Basic information
- CAS
41468-25-1- Standard SMILES
Cc1ncc(COP(=O)(O)O)c(C=O)c1O.O- InChIKey
CEEQUQSGVRRXQI-UHFFFAOYSA-N- Molecular formula
- C8H12NO7P
- Average molar mass
- 265.16 g/mol
- Monoisotopic mass
- 265.03513872
Names & identifiers
- Preferred name
- Pyridoxal 5'-phosphate monohydrate
- IUPAC
- (4-formyl-5-hydroxy-6-methyl-3-pyridinyl)methyl dihydrogen phosphate;hydrate
- English name
- Pyridoxal 5'-phosphate monohydrate
- Molecular formula
- C8H12NO7P
- Molecular weight
- 265.16
Names & synonyms
Pyridoxal 5'-phosphate monohydrateDTXSID7046594DTXCID50265944-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-, monohydrate4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-, monohydrateRefChem:8709004-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-(phosphonooxy)methyl-, monohydrate41468-25-1Pyridoxal phosphate hydrate(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate hydratePyridoxal 5'-phosphate hydratePyridoxal-5-phosphate Monohydrate
Show more names
PLPPyridoxal 5'-phosphatePYRIDOXAL 5-PHOSPHATE MONOHYDRATEPYRIDOXAL PHOSPHATE MONOHYDRATEpCaspIEX-1pCDNA3.45-Phosphate MonohydratePyridoxal 5-phosphate monohydrate(PLP)
PYRIDOXAL-5'-PHOSPHATE MONOHYDRATEMFCD00149414(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate hydrate(1:x)C8H12NO7PPyridoxal phosphate (hydrate)Pyridoxal phosphate (monohydrate)Pyridoxal phosphate [JAN]Pyridoxal 5'-phosphate (hydrate)
Properties
Computed structural properties
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 292
Physicochemical properties
- Melting point
- 140 · 140-143 °C(lit.)
- storage temp.
- 2 · 2-8°C
- solubility
- Acetonitrile (Slightly), DMSO (Slightly)
- form
- Crystalline Powder
- color
- Pale yellow
- biological source
- synthetic
- Water Solubility
- 5 g/L · 5 g/L (20 ºC)
- Sensitive
- Light Sensitive
- Merck
- 14 · 14,7979
- BRN
- 234749 · 234749
- Stability
- Air Sensitive, Moisture Sensitive
- Major Application
- cell analysis
- InChI
- InChI=1S/C8H10NO6P.H2O/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);1H2
- InChIKey
- CEEQUQSGVRRXQI-UHFFFAOYSA-N
- SMILES
- C1(COP(=O)(O)O)=CN=C(C)C(O)=C1C=O.O
- CAS DataBase Reference
- 41468 · 41468-25-1(CAS DataBase Reference)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified；Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 2 of 2 reports by companies.；There are 0 notifications provided by 0 of 2 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-, monohydrate
4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-(phosphonooxy)methyl-, monohydrate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Regulatory information
Regulatory Information
Chemical: 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-, monohydrate
4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-(phosphonooxy)methyl-, monohydrate: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 8-10-23
Chemistry & industry
Pharmacology
Mechanism of Action
MC-1 is a biologically active natural product which can be regarded as a chemical entity that has been evolutionarily selected and validated for binding to particular protein domains. Thus, its underlying structural architecture, or scaffold, has already been biologically established as safe and active, providing a powerful guiding principle for novel drug and library development.
Applications
UsesPyridoxal 5-phosphate (PLP) (active form of Vitamin B6) is an enzyme prosthetic group that acts as a coenzyme in transamination, decarboxylation and deamination reactions such as the conversion of dopa into dopamine; of glutamate into GABA; of histidine to histamine. PLP works mechanistically through formation of a Schiff-base.
UsesPyridoxal 5'-phosphate monohydrate is a water-soluble form of Pyridoxal 5′-phosphate (PLP), which can be used to synthesise the drug MC-1, a cardioprotective agent designed to reduce damage to the heart when arteries are blocked and subsequently reopened after bypass surgery. It is also widely used to cure the Parkinson's disease clinically.
General DescriptionPyridoxal 5'-phosphate (PLP, vitamin B6) is an essential cofactor in all living systems. It is one of the most versatile cofactors and participates in transamination, decarboxylation, racemization, Cα-Cβ cleavage and α-β elimination reactions. PLP plays an important role in amino acid and carbohydrate metabolism and has been implicated in singlet oxygen resistance. PLP can be used as a dietary supplement in cases of vitamin B6 deficiency. Reduced levels of PLP in the brain can cause neurological dysfunction. By inhibiting AGE formation and working as a coenzyme in chemical reactions, pyridoxal 5’-phosphate can support healthy nerve, eye, cardiovascular and kidney function.
DescriptionPRDX5 Human Recombinant produced in E.Coli is a single, non-glycosylated, polypeptide chain containing 162 amino acids (53-214 a.a.) and having a molecular mass of 17 kDa.The PRDX5 is purified by proprietary chromatographic techniques.
Upstream & downstream products
Related reactions
5 records
Compound notes
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