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

Reviewed

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.

Entity Information

DBLinks

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

Metabolic Network
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
View More
Organism Source

Taxonomy Source

  1. Citrullus lanatus [ncbi taxid: 3654]
  2. Homo sapiens [ncbi taxid: 9606]
  3. 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
View All Pathways