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MedKoo Cat#: 561041 | Name: MEDICA16
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

MEDICA16 is a GPR40 agonist. MEDICA 16 is a β,β'-dimethyl hexadecanedioic acid which exhibits hypolipidemic and antidiabetogenic effects in the rat.

Chemical Structure

MEDICA16
MEDICA16
CAS#87272-20-6 (free acid)

Theoretical Analysis

MedKoo Cat#: 561041

Name: MEDICA16

CAS#: 87272-20-6 (free acid)

Chemical Formula: C20H36Na2O4

Exact Mass: 0.0000

Molecular Weight: 386.48

Elemental Analysis: C, 62.16; H, 9.39; Na, 11.90; O, 16.56

Price and Availability

Size Price Availability Quantity
5mg USD 315.00 2 weeks
10mg USD 550.00 2 weeks
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Related CAS #
No Data
Synonym
MEDICA 16; MEDICA-16; MEDICA16
IUPAC/Chemical Name
Disodium 3,3,14,14-Tetramethylhexadecanedioate
InChi Key
OPKBTZAHVBZFNW-UHFFFAOYSA-L
InChi Code
InChI=1S/C20H38O4.2Na/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);;/q;2*+1/p-2
SMILES Code
O=C([O-])CC(C)(C)CCCCCCCCCCC(C)(C)CC([O-])=O.[Na+].[Na+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
MEDICA16, an ATP-citrate lyase inhibitor. MEDICA16 is a selective agonist for GPR40 as well as selective partial agonists for GPR120.
In vitro activity:
To identify new selective ligands for these receptors, more than 80 natural compounds were screened, together with a reference compound MEDICA16, which is known to activate GPR40, by monitoring the extracellular regulated kinase (ERK) and [Ca(2+)](i) responses in inducible and stable expression cell lines for GPR40 and GPR120, respectively. MEDICA16 selectively activated [Ca(2+)](i) response in GPR40-expressing cells but not in GPR120-expressing cells. Reference: Naunyn Schmiedebergs Arch Pharmacol. 2009 Sep;380(3):247-55. https://pubmed.ncbi.nlm.nih.gov/19471906/
In vivo activity:
TG content, ACC, and AMPK were examined in the liver and skeletal muscle of insulin-resistant JCR:LA-cp rats during the time frame when insulin resistance develops. Treatment of 12-week JCR:LA-cp rats with MEDICA 16 (an ATP-citrate lyase inhibitor) resulted in a decrease in hepatic ACC and AMPK activities, but had no effect on skeletal muscle ACC and AMPK. Reference: Diabetes. 2002 May;51(5):1548-55. https://pubmed.ncbi.nlm.nih.gov/11978655/

Preparing Stock Solutions

The following data is based on the product molecular weight 386.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Hara T, Hirasawa A, Sun Q, Sadakane K, Itsubo C, Iga T, Adachi T, Koshimizu TA, Hashimoto T, Asakawa Y, Tsujimoto G. Novel selective ligands for free fatty acid receptors GPR120 and GPR40. Naunyn Schmiedebergs Arch Pharmacol. 2009 Sep;380(3):247-55. doi: 10.1007/s00210-009-0425-9. Epub 2009 May 27. PMID: 19471906. 2. Atkinson LL, Kelly SE, Russell JC, Bar-Tana J, Lopaschuk GD. MEDICA 16 inhibits hepatic acetyl-CoA carboxylase and reduces plasma triacylglycerol levels in insulin-resistant JCR: LA-cp rats. Diabetes. 2002 May;51(5):1548-55. doi: 10.2337/diabetes.51.5.1548. PMID: 11978655.
In vitro protocol:
Hara T, Hirasawa A, Sun Q, Sadakane K, Itsubo C, Iga T, Adachi T, Koshimizu TA, Hashimoto T, Asakawa Y, Tsujimoto G. Novel selective ligands for free fatty acid receptors GPR120 and GPR40. Naunyn Schmiedebergs Arch Pharmacol. 2009 Sep;380(3):247-55. doi: 10.1007/s00210-009-0425-9. Epub 2009 May 27. PMID: 19471906.
In vivo protocol:
Atkinson LL, Kelly SE, Russell JC, Bar-Tana J, Lopaschuk GD. MEDICA 16 inhibits hepatic acetyl-CoA carboxylase and reduces plasma triacylglycerol levels in insulin-resistant JCR: LA-cp rats. Diabetes. 2002 May;51(5):1548-55. doi: 10.2337/diabetes.51.5.1548. PMID: 11978655.
1: Karki P, Kurihara T, Nakamachi T, Watanabe J, Asada T, Oyoshi T, Shioda S, Yoshimura M, Arita K, Miyata A. Attenuation of inflammatory and neuropathic pain behaviors in mice through activation of free fatty acid receptor GPR40. Mol Pain. 2015 Dec;11(1):3. doi: 10.1186/s12990-015-0003-8. Epub 2015 Feb 12. PubMed PMID: 25775960. 2: Karki P, Kurihara T, Nakamachi T, Watanabe J, Asada T, Oyoshi T, Shioda S, Yoshimura M, Arita K, Miyata A. Attenuation of inflammatory and neuropathic pain behaviors in mice through activation of free fatty acid receptor GPR40. Mol Pain. 2015 Feb 12;11:6. doi: 10.1186/s12990-015-0003-8. PubMed PMID: 25889021; PubMed Central PMCID: PMC4339434. 3: Janssen S, Laermans J, Iwakura H, Tack J, Depoortere I. Sensing of fatty acids for octanoylation of ghrelin involves a gustatory G-protein. PLoS One. 2012;7(6):e40168. doi: 10.1371/journal.pone.0040168. Epub 2012 Jun 29. PubMed PMID: 22768248; PubMed Central PMCID: PMC3387020. 4: Hara T, Hirasawa A, Sun Q, Sadakane K, Itsubo C, Iga T, Adachi T, Koshimizu TA, Hashimoto T, Asakawa Y, Tsujimoto G. Novel selective ligands for free fatty acid receptors GPR120 and GPR40. Naunyn Schmiedebergs Arch Pharmacol. 2009 Sep;380(3):247-55. doi: 10.1007/s00210-009-0425-9. Epub 2009 May 27. PubMed PMID: 19471906. 5: Sun Q, Hirasawa A, Hara T, Kimura I, Adachi T, Awaji T, Ishiguro M, Suzuki T, Miyata N, Tsujimoto G. Structure-activity relationships of GPR120 agonists based on a docking simulation. Mol Pharmacol. 2010 Nov;78(5):804-10. doi: 10.1124/mol.110.066324. Epub 2010 Aug 4. PubMed PMID: 20685848. 6: Shabalina IG, Backlund EC, Bar-Tana J, Cannon B, Nedergaard J. Within brown-fat cells, UCP1-mediated fatty acid-induced uncoupling is independent of fatty acid metabolism. Biochim Biophys Acta. 2008 Jul-Aug;1777(7-8):642-50. doi: 10.1016/j.bbabio.2008.04.038. Epub 2008 May 1. PubMed PMID: 18489899. 7: Wells TN, Saxty BA. Redox control of catalysis in ATP-citrate lysate from rat liver. Eur J Biochem. 1992 Feb 15;204(1):249-55. PubMed PMID: 1740136.