Showing Compound Card for Indole-3-acetylglutamic acid (CDB005052)

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Record Information
Version1.0
Created at2020-04-17 19:04:28 UTC
Updated at2020-11-18 16:39:15 UTC
CannabisDB IDCDB005052
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameIndole-3-acetylglutamic acid
DescriptionIndoleacetyl glutamic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Indoleacetyl glutamic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Indole-3-acetylglutamic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Indole-3-acetylglutamateGenerator
Indoleacetyl glutamateHMDB
IAA-gluHMDB
Indole-3-acetyl glutamateHMDB
Indole-3-acetyl-gluHMDB
Indole-3-acetyl-glutamic acidHMDB
L-N-(1H-indol-3-Ylacetyl)glutamic acidHMDB
N-(Indole-3-acetyl)glutamic acidHMDB
N-[2-(1H-indol-3-yl)Acetyl]-L-glutamic acidHMDB
Indole-3-acetylglutamic acidHMDB
Chemical FormulaC15H16N2O5
Average Molecular Weight304.3
Monoisotopic Molecular Weight304.1059
IUPAC Name(2S)-2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}pentanedioic acid
Traditional Name(2S)-2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}pentanedioic acid
CAS Registry Number57105-48-3
SMILES
OC(=O)CC[C@H](NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O
InChI Identifier
InChI=1S/C15H16N2O5/c18-13(17-12(15(21)22)5-6-14(19)20)7-9-8-16-11-4-2-1-3-10(9)11/h1-4,8,12,16H,5-7H2,(H,17,18)(H,19,20)(H,21,22)/t12-/m0/s1
InChI KeyYRKLGWOHYXIKSF-LBPRGKRZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-l-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Dicarboxylic acid or derivatives
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point162.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.04ALOGPS
logP1.64ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.67ChemAxon
pKa (Strongest Basic)1.19ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area122.98 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity77.06 m³·mol⁻¹ChemAxon
Polarizability29.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSIndole-3-acetylglutamic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-001i-0901000000-c38a8052c2b069a5f7fc2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-001i-0900000000-f89084068ea0b8530e302020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-001i-0900000000-11cd3337a190b43b95132020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0419000000-4c565cd4880c4dfa1ab32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0901000000-4ec54d32aa860fc16a8c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a4i-0519000000-2e141c602b5552d1d1712021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0901000000-957cf97cd2fc86ba46fa2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0900000000-518ec0c0eb49bfb14bd12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0901000000-c5434dd0f658b9da96382021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0900000000-b71effdb282a2722e47c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-001i-0900000000-8bbdc99f808cf1e4990d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0619000000-a40b2cf6d0d71d0c0ca82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-001i-0900000000-3017ad85b3ab640f57b02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0901000000-530696548ce11b92f81a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0900000000-86ccfb443f396ec3bc9e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0900000000-8d794b5818bf383877012021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0900000000-ffb55bc04bc3f74807392021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-001i-0900000000-ab089d60455f19290f802021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0519000000-e3978748e96b65a19b8e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0901000000-53cb9c184a6b28cccfb62021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0954000000-e353414100b60f7627802021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053r-0910000000-f56ab928b534215da4ae2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000000-978930dad6a07387da482021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f96-1931000000-6d2e52e90a49d39a79812021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6x-4920000000-2e6cf0ae290d9a0ebf202021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0038665
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB112397
KNApSAcK IDNot Available
Chemspider ID5445900
KEGG Compound IDNot Available
BioCyc IDINDOLE-3-ACETYL-GLU
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7097227
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available