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41468-25-1 molecular structure
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[(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid

ChemBase ID: 1
Molecular Formular: C8H10NO6P
Molecular Mass: 247.141861
Monoisotopic Mass: 247.02457368
SMILES and InChIs

SMILES:
P(=O)(OCc1c(c(O)c(nc1)C)C=O)(O)O
Canonical SMILES:
O=Cc1c(COP(=O)(O)O)cnc(c1O)C
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

Cite this record

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid
IUPAC Traditional name
pyridoxal phosphate
Brand Name
Hairoxal
Hiadelon
Himitan
Vitazechs
Biosechs
Pidopidon
Synonyms
PLP
Pyridoxal 5'-phosphate
Pyridoxal 5-phosphate
Pyridoxal-P
Pyridoxal P
Vitamin B6
Pyridoxal-5P
Codecarboxylase
Pyromijin
3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehyde
Pyrido
PYRIDOXAL-5-PHOSPHATE
3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde
Pyridoxal Phosphate
Pyridoxal 5-(Dihydrogen Phosphate)
2-Methyl-3-hydroxy-4-formyl-5-pyridyl-methylphosphoric Acid
3-Hydroxy-5-(hydroxymethyl)-2-methyl-isonicotinaldehyde 5-Phosphate
Apolon B6
Biosechs
Coenzyme B6
Hairoxal
Hexermin P
Hi-Pyridoxin
Hiadelon
NSC 82388
Phosphopyridoxal
Piodel
Pydoxal
Pyridoxal Monophosphate
Vitazechs
Pyridoxal 5'-Phosphate
(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
PYRIDOXAL-5-PHOSPHATE MONOHYDRATE
Pyridoxal 5′-phosphate hydrate
Pyridoxal Phosphate
CAS Number
41468-25-1
853645-22-4
54-47-7
EC Number
200-208-3
MDL Number
MFCD00006333
Beilstein Number
234749
PubChem SID
46506428
24898438
160963464
24899020
PubChem CID
1051

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 1.6802986  H Acceptors
H Donor LogD (pH = 5.5) -2.3409967 
LogD (pH = 7.4) -3.1810691  Log P -2.0856087 
Molar Refractivity 54.7463 cm3 Polarizability 20.725895 Å3
Polar Surface Area 116.95 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -0.55  LOG S -1.64 
Solubility (Water) 5.70e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Appreciable expand Show data source
Hydrophobicity(logP)
-1.2 expand Show data source
Melting Point
140-143°C expand Show data source
140-143 °C expand Show data source
Apperance
powder expand Show data source
Storage Condition
0°C expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
RTECS
UV1208000 expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Purity
≥98% expand Show data source
~98% expand Show data source
95+% expand Show data source
Suitability
suitable for cell culture expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02194731 external link
Cell Culture Reagent
Monohydrate
Purity: ~98%
MP Biomedicals - 02102769 external link
Monohydrate
Purity: ~98%
Off-white crystals Useful for modifying lysyl and valyl residues in proteins.
DrugBank - DB00114 external link
Item Information
Drug Groups nutraceutical
Description This is the active form of vitamin B6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (pyridoxamine). [PubChem]
Indication For nutritional supplementation and for treating dietary shortage or imbalance.
Pharmacology The two major forms of vitamin B6 are pyridoxine and pyridoxamine. In the liver they are converted to pyridoxal phosphate (PLP) which is a cofactor in many reactions of amino acid metabolism. PLP also is necessary for the enzymatic reaction governing the release of glucose from glycogen. Pyroluria is one potential cause of vitamin B6 deficiency.
Affected Organisms
Humans and other mammals
External Links
Wikipedia
PDRhealth
Sigma Aldrich - P9255 external link
Application
Enzyme cofactor.Normal coenzyme form of Vitamin B6
包装
1, 5, 25 g in poly bottle
Biochem/physiol Actions
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. PLP is used in the studies of PLP-dependent enzyme active sites.
Sigma Aldrich - P3657 external link
General description
Pyridoxal-phosphate (PLP, pyridoxal-5′-phosphate, P5P) is a prosthetic group of some enzymes. It is the active form of vitamin B6, which comprises three natural organic compounds, pyridoxal, pyridoxamine and pyridoxine. PLP acts as a coenzyme in all transamination reactions, and in some decarboxylation and deamination reactions of amino acids.
Toronto Research Chemicals - P991715 external link
Vitamin (enzyme co-factor).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Lichstein, et al.: J. Biol. Chem., 161, 311 (1945)
  • • McPhalen, C., et al.: J. Mol. Biol., 225, 495 (1945)
  • • Fenn, T., et al.: Biochemistry, 44, 5317 (1945)
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PATENTS

PATENTS

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INTERNET

INTERNET

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