3-Hydroxybenzoate (BioCAD00000003557)

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Metabolite Card

Formula: C7H6O3 (138.0317)
SMILES: OC(=O)C1=CC(O)=CC=C1

Synonyms [en]

3-hydroxybenzoic acid; M-HYDROXYBENZOIC ACID; m-Salicylic acid; 3-Hydroxybenzoate; meta-Hydroxybenzoic acid; 3-Carboxyphenol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Hydroxybenzoate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000003557). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Hydroxybenzoic acid, also known as 3-hydroxybenzoate or 3-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3-Hydroxybenzoic acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 3-hydroxybenzoic acid is found, on average, in the highest concentration in american cranberries and beers. 3-hydroxybenzoic acid has also been detected, but not quantified in a few different foods, such as bilberries, citrus, and corns. As well, 3-Hydroxybenzoic Acid can be found in the pineapple fruit. It can also be formed by a Pseudomonas species from 3-Chlorobenzoic acid. 3-Hydroxybenzoic acid is a monohydroxybenzoic acid. 3-Hydroxybenzoic acid can be obtained by the alkali fusion of 3-sulfobenzoic acid between 210-220 °C. 3-Hydroxybenzoic acid is a component of castoreum, the exudate from the castor sacs of the mature North American beaver (Castor canadensis) and the European beaver (Castor fiber), used in perfumery.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 25302-76-5
  • CAS Registry Number: 618-49-5
  • CAS Registry Number: 7126-51-4
  • CAS Registry Number: 99-06-9
  • PubChem: 18496
  • PubChem: 3866
  • PubChem: 7420
  • ChEBI: ChEBI:16193
  • ChEBI: ChEBI:30764
  • HMDB: HMDB0002466
  • KEGG: C00587
  • NCBI MeSH: 3-hydroxybenzoic acid
  • Wikipedia: 3-Hydroxybenzoic_acid
  • RefMet: RM0136191
  • MoNA: BAF_UVA_POS001557
  • MoNA: CCMSLIB00000578358
  • MoNA: CCMSLIB00005463624
  • MoNA: CCMSLIB00005720551
  • MoNA: CCMSLIB00005720849
  • MoNA: FiehnLib000397
  • MoNA: GLS00066
  • MoNA: HMDB0002466_c_ms_1265
  • MoNA: JP010334
  • MoNA: KO000998
  • MoNA: KO000999
  • MoNA: KO001000
  • MoNA: KO001001
  • MoNA: KO001002
  • MoNA: ML001351
  • MoNA: MoNA032444
  • MoNA: MoNA032445
  • MoNA: MoNA032447
  • MoNA: MoNA032696
  • MoNA: MoNA032697
  • MoNA: MoNA032700
  • MoNA: MoNA034508
  • MoNA: MoNA034509
  • MoNA: MoNA034511
  • MoNA: MoNA035692
  • MoNA: MoNA035693
  • MoNA: MoNA035694
  • MoNA: MoNA037301
  • MoNA: MoNA037680
  • MoNA: MoNA038037
  • MoNA: MoNA038418
  • MoNA: OUF00050
  • Metlin: METLIN_3262
  • Coconut NaturalProduct: CNP0113657.0
  • Coconut NaturalProduct: CNP0217243.0
  • Coconut NaturalProduct: CNP0257574.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01427 C00180<=>C00587
KEGG:R01508 1.14.99.23 3-hydroxybenzoate,hydrogen-donor:oxygen oxidoreduxtase (2-hydroxylating)
KEGG:R01628 1.14.13.23 3-hydroxybenzoate,NADPH:oxygen oxidoreductase (4-hydroxylating)
KEGG:R02589 1.14.13.24 3-hydroxybenzoate,NADH:oxygen oxidoreductase (6-hydroxylating)
KEGG:R05375 4.1.1.55 4-hydroxyphthalate carboxy-lyase
KEGG:R07666 1.2.1.7 3-hydroxybenzaldehyde:NADP+ oxidoreductase
KEGG:R07667 1.2.1.28 3-hydroxybenzaldehyde:NAD+ oxidoreductase
KEGG:R09589 6.2.1.37 3-hydroxybenzoate:CoA ligase (AMP-forming)
KEGG:R10597 4.1.3.45 chorismate pyruvate-lyase (3-hydroxybenzoate-forming)
Rhea:RHEA:11481 1.14.13.23 3-hydroxybenzoate + NADPH + O2 + H+ => 3,4-dihydroxybenzoate + NADP+ + H2O
Rhea:RHEA:11482 1.14.13.23 3,4-dihydroxybenzoate + NADP+ + H2O => 3-hydroxybenzoate + NADPH + O2 + H+
Rhea:RHEA:11483 1.14.13.23 3-hydroxybenzoate + NADPH + O2 + H+ <=> 3,4-dihydroxybenzoate + NADP+ + H2O
Rhea:RHEA:14194 1.14.99.23 3-hydroxybenzoate + AH2 + O2 => 2,3-dihydroxybenzoate + A + H2O
Rhea:RHEA:14195 1.14.99.23 2,3-dihydroxybenzoate + A + H2O => 3-hydroxybenzoate + AH2 + O2
Rhea:RHEA:14196 1.14.99.23 3-hydroxybenzoate + AH2 + O2 <=> 2,3-dihydroxybenzoate + A + H2O
Rhea:RHEA:22693 1.14.13.24 3-hydroxybenzoate + NADH + O2 + H+ => 2,5-dihydroxybenzoate + NAD+ + H2O
Rhea:RHEA:22694 1.14.13.24 2,5-dihydroxybenzoate + NAD+ + H2O => 3-hydroxybenzoate + NADH + O2 + H+
Rhea:RHEA:22695 1.14.13.24 3-hydroxybenzoate + NADH + O2 + H+ <=> 2,5-dihydroxybenzoate + NAD+ + H2O
Rhea:RHEA:25071 6.2.1.37 3-hydroxybenzoate + ATP + CoA => 3-hydroxybenzoyl-CoA + AMP + diphosphate
Rhea:RHEA:25072 6.2.1.37 3-hydroxybenzoyl-CoA + AMP + diphosphate => 3-hydroxybenzoate + ATP + CoA
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