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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:57:54 UTC
Update Date2019-07-23 06:27:10 UTC
HMDB IDHMDB0038631
Secondary Accession Numbers
  • HMDB38631
Metabolite Identification
Common NameCamalexin
DescriptionCamalexin 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. Camalexin is a moderately basic compound (based on its pKa). Outside of the human body, Camalexin has been detected, but not quantified in, fats and oils. This could make camalexin a potential biomarker for the consumption of these foods. An indole phytoalexin that is indole substituted at position 3 by a 1,3-thiazol-2-yl group.
Structure
Data?1563863230
Synonyms
ValueSource
3-Thiazol-2'-yl-indoleChEBI
2-(3-Indolyl)thiazoleHMDB
3-Thiazol-2'-ylindoleHMDB
Chemical FormulaC11H8N2S
Average Molecular Weight200.26
Monoisotopic Molecular Weight200.040818956
IUPAC Name3-(1,3-thiazol-2-yl)-1H-indole
Traditional Namecamalexin
CAS Registry Number135531-86-1
SMILES
N1C=C(C2=NC=CS2)C2=CC=CC=C12
InChI Identifier
InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H
InChI KeyIYODIJVWGPRBGQ-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
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Thiazole
  • Pyrrole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point134 - 137 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.065 g/LALOGPS
logP2.81ALOGPS
logP2.76ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)13.9ChemAxon
pKa (Strongest Basic)2.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.68 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity67.45 m³·mol⁻¹ChemAxon
Polarizability21.1 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, Positivesplash10-0fk9-4930000000-5f05563f279d8367d886Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0090000000-c7f68d9bc46c3e59af99Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0aou-5920000000-f4f7ca249e6cebc4f82bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0aor-9800000000-a16dc6829b96b2ef1e8cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-3cd372433c90b6d134c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0190000000-e7fedbde4f6dff2a326cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-2900000000-9802dd9f37ef47de5d42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-a7fa7f4811027562fe9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1900000000-af5f20b6dc0ee9225a5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6900000000-789da23b5b83cdba7e30Spectrum
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 IDFDB018026
KNApSAcK IDC00007330
Chemspider ID552646
KEGG Compound IDNot Available
BioCyc IDTHIAZOL-YL-INDOLE
BiGG IDNot Available
Wikipedia LinkCamalexin
METLIN IDNot Available
PubChem Compound636970
PDB IDNot Available
ChEBI ID22990
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Song JT, Lu H, McDowell JM, Greenberg JT: A key role for ALD1 in activation of local and systemic defenses in Arabidopsis. Plant J. 2004 Oct;40(2):200-12. [PubMed:15447647 ]
  2. Pedras MS, Liu J: Designer phytoalexins: probing camalexin detoxification pathways in the phytopathogen Rhizoctonia solani. Org Biomol Chem. 2004 Apr 7;2(7):1070-6. Epub 2004 Mar 8. [PubMed:15034631 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .