4-methyl-2-oxo-2H-chromen-7-yl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase ID: 174528
• Molecular Formular: C15H20NO6P
• Molecular Mass: 341.296161
• Monoisotopic Mass: 341.102824
• SMILES: c1(ccc2c(c1)oc(=O)cc2C)OP(=O)(OCC[N+](C)(C)C)[O-]
• Canonical SMILES: O=c1cc(C)c2c(o1)cc(cc2)OP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C15H20NO6P/c1-11-9-15(17)21-14-10-12(5-6-13(11)14)22-23(18,19)20-8-7-16(2,3)4/h5-6,9-10H,7-8H2,1-4H3
• InChIKey: XFDMHBWTKCGCSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-oxo-2H-chromen-7-yl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC Traditional name: 4-methyl-2-oxochromen-7-yl 2-(trimethylammonio)ethyl phosphate
• Synonyms: 2-[[Hydroxy[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]phosphinyl]oxy]-N,N,N-trimethylethanaminium Inner Salt; 4-MUPC; 4-Methylumbelliferyl Phosphocholine

Database IDs

• CAS Number: 97055-84-0
• PubChem SID: 164230438
• PubChem CID: 126160

CALCULATED PROPERTIES

• Acid pKa: 1.3378162
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.616836
• LogD (pH = 7.4): -0.6168068
• Log P: -2.6404076
• Molar Refractivity: 95.9777 cm^3
• Polarizability: 33.286655 Å^3
• Polar Surface Area: 84.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Crystalline Solid
• Melting Point: 268-271°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture, Temperature, Light Sensitive

DETAILS

Toronto Research Chemicals - M334800

4-Methylumbelliferyl Phosphocholine is used for assaying phospholipase C activity. 4-Methylumbelliferyl Phosphocholine is cleaved by phospholipase C phosphodiesterases, producing a blue fluorescent product.

REFERENCES

• Freeman, S.J., et al.: C.J. Biochem, 63, 272 (1985)
• Manafi, M., et al.: Microbiol. Rev., 55, 335 (1985)
• Margaret, A., et al.: J. Food Protect., 69, 2002 (1985)