Pyridoxine phosphate

Identification

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Name
Pyridoxine phosphate
Accession Number
DB02209  (EXPT02710)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • Pyridoxine 5-phosphate
Categories
UNII
RG20W8WYLS
CAS number
447-05-2
Weight
Average: 249.1577
Monoisotopic: 249.040223633
Chemical Formula
C8H12NO6P
InChI Key
WHOMFKWHIQZTHY-UHFFFAOYSA-N
InChI
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)
IUPAC Name
{[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methoxy}phosphonic acid
SMILES
CC1=NC=C(COP(O)(O)=O)C(CO)=C1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPyridoxine 5'-phosphate synthaseNot AvailableEscherichia coli (strain K12)
UOrnithine decarboxylaseNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Vitamin B6 MetabolismMetabolic
HypophosphatasiaDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0001319
KEGG Compound
C00627
PubChem Compound
1055
PubChem Substance
46505900
ChemSpider
1026
ChEBI
28803
HET
PXP
PDB Entries
1ho4 / 1szr / 3f4n / 3o6d

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.41 mg/mLALOGPS
logP-0.8ALOGPS
logP-3.6ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)5.55ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area120.11 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.98 m3·mol-1ChemAxon
Polarizability21.72 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6844
Blood Brain Barrier+0.7967
Caco-2 permeable-0.7018
P-glycoprotein substrateNon-substrate0.5592
P-glycoprotein inhibitor INon-inhibitor0.8792
P-glycoprotein inhibitor IINon-inhibitor0.9619
Renal organic cation transporterNon-inhibitor0.8607
CYP450 2C9 substrateNon-substrate0.6672
CYP450 2D6 substrateNon-substrate0.7836
CYP450 3A4 substrateNon-substrate0.5766
CYP450 1A2 substrateNon-inhibitor0.8561
CYP450 2C9 inhibitorNon-inhibitor0.873
CYP450 2D6 inhibitorNon-inhibitor0.8105
CYP450 2C19 inhibitorNon-inhibitor0.7703
CYP450 3A4 inhibitorNon-inhibitor0.8749
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8244
Ames testNon AMES toxic0.7483
CarcinogenicityNon-carcinogens0.8874
BiodegradationNot ready biodegradable0.6901
Rat acute toxicity1.8045 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6962
hERG inhibition (predictor II)Non-inhibitor0.7864
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ue9-0590000000-68640055ed308d852fd0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-0900000000-1450b9f084acf6421d59
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-4900000000-8fd6492e6f2a6bea9879
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-8090000000-65f73f2c7a460a3fca23
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9010000000-5b0859a6a40a458fcc9f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-a6fead236e12d88986b8

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyridoxine-5'-phosphates. These are pyridoxines that carry a phosphate group at the 5-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Pyridoxines
Direct Parent
Pyridoxine-5'-phosphates
Alternative Parents
Monoalkyl phosphates / Methylpyridines / Hydroxypyridines / Heteroaromatic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Pyridoxine-5'-phosphate / Monoalkyl phosphate / Hydroxypyridine / Methylpyridine / Organic phosphoric acid derivative / Alkyl phosphate / Phosphoric acid ester / Heteroaromatic compound / Azacycle / Hydrocarbon derivative
show 10 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
vitamin B6 phosphate (CHEBI:28803)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Pyridoxine 5'-phosphate synthase activity
Specific Function
Catalyzes the complicated ring closure reaction between the two acyclic compounds 1-deoxy-D-xylulose-5-phosphate (DXP) and 3-amino-2-oxopropyl phosphate (1-amino-acetone-3-phosphate or AAP) to form...
Gene Name
pdxJ
Uniprot ID
P0A794
Uniprot Name
Pyridoxine 5'-phosphate synthase
Molecular Weight
26384.01 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein homodimerization activity
Specific Function
Key enzyme of polyamine biosynthesis that converts ornithine into putrescine, which is the precursor for the polyamines, spermidine and spermine.
Gene Name
ODC1
Uniprot ID
P11926
Uniprot Name
Ornithine decarboxylase
Molecular Weight
51147.73 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Pyridoxamine-phosphate oxidase activity
Specific Function
Catalyzes the oxidation of either pyridoxine 5'-phosphate (PNP) or pyridoxamine 5'-phosphate (PMP) into pyridoxal 5'-phosphate (PLP).
Gene Name
PNPO
Uniprot ID
Q9NVS9
Uniprot Name
Pyridoxine-5'-phosphate oxidase
Molecular Weight
29987.79 Da
References
  1. Kim SY, An JJ, Kim DW, Choi SH, Lee SH, Hwang SI, Kwon OS, Kang TC, Won MH, Cho SW, Park J, Eum WS, Lee KS, Choi SY: Tat-mediated protein transduction of human brain pyridoxine-5-P oxidase into PC12 cells. J Biochem Mol Biol. 2006 Jan 31;39(1):76-83. [PubMed:16466641]
  2. Nagahashi Y, Tazoe M, Hoshino T: Cloning of the pyridoxine 5'-phosphate phosphatase gene (pdxP) and vitamin B6 production in pdxP recombinant Sinorhizobium meliloti. Biosci Biotechnol Biochem. 2008 Feb;72(2):421-7. Epub 2008 Feb 7. [PubMed:18256491]
  3. Hwang IK, Yoo KY, Kim do H, Lee BH, Kwon YG, Won MH: Time course of changes in pyridoxal 5'-phosphate (vitamin B6 active form) and its neuroprotection in experimental ischemic damage. Exp Neurol. 2007 Jul;206(1):114-25. Epub 2007 Apr 24. [PubMed:17531224]
  4. Kim DW, Eum WS, Choi HS, Kim SY, An JJ, Lee SH, Sohn EJ, Hwang SI, Kwon OS, Kang TC, Won MH, Cho SW, Lee KS, Park J, Choi SY: Human brain pyridoxal-5'-phosphate phosphatase: production and characterization of monoclonal antibodies. J Biochem Mol Biol. 2005 Nov 30;38(6):703-8. [PubMed:16336786]
Kind
Protein
Organism
Ensifer meliloti
Pharmacological action
Unknown
Actions
Substrate
General Function
Hydrolase activity
Specific Function
Not Available
Gene Name
pdxP
Uniprot ID
A7BK78
Uniprot Name
Pyridoxine 5'-phosphate phosphatase
Molecular Weight
26426.82 Da
References
  1. Nagahashi Y, Tazoe M, Hoshino T: Cloning of the pyridoxine 5'-phosphate phosphatase gene (pdxP) and vitamin B6 production in pdxP recombinant Sinorhizobium meliloti. Biosci Biotechnol Biochem. 2008 Feb;72(2):421-7. Epub 2008 Feb 7. [PubMed:18256491]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:30