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Showing Compound N-Acetyl-L-aspartic acid (FDB022260)

Record Information
Version1.0
Creation date2011-09-21 00:11:05 UTC
Update date2015-10-09 22:30:26 UTC
Primary IDFDB022260
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetyl-L-aspartic acid
DescriptionN-Acetylaspartic acid is a derivative of aspartic acid. It is the second most concentrated molecule in the brain after the amino acid glutamate. It is synthesized in neurons from the amino acid aspartate and acetyl coenzyme A. The various functions served by N-acetylaspartic acid are still under investigation, but the primary proposed functions include: 1) A neuronal osmolyte that is involved in fluid balance in the brain 2) A source of acetate for lipid and myelin synthesis in oligodendrocytes, the glial cells that myelinate neuronal axons 3) A precursor for the synthesis of the important neuronal dipeptide N-acetylaspartylglutamate 4)N-Acetylaspartic acid may also be involved in energy production from the amino acid glutamate in neuronal mitochondria. [HMDB]
CAS Number997-55-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(S)-2-(Acetylamino)butanedioic acidChEBI
(S)-2-(Acetylamino)succinic acidChEBI
Acetyl-L-aspartic acidChEBI
Acetylaspartic acidChEBI
L-N-Acetylaspartic acidChEBI
N-Acetylaspartic acidChEBI
NAAChEBI
(S)-2-(Acetylamino)butanedioateGenerator
(S)-2-(Acetylamino)succinateGenerator
Acetyl-L-aspartateGenerator
AcetylaspartateGenerator
L-N-AcetylaspartateGenerator
N-AcetylaspartateGenerator
N-Acetyl-L-aspartateGenerator
(2S)-2-AcetamidobutanedioateHMDB
(2S)-2-Acetamidobutanedioic acidHMDB
N-Acetyl-S-aspartateHMDB
N-Acetyl-S-aspartic acidHMDB
N-Acetyl aspartateHMDB
N-Acetylaspartate, monopotassium saltHMDB
Acetyl aspartic acidHMDB
(2S)-2-acetamidobutanedioatehmdb
(2S)-2-acetamidobutanedioic acidhmdb
(S)-2-(acetylamino)butanedioatehmdb
(S)-2-(acetylamino)butanedioic acidhmdb
(S)-2-(acetylamino)SuccinateGenerator
(S)-2-(acetylamino)succinic acidhmdb
Acetyl-l-aspartatehmdb
Acetyl-l-aspartic acidhmdb
L-n-acetylaspartatehmdb
L-n-acetylaspartic acidhmdb
N-acetyl-l-aspartatehmdb
N-acetyl-l-aspartic acidhmdb
N-acetyl-s-aspartatehmdb
N-acetyl-s-aspartic acidhmdb
N-acetylaspartatehmdb
N-acetylaspartic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility21.1 g/LALOGPS
logP-0.79ALOGPS
logP-1.4ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)3.41ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.7 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.98 m³·mol⁻¹ChemAxon
Polarizability15.29 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H9NO5
IUPAC name(2S)-2-acetamidobutanedioic acid
InChI IdentifierInChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
InChI KeyOTCCIMWXFLJLIA-BYPYZUCNSA-N
Isomeric SMILESCC(=O)N[C@@H](CC(O)=O)C(O)=O
Average Molecular Weight175.1394
Monoisotopic Molecular Weight175.048072403
Classification
Description Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-0cdi-0910000000-80f173aa655a9e8604b5Spectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-008a-0930000000-63ecd768773360e39272Spectrum
GC-MSN-Acetyl-L-aspartic acid, 3 TMS, GC-MS Spectrumsplash10-001i-0950000000-beff64b09b14e79c535cSpectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-0cdi-0910000000-80f173aa655a9e8604b5Spectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-008a-0930000000-63ecd768773360e39272Spectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-001i-0950000000-beff64b09b14e79c535cSpectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-0pvj-0910000000-8952da198dfa2ecb7e21Spectrum
GC-MSN-Acetyl-L-aspartic acid, non-derivatized, GC-MS Spectrumsplash10-01x1-0930000000-ac192f128bc253b6c299Spectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000x-9400000000-e45e6641c1b4fdac03e7Spectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9541000000-1ca7edd5f216e4355383Spectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-aspartic acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-2900000000-73b8786c25f0b59927c6Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00dr-9000000000-f7f7d5d562cbcf3f69faSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-006x-9000000000-01988ea29217a99519e1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-00di-0900000000-e8fc0d2735d5a8ce1818Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-000i-9800000000-10648516e9c8e71f36ecSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000i-9000000000-5a1edaf86830da3de4a6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0a4r-9000000000-be6d8862f50bbbceda29Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0a4l-9000000000-d8e588abce3e75dbb9e6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0900000000-e8fc0d2735d5a8ce1818Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-9800000000-10648516e9c8e71f36ecSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-9000000000-7d599142d42610746077Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4r-9000000000-be6d8862f50bbbceda29Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4l-9000000000-d8e588abce3e75dbb9e6Spectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-000i-9600000000-f176de6becb0016bc74dSpectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00or-1900000000-26dc8573491416b97a27Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000i-9600000000-0cb75d9cdfce88068fbeSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-052r-9400000000-327e451ed714e29b3e49Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-004i-0900000000-7f8ca1d0dd5f77ffad96Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4r-9000000000-a67943ff273546b3c435Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-7208631bdea4f3ac52f6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06ei-7900000000-10e9adf8706f97c39bedSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02h3-9200000000-fb40f9d409269d43e36cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05gi-0900000000-86f974a42eb88002ebd7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06si-3900000000-06245050379b733be566Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100000000-e47b08fe049f17160867Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID58576
ChEMBL IDCHEMBL1162494
KEGG Compound IDC01042
Pubchem Compound ID65065
Pubchem Substance IDNot Available
ChEBI ID16953
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00812
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID36685
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDN-acetylaspartate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glycine N-acyltransferaseGLYATQ6IB77
Glycine N-acyltransferase-like protein 1GLYATL1Q969I3
Glycine N-acyltransferase-like protein 2GLYATL2Q8WU03
AspartoacylaseASPAP45381
Aspartoacylase-2ACY3Q96HD9
Pathways
NameSMPDB LinkKEGG Link
Aspartate MetabolismSMP00067 map00250
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference