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. Also known as dihydrocaffeic acid, it is a metabolite of caffeic acid and exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4556
Supplier Information
Download Molfile XML SDF
Formula C9H10O4
Net Charge 0
Average Mass 182.17330
Monoisotopic Mass 182.05791
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 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 Sources
3,4-dihydroxy-β-phenylpropionic acid HMDB
3,4-dihydroxybenzenepropanoic acid ChemIDplus
3,4-dihydroxybenzenepropionic acid HMDB
3,4-dihydroxydihydrocinnamic acid HMDB
3,4-dihydroxyhydrocinnamic acid ChemIDplus
3,4-dihydroxyphenylpropionic acid ChemIDplus
3-(3,4-dihydroxyphenyl)propionic acid ChemIDplus
dihydrocaffeic acid ChemIDplus
hydrocaffeic acid ChemIDplus
Manual Xrefs Databases
C00002735 KNApSAcK
C10447 KEGG COMPOUND
HMDB0000423 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
11 January 2019