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CHEBI:27593 - 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid

ChEBI IDCHEBI:27593
ChEBI Name4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
Stars
DefinitionA dioxo monocarboxylic acid that is benzene in which the hydrogens at position 1, 2 and 3 are replaced by 3-carboxy-3-oxopropanoyl, amino and hydroxy groups, respectively. It is a by-product of tryptophan metabolism.
Secondary ChEBI IDsCHEBI:1762, CHEBI:20284
Last Modified9 November 2020
DownloadsMolfile
FormulaC10H9NO5
Net Charge0
Average Mass223.184
Monoisotopic Mass223.04807
SMILESNc1c(O)cccc1C(=O)CC(=O)C(=O)O
InChIInChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)
InChIKeyYCJNYHCCOXVYAF-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Rattus norvegicus (ncbitaxon:10116) urine (BTO:0001419) PubMed (28900168)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
ChEBI Ontology
Outgoing Relation(s)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) has role rat metabolite (CHEBI:86264)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) is a dioxo monocarboxylic acid (CHEBI:35951)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) is a phenols (CHEBI:33853)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) is a substituted aniline (CHEBI:48975)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) is conjugate acid of 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate (CHEBI:157756)
Incoming Relation(s)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate (CHEBI:157756) is conjugate base of 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593)
IUPAC Name 
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
Synonym  Source
2-amino-3-hydroxy-α,γ-dioxobenzenebutanoic acidHMDB
Manual XrefsDatabases
C05645KEGG COMPOUND
HMDB0004083HMDB
Registry NumbersSources
CAS:857760-67-9HMDB
Citations