4-ethyl-5-methoxy-2-[4-(4-methoxyphenyl)-1,2-oxazol-5-yl]phenol

• ChemBase ID: 153151
• Molecular Formular: C19H19NO4
• Molecular Mass: 325.35846
• Monoisotopic Mass: 325.13140809
• SMILES: CCc1cc(c(cc1OC)O)c1c(cno1)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)c1cnoc1c1cc(CC)c(cc1O)OC
• InChI: InChI=1S/C19H19NO4/c1-4-12-9-15(17(21)10-18(12)23-3)19-16(11-20-24-19)13-5-7-14(22-2)8-6-13/h5-11,21H,4H2,1-3H3
• InChIKey: BNBHIGLOMVMJDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-ethyl-5-methoxy-2-[4-(4-methoxyphenyl)-1,2-oxazol-5-yl]phenol
• IUPAC Traditional name: 4-ethyl-5-methoxy-2-[4-(4-methoxyphenyl)-1,2-oxazol-5-yl]phenol
• Synonyms: 5-(5-Ethyl-2-hydroxy-4-methoxyphenyl)-4-(4-methoxyphenyl)isoxazole; KRIBB3

Database IDs

• CAS Number: 129414-88-6
• MDL Number: MFCD00710140
• PubChem SID: 162247291; 24896001
• PubChem CID: 5420816

CALCULATED PROPERTIES

• Acid pKa: 8.558931
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.8909483
• LogD (pH = 7.4): 3.8624172
• Log P: 3.8913252
• Molar Refractivity: 92.1994 cm^3
• Polarizability: 37.4848 Å^3
• Polar Surface Area: 64.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble15 mg/mL
• Apperance: white to off-white solid

Safety Information

• Storage Condition: protect from light; under inert gas
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H413
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H19NO4

DETAILS

Sigma Aldrich - K4514

Biochem/physiol Actions
KRIBB3 is an inhibitior of PKC-dependent phosphorylation of Hsp27 through its direct binding to Hsp27. It has antimigratory and anti-invasive activities in MDA-MB-231 cells. KRIBB3 blocked phorbol 12-myristate 13-acetate-induced phosphorylation of Hsp27 and tumor cell migration. The IC50 is 50 nM, suggesting that KRIBB3 has a high specific affinity for the target protein, Hsp27.