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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:57:57 UTC
Update Date2019-07-23 06:27:10 UTC
HMDB IDHMDB0038632
Secondary Accession Numbers
  • HMDB38632
Metabolite Identification
Common Name6-Methoxy-3-(2-thiazolyl)-1H-indole
Description6-Methoxy-3-(2-thiazolyl)-1H-indole, also known as 6-methoxycamalexin, 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 is a moderately basic compound (based on its pKa). An indole phytoalexin that is camalexin in which the hydrogen at position 6 on the indole fragment has been replaced by a methoxy group. Outside of the human body, 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.
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point157 - 159 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted 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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgi-3890000000-a3ecf5082792b7b299d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0190000000-388d96e998db7fe2b30eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0290000000-0c9756fa1c248ad6a09aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ke-2900000000-fef785660f398fd28016Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1090000000-64ac51c329493f1b0c28Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1190000000-8880f832b465660fc2ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-4900000000-1b92d0640263f0374f71Spectrum
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
FoodDB 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
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.. .