3-[3,5-dimethoxy-4-(octyloxy)phenyl]-1-[4-(3,4-dimethylphenyl)piperazin-1-yl]prop-2-en-1-one

• ChemBase ID: 154274
• Molecular Formular: C31H44N2O4
• Molecular Mass: 508.69206
• Monoisotopic Mass: 508.3301079
• SMILES: CCCCCCCCOc1c(cc(cc1OC)/C=C/C(=O)N1CCN(CC1)c1ccc(c(c1)C)C)OC
• Canonical SMILES: CCCCCCCCOc1c(OC)cc(cc1OC)/C=C/C(=O)N1CCN(CC1)c1ccc(c(c1)C)C
• InChI: InChI=1S/C31H44N2O4/c1-6-7-8-9-10-11-20-37-31-28(35-4)22-26(23-29(31)36-5)13-15-30(34)33-18-16-32(17-19-33)27-14-12-24(2)25(3)21-27/h12-15,21-23H,6-11,16-20H2,1-5H3
• InChIKey: YGEPYVAQKIHLFY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3,5-dimethoxy-4-(octyloxy)phenyl]-1-[4-(3,4-dimethylphenyl)piperazin-1-yl]prop-2-en-1-one
• IUPAC Traditional name: 3-[3,5-dimethoxy-4-(octyloxy)phenyl]-1-[4-(3,4-dimethylphenyl)piperazin-1-yl]prop-2-en-1-one
• Synonyms: N-(3,5-Dimethoxy-4-n-octyloxycinnamoyl)-N′-(3,4-dimethylphenyl)piperazine; YIC-C8-434

Database IDs

• CAS Number: 214265-97-1
• MDL Number: MFCD00954689
• PubChem SID: 24724670; 162248413
• PubChem CID: 10481388

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 7.156963
• LogD (pH = 7.4): 7.1705623
• Log P: 7.170738
• Molar Refractivity: 152.9737 cm^3
• Polarizability: 58.244465 Å^3
• Polar Surface Area: 51.24 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >8 mg/mL
• Apperance: white to off-white solid
• Melting Point: 103.6-105.2 °C

Safety Information

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

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C31H44N2O4

DETAILS

Sigma Aldrich - Y0628

Analysis Note
Enzyme target for lipid-lowering drugs IC50= 63 - 88 nM.
Biochem/physiol Actions
Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor.