alpha-Oxo-benzeneacetic acid (BioCAD00000006370)
Metabolite Card
Formula: C8H6O3 (150.0317)
SMILES: OC(=O)C(=O)C1=CC=CC=C1
Synonyms [en]
phenylglyoxylic acid; benzoylformate; benzoylformic acid; 2-Oxo-2-phenylacetate; alpha-Oxo-benzeneacetic acid; 2-Phenylethanoic acid
Last reviewed on 2024-06-28.
Cite this Page
alpha-Oxo-benzeneacetic acid. 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: BioCAD00000006370). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Phenylglyoxylic acid is one of the major urinary metabolites of toluene, o-, m- and p-xylenes, styrene and ethylbenzene. (PMID 3782394). For the biological monitoring of workers exposure to solvent used in industry, its concentration is measured in human urine samples. (PMID 2739101).
DBLinks
- CAS Registry Number: 611-73-4
- PubChem CID: 11915
- ChEBI: 18280
- HMDB: HMDB0001587
- LipidMaps:
- KEGG: C02137
- BioCyc: PHENYLGLYOXYLATE
- NCBI MeSH: phenylglyoxylic acid
- Wikipedia: Phenylglyoxylic_acid
Other DBLinks
- CAS Registry Number: 611-73-4
- PubChem: 11915
- ChEBI: ChEBI:18280
- HMDB: HMDB0001587
- HMDB: HMDB01587
- KEGG: C02137
- BioCyc: PHENYLGLYOXYLATE
- NCBI MeSH: phenylglyoxylic acid
- Wikipedia: Phenylglyoxylic_acid
- DrugBank: DB02279
- RefMet: RM0136116
- MoNA: FiehnLib000086
- MoNA: FiehnLib000087
- MoNA: FiehnLib000088
- MoNA: HMDB0001587_c_ms_99700
- MoNA: HMDB0001587_c_ms_99701
- MoNA: HMDB0001587_c_ms_99702
- MoNA: HMDB0001587_ms_ms_1660
- MoNA: HMDB0001587_ms_ms_1661
- MoNA: HMDB0001587_ms_ms_1662
- MoNA: KO000361
- MoNA: KO000362
- MoNA: KO000363
- MoNA: KO000364
- MoNA: KO000365
- MoNA: MoNA035647
- MoNA: MoNA035648
- MoNA: MoNA035649
- MoNA: MoNA038402
- Metlin: METLIN_58059
- Coconut NaturalProduct: CNP0256089.0
Class / Ontology
- WishartLab ClassyFire: [Benzoyl derivatives] Benzoyl derivatives
- RefMet: [Phenylacetic acids] Phenylacetic acids
- ChEBI: [CHEBI:18280] phenylglyoxylic acid
- Coconut NaturalProduct: [Chalcones] Chalcones
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01764 | 4.1.1.7 | benzoylformate carboxy-lyase (benzaldehyde-forming) |
| KEGG:R02450 | 1.2.1.58 | phenylglyoxylate:NAD+ oxidoreductase (CoA benzoylating) |
| KEGG:R03790 | 1.1.1.379 | (R)-mandelate:NAD+ 2-oxidoreductase |
| KEGG:R03792 | 1.1.1.- | C01984 + C00003<=>C02137 + C00004 + C00080 |
| KEGG:R03793 | 1.1.99.31 | (S)-2-hydroxy-2-phenylacetate:acceptor 2-oxidoreductase |
| KEGG:R07294 | 3.1.2.25 | phenylglyoxylyl-CoA hydrolase |
| KEGG:R07664 | 1.1.99.31 | (S)-2-hydroxy-2-phenylacetate:acceptor 2-oxidoreductase |
| BioCyc:3.1.2.25-RXN | 3.1.2.25 | CPD-7242 + WATER --> PHENYLGLYOXYLATE + PROTON + CO-A |
| BioCyc:RXN-15840 | 1.1.1.379 | CPD-121 + NAD<=>PHENYLGLYOXYLATE + NADH + PROTON |
| BioCyc:BENZOYLFORMATE-DECARBOXYLASE-RXN | 4.1.1.7 | PHENYLGLYOXYLATE + PROTON --> CARBON-DIOXIDE + BENZALDEHYDE |
| BioCyc:1.2.1.58-RXN | 1.2.1.58 | PHENYLGLYOXYLATE + CO-A + NAD --> BENZOYLCOA + CARBON-DIOXIDE + NADH |
| BioCyc:RXN-21531 | 2.6.1.72 | 2-KETOGLUTARATE + D-PHENYLGLYCINE<=>GLT + PHENYLGLYOXYLATE |
| BioCyc:PHENGLYOXRED-RXN | 1.2.-.- | PHENYLGLYOXYLATE + CO-A + Acceptor + PROTON<=>BENZOYLCOA + CARBON-DIOXIDE + Donor-H2 |
| BioCyc:MANDELATE-DEHYDROGENASE-RXN | 1.1.99.31 | CPD-122 + Acceptor --> PHENYLGLYOXYLATE + Donor-H2 |