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Merck

M5693

MEDICA 16

powder, ≥97% (HPLC)

Synonym(s):

3,3,14,14-Tetramethylhexadecanedioic acid

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About This Item

Empirical Formula (Hill Notation):
C20H38O4
CAS Number:
Molecular Weight:
342.51
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
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assay

≥97% (HPLC)

form

powder

color

white to beige

mp

154-159 °C

solubility

DMSO: 10 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC(C)(CCCCCCCCCCC(C)(C)CC(O)=O)CC(O)=O

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)

InChI key

HYSMCRNFENOHJH-UHFFFAOYSA-N

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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R G Elkin et al.
British poultry science, 33(3), 677-681 (1992-07-01)
1. beta, beta'-tetramethyl-substituted hexadecanedioic acid (MEDICA 16), an inhibitor of hepatic cholesterogenesis and lipogenesis in rats, was orally administered to 24-week-old White Leghorn hens for a period of 16 d. Hens were fed maize-soya-bean meal diets containing 0, 1.5, or
N Mayorek et al.
Diabetes, 46(12), 1958-1964 (1997-12-10)
Beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) consists of a nonmetabolizable long-chain fatty acid designed to probe the effect exerted by fatty acids on insulin sensitivity. The effect of MEDICA 16 was evaluated in insulin-resistant Zucker (fa/fa) rats in terms of liver
R Hertz et al.
Biochemical pharmacology, 61(9), 1057-1062 (2001-04-13)
Hepatocyte nuclear factor-4alpha (HNF-4alpha) modulates the expression of liver-specific genes that control the production (e.g. apolipoprotein [apo] A-I and apo B) and clearance (e.g. apo C-III) of plasma lipoproteins. We reported that the CoA thioesters of amphipathic carboxylic hypolipidemic drugs
Qi Sun et al.
Molecular pharmacology, 78(5), 804-810 (2010-08-06)
GPR120 is a G protein-coupled receptor expressed preferentially in the intestinal tract and adipose tissue, that has been implicated in mediating free fatty acid-stimulated glucagon-like peptide-1 (GLP-1) secretion. To develop GPR120-specific agonists, a series of compounds (denoted as NCG compounds)
T N Wells et al.
European journal of biochemistry, 204(1), 249-255 (1992-02-15)
In thiol redox buffers at pH 8.0, rat liver ATP-citrate lyase is in equilibrium between an oxidised inactive form and a reduced active form. The reduced enzyme is inactivated by oxidised glutathione (GSSG) at a rate of 45 min-1.M-1 and

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