N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide

• ChemBase ID: 154196
• Molecular Formular: C17H17NO3
• Molecular Mass: 283.32178
• Monoisotopic Mass: 283.12084341
• SMILES: CC(=O)N(C/C=C/c1cccc(c1)Oc1ccccc1)O
• Canonical SMILES: CC(=O)N(C/C=C/c1cccc(c1)Oc1ccccc1)O
• InChI: InChI=1S/C17H17NO3/c1-14(19)18(20)12-6-8-15-7-5-11-17(13-15)21-16-9-3-2-4-10-16/h2-11,13,20H,12H2,1H3
• InChIKey: CEUDWZXMLMKPNN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide
• IUPAC Traditional name: N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide
• Synonyms: N-[(E)-3-(3-Phenoxyphenyl)prop-2-enyl]acetohydroxamic acid; BW A4C

Database IDs

• CAS Number: 106328-57-8
• MDL Number: MFCD00869694
• PubChem SID: 162248335; 24724425
• PubChem CID: 6438354

CALCULATED PROPERTIES

• Acid pKa: 8.222075
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0240626
• LogD (pH = 7.4): 2.9642193
• Log P: 3.024882
• Molar Refractivity: 82.2992 cm^3
• Polarizability: 31.522459 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL
• Apperance: white
• Melting Point: 79.3-80.1 °C(lit.)

Safety Information

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

Pharmacology Properties

• Gene Information: human ... ALOX5(240)rat ... Alox5(25290)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H17NO3

DETAILS

Sigma Aldrich - B7559

Biochem/physiol Actions
Selective 5-lipoxygenase (5-LOX) inhibitor. Inhibits synthesis of LTB4.