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M5693

Sigma-Aldrich

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:
87272-20-6
Molecular Weight:
342.51
MDL number:
MFCD00797684
UNSPSC Code:
12352200
PubChem Substance ID:
24724539
NACRES:
NA.77

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. The product is hypolipidemic, antidiabetic, and shows reduced adiposity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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B Kalderon et al.
American journal of physiology. Endocrinology and metabolism, 279(1), E221-E227 (2000-07-14)
Adipose tissue lipolysis and fatty acid reesterification by liver and adipose tissue were investigated in rats fasted for 15 h under basal and calorigenic conditions. The fatty acid flux initiated by adipose fat lipolysis in the fasted rat is mostly
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)
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
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
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
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