851884-87-2

851884-87-2 structure

Name: GKA 50
Chemical Name: 6-[(3-{[(2S)-1-Methoxy-2-propanyl]oxy}-5-{[(2S)-1-phenyl-2-propan yl]oxy}benzoyl)amino]nicotinic acid
CAS Number: 851884-87-2
Molecular Formula: C₂₆H₂₈N₂O₆
Molecular Weight: 464.51000
Catalog: Signaling Pathways Metabolic Enzyme/Protease Glucokinase
Create Date: 2016-06-15 09:47:38
Modify Date: 2024-01-12 10:03:00
GKA50 is a potent glucokinase activator (EC50=33 nM at 5 mM glucose). GKA50 stimulates insulin release from mouse islets of Langerhans and MIN6 cells. GKA50 shows significant glucose lowering in high fat fed female rats[1][2].

Name	6-[(3-{[(2S)-1-Methoxy-2-propanyl]oxy}-5-{[(2S)-1-phenyl-2-propan yl]oxy}benzoyl)amino]nicotinic acid

Description	GKA50 is a potent glucokinase activator (EC50=33 nM at 5 mM glucose). GKA50 stimulates insulin release from mouse islets of Langerhans and MIN6 cells. GKA50 shows significant glucose lowering in high fat fed female rats[1][2].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Glucokinase Research Areas >> Metabolic Disease
In Vitro	GKA50 (0.01-100 μM; 24 hours) enhances INS-1 cell proliferation with EC50values ranging from 1 to 2 μM[2]. GKA50 (1.2 μM+40 μM glucose; 2-4 days) treatment reduces apoptosis induced by chronic high glucose in INS-1 cells[2]. GKA50 activates human glucokinase enzymatic activity with an EC50 of 0.022 μM. GKA50 stimulates insulin secretion in the pancreatic insulinoma cell line, INS-1, with an EC50 of 0.065 μM. GKA50 reduces chronic-high-glucose-induced apoptosis via modulation of glucokinase and apoptotic protein BAD[2]. Cell Proliferation Assay[2] Cell Line: INS-1 cells (starved overnight with 3 μM glucose) Concentration: 0.01-100 μM Incubation Time: 24 hours Result: Stimulated cell proliferation in a dose-dependent manner, with EC50 values ranging from 1 to 2 μM.
In Vivo	GKA50 (1-30 mg/kg; p.o.) gives significant glucose lowering in an oral glucose tolerance test[1]. Animal Model: High-fat-fed obese female Zucker (fa/fa) rats[1] Dosage: 1, 3, 10, 30 mg/kg Administration: Oral administration Result: Significant percentage glucose lowering.
References	[1]. Coope GJ, et al. Predictive blood glucose lowering efficacy by Glucokinase activators in high fat fed female Zucker rats. Br J Pharmacol. 2006 Oct;149(3):328-35. [2]. McGlasson L, et al. The glucokinase activator GKA50 causes an increase in cell volume and activation of volume-regulated anion channels in rat pancreatic β-cells. Mol Cell Endocrinol. 2011 Aug 6;342(1-2):48-53.

Molecular Formula	C₂₆H₂₈N₂O₆
Molecular Weight	464.51000
Exact Mass	464.19500
PSA	110.47000
LogP	4.83980

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H413
Hazard Codes	Xi
RIDADR	NONH for all modes of transport

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