disodium 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl phosphate

• ChemBase ID: 156136
• Molecular Formular: C10H4F3Na2O6P
• Molecular Mass: 354.0836706
• Monoisotopic Mass: 353.9492977
• SMILES: c1cc2c(cc(=O)oc2cc1OP(=O)([O-])[O-])C(F)(F)F.[Na+].[Na+]
• Canonical SMILES: O=c1oc2cc(ccc2c(c1)C(F)(F)F)OP(=O)([O-])[O-].[Na+].[Na+]
• InChI: InChI=1S/C10H6F3O6P.2Na/c11-10(12,13)7-4-9(14)18-8-3-5(1-2-6(7)8)19-20(15,16)17;;/h1-4H,(H2,15,16,17);;/q;2*+1/p-2
• InChIKey: MZCZARQEYVOTOS-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl phosphate
• IUPAC Traditional name: disodium 2-oxo-4-(trifluoromethyl)chromen-7-yl phosphate
• Synonyms: Disodium 4-(trifluoromethyl)umbelliferyl phosphate; 4-(Trifluoromethyl)umbelliferyl phosphate disodium salt

Database IDs

• MDL Number: MFCD00800300
• PubChem SID: 24889577; 162250274
• PubChem CID: 16218756

CALCULATED PROPERTIES

• Acid pKa: 1.7771783
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.8919186
• LogD (pH = 7.4): -1.6259403
• Log P: 1.4897509
• Molar Refractivity: 57.3735 cm^3
• Polarizability: 22.084179 Å^3
• Polar Surface Area: 98.72 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: soluble
• Fluorescence: λex 410 nm; λem 503 nm in 0.1 M Tris pH 9.0 (alkaline phosphatase)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPCE)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C10H4F3Na2O6P

DETAILS

Sigma Aldrich - 91882

Application
suitable as fluorogenic substrate for alkaline phosphatase