4-[5-(5-hydroxy-3-phenyl-1,2-oxazol-4-yl)penta-2,4-dien-1-ylidene]-3-phenyl-4,5-dihydro-1,2-oxazol-5-one

• ChemBase ID: 138135
• Molecular Formular: C23H16N2O4
• Molecular Mass: 384.38414
• Monoisotopic Mass: 384.111007
• SMILES: c1ccc(cc1)c1c(c(on1)O)/C=C/C=C/C=C/1\C(=NOC1=O)c1ccccc1
• Canonical SMILES: O=C1ON=C(/C/1=C\C=C\C=C\c1c(O)onc1c1ccccc1)c1ccccc1
• InChI: InChI=1S/C23H16N2O4/c26-22-18(20(24-28-22)16-10-4-1-5-11-16)14-8-3-9-15-19-21(25-29-23(19)27)17-12-6-2-7-13-17/h1-15,26H
• InChIKey: NEDZCQDBZLHEGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(5-hydroxy-3-phenyl-1,2-oxazol-4-yl)penta-2,4-dien-1-ylidene]-3-phenyl-4,5-dihydro-1,2-oxazol-5-one
• IUPAC Traditional name: 4-[5-(5-hydroxy-3-phenyl-1,2-oxazol-4-yl)penta-2,4-dien-1-ylidene]-3-phenyl-1,2-oxazol-5-one
• Synonyms: 1,5-Bis(3-phenyl-5-oxoisoxazol-4-yl)pentamethine oxonol; Oxonol V; 4-[5-(5-Hydroxy-3-phenyl-4-isoxazolyl)-2,4-pentadienylidene]-3-phenyl-5(4H)-isoxazolone; 1,5-Penta-1,3-dien-1-yl-5-ylidene-bis(5-oxo-3-phenyl-4-isoxazole); 4-[5-(5-Hydroxy-3-phenyl-4-isoxazolyl)-2,4-pentadienylidene]-3-phenyl-5(4H)-isoxazolone; Oxonol V

Database IDs

• CAS Number: 61389-30-8
• MDL Number: MFCD00075232
• Beilstein Number: 575970
• PubChem SID: 24886894; 162232393; 24860951
• PubChem CID: 6438385

CALCULATED PROPERTIES

• Acid pKa: 2.168821
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.146247
• LogD (pH = 7.4): 4.1441045
• Log P: 4.9661145
• Molar Refractivity: 111.3584 cm^3
• Polarizability: 42.300297 Å^3
• Polar Surface Area: 84.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170 °C (dec.)(lit.)
• Absorption Wavelength: λmax 611 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (UV); 98%
• Grade: for fluorescence
• Suitability: in accordance for fluorescence
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C23H16N2O4

DETAILS

Sigma Aldrich - 75925

Other Notes
Potential sensitive probe. Plasma membrane potential of neutrophils generated by the Na+ pump1; Spectral properties2