(4-{3-oxo-1-[4-(phosphonooxy)phenyl]-1,3-dihydro-2-benzofuran-1-yl}phenoxy)phosphonic acid; pyridine

• ChemBase ID: 156024
• Molecular Formular: C25H21NO10P2
• Molecular Mass: 557.382462
• Monoisotopic Mass: 557.06406914
• SMILES: c1ccncc1.c1ccc2c(c1)C(=O)OC2(c1ccc(cc1)OP(=O)(O)O)c1ccc(cc1)OP(=O)(O)O
• Canonical SMILES: c1cccnc1.O=C1OC(c2c1cccc2)(c1ccc(cc1)OP(=O)(O)O)c1ccc(cc1)OP(=O)(O)O
• InChI: InChI=1S/C20H16O10P2.C5H5N/c21-19-17-3-1-2-4-18(17)20(28-19,13-5-9-15(10-6-13)29-31(22,23)24)14-7-11-16(12-8-14)30-32(25,26)27;1-2-4-6-5-3-1/h1-12H,(H2,22,23,24)(H2,25,26,27);1-5H
• InChIKey: DBXHFBVMRQOQKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{3-oxo-1-[4-(phosphonooxy)phenyl]-1,3-dihydro-2-benzofuran-1-yl}phenoxy)phosphonic acid; pyridine
• IUPAC Traditional name: 4-{3-oxo-1-[4-(phosphonooxy)phenyl]-2-benzofuran-1-yl}phenoxyphosphonic acid; pyridine
• Synonyms: Phenolphthalein diphosphate pyridine salt; Phenolphthalein bisphosphate pyridine salt

Database IDs

• CAS Number: 267240-23-3
• MDL Number: MFCD00066477
• PubChem SID: 162250162; 24887212
• PubChem CID: 16218533

CALCULATED PROPERTIES

• Acid pKa: 1.4876597
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.7159444
• LogD (pH = 7.4): -3.1735895
• Log P: 3.045571
• Molar Refractivity: 112.7831 cm^3
• Polarizability: 43.13731 Å^3
• Polar Surface Area: 159.82 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (T)
• Impurities: ≤0.05% free phenolphthalein
• Loss on Drying: ≤2% loss on drying
• Empirical Formula (Hill Notation): C20H16O10P2 · C5H5N

DETAILS

Sigma Aldrich - 77630

Application
Suitable as substrate for phosphatase.
Other Notes
Chromogenic substrate for acid and alkaline phosphatases1,2,3,4,5