7-hydroxy-3-phenyl-2H-chromen-2-one

• ChemBase ID: 119821
• Molecular Formular: C15H10O3
• Molecular Mass: 238.2381
• Monoisotopic Mass: 238.06299418
• SMILES: c1(=O)c(cc2c(o1)cc(cc2)O)c1ccccc1
• Canonical SMILES: Oc1ccc2c(c1)oc(=O)c(c2)c1ccccc1
• InChI: InChI=1S/C15H10O3/c16-12-7-6-11-8-13(10-4-2-1-3-5-10)15(17)18-14(11)9-12/h1-9,16H
• InChIKey: RIPZCQZTVDNJHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-phenyl-2H-chromen-2-one
• IUPAC Traditional name: 7-hydroxy-3-phenylchromen-2-one
• Synonyms: 7-hydroxy-3-phenyl-2H-chromen-2-one; 7-Hydroxy-3-phenylcoumarin; 3-Phenylumbelliferone

Database IDs

• CAS Number: 6468-96-8
• MDL Number: MFCD00037574
• Beilstein Number: 384125
• PubChem SID: 24887436; 162107930
• PubChem CID: 5393176

CALCULATED PROPERTIES

• Acid pKa: 7.7758193
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1456015
• LogD (pH = 7.4): 2.9964705
• Log P: 3.147882
• Molar Refractivity: 67.9816 cm^3
• Polarizability: 25.958218 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 206-210 °C(lit.)
• Hydrophobicity(logP): 3.721
• pKa: 7.8
• Fluorescence: λex 338 nm; λem 463 nm (pH 3.0); λex 383 nm; λem 472 nm in 0.1 M Tris pH 9.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... MIF(4282)

Product Information

• Purity: ≥98.0% (TLC); 95%
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C15H10O3
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 79279

Application
suitable as pH-indicator
Other Notes
Fluorescent pH probe for the physiological pH range1