CHEBI:36062 - 3,4-dihydroxybenzoic acid

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ChEBI Name 3,4-dihydroxybenzoic acid
ChEBI ID CHEBI:36062
Definition A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1380, CHEBI:41912, CHEBI:16798, CHEBI:19879, CHEBI:20270, CHEBI:20272
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Formula C7H6O4
Net Charge 0
Average Mass 154.120
Monoisotopic Mass 154.027
InChI InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
InChIKey YQUVCSBJEUQKSH-UHFFFAOYSA-N
SMILES C(=O)(C1=CC(=C(C=C1)O)O)O
Metabolite of Species Details
Ficus mucuso (NCBI:309328) Found in fruit (BTO:0000486). Methanolic extract of air-dried and powdered figs(fruits) See: PubMed
Origanum vulgare (NCBI:39352) Found in aerial part (BTO:0001658). 95% EtOH extract of dried and powdered aerial parts See: PubMed
Oryza sativa (NCBI:4530) See: PubMed
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Alpinia (NCBI:94326) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor
An EC 1.14.11.* (oxidoreductase acting on paired donors, 2-oxoglutarate as one donor, incorporating 1 atom each of oxygen into both donors) inhibitor that interferes with the action of procollagen-proline dioxygenase (EC 1.14.11.2).
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of shikimate dehydrogenase (EC 1.1.1.25).
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3,4-dihydroxybenzoic acid (CHEBI:36062) has functional parent benzoic acid (CHEBI:30746)
3,4-dihydroxybenzoic acid (CHEBI:36062) has role antineoplastic agent (CHEBI:35610)
3,4-dihydroxybenzoic acid (CHEBI:36062) has role EC 1.1.1.25 (shikimate dehydrogenase) inhibitor (CHEBI:77484)
3,4-dihydroxybenzoic acid (CHEBI:36062) has role EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor (CHEBI:132365)
3,4-dihydroxybenzoic acid (CHEBI:36062) has role human xenobiotic metabolite (CHEBI:76967)
3,4-dihydroxybenzoic acid (CHEBI:36062) has role plant metabolite (CHEBI:76924)
3,4-dihydroxybenzoic acid (CHEBI:36062) is a catechols (CHEBI:33566)
3,4-dihydroxybenzoic acid (CHEBI:36062) is a dihydroxybenzoic acid (CHEBI:23778)
3,4-dihydroxybenzoic acid (CHEBI:36062) is conjugate acid of 3,4-dihydroxybenzoate (CHEBI:36241)
Incoming 1-(3,4-dihydroxybenzoyl)-β-D-glucopyranose (CHEBI:136876) has functional parent 3,4-dihydroxybenzoic acid (CHEBI:36062)
ethyl 3,4-dihydroxybenzoate (CHEBI:132364) has functional parent 3,4-dihydroxybenzoic acid (CHEBI:36062)
methyl 3,4-dihydroxybenzoate (CHEBI:132366) has functional parent 3,4-dihydroxybenzoic acid (CHEBI:36062)
3,4-dihydroxybenzoate (CHEBI:36241) is conjugate base of 3,4-dihydroxybenzoic acid (CHEBI:36062)
IUPAC Name
3,4-dihydroxybenzoic acid
Synonyms Sources
3,4-Dihydroxybenzoic acid KEGG COMPOUND
4,5-Dihydroxybenzoic acid ChemIDplus
4-Carboxy-1,2-dihydroxybenzene ChemIDplus
Protocatechuic acid KEGG COMPOUND
Protocatechuic acid ChemIDplus
Protocatehuic acid ChemIDplus
Database Links Databases
3-4-DIHYDROXYBENZOATE MetaCyc
C00002668 KNApSAcK
C00230 KEGG COMPOUND
DHB PDBeChem
HMDB0001856 HMDB
Protocatechuic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1448841 Reaxys Registry Number Reaxys
99-50-3 CAS Registry Number KEGG COMPOUND
99-50-3 CAS Registry Number ChemIDplus
99-50-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
17709440 PubMed citation Europe PMC
19160570 PubMed citation Europe PMC
20840540 PubMed citation Europe PMC
20973550 PubMed citation Europe PMC
21569764 PubMed citation Europe PMC
21619045 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
05 July 2016