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MW 364.4 Da, Purity >=98%. Potent GPR120 (free fatty acid receptor 4; FFAR4) agonist (pEC50 values are 7.36 and 7.77 for human and mouse GPR120 respectively). Selective for GPR120 over free fatty acid receptors (pEC50 = 4.19 for FFA1; displays no activity at FFA2 or FFA3).

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Key facts

CAS number
1374516-07-0
Purity
>= 98%
Form
Solid
Molecular weight
364.4 Da
Molecular formula
C23H21FO3
PubChem identifier
57522038
Nature
Synthetic

Alternative names

Recommended products

MW 364.4 Da, Purity >=98%. Potent GPR120 (free fatty acid receptor 4; FFAR4) agonist (pEC50 values are 7.36 and 7.77 for human and mouse GPR120 respectively). Selective for GPR120 over free fatty acid receptors (pEC50 = 4.19 for FFA1; displays no activity at FFA2 or FFA3).

Key facts

Purity
>= 98%
PubChem identifier
57522038
Solubility

DMSO (~20 mg/ml).

Biochemical name
3-(4-{[5-Fluoro-2-(4-methylphenyl)phenyl]methoxy}phenyl)propanoic acid
Biological description

Potent GPR120 (free fatty acid receptor 4; FFAR4) agonist (pEC50 values are 7.36 and 7.77 for human and mouse GPR120 respectively). Selective for GPR120 over free fatty acid receptors (pEC50 = 4.19 for FFA1; displays no activity at FFA2 or FFA3).

Canonical SMILES
CC1=CC=C(C=C1)C2=C(C=C(C=C2)F)COC3=CC=C(C=C3)CCC(=O)O
InChI
InChI=1S/C23H21FO3/c1-16-2-7-18(8-3-16)22-12-9-20(24)14-19(22)15-27-21-10-4-17(5-11-21)6-13-23(25)26/h2-5,7-12,14H,6,13,15H2,1H3,(H,25,26)
InChIKey
LPGBXHWIQNZEJB-UHFFFAOYSA-N
IUPAC name
3-[4-[[5-fluoro-2-(4-methylphenyl)phenyl]methoxy]phenyl]propanoic acid

Storage

Shipped at conditions
Blue Ice
Appropriate long-term storage conditions
-20°C
Storage information
This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes

Notes

This product is manufactured by BioVision, an Abcam company and was previously called B2285 TUG-891. B2285-5 is the same size as the 5 mg size of ab286985.

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

GPR120 and GPR40 also known as FFAR4 and FFAR1 respectively are G-protein-coupled receptors (GPCRs) involved in sensing free fatty acids. GPR120 has a molecular mass of approximately 42.6 kDa while GPR40 has a mass of about 34.8 kDa. These receptors are widely expressed in tissues such as the intestine liver and adipose tissue. GPR120 tends to be present in immune cells and hypothalamic neurons reflecting its role in lipid metabolism and inflammation. On the other hand GPR40 is largely found in pancreatic beta cells which suggests its connection to insulin regulation.

Biological function summary

GPR120 and GPR40 function as nutrient sensors engaging in the regulation of energy balance and glucose homeostasis. GPR120 operates by binding to various polyunsaturated fatty acids and influences the release of hormones like GLP-1 which regulates appetite and insulin sensitivity. GPR40 primarily engages with medium- and long-chain free fatty acids facilitating insulin secretion. Neither GPR120 nor GPR40 forms part of a larger protein complex functioning independently to transmit signals via G-protein pathways.

Pathways

GPR120 and GPR40 are integrated into metabolic pathways associated with glucose and lipid metabolism. GPR120 activation triggers downstream signaling pathways such as PI3K and MAPK vital for inflammation control and insulin sensitivity. GPR40 through binding to its ligands affects the phosphatidylinositol pathway which is essential for glucose-stimulated insulin release. Both receptors show interaction with key proteins in these pathways like AKT and ERK1/2 emphasizing their roles in maintaining metabolic balance.

Associated diseases and disorders

Research connects GPR120 and GPR40 to metabolic conditions specifically type 2 diabetes and obesity. GPR120 exhibits potential anti-inflammatory effects that are beneficial in obesity management aligning with reduced risk for insulin resistance. GPR40 links to type 2 diabetes through its role in enhancing insulin secretion a critical function compromised in the disease. Problems with these receptors can also involve proteins such as IRS1 and PPARs which are important in the development and progression of these metabolic disorders.

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