Camalexin (CHEM031980)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 03:03:42 UTC
Update Date2016-11-09 01:19:22 UTC
Accession NumberCHEM031980
Identification
Common NameCamalexin
ClassSmall Molecule
DescriptionAn indole phytoalexin that is indole substituted at position 3 by a 1,3-thiazol-2-yl group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Thiazol-2'-yl-indoleChEBI
2-(3-Indolyl)thiazoleHMDB
3-Thiazol-2'-ylindoleMeSH, HMDB
Chemical FormulaC11H8N2S
Average Molecular Mass200.260 g/mol
Monoisotopic Mass200.041 g/mol
CAS Registry Number135531-86-1
IUPAC Name3-(1,3-thiazol-2-yl)-1H-indole
Traditional Namecamalexin
SMILESN1C=C(C2=NC=CS2)C2=CC=CC=C12
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fk9-4930000000-5f05563f279d8367d886Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
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
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0aou-5920000000-f4f7ca249e6cebc4f82bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-0udi-0090000000-c7f68d9bc46c3e59af99Spectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-0aor-9800000000-cf99f6d5e6ebfa0d8287Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0udi-0190000000-4174c5bea0756edbddf9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0aou-5920000000-613c9576f91e6e19e1faSpectrum
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-0udi-0090000000-89a698056d18873c926aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-0aor-9800000000-5434bf51c260ad8fb510Spectrum
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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-4c066ce5697caa7ee57bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0090000000-4c066ce5697caa7ee57bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0un9-0930000000-3e508f59a907bafa4a90Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-3c62f9ab28002bcbd8efSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-3c62f9ab28002bcbd8efSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0900000000-8642018272fe2e8a990bSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0038631
FooDB IDFDB018026
Phenol Explorer IDNot Available
KNApSAcK IDC00007330
BiGG IDNot Available
BioCyc IDTHIAZOL-YL-INDOLE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCamalexin
Chemspider ID552646
ChEBI ID22990
PubChem Compound ID636970
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19567706
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21239642
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21910963
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21985584
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22209038
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22295908
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22342657
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22350766
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22392279
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22522512
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22624950
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22783269
13. 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.
14. 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.
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.