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Details

Stereochemistry ACHIRAL
Molecular Formula C8H12NO6P
Molecular Weight 249.1577
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRIDOXINE PHOSPHATE

SMILES

CC1=NC=C(COP(O)(O)=O)C(CO)=C1O

InChI

InChIKey=WHOMFKWHIQZTHY-UHFFFAOYSA-N
InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14)

HIDE SMILES / InChI

Molecular Formula C8H12NO6P
Molecular Weight 249.1577
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pyridoxine-phosphate is a vitamer of Vitamin B6. In man vitamin B(6) ingested from the diet exists as six different vitamers, pyridoxal (PL), pyridoxamine (PM), pyridoxine (PN), pyridoxal 5'-phosphate (PLP), pyridoxamine 5'- phosphate (PMP) and pyridoxine 5'-phosphate (PNP). It is a substrate for pyridoxine-5'-phosphate oxidase (PNPO) and pyridoxal phosphate phosphatase (PDXP). PNPO deficiency is responsible of severe neonatal encephalopathy.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rat. Human data not available.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production.
2010-11-30
Pyridoxine-dependent epilepsy and pyridoxine phosphate oxidase deficiency: unique clinical symptoms and non-specific EEG characteristics.
2010-07
Seizures and paroxysmal events: symptoms pointing to the diagnosis of pyridoxine-dependent epilepsy and pyridoxine phosphate oxidase deficiency.
2010-07
Proteomic analysis of aging brain in SAMP10 mouse: a model of age-related cerebral degeneration.
2010-06
Inherited glutathione reductase deficiency and Plasmodium falciparum malaria--a case study.
2009-10-06
Enhanced pyridoxal 5'-phosphate synthetic enzyme immunoreactivities do not contribute to GABAergic inhibition in the rat hippocampus following pilocarpine-induced status epilepticus.
2009-03-31
Pyridoxine 5'-phosphate oxidase, not pyridoxal kinase, involves in long-term potentiation induction in the rat dentate gyrus.
2009-01
Pyridoxal phosphate-dependent neonatal epileptic encephalopathy.
2009
Identification of non-Alzheimer's disease tauopathies-related proteins by proteomic analysis.
2008-07
Human brain pyridoxal-5'-phosphate phosphatase (PLPP):protein transduction of PEP-1-PLPP into PC12 cells.
2008-05-31
Potential role of pyridoxal-5'-phosphate phosphatase/chronopin in epilepsy.
2008-05
The assembly of the plasmodial PLP synthase complex follows a defined course.
2008-03-19
Pyridoxal phosphate-dependent neonatal epileptic encephalopathy.
2008-03
Genome-based construction of the metabolic pathways of Orientia tsutsugamushi and comparative analysis within the Rickettsiales order.
2008
Vitamin B6 related epilepsy during childhood.
2007-12-08
Time course of changes in pyridoxal 5'-phosphate (vitamin B6 active form) and its neuroprotection in experimental ischemic damage.
2007-07
Purification and characterization of pyridoxine 5'-phosphate phosphatase from Sinorhizobium meliloti.
2005-12
[A preliminary proteomic analysis of tauopathies].
2005-05
Structure of the phenazine biosynthesis enzyme PhzG.
2004-11
Dietary antioxidant lack, impaired hepatic glutathione reserve, and cholesterol gallstones.
2004-11
Vigabatrin inhibits pyridoxine-5'-phosphate oxidase, not pyridoxal kinase in the hippocampus of seizure prone gerbils.
2004-02
Multistate binding in pyridoxine 5'-phosphate synthase: 1.96 A crystal structure in complex with 1-deoxy-D-xylulose phosphate.
2002-10-01
Chronological changes in pyridoxine-5'-phosphate oxidase immunoreactivity in the seizure-sensitive gerbil hippocampus.
2002-06-15
Immunohistochemical studies of brain pyridoxine-5'-phosphate oxidase.
2002-01-25
CSF glutamate/GABA concentrations in pyridoxine-dependent seizures: etiology of pyridoxine-dependent seizures and the mechanisms of pyridoxine action in seizure control.
2001-03
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: [3H]pyridoxine-P
Single injection of 10 ug of pyridoxine-phosphate.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:56:01 GMT 2025
Edited
by admin
on Mon Mar 31 19:56:01 GMT 2025
Record UNII
RG20W8WYLS
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRIDOXINE PHOSPHATE
WHO-DD  
Common Name English
NSC-83119
Preferred Name English
VITAMIN B6 (PYRIDOXINE PHOSPHATE)
Common Name English
Pyridoxine phosphate [WHO-DD]
Common Name English
PYRIDOXINE 5-PHOSPHATE
Common Name English
3,4-PYRIDINEDIMETHANOL, 5-HYDROXY-6-METHYL-, .ALPHA.3-(DIHYDROGEN PHOSPHATE)
Systematic Name English
Code System Code Type Description
FDA UNII
RG20W8WYLS
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
EVMPD
SUB23137
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-179-6
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
DRUG BANK
DB02209
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
CAS
447-05-2
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
NSC
83119
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
SMS_ID
100000088839
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID80196278
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
PUBCHEM
1055
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
CHEBI
28803
Created by admin on Mon Mar 31 19:56:01 GMT 2025 , Edited by admin on Mon Mar 31 19:56:01 GMT 2025
PRIMARY
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