{[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid

• ChemBase ID: 1902
• Molecular Formular: C8H13N2O5P
• Molecular Mass: 248.172981
• Monoisotopic Mass: 248.05620816
• SMILES: Cc1ncc(COP(=O)(O)O)c(CN)c1O
• Canonical SMILES: NCc1c(COP(=O)(O)O)cnc(c1O)C
• InChI: InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)
• InChIKey: ZMJGSOSNSPKHNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid
• IUPAC Traditional name: pyridoxamine-5'-phosphate
• Synonyms: 4-Aminomethyl-5-hydroxy-6-methyl-3-pyridylmethyl phosphate; Pyridoxamine-5′-phosphate; Pyridoxamine-5'-Phosphate

Database IDs

• CAS Number: 529-96-4
• EC Number: 208-471-6
• MDL Number: MFCD00023504
• Beilstein Number: 233653
• PubChem SID: 46506503; 160965357; 24888059
• PubChem CID: 1053

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.741759
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.2235267
• LogD (pH = 7.4): -3.0349908
• Log P: -2.2240202
• Molar Refractivity: 56.6357 cm^3
• Polarizability: 22.077818 Å^3
• Polar Surface Area: 125.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.99
• LOG S: -1.57
• Solubility (Water): 6.61e+00 g/l

PROPERTIES

Safety Information

• RTECS: UT4710000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C8H13N2O5P

DETAILS

DrugBank - DB02142

Drug information: experimental

Sigma Aldrich - 82890

Biochem/physiol Actions
Pyridoxamine-5′-phosphate (PMP) may be used as a substrate to characterize pyridoxine-5′-phosphate oxidase(s) and pyridoxamine-phosphate transaminase(s) from various species and tissues.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 82890.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.