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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
N Mayorek et al.
The Biochemical journal, 289 ( Pt 3), 911-917 (1993-02-01)
Treatment of cholesterol-fed male hamsters kept on a diet of purina chow with beta beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) resulted in a progressive hypocholesterolaemic effect, amounting to a 50% decrease in the cholesterol content of all plasma lipoproteins. The decrease
J C Russell et al.
Diabetes, 47(5), 770-778 (1998-05-20)
The JCR:LA-cp rat develops an extreme obese/insulin-resistant syndrome such that by 12 weeks of age, there is no longer any insulin-mediated glucose turnover. At 4 weeks of age, obese and lean rats have essentially identical basal and insulin-mediated glucose uptake
O Hermesh et al.
The Journal of biological chemistry, 273(7), 3937-3942 (1998-03-28)
Mitochondria uncoupling by fatty acids in vivo is still questionable, being confounded by their dual role as substrates for oxidation and as putative genuine uncouplers of oxidative phosphorylation. To dissociate between substrate and the uncoupling activity of fatty acids in
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