Showing metabocard for Acetylglycine (BMDB0000532)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:32:18 UTC
Update Date2020-05-11 20:37:08 UTC
BMDB IDBMDB0000532
Secondary Accession Numbers
  • BMDB00532
Metabolite Identification
Common NameAcetylglycine
DescriptionAcetylglycine, also known as acetamidoacetate or ac-gly-OH, 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. Acetylglycine is an extremely weak basic (essentially neutral) compound (based on its pKa). Acetylglycine, with regard to humans, has been found to be associated with the diseases such as colorectal cancer; acetylglycine has also been linked to the inborn metabolic disorder aminoacylase I deficiency.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ac-gly-OHChEBI
Acetamidoacetic acidChEBI
Aceturic acidChEBI
Acetylamino-acetic acidChEBI
Acetylaminoacetic acidChEBI
Ethanoylaminoethanoic acidChEBI
AcetamidoacetateGenerator
AcetateGenerator
Acetic acidGenerator
Acetylamino-acetateGenerator
AcetylaminoacetateGenerator
EthanoylaminoethanoateGenerator
15N-Acetylglycine a-radicalHMDB
2-AcetamidoacetateHMDB
2-Acetamidoacetic acidHMDB
Ac glyHMDB
AceturateHMDB
AcetylglycocollHMDB
N-Acetyl-glycineHMDB
N-AcetylglycineHMDB
N-Acetylglycine sodium saltHMDB
AcetylglycinateHMDB
AcetylglycineChEBI
Chemical FormulaC4H7NO3
Average Molecular Weight117.1033
Monoisotopic Molecular Weight117.042593095
IUPAC Name2-acetamidoacetic acid
Traditional Nameaceturate
CAS Registry Number543-24-8
SMILES
CC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C4H7NO3/c1-3(6)5-2-4(7)8/h2H2,1H3,(H,5,6)(H,7,8)
InChI KeyOKJIRPAQVSHGFK-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
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point207 - 209 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility26.3 mg/mL at 15 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.89ALOGPS
logP-1.3ChemAxon
logS-0.36ALOGPS
pKa (Strongest Acidic)3.77ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.45 m³·mol⁻¹ChemAxon
Polarizability10.69 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000532
DrugBank IDDB02713
Phenol Explorer Compound IDNot Available
FooDB IDFDB022100
KNApSAcK IDNot Available
Chemspider ID10507
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAceturic acid
METLIN ID5517
PubChem Compound10972
PDB IDNot Available
ChEBI ID40410
References
Synthesis ReferenceLin, Jiang Jen; Knifton, John F.; Yeakey, Ernest L. Preparation of N-acetylglycine. U.S. (1990), 5 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available