ChemicalBook--->CAS DataBase List--->1599477-75-4

1599477-75-4

1599477-75-4 Structure

1599477-75-4 Structure
IdentificationBack Directory
[Name]

GPR120 Compound A
[CAS]

1599477-75-4
[Synonyms]

MDK 77754
MDK-77754
GPR120 CPDA
GPR120-IN-1
GPR120 Compound A
GPR120 inhibitor 1
GPR120 COMPOUND A HCl
GPR120 CPDA;GPR120-IN-1;MDK-77754;MDK 77754
3-[2-Chloro-5-(trifluoromethoxy)phenyl]-3-azaspiro[5.5]undecane-9-acetic acid
3-Azaspiro[5.5]undecane-9-acetic acid, 3-[2-chloro-5-(trifluoromethoxy)phenyl]-
2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetic acid
[Molecular Formula]

C19H23ClF3NO3
[MOL File]

1599477-75-4.mol
[Molecular Weight]

405.84
Chemical PropertiesBack Directory
[Boiling point ]

506.0±50.0 °C(Predicted)
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide
[form ]

crystalline solid
[pka]

4.68±0.10(Predicted)
[color ]

White to off-white
[InChI]

1S/C19H23ClF3NO3/c20-15-2-1-14(27-19(21,22)23)12-16(15)24-9-7-18(8-10-24)5-3-13(4-6-18)11-17(25)26/h1-2,12-13H,3-11H2,(H,25,26)
[InChIKey]

WUJVPELCYCESAP-UHFFFAOYSA-N
[SMILES]

FC(F)(F)Oc1cc(c(cc1)Cl)N2CCC3(CC2)CCC(CC3)CC(=O)O
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H332
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

GPR120 Agonist 3 is a selective Gpr120 agonist with a logEC50 of 7.62.
[Biological Activity]

gpr120 compound a is an orally active and high-affinity agonist of gpr120 [1].g-protein coupled receptor 120 (gpr120, free fatty acid receptor 4/ffar4) is a g protein-coupled receptor which has been expressed in intestine, adipocytes, and pro-inflammatory macrophages that is activated by long chain free fatty acids. gpr120 has been involved in mediating the anti-inflammatory and insulin-sensitizing effects of omega 3 fatty acids. deficiency of gpr120 is responsible for reduced fat metabolism, produce anti-inflammatory effects and to acutely potentiate insulin secretion [2].gpr120 compound a activated gpr120 with the ec50 value of ~0.35 μm. gpr120 compound a demonstrated potent selectivity over another lipid-sensing g-protein, gpr40 (ffar1). in a high-fat diet fed obese mice, gpr120 compound a (30 mg/kg) exerted anti-inflammatory effects on macrophages in vitro and improved glucose tolerance, decreased hyperinsulinemia, increased insulin sensitivity, and decreased hepatic steatosis [1].
[in vivo]

GPR120 Agonist 3 causes improved insulin sensitivity with increased glucose infusion rates, enhanced insulin stimulated-glucose disposal rate, along with a marked increase in the ability of insulin to suppress hepatic glucose production only in WT mice. GPR120 Agonist 3 treatment has beneficial effects on hepatic lipid metabolism, causing decreased hepatic steatosis, decreased liver triglycerides, and DAGs, along with reduced saturated free fatty acid conten[1].

[storage]

Store at -20°C
[References]

[1] walenta e, akiyama t e, lagakos w s, et al. a gpr120-selective agonist improves insulin resistance and chronic inflammation in obese mice[j]. nature medicine, 2014, 20(8): 942-947.
[2] ichimura a, hirasawa a, poulain-godefroy o, et al. dysfunction of lipid sensor gpr120 leads to obesity in both mouse and human[j]. nature, 2012, 483(7389): 350-354.
Spectrum DetailBack Directory
[Spectrum Detail]

GPR120 Compound A(1599477-75-4)1HNMR
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