Record Information
Version1.0
Creation date2010-04-08 22:10:14 UTC
Update date2015-10-09 22:28:07 UTC
Primary IDFDB012567
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Aspartic acid
DescriptionFound in sugar cane and sugar beet molasses and proteins/peptides. Dietary supplement, nutrient Aspartic acid (abbreviated as Asp or D; Asx or B represent either aspartic acid or asparagine) is an alpha-amino acid with the chemical formula HOOCCH(NH2)CH2COOH. The carboxylate anion, salt, or ester of aspartic acid is known as aspartate. The L-isomer of aspartate is one of the 20 proteinogenic amino acids, i.e., the building blocks of proteins. Its codons are GAU and GAC. (Wikipedia)
CAS Number56-84-8
Structure
Thumb
Synonyms
SynonymSource
(+)-Aspartatebiospider
(+)-Aspartic acidbiospider
(2S)-2-Aminobutanedioic acidbiospider
(2S)-Aspartatebiospider
(2S)-Aspartic acidbiospider
(L)-Aspartatebiospider
(L)-Aspartic acidbiospider
(R)-2-AminosuccinateHMDB
(S)-(+)-Aminosuccinic acidbiospider
(S)-(+)-Aspartatebiospider
(S)-(+)-Aspartic acidbiospider
(S)-2-AminobutanedioateGenerator
(S)-2-Aminobutanedioic acidbiospider
(S)-2-Aminosuccinatebiospider
(S)-2-Aminosuccinic acidbiospider
(S)-amino-ButanedioateHMDB
(S)-amino-Butanedioic acidHMDB
(S)-Aminobutanedioatebiospider
(S)-Aminobutanedioic acidbiospider
(S)-Aspartatebiospider
(S)-Aspartic acidbiospider
2-amino-3-MethylsuccinateHMDB
2-amino-3-Methylsuccinic acidHMDB
2-AminosuccinateGenerator
2-Aminosuccinic acidChEBI
alpha-AminosuccinateHMDB
alpha-Aminosuccinic acidHMDB
AminosuccinateHMDB
AspChEBI
AsparagateHMDB
Asparagic acidHMDB
AsparaginateHMDB
Asparaginic acidHMDB
AsparatateHMDB
ASPARTateGenerator
Aspartic acid, INN, USAN; L-formdb_source
Aspartic acid, L- (8CI)biospider
DChEBI
FEMA 3656db_source
H-Asp-OHHMDB
L-(+)-Aspartatebiospider
L-(+)-Aspartic acidbiospider
L-2-Aminobutanedioic acidbiospider
L-Aminosuccinatebiospider
L-Aminosuccinic acidbiospider
L-Asparagatebiospider
L-Asparagic acidbiospider
L-Asparaginatebiospider
L-Asparaginic acidbiospider
L-AsparaginsaeureChEBI
L-Aspartatebiospider
L-Aspartic acid (9CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility142 g/LALOGPS
logP-3.5ALOGPS
logP-3.5ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.53 m³·mol⁻¹ChemAxon
Polarizability11.28 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC4H7NO4
IUPAC name(2S)-2-aminobutanedioic acid
InChI IdentifierInChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChI KeyInChIKey=CKLJMWTZIZZHCS-REOHCLBHSA-N
Isomeric SMILESN[C@@H](CC(O)=O)C(O)=O
Average Molecular Weight133
Monoisotopic Molecular Weight133
Classification
DescriptionThis compound belongs to the class of organic compounds known as aspartic acid and derivatives. These 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
  • Alpha-amino acid
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 36.10%; H 5.30%; N 10.52%; O 48.08%DFC
Melting PointMp 269-271° dec.DFC
Boiling PointNot Available
Experimental Water Solubility5.36 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP-3.89CHMELIK,J ET AL. (1991)
Experimental pKapKa3 9.82-0 (25°,1-COOH)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +25.4 (c, 1 in 5M HCl)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0960000000-5a6a6cb21e9fc0875f84View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-51399a8446c394459765View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-f07e7f52b3c31fd119f5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-9e175dfa17a8b17a72d2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0f89-0950000000-f4475587d5a3b20bfc58View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00di-9430000000-0cac9a97e698db1672b5View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-03yi-1900000000-ea61b8526ee02ae79b66View in MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0f89-1890000000-7da576c8129142b71a1bView in MoNA
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0pb9-0981000000-ad23d55e348f55115f00View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-0590000000-13cc5a7841854e97f68bView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f89-0960000000-5a6a6cb21e9fc0875f84View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f89-0950000000-51399a8446c394459765View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f89-0950000000-f07e7f52b3c31fd119f5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f89-0950000000-9e175dfa17a8b17a72d2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f89-0950000000-f4475587d5a3b20bfc58View in MoNA
GC-MSGC-MS Spectrum - GC-EI-QQ (Non-derivatized)splash10-0g4i-6946100000-0ae49e3be0f2f1f92065View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9430000000-0cac9a97e698db1672b5View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-03yi-1900000000-ea61b8526ee02ae79b66View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f89-1890000000-7da576c8129142b71a1bView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0pb9-0981000000-ad23d55e348f55115f00View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9100000000-b7db3377089f4c95001bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-01w4-9610000000-0f1463c6395830708e12View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0079-9300000000-92f9914d94078d96f5cfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9000000000-c467d10f2b7e21ed1734View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00dl-9000000000-87f0c58226f5a2f3ac8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-00di-0900000000-fde7ef1951fddff4b817View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0uk9-8900000000-2d7e5609618437e59272View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-4b43567f4a446aed0828View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-014i-4900000000-45382d9abd25be948e5bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-3f39a9b758e282358ac0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-014i-3900000000-44d361ad09ff9a30dd14View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-18e1dba62e6b803e17b8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0930000000-d97f9518a2d516d830c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-02ai-0962100000-909bb894b2c1318afee4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-00di-9000000000-f2059dd438fcf62f62e1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dr-7900000000-8b7b89ed34530e331024View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-014i-0190000000-58a78949f4b93de22aabView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0921000000-214b6b969fdc4216ca71View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dr-6900000000-4918748927dd097d2879View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0900000000-88dc2f1093f261e76201View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0290000000-a8856f56645a2961baacView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-001i-0900000000-8cf9870557ca9adc3374View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-000i-9400000000-81b2804a712625a2d9c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000i-9000000000-9bf77ba12ad952f84ac0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-00di-9000000000-e08bfb96c5fd8c9b9db7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-876e30f6c9ed061091feView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-00dl-9000000000-6c0d44d4e3853e5701a3View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID5745
ChEMBL IDCHEMBL274323
KEGG Compound IDC00049
Pubchem Compound ID5960
Pubchem Substance IDNot Available
ChEBI ID17053
Phenol-Explorer IDNot Available
DrugBank IDDB00128
HMDB IDHMDB00191
CRC / DFC (Dictionary of Food Compounds) IDHJB19-Y:HJB17-W
EAFUS ID264
Dr. Duke IDASPARAGINIC-ACID|ASPARAGIC-ACID|ASPARTIC-ACID|L-ASPARTIC-ACID
BIGG ID33663
KNApSAcK IDC00001342
HET IDASP
Flavornet IDNot Available
GoodScent IDrw1037291
SuperScent IDNot Available
Wikipedia IDAspartic_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti morphinicDUKE
neuroexcitantDUKE
roborantDUKE
neurotransmitter25512 An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.CHEBI
Enzymes
NameGene NameUniProt ID
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
Asparagine synthetase [glutamine-hydrolyzing]ASNSP08243
Isoaspartyl peptidase/L-asparaginaseASRGL1Q7L266
60 kDa lysophospholipaseASPGQ86U10
Lysozyme CLYZP61626
Putative aspartate aminotransferase, cytoplasmic 2GOT1L1Q8NHS2
Glutamate decarboxylase 2GAD2Q05329
Glutamate decarboxylase 1GAD1Q99259
Argininosuccinate synthaseASS1P00966
AspartoacylaseASPAP45381
Aspartoacylase-2ACY3Q96HD9
Ribonuclease pancreaticRNASE1P07998
Aspartate aminotransferaseGIG18Q2TU84
Aspartate--tRNA ligase, cytoplasmicDARSP14868
Multifunctional protein ADE2PAICSP22234
N(4)-(beta-N-acetylglucosaminyl)-L-asparaginaseAGAP20933
Aspartate--tRNA ligase, mitochondrialDARS2Q6PI48
Pathways
NameSMPDB LinkKEGG Link
Ammonia RecyclingSMP00009 map00910
Arginine and Proline MetabolismSMP00020 map00330
Aspartate MetabolismSMP00067 map00250
Beta-Alanine MetabolismSMP00007 map00410
Malate-Aspartate ShuttleSMP00129 Not Available
Transcription/TranslationSMP00019 Not Available
Urea CycleSMP00059 map00330
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).