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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-(3,4-dihydroxyphenyl)propanoic acid
ChEBI ID CHEBI:48400
Definition A monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. It is a metabolite of caffeic acid and exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H10O4
Net Charge 0
Average Mass 182.17330
Monoisotopic Mass 182.058
InChI InChI=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)
InChIKey DZAUWHJDUNRCTF-UHFFFAOYSA-N
SMILES OC(=O)CCc1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): 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 (Bronsted base).
(via oxoacid )
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 catechols (CHEBI:33566)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) is a monocarboxylic acid (CHEBI:25384)
3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400) is conjugate acid of 3-(3,4-dihydroxyphenyl)propanoate (CHEBI:58744)
Incoming dihydrocaffeoyl-CoA (CHEBI:87451) is a 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 Sources
3,4-dihydroxybenzenepropanoic acid ChemIDplus
3,4-dihydroxyhydrocinnamic acid ChemIDplus
3,4-dihydroxyphenylpropionic acid ChemIDplus
3,4-Dihydroxyphenylpropionic acid KEGG COMPOUND
3-(3,4-dihydroxyphenyl)propionic acid ChemIDplus
dihydrocaffeic acid ChemIDplus
Dihydrocaffeic acid KEGG COMPOUND
hydrocaffeic acid ChemIDplus
Database Links Databases
C00002735 KNApSAcK
C10447 KEGG COMPOUND
HMDB00423 HMDB
View more database links
Registry Numbers Types Sources
1078-61-1 CAS Registry Number ChemIDplus
2213449 Beilstein Registry Number ChemIDplus
2213449 Reaxys Registry Number Reaxys
482169 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
15607645 PubMed citation Europe PMC
22490054 PubMed citation Europe PMC
23904092 PubMed citation Europe PMC
Last Modified
23 October 2015