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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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC2357
034M4601V
037K46022
037K46021
037K4602

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R Brandes et al.
Biochemical pharmacology, 50(11), 1949-1951 (1995-11-27)
Nonmetabolizable fatty acids are shown here to induce adipose conversion of 3T3-L1 preadipocytes as well as to activate transcription of a reporter plasmid promoted by a peroxisome proliferators response element. This dual activity was also observed using the peroxisome proliferator
R Hertz et al.
The Journal of biological chemistry, 270(22), 13470-13475 (1995-06-02)
The hypolipidemic effect exerted by beta,beta'-tetramethyl-hexadecanedioic acid (Medica 16) is accounted for by enhanced catabolism of plasma triglyceride-rich lipoproteins due to a decrease in plasma apolipoprotein C-III (Frenkel, B., Mayorek, N., Hertz, R., and Bar-Tana, J. (1988) J. Biol. Chem.
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
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
B Frenkel et al.
The Biochemical journal, 298 ( Pt 2), 409-414 (1994-03-01)
Short term treatment of rats with beta,beta'-tetramethylhexadecanedioic acid (MEDICA 16) results in a pronounced decrease in plasma very-low-density-lipoprotein (VLDL) cholesterol and VLDL triacylglycerol, previously ascribed to a decrease in liver VLDL production [Bar-Tana, Rose-Kahn, Frenkel, Shafer and Fainaru (1988) J.
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