You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
Creation Date2013-07-09 16:12:06 UTC
Update Date2017-09-23 15:04:02 UTC
HMDB IDHMDB0061005
Secondary Accession Numbers
  • HMDB61005
StatusExpected but not Quantified
Metabolite Identification
Common Namerepaglinide aromatic amine
Descriptionrepaglinide aromatic amine is a metabolite of repaglinide. Repaglinide is for the treatment of type II diabetes. It is supplied by Novo Nordisk. It is sold in Japan by Dainippon Sumitomo Pharma. Repaglinide belongs to the meglitinide class of blood glucose-lowering drugs. (Wikipedia)
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H28N2O4
Average Molecular Weight384.4687
Monoisotopic Molecular Weight384.204907394
IUPAC Name4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid
Traditional Name4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid
CAS Registry NumberNot Available
SMILES
CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O
InChI Identifier
InChI=1S/C22H28N2O4/c1-4-28-20-12-15(9-10-17(20)22(26)27)13-21(25)24-19(11-14(2)3)16-7-5-6-8-18(16)23/h5-10,12,14,19H,4,11,13,23H2,1-3H3,(H,24,25)(H,26,27)
InChI KeyOSCVKZCOJUTUFD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • Benzoic acid
  • Benzoic acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Phenol ether
  • Phenoxy compound
  • Alkyl aryl ether
  • Primary aromatic amine
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid or derivatives
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition
Biological Location:
Source:
Subcellular:
Biofluid and excreta:
Organ and components:
Role
Biological role:
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
Water Solubility0.004 mg/mLALOGPS
logP3.6ALOGPS
logP3.67ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)3.95ChemAxon
pKa (Strongest Basic)3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.14 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity110.48 m3·mol-1ChemAxon
Polarizability42.06 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00338
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0061005
      METLIN IDNot Available
      PubChem CompoundNot Available
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available