3,3,14,14-tetramethylhexadecanedioic acid

• ChemBase ID: 154232
• Molecular Formular: C20H38O4
• Molecular Mass: 342.51332
• Monoisotopic Mass: 342.2770097
• SMILES: CC(C)(CCCCCCCCCCC(C)(C)CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CC(CCCCCCCCCCC(CC(=O)O)(C)C)(C)C
• InChI: InChI=1S/C20H38O4/c1-19(2,15-17(21)22)13-11-9-7-5-6-8-10-12-14-20(3,4)16-18(23)24/h5-16H2,1-4H3,(H,21,22)(H,23,24)
• InChIKey: HYSMCRNFENOHJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3,14,14-tetramethylhexadecanedioic acid
• IUPAC Traditional name: 3,3,14,14-tetramethylhexadecanedioic acid
• Synonyms: 3,3,14,14-Tetramethylhexadecanedioic acid; MEDICA 16

Database IDs

• CAS Number: 87272-20-6(anhydrous)
• MDL Number: MFCD00797684
• PubChem SID: 162248371; 24724539
• PubChem CID: 121871

CALCULATED PROPERTIES

• Acid pKa: 4.7360773
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.9283533
• LogD (pH = 7.4): 1.4381889
• Log P: 6.1104736
• Molar Refractivity: 96.7964 cm^3
• Polarizability: 38.58668 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble28 mg/mL
• Apperance: white solid
• Melting Point: 154-159 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (NMR)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C20H38O4

DETAILS

Sigma Aldrich - M5693

Biochem/physiol Actions
MEDICA 16 is an ATP-citrate lyase inhibitor and potent triacylglycerol-lowering agent. The product is hypolipidemic, antidiabetic, and shows reduced adiposity.