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CHEBI:48400 - 3-(3,4-dihydroxyphenyl)propanoic acid

ChEBI IDCHEBI:48400
ChEBI Name3-(3,4-dihydroxyphenyl)propanoic acid
Stars
DefinitionA monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. Also known as dihydrocaffeic acid, it is a metabolite of caffeic acid and exhibits antioxidant activity.
Secondary ChEBI IDCHEBI:4556
Last Modified5 August 2020
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC9H10O4
Net Charge0
Average Mass182.175
Monoisotopic Mass182.05791
SMILESO=C(O)CCc1ccc(O)c(O)c1
InChIInChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)
InChIKeyDZAUWHJDUNRCTF-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
ChEBI Ontology
Outgoing Relation(s)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) has functional parent 3-phenylpropionic acid (CHEBI:28631)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) has role antioxidant (CHEBI:22586)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) has role human xenobiotic metabolite (CHEBI:76967)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) is a (dihydroxyphenyl)propanoic acid (CHEBI:149591)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) is conjugate acid of 3-(3,4-dihydroxyphenyl)propanoate (CHEBI:58744)
Incoming Relation(s)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) has functional parent 3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400)
dihydrocaffeoyl-CoA (CHEBI:87451) has functional parent 3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400)
3-(3,4-dihydroxyphenyl)propanoate (CHEBI:58744) is conjugate base of 3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400)
IUPAC Name 
3-(3,4-dihydroxyphenyl)propanoic acid
Synonyms  Source
3,4-dihydroxyphenylpropionic acidChemIDplus
3,4-dihydroxyhydrocinnamic acidChemIDplus
hydrocaffeic acidChemIDplus
dihydrocaffeic acidChemIDplus
3,4-dihydroxybenzenepropanoic acidChemIDplus
3-(3,4-dihydroxyphenyl)propionic acidChemIDplus
Manual XrefsDatabases
HMDB0000423HMDB
C10447KEGG COMPOUND
C00002735KNApSAcK
Registry NumbersSources
Gmelin:482169Gmelin
Reaxys:2213449Reaxys
CAS:1078-61-1ChemIDplus
CAS:1078-61-1KEGG COMPOUND
Citations