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Record Information
Version3.6
Creation Date2013-06-18 18:42:50 UTC
Update Date2017-08-15 23:26:50 UTC
HMDB IDHMDB0060679
Secondary Accession Numbers
  • HMDB60679
Metabolite Identification
Common NameGlycinexylidide
DescriptionGlycinexylidide is a metabolite of lidocaine. Lidocaine, Xylocaine, or lignocaine is a common local anesthetic and antiarrhythmic drug. Lidocaine is used topically to relieve itching, burning and pain from skin inflammations, injected as a dental anesthetic or as a local anesthetic for minor surgery. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
2-amino-2',6'-AcetoxylidideChEBI
2-amino-2',6'-DimethylacetoanilideChEBI
2-amino-N-(2,6-Dimethyl-phenyl)-acetamideChEBI
Glycine xylidideChEBI
GlycylxylidideChEBI
GXChEBI
N-(2,6-Dimethylphenyl)-2-aminoacetamideChEBI
N-(2,6-Dimethylphenyl)glycinamideChEBI
Glycinexylidide monohydrochlorideMeSH
Chemical FormulaC10H14N2O
Average Molecular Weight178.231
Monoisotopic Molecular Weight178.11061308
IUPAC Name2-amino-N-(2,6-dimethylphenyl)acetamide
Traditional Nameglycinexylidide
CAS Registry NumberNot Available
SMILES
CC1=CC=CC(C)=C1NC(=O)CN
InChI Identifier
InChI=1S/C10H14N2O/c1-7-4-3-5-8(2)10(7)12-9(13)6-11/h3-5H,6,11H2,1-2H3,(H,12,13)
InChI KeyIXYVBZOSGGJWCW-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct Parentm-Xylenes
Alternative Parents
Substituents
  • M-xylene
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
Biofunction
  • Waste products
ApplicationNot Available
Cellular locationsNot 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
Water Solubility1.11 mg/mLALOGPS
logP0.18ALOGPS
logP1.31ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)7.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.12 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.36 m3·mol-1ChemAxon
Polarizability19.73 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
Pathways
NameSMPDB LinkKEGG Link
Lidocaine (Antiarrhythmic) PathwaySMP00328Not Available
Lidocaine (Local Anaesthetic) Metabolism PathwaySMP00620Not Available
Lidocaine (Local Anaesthetic) PathwaySMP00398Not Available
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 IDNot Available
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDC16569
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0060679
      METLIN IDNot Available
      PubChem Compound87833
      PDB IDNot Available
      ChEBI ID357241
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available