09-22Wishart LabView Spectrum
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019844
KNApSAcK IDNot Available
Chemspider ID319761
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound360191
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .