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87272-20-6

87272-20-6 Structure

87272-20-6 Structure
IdentificationBack Directory
[Name]

MEDICA 16
[CAS]

87272-20-6
[Synonyms]

MEDICA 16
3,3,14,14-TETRAMETHYLHEXADECANEDIOIC ACID
3,3,14,14-TETRAMETHYLHEXADECANEDIONIC ACID
Hexadecanedioic acid, 3,3,14,14-tetramethyl-
[Molecular Formula]

C20H38O4
[MDL Number]

MFCD00797684
[MOL File]

87272-20-6.mol
[Molecular Weight]

342.51
Chemical PropertiesBack Directory
[Melting point ]

154-159 °C
[Boiling point ]

485.9±18.0 °C(Predicted)
[density ]

0.984±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO: 28 mg/mL
[form ]

solid
[pka]

4.51±0.10(Predicted)
[color ]

white
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

MEDICA 16 is a β,β''-dimethyl hexadecanedioic acid which exhibits hypolipidemic and antidiabetogenic effects in the rat. In animals that were fed a diet which was 0.25% MEDICA 16 by weight, the hypolipidemic effect consisted of a 70-80% decrease in plasma chylomicrons and VLDL-triacylglycerols as well as a 40-60% decrease in plasma VLDL-cholestrol.
[Uses]

MEDICA 16 is a β,β'-dimethyl hexadecanedioic acid which exhibits hypolipidemic and antidiabetogenic effects in the rat. In animals that were fed a diet which was 0.25% MEDICA 16 by weight, the hypolipidemic effect consisted of a 70-80% decrease in plasma chylomicrons and VLDL-triacylglycerols as well as a 40-60% decrease in plasma VLDL-cholestrol.
[Definition]

ChEBI: MEDICA 16 is an alpha,omega-dicarboxylic acid that is hexadecanedioic acid carrying methyl groups at positions 3 and 14. It is a free fatty acid 1 (FFA1/GPR40) receptor agonist and an ATP citrate lyase inhibitor, and exhibits hypolipidemic and antidiabetogenic properties. It has a role as an antilipemic drug, an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor, an EC 2.3.3.8 (ATP citrate synthase) inhibitor, a G-protein-coupled receptor agonist and a hypoglycemic agent.
[storage]

Store at -20°C
[References]

[1] TAKAFUMI HARA. Novel selective ligands for free fatty acid receptors GPR120 and GPR40.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2009, 380 3: 247-255. DOI: 10.1007/s00210-009-0425-9
[2] TIMOTHY N. C. WELLS  Barbara A S. Redox control of catalysis in ATP-citrate lyase from rat liver[J]. The FEBS journal, 1992, 204 1: 249-255. DOI: 10.1111/j.1432-1033.1992.tb16631.x
[3] L. L. ATKINSON. MEDICA 16 inhibits hepatic acetyl-CoA carboxylase and reduces plasma triacylglycerol levels in insulin-resistant JCR: LA-cp rats.[J]. Diabetes, 2002, 51 5 1: 1548-1555. DOI: 10.2337/diabetes.51.5.1548
[4] J C RUSSELL. Development of insulin resistance in the JCR:LA-cp rat: role of triacylglycerols and effects of MEDICA 16.[J]. Diabetes, 1998, 47 5: 770-778. DOI: 10.2337/diabetes.47.5.770
Spectrum DetailBack Directory
[Spectrum Detail]

MEDICA 16(87272-20-6)1HNMR
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