Showing Compound Card for Methylindole (CDB005856)

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Record Information
Version1.0
Created at2020-04-27 17:03:24 UTC
Updated at2021-01-06 19:06:58 UTC
CannabisDB IDCDB005856
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMethylindole
Description1-Methylindole, belongs to the class of organic compounds known as alkylindoles. Alkylindoles are compounds containing an indole moiety that carries an alkyl chain. 1-Methylindole is a methylated derivative of Indole. Indole is widely distributed in nature and can be produced by a variety of bacteria. As an intercellular signal molecule, indole regulates various aspects of bacterial physiology, including spore formation, plasmid stability, resistance to drugs, biofilm formation, and virulence (PMID: 20070374 ). Indole occurs naturally in human feces and has an intense fecal odor. At very low concentrations, however, it has a flowery smell, and is a constituent of many flower scents (such as orange blossoms) and perfumes. It also occurs in coal tar. 1-Methyl-indole is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1-Methylindole monopicrateHMDB
Chemical FormulaC9H9N
Average Molecular Weight131.18
Monoisotopic Molecular Weight131.0735
IUPAC Name1-methyl-1H-indole
Traditional Name1-methylindole
CAS Registry Number603-76-9
SMILES
CN1C=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3
InChI KeyBLRHMMGNCXNXJL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassN-alkylindoles
Direct ParentN-alkylindoles
Alternative Parents
Substituents
  • N-alkylindole
  • Indole
  • Benzenoid
  • Substituted pyrrole
  • N-methylpyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.71ALOGPS
logP2.3ChemAxon
logS-2.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area4.93 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.04 m³·mol⁻¹ChemAxon
Polarizability14.9 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethylindole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f89-1900000000-bed7e626a6b3fddefe49Spectrum
Predicted GC-MSMethylindole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-f53b130d6fbd7a49b7bd2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-7900000000-5a3a2e299f00b9f240522021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fc9-9300000000-86df50501b139a1705ae2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-244a9c7ac26f199509262021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-244a9c7ac26f199509262021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fai-1900000000-99bbc3cb2514d0d5fb492021-10-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0243941
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11288
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-Methylindole
METLIN IDNot Available
PubChem Compound11781
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Lee JH, Lee J: Indole as an intercellular signal in microbial communities. FEMS Microbiol Rev. 2010 Jul;34(4):426-44. doi: 10.1111/j.1574-6976.2009.00204.x. Epub 2009 Dec 15. [PubMed:20070374 ]