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Record Information
Version1.0
Creation Date2016-07-13 19:44:00 UTC
Update Date2016-07-19 23:16:13 UTC
LmdbLMDB00175
Secondary Accession NumbersNone
Metabolite Identification
Common NameAcetylglycine
DescriptionN-Acetylglycine is used is in biological research of peptidomimetics. It is used as the blocking agent of the N-terminus to prepare unnatural and unusual amino acids and amino acid analogs as well as to modify peptides. N-Substituted glycine analogs are widely used in peptidomimetics and drug research. Excessive amounts N-acetyl amino acids including N-acetylglycine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, Nacetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine) can be detected in the urine with individuals with Acylase I defiency. This enzyme is involved in the degradation of N-acylated proteins. Individuals with this disorder will experience convulsions, hearing loss ond difficulty feeding.
Structure
Thumb
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 and Quantified
OriginNot Available
BiofunctionNot Available
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
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 FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0ff1-0900000000-7f59efc7318abb307de5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-008c-9000000000-c8db9b668b0e8c255556Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0ff1-0900000000-7f59efc7318abb307de5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-6e94aa462921d578bd62Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9100000000-4dfecaab8191f7771743Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004i-9000000000-e0f8be2f6c11bf3ffb19Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-b3dd5f7718c7ca2f137aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9000000000-7b4e818e7fb8f7ad37feSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-00di-9300000000-fa29c9711fbb33529360Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-00di-9300000000-fa29c9711fbb33529360Spectrum
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-01b9-7900000000-1477d110314b9fcbf541Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-658c156a6b4746e07cd2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-ed4fa1f03d3ebff0ee91Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-01b9-6900000000-5eeb2df794eccfba3ac3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-000f-9000000000-6fddc7643d43120a3f9fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-00di-9000000000-f8f07b135dc38dff29dbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-45a8623ef8066ab22215Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-a532ead12cdb59aee265Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-0a0c06c90e6dac9c1671Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-002f-9000000000-4c12c90788e38eff2828Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-7c3513f90facad0b1c69Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-7ee7b0745ebe1498afa0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-016r-9700000000-a6a0c2dacd758a89690eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9100000000-41073c517efcd76b3e9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054o-9000000000-3586ff7ce2dbe6b00d8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-9800000000-4671448e0c1ab50647adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00xr-9300000000-0903cfde2598dd206fd8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fu-9000000000-3804a2ffeab504193078Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-fb068beb910cc297fe08Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-a547a5eae9d121441216Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Urine
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
UrineDetected and Quantified180 umol/mmol creatinineNot AvailablePorcine details
UrineDetected and Quantified70 umol/mmol creatinineNot AvailablePorcine details
DrugBank IDDB02713
HMDB IDHMDB0000532
FooDB IDFDB022100
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID5517
PDB IDNot Available
Wikipedia LinkAceturic acid
Chemspider ID10507
ChEBI ID40410
PubChem Compound ID10972
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available