3-Hydroxyphenylacetate (BioCAD00000003587)
Metabolite Card
Formula: C8H8O3 (152.0473)
SMILES: OC(=O)CC1=CC(O)=CC=C1
Synonyms [en]
3-hydroxyphenylacetic acid; 3-Hydroxyphenylacetate; m-hydroxyphenylacetic acid; (m-Hydroxyphenyl)acetic acid; 3-hydroxybenzeneacetic acid; 3-hydroxy-benzeneacetate
Last reviewed on 2024-06-28.
Cite this Page
3-Hydroxyphenylacetate. 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: BioCAD00000003587). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
3-Hydroxyphenylacetic acid is a rutin metabolite and an antioxidant. It has a protective biological activity in human. It is a substrate of enzyme 4-hydroxyphenylacetate 3-monooxygenase [EC 1.14.13.3] in the pathway tyrosine metabolism (KEGG, PMID 155437). 3-Hydroxyphenylacetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. It is also a marker of gut Clostridium species. Higher levels are associated with higher levels of Clostridia (PMID: 27123458). 3-Hydroxyphenylacetic acid can also be found in Klebsiella (PMID: 1851804).
DBLinks
- CAS Registry Number: 621-37-4
- PubChem CID: 12122
- ChEBI: 17445
- HMDB: HMDB0000440
- LipidMaps:
- KEGG: C05593
- BioCyc: 3-HYDROXYPHENYLACETATE
- NCBI MeSH: 3-hydroxybenzeneacetic acid
- Wikipedia: 4-Hydroxyphenylacetic acid
Other DBLinks
- CAS Registry Number: 621-37-4
- PubChem: 12122
- PubChem: 5055
- PubChem: 7917
- ChEBI: ChEBI:17445
- ChEBI: ChEBI:29672
- HMDB: HMDB0000440
- HMDB: HMDB0257165
- KEGG: C05593
- BioCyc: 3-HYDROXYPHENYLACETATE
- NCBI MeSH: 3-hydroxybenzeneacetic acid
- Wikipedia: 4-Hydroxyphenylacetic acid
- RefMet: RM0019907
- RefMet: RM0135949
- MoNA: BAF_UVA_POS001333
- MoNA: BAF_UVA_POS001334
- MoNA: BAF_UVA_POS001335
- MoNA: BAF_UVA_POS001336
- MoNA: BAF_UVA_POS001518
- MoNA: BAF_UVA_POS001519
- MoNA: CCMSLIB00000578361
- MoNA: CCMSLIB00005463550
- MoNA: CCMSLIB00005720853
- MoNA: FiehnHILIC000076
- MoNA: FiehnHILIC000961
- MoNA: FiehnHILIC001658
- MoNA: FiehnHILIC002502
- MoNA: FiehnLib000674
- MoNA: GLS00041
- MoNA: HMDB0000440_c_ms_1290
- MoNA: HMDB0000440_c_ms_1494
- MoNA: HMDB0000440_ms_ms_641
- MoNA: HMDB0000440_ms_ms_642
- MoNA: HMDB0000440_ms_ms_643
- MoNA: MoNA034565
- MoNA: MoNA034566
- MoNA: MoNA034567
- MoNA: MoNA035705
- MoNA: MoNA035706
- MoNA: MoNA035707
- MoNA: MoNA036938
- MoNA: MoNA036939
- MoNA: MoNA036942
- MoNA: MoNA038057
- MoNA: MoNA038420
- MoNA: MoNA038666
- MoNA: MoNA038881
- MoNA: RP004501
- MoNA: RP004502
- MoNA: RP004503
- MoNA: RP015601
- MoNA: RP015602
- MoNA: RP015603
- MoNA: RP015611
- MoNA: RP015612
- MoNA: RP015613
- Metlin: METLIN_4150
- Coconut NaturalProduct: CNP0342864.0
Class / Ontology
- WishartLab ClassyFire: [1-hydroxy-4-unsubstituted benzenoids] 1-hydroxy-4-unsubstituted benzenoids
- RefMet: [Other phenols] Other phenols
- RefMet: [Cinnamic acids] Cinnamic acids
- ChEBI: [CHEBI:17445] 3-hydroxyphenylacetic acid
- Coconut NaturalProduct: [Simple phenolic acids] Simple phenolic acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02515 | 1.14.13.63 | 3-hydroxyphenylacetate,NADH:oxygen oxidoreductase (6-hydroxylating) |
| KEGG:R02517 | 1.14.13.63 | 3-hydroxyphenylacetate,NADPH:oxygen oxidoreductase (6-hydroxylating) |
| KEGG:R03299 | 1.14.14.9 | 3-hydroxyphenylacetate,NADH:oxygen oxidoreductase (3-hydroxylating) |
| KEGG:R06791 | C07086<=>C05593 | |
| BioCyc:1.14.13.63-RXN | 1.14.13.63 | 3-HYDROXYPHENYLACETATE + NADH-P-OR-NOP + OXYGEN-MOLECULE + PROTON --> HOMOGENTISATE + NAD-P-OR-NOP + WATER |