Pyridoxal phosphate (BioCAD00000017015)
blood cerebrospinal fluid (csf) urine erythrocyte kidney liver neuron skeletal muscle
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
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.
DBLinks
- CAS Registry Number: 54-47-7
- PubChem CID: 1051
- ChEBI: 18405
- HMDB: HMDB0001491
- LipidMaps:
- KEGG: C00018
- BioCyc:
- NCBI MeSH: Pyridoxal Phosphate
- Wikipedia: Pyridoxal_phosphate
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
- WishartLab ClassyFire: [Pyridine carboxaldehydes] Pyridine carboxaldehydes
- RefMet: [Nicotinic acid alkaloids] Nicotinic acid alkaloids
- ChEBI: [CHEBI:18405] pyridoxal 5'-phosphate
- Coconut NaturalProduct: [Pyridine alkaloids] Pyridine alkaloids
| 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 |
Taxonomy Source
- Agaricus campestris [ncbi taxid: 56157]
- Allium sativum [ncbi taxid: 4682]
- Apis cerana [ncbi taxid: 7461]
- Arabidopsis thaliana [ncbi taxid: 3702]
- Bos taurus [ncbi taxid: 9913]
- Bubalus bubalis [ncbi taxid: 89462]
- Citrullus lanatus [ncbi taxid: 3654]
- Escherichia coli [ncbi taxid: 562]
- FOOD SAKE [ncbi taxid: ]
- Fructus anisi [ncbi taxid: ]
- Fructus anisi stellati [ncbi taxid: ]
- Ginkgo biloba [ncbi taxid: 3311]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
- 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 |