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Pyridoxal phosphate

CAT: 0804-HY-B1744-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1744-01Size:100 mg
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Description
Pyridoxal phosphate is the active form of vitamin B6, acts as an inhibitor of reverse transcriptases, and is used for the treatment of tardive dyskinesia.
CAS Number
54-47-7
Product Name Alternative
Pyridoxal 5′-phosphate; Pyridoxyl phosphate
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Amyloid-β; Endogenous Metabolite; ERK; Reverse Transcriptase
Type
Natural Products
Related Pathways
Anti-infection; MAPK/ERK Pathway; Metabolic Enzyme/Protease; Neuronal Signaling; Stem Cell/Wnt
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Pyridoxal_phosphate.html
Purity
99.95
Solubility
DMSO : 62.5 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 5 mg/mL (ultrasonic)
Smiles
O=CC1=C(O)C(C)=NC=C1COP(O)(O)=O
Molecular Formula
C8H10NO6P
Molecular Weight
247.14
Precautions
H302, H315, H319, H335
References & Citations
[1]Modak MJ. Pyridoxal 5' phosphate: a selective inhibitor of oncornaviral DNA polymerases. Biochem Biophys Res Commun. 1976 Jul 12;71 (1) :180-7.|[2]Grin IR, et al. Inactivation of NEIL2 DNA glycosylase by pyridoxal phosphate reveals a loop important for substrate binding. Biochem Biophys Res Commun. 2010 Mar 26;394 (1) :100-5.|[3]Zhang P, et al., High concentrations of pyridoxal stimulate the expression of IGFBP1 in HepG2 cells through upregulation of the ERK/c‑Jun pathway. Mol Med Rep. 2013 Oct;8 (4) :973-8.|[4]Choi JM, et al., Membrane-Free Stem Cells and Pyridoxal 5'-Phosphate Synergistically Enhance Cognitive Function in Alzheimer's Disease Mouse Model. Antioxidants (Basel) . 2022 Mar 21;11 (3) :601.|[5]Zhang L, et al., Pyridoxine 5'-phosphate oxidase is a novel therapeutic target and regulated by the TGF-β signalling pathway in epithelial ovarian cancer. Cell Death Dis. 2017 Dec 13;8 (12) :3214.|[6]Nakamura S, et al., Pyridoxal phosphate prevents progression of diabetic nephropathy. Nephrol Dial Transplant. 2007 Aug;22 (8) :2165-74.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite
Citation 01
J Agric Food Chem. 2025 Oct 15;73 (41) :25991-25997.|Int J Biol Macromol. 2025 Jul 21;320 (Pt 4) :146219.|Nat Immunol. 2023 Jan;24 (1) :162-173.

Chemical Information

Pyridoxal 5'-phosphate

Pyridoxal 5'-phosphate is the monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal. It has a role as an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor, a coenzyme, a cofactor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a member of methylpyridines, a vitamin B6 phosphate, a monohydroxypyridine and a pyridinecarbaldehyde. It is functionally related to a pyridoxal. It is a conjugate acid of a pyridoxal 5'-phosphate(2-).

CAS Number54-47-7
PubChem CID1051
IUPAC Name(4-formyl-5-hydroxy-6-methyl-3-pyridinyl)methyl dihydrogen phosphate
Molecular FormulaC8H10NO6P
Molecular Weight247.14
XLogP-1.1
Topological Polar Surface Area117
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count16
Formal Charge0
Complexity292
SMILES
CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O
InChI
InChI=1S/C8H10NO6P/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)
InChIKey
NGVDGCNFYWLIFO-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pyridoxal 5'-phosphate
CAS: 54-47-7
CID: 1051
Formula: C8H10NO6P
MW: 247.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight247.14
XLogP3-1.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass247.02457404
Monoisotopic Mass247.02457404
Topological Polar Surface Area117 Ų
Heavy Atom Count16
Formal Charge0
Complexity292
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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