Showing metabocard for 5-Hydroxyindoleacetylglycine (BMDB0004185)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:08:24 UTC
Update Date2020-04-22 15:13:28 UTC
BMDB IDBMDB0004185
Secondary Accession Numbers
  • BMDB04185
Metabolite Identification
Common Name5-Hydroxyindoleacetylglycine
Description5-Hydroxyindoleacetylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. 5-Hydroxyindoleacetylglycine exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on 5-Hydroxyindoleacetylglycine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-[2-(5-Hydroxy-1H-indol-3-yl)acetamido]acetic acidChEBI
5-Hydroxyindoleacetyl glycineChEBI
N-[(5-Hydroxyindol-3-yl)acetyl]-glycineChEBI
2-[2-(5-Hydroxy-1H-indol-3-yl)acetamido]acetateGenerator
5-Hydroxyindole acetylglycineHMDB
Chemical FormulaC12H12N2O4
Average Molecular Weight248.2347
Monoisotopic Molecular Weight248.079706882
IUPAC Name2-[2-(5-hydroxy-1H-indol-3-yl)acetamido]acetic acid
Traditional Name5-hydroxyindoleacetylglycine
CAS Registry NumberNot Available
SMILES
OC(=O)CNC(=O)CC1=CNC2=C1C=C(O)C=C2
InChI Identifier
InChI=1S/C12H12N2O4/c15-8-1-2-10-9(4-8)7(5-13-10)3-11(16)14-6-12(17)18/h1-2,4-5,13,15H,3,6H2,(H,14,16)(H,17,18)
InChI KeyLFUCRBSGQMAKCO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Hydroxyindole
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.242Not Available
Predicted Properties
PropertyValueSource
logP0.83ALOGPS
logP0.3ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.65ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area102.42 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity63.24 m³·mol⁻¹ChemAxon
Polarizability24.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0004185
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023328
KNApSAcK IDNot Available
Chemspider ID389669
KEGG Compound IDC05832
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440806
PDB IDNot Available
ChEBI ID27631
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available