Indoleacetyl glutamine (CHEM022451)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:35:23 UTC
Update Date2016-11-09 01:17:31 UTC
Accession NumberCHEM022451
Identification
Common NameIndoleacetyl glutamine
ClassSmall Molecule
DescriptionA N(2)-acylglutamine that has indol-3-ylacetyl as the acyl group.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-IAA glutamineChEBI
Indole-3-acetyl-glutamineChEBI
N-IndoleacetylglutamineChEBI
(1H-indol-3-yl)-Acetate glutamineHMDB
(1H-indol-3-yl)-Acetic acid glutamineHMDB
1H-indol-3-Ylacetate glutamineHMDB
1H-indol-3-Ylacetic acid glutamineHMDB
1H-Indole-3-acetate glutamineHMDB
1H-Indole-3-acetic acid glutamineHMDB
2-(1H-indol-3-yl)Acetate glutamineHMDB
2-(1H-indol-3-yl)Acetic acid glutamineHMDB
2-(3-Indolyl)acetate glutamineHMDB
2-(3-Indolyl)acetic acid glutamineHMDB
3-(Carboxymethyl)indole glutamineHMDB
3-Indole-acetic acid glutamineHMDB
3-Indoleacetate glutamineHMDB
3-Indoleacetic acid glutamineHMDB
3-Indolylacetate glutamineHMDB
3-Indolylacetic acid glutamineHMDB
b-Indoleacetate glutamineHMDB
b-Indoleacetic acid glutamineHMDB
b-Indolylacetate glutamineHMDB
b-Indolylacetic acid glutamineHMDB
beta-Indole-3-acetic acid glutamineHMDB
beta-Indoleacetate glutamineHMDB
beta-Indoleacetic acid glutamineHMDB
beta-Indolylacetate glutamineHMDB
beta-Indolylacetic acid glutamineHMDB
Heteroauxin glutamineHMDB
indol-3-Ylacetate glutamineHMDB
indol-3-Ylacetic acid glutamineHMDB
Indole-3-acetate glutamineHMDB
Indole-3-acetic acid glutamineHMDB
Indole-3-acetic-acid-O-glutamineHMDB
Indoleacetate glutamineHMDB
Indoleacetic acid glutamineHMDB
Indolyl-3-acetate glutamineHMDB
Indolyl-3-acetic acid glutamineHMDB
Indolylacetate glutamineHMDB
Indolylacetic acid glutamineHMDB
Kyselina 3-indolyloctova glutamineHMDB
Chemical FormulaC15H17N3O4
Average Molecular Mass303.313 g/mol
Monoisotopic Mass303.122 g/mol
CAS Registry Number6899-04-3
IUPAC Name4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoic acid
Traditional Name4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoic acid
SMILESNC(=O)CCC(NC(=O)CC1=CNC2=CC=CC=C12)C(O)=O
InChI IdentifierInChI=1S/C15H17N3O4/c16-13(19)6-5-12(15(21)22)18-14(20)7-9-8-17-11-4-2-1-3-10(9)11/h1-4,8,12,17H,5-7H2,(H2,16,19)(H,18,20)(H,21,22)
InChI KeyDVJIJAYHBZALOJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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 ParentGlutamine and derivatives
Alternative Parents
Substituents
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Fatty amide
  • Fatty acyl
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Carboxamide group
  • Primary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen 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 Solubility0.32 g/LALOGPS
logP0.42ALOGPS
logP0.013ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area125.28 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity78.36 m³·mol⁻¹ChemAxon
Polarizability30.55 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-2920000000-f18722a0b27a4bc97d23Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-5793000000-19ad6f43825c469d8d49Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0k9b-1893000000-db080e06058fd150bd19Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0532-2940000000-37c6d9c2f3f2ece2f9b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f8a-4900000000-ff49a344ebc12e8637b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0469000000-a125ff4b561ededca93dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pc3-3962000000-dcd757d07193eaae74c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9600000000-566fd336bfec8705c5edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pbc-0594000000-024cf8fa56e32e8e61c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0536-4920000000-d363bc5db08425ca7c6aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-6900000000-ef033616118ccd2881b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pc9-0944000000-0361add448521bcff588Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-0940000000-975c5ff1e8e0cadb1d5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000000-9bdd903f4bbba459561eSpectrum
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 IDHMDB0013240
FooDB IDFDB029352
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID28533316
ChEBI ID70811
PubChem Compound ID25200879
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=22770225
2. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17.