Metabolite Card

Formula: C8H10NO6P (247.0246)
SMILES: CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O

Synonyms [en]

pyridoxal phosphate; pyridoxal 5'-phosphate; pyridoxal 5-phosphate; 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate; Pyridoxal-5'-phosphate; Pidopidon

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Pyridoxal phosphate. 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: BioCAD00000017015). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Pyridoxal phosphate, also known as PLP, pyridoxal 5'-phosphate or P5P, is the active form of vitamin B6. It is a coenzyme in a variety of enzymatic reactions. Pyridoxal 5'-phosphate belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2,3,4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively. Pyridoxal 5'-phosphate is a drug which is used for nutritional supplementation and for treating dietary shortage or imbalance. Pyridoxal 5'-phosphate exists in all living species, ranging from bacteria to humans. In humans, pyridoxal 5'-phosphate is involved in glycine and serine metabolism. Outside of the human body, pyridoxal 5'-phosphate is found, on average, in the highest concentration within cow milk. Pyridoxal 5'-phosphate has also been detected, but not quantified in several different foods, such as soursops, italian sweet red peppers, muscadine grapes, european plums, and blackcurrants. Pyridoxal 5'-phosphate, with regard to humans, has been found to be associated with several diseases such as epilepsy, early-onset, vitamin B6-dependent, odontohypophosphatasia, pyridoxamine 5-prime-phosphate oxidase deficiency, and hypophosphatasia. Pyridoxal 5'-phosphate has also been linked to the inborn metabolic disorder celiac disease.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 54-47-7
  • CAS Registry Number: 853645-22-4
  • PubChem: 1051
  • ChEBI: ChEBI:18405
  • HMDB: HMDB0001491
  • KEGG: C00018
  • NCBI MeSH: Pyridoxal Phosphate
  • Wikipedia: Pyridoxal_phosphate
  • DrugBank: DB00114
  • RefMet: RM0156781
  • MoNA: BAF_UVA_POS000279
  • MoNA: BAF_UVA_POS001478
  • MoNA: CCMSLIB00005720420
  • MoNA: EMBL_MCF_2_0_HRMS_Library000058
  • MoNA: FiehnHILIC000718
  • MoNA: FiehnHILIC001472
  • MoNA: FiehnLib000782
  • MoNA: FiehnLib000783
  • MoNA: HMDB0001491_c_ms_1939
  • MoNA: HMDB0001491_ms_ms_1610
  • MoNA: HMDB0001491_ms_ms_1611
  • MoNA: HMDB0001491_ms_ms_1612
  • MoNA: KO001615
  • MoNA: KO001616
  • MoNA: KO001617
  • MoNA: KO001618
  • MoNA: KO001619
  • MoNA: MoNA024047
  • MoNA: MoNA024083
  • MoNA: MoNA_0007052
  • MoNA: MoNA_0007053
  • MoNA: MoNA_0007054
  • MoNA: MoNA_0007055
  • MoNA: MoNA_0007056
  • MoNA: MoNA_0007057
  • MoNA: MoNA_0007299
  • MoNA: MoNA_0008798
  • MoNA: MoNA_0008799
  • MoNA: MoNA_0008800
  • MoNA: MoNA_0008801
  • MoNA: MoNA_0008802
  • MoNA: MoNA_0008803
  • MoNA: MoNA_0009006
  • MoNA: MoNA_0009494
  • MoNA: MoNA_0009495
  • MoNA: MoNA_0009496
  • MoNA: MoNA_0009497
  • MoNA: MoNA_0009498
  • MoNA: MoNA_0009499
  • MoNA: PR100274
  • MoNA: PR100292
  • MoNA: PR100698
  • MoNA: PR100723
  • MoNA: PS049101
  • MoNA: PS049102
  • MoNA: PS049103
  • MoNA: PS049107
  • MoNA: PS049108
  • MoNA: PS062001
  • MoNA: PS062002
  • MoNA: PS062003
  • MoNA: PS062010
  • MoNA: PT206200
  • Metlin: METLIN_235
  • Coconut NaturalProduct: CNP0165521.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00173 3.1.3.74 pyridoxal-5'-phosphate phosphohydrolase
KEGG:R00174 2.7.1.35 ATP:pyridoxal 5'-phosphotransferase
KEGG:R00277 1.4.3.5 pyridoxamine-5'-phosphate:oxygen oxidoreductase (deaminating)
KEGG:R00278 1.4.3.5 pyridoxine 5'-phosphate:oxygen oxidoreductase
KEGG:R01147 pyridoxamine-5'-phosphate:2-oxoglutarate aminotransferase
KEGG:R01580 2.6.1.54 pyridoxamine-5'-phosphate:2-oxoglutarate aminotransferase (D-glutamate-forming)
KEGG:R07456 4.3.3.6 D-ribulose 5-phosphate,D-glyceraldehyde 3-phosphate pyridoxal 5'-phosphate-lyase
KEGG:R10088 4.3.3.6 D-ribose 5-phosphate,D-glyceraldehyde 3-phosphate pyridoxal 5'-phosphate-lyase
KEGG:R10089 4.3.3.6 D-ribose 5-phosphate,D-glyceraldehyde 3-phosphate pyridoxal 5'-phosphate-lyase (glutamine-hydrolyzing)
KEGG:R10686 C00018 + C00135<=>C04556
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Organism Source

Taxonomy Source

  1. Agaricus campestris [ncbi taxid: 56157]
  2. Allium sativum [ncbi taxid: 4682]
  3. Apis cerana [ncbi taxid: 7461]
  4. Arabidopsis thaliana [ncbi taxid: 3702]
  5. Bos taurus [ncbi taxid: 9913]
  6. Bubalus bubalis [ncbi taxid: 89462]
  7. Citrullus lanatus [ncbi taxid: 3654]
  8. Escherichia coli [ncbi taxid: 562]
  9. FOOD SAKE [ncbi taxid: ]
  10. Fructus anisi [ncbi taxid: ]
  11. Fructus anisi stellati [ncbi taxid: ]
  12. Ginkgo biloba [ncbi taxid: 3311]
  13. Homo sapiens [ncbi taxid: 9606]
  14. Mus musculus [ncbi taxid: 10090]
  15. Saccharomyces cerevisiae [ncbi taxid: 4932]
  16. Saccharum sinensis [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_PYRIDOXAMINEANABOLISM pyridoxamine anabolism
BioCyc:LEISH_PYRIDOXAMINEANABOLISM pyridoxamine anabolism
BioCyc:LEISH_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
BioCyc:TRYPANO_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-1119534 Pyridoxal 5'-phosphate salvage pathway
Plant Reactome:R-TAE-1119594 Pyridoxal 5'-phosphate biosynthesis
Plant Reactome:R-FVE-1119303 Pyridoxamine anabolism
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-2867929 Cofactor biosyntheses
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-1119303 Pyridoxamine anabolism
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-OMI-1119534 Pyridoxal 5'-phosphate salvage pathway
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-2867929 Cofactor biosyntheses
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-1119303 Pyridoxamine anabolism
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PDA-1119534 Pyridoxal 5'-phosphate salvage pathway
View All Pathways