(2E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one

• ChemBase ID: 75966
• Molecular Formular: C15H12O2
• Molecular Mass: 224.25458
• Monoisotopic Mass: 224.08372962
• SMILES: O=C(c1ccccc1)/C=C/c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)/C=C/C(=O)c1ccccc1
• InChI: InChI=1S/C15H12O2/c16-14-9-6-12(7-10-14)8-11-15(17)13-4-2-1-3-5-13/h1-11,16H
• InChIKey: PWWCDTYUYPOAIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one; 3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one
• IUPAC Traditional name: (2E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one; 4-hydroxychalcone
• Synonyms: p-Hydroxyphenyl styryl ketone; 4'-Hydroxychalcone; 4-Hydroxychalcone 98%; 4-HYDROXYBENZYLIDENEACETOPHENONE; 2-(4-Hydroxybenzylidene)acetophenone; 4-Hydroxychalcone; 4-羟基查耳酮

Database IDs

• CAS Number: 2657-25-2; 20426-12-4
• EC Number: 000-000-0
• MDL Number: MFCD00016488
• Beilstein Number: 2049155
• PubChem SID: 162040884
• PubChem CID: 5282361

CALCULATED PROPERTIES

• Acid pKa: 9.035391
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5866342
• LogD (pH = 7.4): 3.5768783
• Log P: 3.58676
• Molar Refractivity: 68.8579 cm^3
• Polarizability: 25.955122 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-185°C; 183-185°C

Safety Information

• RTECS: UD1675000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Pharmacology Properties

• Mechanism of Action: Glutathione reductase inhibitor

Product Information

• Purity: 97%
• Biological Source: Constit. of Glycyrrhiza glabra roots
• Application(s): Antibacterial; Tuberculostatic

DETAILS

MP Biomedicals - 05206573

MP Biomedicals Rare Chemical collection

REFERENCES

• Shriner, R.L. et al., J.A.C.S., 1930, 52, 2538-2540, (synth)
• Peyron, L., C. R. Hebd. Seances Acad. Sci., 1963, 257, 235, (isol, deriv)
• Wittmann, H. et al., Monatsh. Chem., 1966, 97, 896-904, (uv)
• Dinya, Z. et al., Acta Chim. Acad. Sci. Hung., 1972, 73, 453-467, (ir)
• Sasse, A. et al., Arch. Pharm. (Weinheim, Ger.), 2001, 334, 45-52, (synth, pmr)