U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
CSF glutamate/GABA concentrations in pyridoxine-dependent seizures: etiology of pyridoxine-dependent seizures and the mechanisms of pyridoxine action in seizure control.
2001 Mar
Immunohistochemical studies of brain pyridoxine-5'-phosphate oxidase.
2002 Jan 25
Chronological changes in pyridoxine-5'-phosphate oxidase immunoreactivity in the seizure-sensitive gerbil hippocampus.
2002 Jun 15
Multistate binding in pyridoxine 5'-phosphate synthase: 1.96 A crystal structure in complex with 1-deoxy-D-xylulose phosphate.
2002 Oct 1
Vigabatrin inhibits pyridoxine-5'-phosphate oxidase, not pyridoxal kinase in the hippocampus of seizure prone gerbils.
2004 Feb
Structure of the phenazine biosynthesis enzyme PhzG.
2004 Nov
Dietary antioxidant lack, impaired hepatic glutathione reserve, and cholesterol gallstones.
2004 Nov
Purification and characterization of pyridoxine 5'-phosphate phosphatase from Sinorhizobium meliloti.
2005 Dec
[A preliminary proteomic analysis of tauopathies].
2005 May
Time course of changes in pyridoxal 5'-phosphate (vitamin B6 active form) and its neuroprotection in experimental ischemic damage.
2007 Jul
Vitamin B6 related epilepsy during childhood.
2007 Sep-Oct
Genome-based construction of the metabolic pathways of Orientia tsutsugamushi and comparative analysis within the Rickettsiales order.
2008
Identification of non-Alzheimer's disease tauopathies-related proteins by proteomic analysis.
2008 Jul
Pyridoxal phosphate-dependent neonatal epileptic encephalopathy.
2008 Mar
The assembly of the plasmodial PLP synthase complex follows a defined course.
2008 Mar 19
Potential role of pyridoxal-5'-phosphate phosphatase/chronopin in epilepsy.
2008 May
Human brain pyridoxal-5'-phosphate phosphatase (PLPP):protein transduction of PEP-1-PLPP into PC12 cells.
2008 May 31
Pyridoxal phosphate-dependent neonatal epileptic encephalopathy.
2009
Pyridoxine 5'-phosphate oxidase, not pyridoxal kinase, involves in long-term potentiation induction in the rat dentate gyrus.
2009 Jan
Enhanced pyridoxal 5'-phosphate synthetic enzyme immunoreactivities do not contribute to GABAergic inhibition in the rat hippocampus following pilocarpine-induced status epilepticus.
2009 Mar 31
Inherited glutathione reductase deficiency and Plasmodium falciparum malaria--a case study.
2009 Oct 6
Pyridoxine-dependent epilepsy and pyridoxine phosphate oxidase deficiency: unique clinical symptoms and non-specific EEG characteristics.
2010 Jul
Seizures and paroxysmal events: symptoms pointing to the diagnosis of pyridoxine-dependent epilepsy and pyridoxine phosphate oxidase deficiency.
2010 Jul
Proteomic analysis of aging brain in SAMP10 mouse: a model of age-related cerebral degeneration.
2010 Jun
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production.
2010 Nov 30
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 Fri Dec 15 19:45:28 UTC 2023
Edited
by admin
on Fri Dec 15 19:45:28 UTC 2023
Record UNII
RG20W8WYLS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRIDOXINE PHOSPHATE
WHO-DD  
Common Name English
VITAMIN B6 (PYRIDOXINE PHOSPHATE)
Common Name English
NSC-83119
Code 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 Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
EVMPD
SUB23137
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-179-6
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
DRUG BANK
DB02209
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
CAS
447-05-2
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
NSC
83119
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
SMS_ID
100000088839
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID80196278
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
PUBCHEM
1055
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
CHEBI
28803
Created by admin on Fri Dec 15 19:45:28 UTC 2023 , Edited by admin on Fri Dec 15 19:45:28 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
MAJOR
Related Record Type Details
ACTIVE MOIETY