Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:54:59 UTC
Update Date2022-03-07 02:55:50 UTC
HMDB IDHMDB0038592
Secondary Accession Numbers
  • HMDB38592
Metabolite Identification
Common NameBrassicanal B
DescriptionBrassicanal B 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. Brassicanal B has been detected, but not quantified in, brassicas. This could make brassicanal b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Brassicanal B.
Structure
Data?1563863224
Synonyms
ValueSource
2,3-dihydro-3-Hydroxy-3-methylthiazolo[3,2-a]indole-9-carboxaldehyde, 9ciHMDB
Chemical FormulaC12H11NO2S
Average Molecular Weight233.286
Monoisotopic Molecular Weight233.051049291
IUPAC Name3-hydroxy-3-methyl-2H,3H-[1,3]thiazolo[3,2-a]indole-9-carbaldehyde
Traditional Name3-hydroxy-3-methyl-2H-[1,3]thiazolo[3,2-a]indole-9-carbaldehyde
CAS Registry Number126654-63-5
SMILES
CC1(O)CSC2=C(C=O)C3=CC=CC=C3N12
InChI Identifier
InChI=1S/C12H11NO2S/c1-12(15)7-16-11-9(6-14)8-4-2-3-5-10(8)13(11)12/h2-6,15H,7H2,1H3
InChI KeyZIEFIDANMCIAOW-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 thioether
  • Alkylarylthioether
  • Aryl-aldehyde
  • Substituted pyrrole
  • Vinylogous thioester
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Vinylogous amide
  • Alkanolamine
  • Thioether
  • Azacycle
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point169 - 170 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.75 g/LALOGPS
logP1.74ALOGPS
logP1.95ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)12.68ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area42.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.03 m³·mol⁻¹ChemAxon
Polarizability23.97 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.93531661259
DarkChem[M-H]-146.39731661259
DeepCCS[M-2H]-180.91430932474
DeepCCS[M+Na]+155.88730932474
AllCCS[M+H]+149.532859911
AllCCS[M+H-H2O]+145.632859911
AllCCS[M+NH4]+153.232859911
AllCCS[M+Na]+154.232859911
AllCCS[M-H]-151.932859911
AllCCS[M+Na-2H]-151.632859911
AllCCS[M+HCOO]-151.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Brassicanal BCC1(O)CSC2=C(C=O)C3=CC=CC=C3N123145.5Standard polar33892256
Brassicanal BCC1(O)CSC2=C(C=O)C3=CC=CC=C3N122088.6Standard non polar33892256
Brassicanal BCC1(O)CSC2=C(C=O)C3=CC=CC=C3N122353.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Brassicanal B,1TMS,isomer #1CC1(O[Si](C)(C)C)CSC2=C(C=O)C3=CC=CC=C3N212262.8Semi standard non polar33892256
Brassicanal B,1TBDMS,isomer #1CC1(O[Si](C)(C)C(C)(C)C)CSC2=C(C=O)C3=CC=CC=C3N212492.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Brassicanal B GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-2950000000-9f81df31a76c7bb323d32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Brassicanal B GC-MS (1 TMS) - 70eV, Positivesplash10-00xr-9750000000-b70eede8e0d948f0f2272017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Brassicanal B 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 - Brassicanal B 10V, Positive-QTOFsplash10-001i-0090000000-8dedddb75a91d9331d182016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 20V, Positive-QTOFsplash10-00lr-0190000000-90d7df8323eca5fe4f952016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 40V, Positive-QTOFsplash10-0006-0920000000-1a0ed37799920b69e00a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 10V, Negative-QTOFsplash10-001i-0090000000-81782216380b974438442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 20V, Negative-QTOFsplash10-0006-0940000000-b0a27b9a70de6f905b0a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 40V, Negative-QTOFsplash10-0079-9000000000-c9f3e90eef4a220cabe02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 10V, Negative-QTOFsplash10-0f89-0190000000-5326774316e9f99d86a22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 20V, Negative-QTOFsplash10-0f8i-0590000000-b63771dcd2ef2cea6b282021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 40V, Negative-QTOFsplash10-00di-0910000000-9c052611b1c98ac71d442021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 10V, Positive-QTOFsplash10-001i-0090000000-e542e9ee9b89db54a6dc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 20V, Positive-QTOFsplash10-001i-0190000000-fa2a31c34719e9e552152021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Brassicanal B 40V, Positive-QTOFsplash10-0036-2920000000-718b504ddf61a262ad252021-09-24Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB017982
KNApSAcK IDC00036837
Chemspider ID326803
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound368117
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.. .