2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

• ChemBase ID: 153959
• Molecular Formular: C23H39NO4
• Molecular Mass: 393.56006
• Monoisotopic Mass: 393.28790873
• SMILES: CCCCCCCCCCC(C)(C)C(=O)Nc1c(cc(cc1OC)OC)OC
• Canonical SMILES: CCCCCCCCCCC(C(=O)Nc1c(OC)cc(cc1OC)OC)(C)C
• InChI: InChI=1S/C23H39NO4/c1-7-8-9-10-11-12-13-14-15-23(2,3)22(25)24-21-19(27-5)16-18(26-4)17-20(21)28-6/h16-17H,7-15H2,1-6H3,(H,24,25)
• InChIKey: WAFNZAURAWBNDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide
• IUPAC Traditional name: 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide
• Synonyms: 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide; CI 976

Database IDs

• CAS Number: 114289-47-3
• MDL Number: MFCD00869662
• PubChem SID: 162248098
• PubChem CID: 122327

CALCULATED PROPERTIES

• Acid pKa: 11.451327
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.538596
• LogD (pH = 7.4): 6.53856
• Log P: 6.5385966
• Molar Refractivity: 115.422 cm^3
• Polarizability: 44.860584 Å^3
• Polar Surface Area: 56.79 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble <2 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C23H39NO4

DETAILS

Sigma Aldrich - C3743

Biochem/physiol Actions
CI-976, a new trimethoxy fatty acid anilide, is a potent and specific inhibitor of liver and intestinal acyl coenzyme A; cholesterol acyltransferase (ACAT) in vitro. CI-976 decreased non-high density lipoprotein (HDL)-cholesterol and increased HDL-cholesterol in rats with pre-established dyslipidemia. High performance gel chromatographic separation of plasma lipoproteins also revealed that CI-976, but not CL 277,082, lowered low density lipoprotein (LDL)-cholesterol and elevated HDL-cholesterol.