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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:57:57 UTC
Update Date2022-03-07 02:55:51 UTC
HMDB IDHMDB0038632
Secondary Accession Numbers
  • HMDB38632
Metabolite Identification
Common Name6-Methoxy-3-(2-thiazolyl)-1H-indole
Description6-Methoxy-3-(2-thiazolyl)-1H-indole 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. 6-Methoxy-3-(2-thiazolyl)-1H-indole has been detected, but not quantified in, fats and oils. This could make 6-methoxy-3-(2-thiazolyl)-1H-indole a potential biomarker for the consumption of these foods. 6-Methoxy-3-(2-thiazolyl)-1H-indole is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on 6-Methoxy-3-(2-thiazolyl)-1H-indole.
Structure
Data?1563863230
Synonyms
ValueSource
6-Methoxy-3-(thiazol-2-yl)indoleChEBI
6-MethoxycamalexinHMDB
MethoxycamalexinHMDB
6-Methoxy-3-(2-thiazolyl)-1H-indoleChEBI
Chemical FormulaC12H10N2OS
Average Molecular Weight230.286
Monoisotopic Molecular Weight230.051383642
IUPAC Name6-methoxy-3-(1,3-thiazol-2-yl)-1H-indole
Traditional Name6-methoxy-3-(1,3-thiazol-2-yl)-1H-indole
CAS Registry Number135531-87-2
SMILES
COC1=CC2=C(C=C1)C(=CN2)C1=NC=CS1
InChI Identifier
InChI=1S/C12H10N2OS/c1-15-8-2-3-9-10(7-14-11(9)6-8)12-13-4-5-16-12/h2-7,14H,1H3
InChI KeyFGXYYCWDPYDAOS-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
  • Anisole
  • Alkyl aryl ether
  • Substituted pyrrole
  • Benzenoid
  • Azole
  • Pyrrole
  • Thiazole
  • Heteroaromatic compound
  • Ether
  • Azacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • 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 Point157 - 159 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP2.87ALOGPS
logP2.6ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)13.82ChemAxon
pKa (Strongest Basic)2.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.91 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.92 m³·mol⁻¹ChemAxon
Polarizability24.31 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+151.25131661259
DarkChem[M-H]-153.21631661259
DeepCCS[M+H]+153.01730932474
DeepCCS[M-H]-150.62230932474
DeepCCS[M-2H]-184.0230932474
DeepCCS[M+Na]+159.02630932474
AllCCS[M+H]+150.132859911
AllCCS[M+H-H2O]+146.132859911
AllCCS[M+NH4]+153.932859911
AllCCS[M+Na]+155.032859911
AllCCS[M-H]-152.632859911
AllCCS[M+Na-2H]-152.232859911
AllCCS[M+HCOO]-151.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Methoxy-3-(2-thiazolyl)-1H-indoleCOC1=CC2=C(C=C1)C(=CN2)C1=NC=CS13237.5Standard polar33892256
6-Methoxy-3-(2-thiazolyl)-1H-indoleCOC1=CC2=C(C=C1)C(=CN2)C1=NC=CS12268.0Standard non polar33892256
6-Methoxy-3-(2-thiazolyl)-1H-indoleCOC1=CC2=C(C=C1)C(=CN2)C1=NC=CS12435.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Methoxy-3-(2-thiazolyl)-1H-indole,1TMS,isomer #1COC1=CC=C2C(C3=NC=CS3)=CN([Si](C)(C)C)C2=C12437.0Semi standard non polar33892256
6-Methoxy-3-(2-thiazolyl)-1H-indole,1TMS,isomer #1COC1=CC=C2C(C3=NC=CS3)=CN([Si](C)(C)C)C2=C12364.7Standard non polar33892256
6-Methoxy-3-(2-thiazolyl)-1H-indole,1TBDMS,isomer #1COC1=CC=C2C(C3=NC=CS3)=CN([Si](C)(C)C(C)(C)C)C2=C12611.8Semi standard non polar33892256
6-Methoxy-3-(2-thiazolyl)-1H-indole,1TBDMS,isomer #1COC1=CC=C2C(C3=NC=CS3)=CN([Si](C)(C)C(C)(C)C)C2=C12563.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgi-3890000000-a3ecf5082792b7b299d82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 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 - 6-Methoxy-3-(2-thiazolyl)-1H-indole 10V, Positive-QTOFsplash10-001i-0190000000-388d96e998db7fe2b30e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 20V, Positive-QTOFsplash10-001i-0290000000-0c9756fa1c248ad6a09a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 40V, Positive-QTOFsplash10-00ke-2900000000-fef785660f398fd280162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 10V, Negative-QTOFsplash10-004i-1090000000-64ac51c329493f1b0c282016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 20V, Negative-QTOFsplash10-004i-1190000000-8880f832b465660fc2ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 40V, Negative-QTOFsplash10-0a4i-4900000000-1b92d0640263f0374f712016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 10V, Negative-QTOFsplash10-004i-0090000000-47a6a1f00afe450ada2e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 20V, Negative-QTOFsplash10-004i-0090000000-15bcd5991680d1483ca52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 40V, Negative-QTOFsplash10-01p9-2940000000-aa6a4545719edb428d6f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 10V, Positive-QTOFsplash10-001i-0090000000-e94a64ea7c8b44402e242021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 20V, Positive-QTOFsplash10-001i-0090000000-e94a64ea7c8b44402e242021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxy-3-(2-thiazolyl)-1H-indole 40V, Positive-QTOFsplash10-004j-5950000000-091971e746bab6a1c4292021-09-22Wishart 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 IDFDB018027
KNApSAcK IDC00036628
Chemspider ID9335679
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11160579
PDB IDNot Available
ChEBI ID136941
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.. .