Record Information
Version1.0
Creation date2011-09-21 00:15:52 UTC
Update date2015-07-21 06:57:15 UTC
Primary IDFDB022559
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Amino-3-carboxymuconic acid semialdehyde
Description2-amino-3-carboxymuconic acid semialdehyde is an intermediate metabolite of the tryptophan-niacin catabolic pathway. Current interest in the degradation of tryptophan is mostly due to the role of quinolinate and other metabolites in several neuropathological conditions. Quinolinate is a neurotoxin formed nonenzymatically from 2-amino-3-carboxymuconic semialdehyde in mammalian tissues. 2-Amino-3-carboxymuconic semialdehyde is enzymatically converted to 2-aminomuconate via 2-aminomuconic semialdehyde. (PMID: 10510494, 16267312, 14275129) [HMDB]
CAS Number16597-58-3
Structure
Thumb
Synonyms
SynonymSource
2-Amino-3-carboxymuconate semialdehydeGenerator
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioatehmdb
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acidhmdb
2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioatehmdb
2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioic acidhmdb
2-amino-3-carboxymuconate semialdehydehmdb
2-amino-3-carboxymuconate-6-semialdehydehmdb
ACShmdb
Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioatehmdb
Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acidhmdb
Predicted PropertiesNot Available
Chemical FormulaC7H7NO5
IUPAC name
InChI IdentifierInChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)
InChI KeyKACPVQQHDVBVFC-UHFFFAOYSA-N
Isomeric SMILESNC(C(O)=O)=C(C=CC=O)C(O)=O
Average Molecular Weight185.1342
Monoisotopic Molecular Weight185.032422339
Classification
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Branched fatty acid
  • Dicarboxylic acid or derivatives
  • Unsaturated fatty acid
  • Fatty acid
  • Fatty acyl
  • Vinylogous amide
  • Alpha,beta-unsaturated aldehyde
  • Enal
  • Amino acid
  • Carboxylic acid
  • Enamine
  • Organic oxide
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Aldehyde
  • Primary amine
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
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-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID4444266
ChEMBL IDNot Available
KEGG Compound IDC04409
Pubchem Compound ID5280673
Pubchem Substance IDNot Available
ChEBI ID29044
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01330
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1445617
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
3-hydroxyanthranilate 3,4-dioxygenaseHAAOP46952
2-amino-3-carboxymuconate-6-semialdehyde decarboxylaseACMSDQ8TDX5
Pathways
NameSMPDB LinkKEGG Link
Tryptophan MetabolismSMP00063 map00380
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference