4-Pyridoxate (BioCAD00000004540)
blood cerebrospinal fluid (csf) feces saliva urine bladder erythrocyte kidney liver placenta
Metabolite Card
Formula: C8H9NO4 (183.0532)
SMILES: CC1=NC=C(CO)C(C(O)=O)=C1O
Synonyms [en]
4-Pyridoxic acid; 4-Pyridoxate; 4-Pyridoxinecarboxylic acid; 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxylic acid; 4-Pyridoxinsaeure; 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinic acid
Last reviewed on 2024-06-28.
Cite this Page
4-Pyridoxate. 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: BioCAD00000004540). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
4-Pyridoxic acid is a member of the class of compounds known as methylpyridines. More specifically it is a 2-methylpyridine derivative substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. 4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) and is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced even further in persons with a riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via the enzyme known as 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four-electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide (NAD) as a cofactor.
DBLinks
- CAS Registry Number: 82-82-6
- PubChem CID: 6723
- ChEBI: 17405
- HMDB: HMDB0000017
- LipidMaps:
- KEGG: C00847
- BioCyc: CPD-1112
- NCBI MeSH: Pyridoxic Acid
- Wikipedia:
Other DBLinks
- CAS Registry Number: 82-82-6
- PubChem: 6723
- ChEBI: ChEBI:17405
- HMDB: HMDB0000017
- HMDB: HMDB00017
- KEGG: C00847
- BioCyc: CPD-1112
- NCBI MeSH: Pyridoxic Acid
- RefMet: RM0030084
- MoNA: BAF_UVA_POS001276
- MoNA: BAF_UVA_POS001277
- MoNA: BAF_UVA_POS001278
- MoNA: CCMSLIB00000577940
- MoNA: CCMSLIB00000578176
- MoNA: CCMSLIB00005464269
- MoNA: CCMSLIB00005464270
- MoNA: CCMSLIB00005464271
- MoNA: CCMSLIB00005464272
- MoNA: CCMSLIB00005464287
- MoNA: CCMSLIB00005464288
- MoNA: CCMSLIB00005720674
- MoNA: EMBL-MCF_spec109966
- MoNA: EMBL-MCF_spec109987
- MoNA: EMBL-MCF_spec36799
- MoNA: FiehnHILIC000110
- MoNA: FiehnHILIC001004
- MoNA: FiehnHILIC001692
- MoNA: FiehnHILIC002540
- MoNA: FiehnLib000862
- MoNA: HMDB0000017_c_ms_1679
- MoNA: KO003833
- MoNA: KO003834
- MoNA: KO003835
- MoNA: KO003836
- MoNA: KO003837
- MoNA: MoNA001755
- MoNA: MoNA001756
- MoNA: MoNA001757
- MoNA: MoNA010846
- MoNA: MoNA010847
- MoNA: MoNA010848
- MoNA: MoNA010849
- MoNA: MoNA016642
- MoNA: MoNA016827
- MoNA: MoNA031968
- MoNA: MoNA031970
- MoNA: MoNA031972
- MoNA: MoNA033581
- MoNA: MoNA033584
- MoNA: MoNA033587
- MoNA: MoNA033876
- MoNA: MoNA033881
- MoNA: MoNA033883
- MoNA: MoNA035723
- MoNA: MoNA035724
- MoNA: MoNA035726
- MoNA: MoNA037112
- MoNA: MoNA037692
- MoNA: MoNA037816
- MoNA: MoNA038429
- MoNA: MT000123
- MoNA: PR100418
- MoNA: PR100419
- MoNA: PR100876
- MoNA: PS104101
- MoNA: PS104102
- MoNA: PS104103
- MoNA: PS104104
- MoNA: PT110410
- MoNA: PT110413
- MoNA: PT210410
- Metlin: METLIN_239
- Coconut NaturalProduct: CNP0244996.0
Class / Ontology
- WishartLab ClassyFire: [Pyridinecarboxylic acids and derivatives] Pyridinecarboxylic acids and derivatives
- RefMet: [Nicotinic acid alkaloids] Nicotinic acid alkaloids
- ChEBI: [CHEBI:17405] 4-pyridoxic acid
- Coconut NaturalProduct: [Pyridine alkaloids] Pyridine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01709 | 1.2.3.1 | pyridoxal:oxygen 4-oxidoreductase |
| KEGG:R02992 | 3.1.1.27 | 4-pyridoxolactone lactonohydrolase |
| KEGG:R02993 | 1.1.99.42 | C00847 + C00028<=>C06050 + C00030 |
| BioCyc:RXN-8757 | 1.1.99.42 | CPD-1112 + Acceptor --> CPD-9026 + Donor-H2 |
| BioCyc:4-PYRIDOXOLACTONASE-RXN | 3.1.1.27 | WATER + CPD-375 --> PROTON + CPD-1112 |
| BioCyc:RXN-19622 | 1.1.1.- | CPD-9026 + NADH + PROTON --> CPD-1112 + NAD |
| BioCyc:PYRIDOXAL-OXIDASE-RXN | 1.2.3.8 | OXYGEN-MOLECULE + WATER + PYRIDOXAL --> PROTON + HYDROGEN-PEROXIDE + CPD-1112 |
Taxonomy Source
- Citrullus lanatus [ncbi taxid: 3654]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0063592 | Vitamin B6 Metabolism |
| PathBank:SMP0120568 | Hypophosphatasia |
| PathBank:SMP0000017 | Vitamin B6 Metabolism |
| PathBank:SMP0000503 | Hypophosphatasia |
| PathBank:SMP0087333 | Vitamin B6 Metabolism |
| PathBank:SMP0087453 | Vitamin B6 Metabolism |
| PathBank:SMP0087240 | Vitamin B6 Metabolism |
| PathBank:SMP0120787 | Hypophosphatasia |
| PathBank:SMP0087395 | Vitamin B6 Metabolism |