[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]phosphonic acid

• ChemBase ID: 80169
• Molecular Formular: C10H9O6P
• Molecular Mass: 256.148621
• Monoisotopic Mass: 256.01367464
• SMILES: P(=O)(Oc1ccc2c(c1)oc(=O)cc2C)(O)O
• Canonical SMILES: O=c1cc(C)c2c(o1)cc(cc2)OP(=O)(O)O
• InChI: InChI=1S/C10H9O6P/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14/h2-5H,1H3,(H2,12,13,14)
• InChIKey: BCHIXGBGRHLSBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-methyl-2-oxo-2H-chromen-7-yl)oxy]phosphonic acid
• IUPAC Traditional name: (4-methyl-2-oxochromen-7-yl)oxyphosphonic acid
• Synonyms: 4-Methyl-2-oxo-2H-chromen-7-yl dihydrogen phosphate; 4-Methylumbelliferyl-phosphoric acid; 4-Methylumbelliferyl phosphate; 4-Methylumbelliferyl phosphate (4-MUP) Liquid Substrate System; 4-甲基伞形酮磷酸酯

Database IDs

• CAS Number: 3368-04-5
• EC Number: 222-137-7
• MDL Number: MFCD00016969
• Beilstein Number: 1687229
• PubChem SID: 24897292; 162067289; 24896808
• PubChem CID: 65118

CALCULATED PROPERTIES

• Acid pKa: 1.7821348
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.2559819
• LogD (pH = 7.4): -1.98815
• Log P: 1.1253238
• Molar Refractivity: 58.6844 cm^3
• Polarizability: 22.577282 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: liquid
• Melting Point: 215-218 °C
• Fluorescence: λex 319 nm; λem 384 nm (pH 9.1); λex 360 nm; λem 449 nm (Reaction product)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 1760
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 20/22
• Safety Statements: 36
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1760 8/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: for fluorescence
• Description: phosphatase substrate
• Impurities: ≤0.05% free 4-methylumbelliferone
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C10H9O6P

DETAILS

Sigma Aldrich - M3168

Analysis Note
4-MUP fluorescence can be measured with excitation at 360 nm and emission at 440 nm. The fluorescent end product may also be observed using a UV light source.
Application
4-Methylumbelliferyl phosphate (4-MUP) is a substrate for alkaline phosphatase which forms the soluble fluorescent substance methylumbelliferone. 4-MUP Liquid Substrate System combines 4-MUP and buffer in a ready-to-use reagent.

Sigma Aldrich - M8883

Substrates
Fluorogenic substrate for phosphatases.

Sigma Aldrich - 69607

Other Notes
Fluorogenic substrate for phosphatases. HPLC assay of alkaline phosphatase with spectrofluorometric detection1
Substrates
Fluorogenic substrate for phosphatases.