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Record Information
Version1.0
Creation Date2016-09-30 22:19:00 UTC
Update Date2020-05-20 23:09:27 UTC
BMDB IDBMDB0000052
Secondary Accession Numbers
  • BMDB00052
Metabolite Identification
Common NameArgininosuccinic acid
DescriptionArgininosuccinic acid, also known as L-argininosuccinate or ASA, 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. Argininosuccinic acid is a very strong basic compound (based on its pKa). Argininosuccinic acid exists in all living species, ranging from bacteria to humans. Argininosuccinic acid is a potentially toxic compound. Argininosuccinic acid, with regard to humans, has been found to be associated with the diseases such as argininosuccinyl-coa lyase deficiency; argininosuccinic acid has also been linked to several inborn metabolic disorders including argininemia and argininosuccinic aciduria.
Structure
Thumb
Synonyms
ValueSource
2-(Nomega-L-arginino)succinateKegg
L-ArgininosuccinateKegg
L-Argininosuccinic acidKegg
L-Arginosuccinic acidKegg
2-(Nomega-L-arginino)succinic acidGenerator
L-ArginosuccinateGenerator
ArgininosuccinateGenerator
2-(N(Omega)-L-arginine)succinateHMDB
2-(N(Omega)-L-arginine)succinic acidHMDB
2-(N(Omega)-L-arginino)succinateHMDB
2-(N(Omega)-L-arginino)succinic acidHMDB
2-(Nw-l-arginino)butanedioateHMDB
2-(Nw-l-arginino)butanedioic acidHMDB
ArginosuccinateHMDB
Arginosuccinic acidHMDB
ASAHMDB
N(Omega)-(L-arginino)succinateHMDB
N(Omega)-(L-arginino)succinic acidHMDB
N-(((4-Amino-4-carboxybutyl)amino)iminomethyl)-L-aspartateHMDB
N-(((4-Amino-4-carboxybutyl)amino)iminomethyl)-L-aspartic acidHMDB
N-(L-Arginino) succinateHMDB
N-(L-Arginino) succinic acidHMDB
N-(L-Arginino)succinateHMDB
N-(L-Arginino)succinic acidHMDB
N-[(4-Amino-4-carboxybutyl)amidino]-L-aspartateHMDB
N-[(4-Amino-4-carboxybutyl)amidino]-L-aspartic acidHMDB
N-[[(4-Amino-4-carboxybutyl)amino]iminomethyl]-L-aspartateHMDB
N-[[(4-Amino-4-carboxybutyl)amino]iminomethyl]-L-aspartic acidHMDB
Acid, argininosuccinicHMDB
N-(4-Amino-4-carboxybutyl)amidino-L-aspartic acidHMDB
Chemical FormulaC10H18N4O6
Average Molecular Weight290.2731
Monoisotopic Molecular Weight290.122634328
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number2387-71-5
SMILESNot Available
InChI Identifier
InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6-/m0/s1
InChI KeyKDZOASGQNOPSCU-WDSKDSINSA-N
Chemical Taxonomy
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
  • Alpha-amino acid
  • L-alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Guanidine
  • Amino acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Kidney
  • Placenta
  • Prostate Tissue
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Prostate TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000052
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021885
KNApSAcK IDC00019688
Chemspider ID16059
KEGG Compound IDC03406
BioCyc IDL-ARGININO-SUCCINATE
BiGG ID41790
Wikipedia LinkArgininosuccinic acid
METLIN ID5115
PubChem Compound16950
PDB IDNot Available
ChEBI ID15682
References
Synthesis ReferenceHagino, Koji; Nakanishi, Toshihide. Fermentative production of L-arginosuccinic acid. Jpn. Kokai Tokkyo Koho (1980), 3 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Nucleotide transport and metabolism
Specific function:
One of the enzymes of the urea cycle, the metabolic pathway transforming neurotoxic amonia produced by protein catabolism into inocuous urea in the liver of ureotelic animals. Catalyzes the formation of arginosuccinate from aspartate, citrulline and ATP and together with ASL it is responsible for the biosynthesis of arginine in most body tissues.
Gene Name:
ASS1
Uniprot ID:
P14568
Molecular weight:
46417.0
Reactions
Adenosine triphosphate + Citrulline + L-Aspartic acid → Adenosine monophosphate + Pyrophosphate + Argininosuccinic aciddetails
General function:
Amino acid transport and metabolism
Specific function:
Not Available
Gene Name:
ASL
Uniprot ID:
Q3SZJ0
Molecular weight:
52743.0
Reactions
2 Argininosuccinic acid → Fumaric acid + L-Argininedetails