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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8NO6P.2Na
Molecular Weight 291.1058
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRIDOXAL PHOSPHATE DISODIUM

SMILES

Cc1c(c(C=O)c(cn1)COP(=O)(O)[O-])[O-].[Na+].[Na+]

InChI

InChIKey=QLCHMRQQHVLZNQ-UHFFFAOYSA-L
InChI=1S/C8H10NO6P.2Na/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14;;/h2-3,11H,4H2,1H3,(H2,12,13,14);;/q;2*+1/p-2

HIDE SMILES / InChI

Molecular Formula C8H8NO6P
Molecular Weight 245.1263
Charge -2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20532028 | https://clinicaltrials.gov/ct2/show/NCT00157729 | https://clinicaltrials.gov/ct2/show/NCT00917293 | https://www.ncbi.nlm.nih.gov/pubmed/12213051 | https://www.ncbi.nlm.nih.gov/pubmed/23510563

Pyridoxal phosphate (PLP, pyridoxal 5'-phosphate, P5P) is a coenzyme, the active form of vitamin B6. Pyridoxal 5′-phosphate (PLP) is used as a cofactor for a wide range of enzymes including mitochondrial cysteine desulfurase, cystathionine γ-synthase (CGS), ornithine 4,5-aminomutase (OAM), and d-serine dehydratase. The versatility of PLP arises from its ability to covalently bind the substrate, and then to act as an electrophilic catalyst, thereby stabilizing different types of carbanionic reaction intermediates. PLP acts as a coenzyme in all transamination reactions, in various beta-elimination reactions, in the condensation reaction in heme synthesis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3000.0 nM [EC50]
39500.0 nM [EC50]
10.0 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Correlation of MRI and CT findings with histopathology in hepatic angiomyolipoma.
2001
Testing the tyrosine/catecholamine hypothesis of oral contraceptive-induced psychological side-effects: a controlled study on triphasil.
2001
Influence of a probiotic yoghurt on the status of vitamins B(1), B(2) and B(6) in the healthy adult human.
2001
The purinergic P2 receptor antagonist pyridoxalphosphate-6-azophenyl-2'4'-disulphonic acid prevents both the acute locomotor effects of amphetamine and the behavioural sensitization caused by repeated amphetamine injections in rats.
2001
The positive inotropic and chronotropic effects of evodiamine and rutaecarpine, indoloquinazoline alkaloids isolated from the fruits of Evodia rutaecarpa, on the guinea-pig isolated right atria: possible involvement of vanilloid receptors.
2001 Apr
Renal microvascular effects of P2 receptor stimulation.
2001 Apr
Lack of catalytic activity of a murine mRNA cytoplasmic serine hydroxymethyltransferase splice variant: evidence against alternative splicing as a regulatory mechanism.
2001 Apr 24
Crystal structure of maltose phosphorylase from Lactobacillus brevis: unexpected evolutionary relationship with glucoamylases.
2001 Aug
Production of pyridoxal phosphate by a mutant strain of Schizosaccharomyces pombe.
2001 Aug
Clinical and cost effectiveness of a new hepatocellular MRI contrast agent, mangafodipir trisodium, in the preoperative assessment of liver resectability.
2001 Aug
A bioinformatical approach suggests the function of the autoimmune hepatitis target antigen soluble liver antigen/liver pancreas.
2001 Aug
Structure of human cystathionine beta-synthase: a unique pyridoxal 5'-phosphate-dependent heme protein.
2001 Aug 1
P2X3 knock-out mice reveal a major sensory role for urothelially released ATP.
2001 Aug 1
Inhibitory effect of glycation on catalytic activity of alanine aminotransferase.
2001 Feb
Biogenic amine production by Lactobacillus.
2001 Feb
Brain succinic semialdehyde dehydrogenase: identification of reactive lysyl residues labeled with pyridoxal-5'-phosphate.
2001 Feb
Structure-activity relationships of pyridoxal phosphate derivatives as potent and selective antagonists of P2X1 receptors.
2001 Feb 1
Inhibitors of advanced glycation end product-associated protein cross-linking.
2001 Feb 14
Characterization of prejunctional purinoceptors inhibiting noradrenaline release in rat mesenteric arteries.
2001 Jan
Multiple P2X receptors on guinea-pig pelvic ganglion neurons exhibit novel pharmacological properties.
2001 Jan
Metal ion inhibition of nonenzymatic pyridoxal phosphate catalyzed decarboxylation and transamination.
2001 Jan 17
Influence of pyridoxal 5'-phosphate alone and in combination with vigabatrin on brain GABA measured by 1H-NMR-spectroscopy.
2001 Jul 1
The human cDNA for a homologue of the plant enzyme 1-aminocyclopropane-1-carboxylate synthase encodes a protein lacking that activity.
2001 Jul 11
X-ray structure of Escherichia coli pyridoxine 5'-phosphate oxidase complexed with pyridoxal 5'-phosphate at 2.0 A resolution.
2001 Jul 20
Effect of vitamin B6 deficiency on the synthesis and accumulation of S-adenosylhomocysteine and S-adenosylmethionine in rat tissues.
2001 Jun
Effect of feeding on circulating micronutrient concentrations in the Burmese python (Python molurus).
2001 Jun
Cassette mutagenesis of lysine 130 of human glutamate dehydrogenase. An essential residue in catalysis.
2001 Jun
PPADS, an ATP antagonist, attenuates the effects of a moderately intense sound on cochlear mechanics.
2001 Jun
Dephosphorylation of MnDPDP and related compounds by acid and alkaline phosphatase.
2001 Jun
Low circulating vitamin B(6) is associated with elevation of the inflammation marker C-reactive protein independently of plasma homocysteine levels.
2001 Jun 12
Role of endogenous ATP at the incision area in a rat model of postoperative pain.
2001 Jun 13
Nucleotide-evoked relaxation of rat vas deferens--a possible role for endogenous ATP released upon alpha(1)-adrenoceptor stimulation.
2001 Jun 22
Homocyst(e)ine metabolism in hemodialysis patients treated with vitamins B6, B12 and folate.
2001 Mar
Crystal structure of threonine synthase from Arabidopsis thaliana.
2001 Mar
Adult hypophosphatasia. Current aspects.
2001 Mar
A placebo-controlled, double-blind, randomised trial of magnesium-pyridoxal-5'-phosphate-glutamate for hypercholesterolaemia and other clinical-chemical risk factors of cardiovascular disease in a primary care setting.
2001 Mar
Effect of phosphate on stability of pyridoxal in the presence of lysine.
2001 Mar
Resuscitation with a blood substitute abrogates pathologic postinjury neutrophil cytotoxic function.
2001 Mar
Complexities of measuring antagonist potency at P2X(7) receptor orthologs.
2001 Mar
Molecular cloning and characterization of the mouse P2Y4 nucleotide receptor.
2001 Mar 30
Structural basis for the function of pyridoxine 5'-phosphate synthase.
2001 Mar 7
Intracellular signaling pathways involved in acetaldehyde-induced collagen and fibronectin gene expression in human hepatic stellate cells.
2001 May
Three-dimensional structure of 2-amino-3-ketobutyrate CoA ligase from Escherichia coli complexed with a PLP-substrate intermediate: inferred reaction mechanism.
2001 May 1
Molecular cloning and functional expression of Xenopus laevis oocyte ATP-activated P2X4 channels.
2001 May 2
ABA3 is a molybdenum cofactor sulfurase required for activation of aldehyde oxidase and xanthine dehydrogenase in Arabidopsis thaliana.
2001 Nov 2
COMT genotype, micronutrients in the folate metabolic pathway and breast cancer risk.
2001 Oct
Crystal structures of 1-aminocyclopropane-1-carboxylate (ACC) synthase in complex with aminoethoxyvinylglycine and pyridoxal-5'-phosphate provide new insight into catalytic mechanisms.
2001 Oct 12
Cloning and characterization of a functional P2X receptor from larval bullfrog skin.
2001 Sep
ATP P2X receptor-mediated enhancement of glutamate release and evoked EPSCs in dorsal horn neurons of the rat spinal cord.
2001 Sep 1
Plants synthesize ethanolamine by direct decarboxylation of serine using a pyridoxal phosphate enzyme.
2001 Sep 21
Patents

Sample Use Guides

500 mgs po bid for 12 weeks.
Route of Administration: Oral
Male Wistar rat (body weight -200 g) was sacrificed by bleeding from the right femoral artery under diethyl ether anesthesia. A thoracic aorta was removed and washed with RPMI 1640 medium to avoid contamination with blood. It was then turned inside out, and cut into short segments of about 1-1.5 mm. Each aortic segment was placed in the center of a well on a 6-well culture plate and covered with 0.5 ml of gel matrix solution reconstituted as described. The solution was allowed to gel at 37°C for 20 min, and then overlaid with 2 ml of RPMI 1640 medium (Gibco, New York, USA) containing 1% of ITS+ (Becton Dickinson Labware, MA, USA). PLP (Pyridoxal phosphate ) was reconstituted in phosphate buffered saline and added on day 1. Incubation was carried out for 10 days in a fully humidified system of 5% C02 in the air at 37°C. The medium was changed on day 7 of the culture.
Substance Class Chemical
Created
by admin
on Sat Jun 26 04:56:11 UTC 2021
Edited
by admin
on Sat Jun 26 04:56:11 UTC 2021
Record UNII
ERZ74D7E6J
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRIDOXAL PHOSPHATE DISODIUM
Common Name English
4-PYRIDINECARBOXALDEHYDE, 3-HYDROXY-2-METHYL-5-((PHOSPHONOOXY)METHYL)-, SODIUM SALT (1:2)
Common Name English
PYRIDOXAL 5'-PHOSPHATE DISODIUM SALT
Common Name English
4-PYRIDINECARBOXALDEHYDE, 3-HYDROXY-2-METHYL-5-((PHOSPHONOOXY)METHYL)-, DISODIUM SALT
Systematic Name English
Code System Code Type Description
PUBCHEM
71491934
Created by admin on Sat Jun 26 04:56:11 UTC 2021 , Edited by admin on Sat Jun 26 04:56:11 UTC 2021
PRIMARY
CAS
181317-75-9
Created by admin on Sat Jun 26 04:56:11 UTC 2021 , Edited by admin on Sat Jun 26 04:56:11 UTC 2021
PRIMARY
FDA UNII
ERZ74D7E6J
Created by admin on Sat Jun 26 04:56:11 UTC 2021 , Edited by admin on Sat Jun 26 04:56:11 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE