173534-37-7
Chemical Structure
S-4048
- CAS No.: 173534-37-7
- Formula:C32H30ClN3O7
- Molecular Weight:604.05
IUPAC Name: (1S,3R,4R,5R)-3-(((Z)-3-(1H-imidazo[4,5-b]pyridin-1-yl)-3-phenylacryloyl)oxy)-1-(((1R,2S)-2-(4-chlorophenyl)cyclopropyl)methoxy)-4,5-dihydroxycyclohexane-1-carboxylic acid
InChIKey: MYXPHMOLFCUDIL-MLFVSVOESA-N
SMILES: O=C([C@]1(OC[C@H]2[C@@H](C3=CC=C(Cl)C=C3)C2)C[C@@H](O)[C@@H](O)[C@H](OC(/C=C(N4C=NC5=NC=CC=C54)/C6=CC=CC=C6)=O)C1)O
Biological Activity: S-4048 is a glucose-6-phosphate translocase modulator and hypoglycemic agent. S-4048 is taken up by hepatocytes via OATP-1 and is rapidly eliminated via the hepatobiliary system in rats. S-4048 blocks glucose-6-phosphate translocase, prevents glucose-6-phosphate from entering the endoplasmic reticulum, and thereby interferes with the glucose-6-phosphatase system (i.e., the final step of hepatic gluconeogenesis and glycogenolysis) to regulate hepatic glucose production. S-4048 completely inhibits glucose production from pyruvate in GLUT2-deficient hepatocytes without affecting the release of cytoplasmic glucose. S-4048 effectively reduces blood glucose levels in rats and has been used in studies related to type 2 diabetes[1][2].
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S-4048 | S-4048 is a glucose-6-phosphate translocase modulator and hypoglycemic agent. S-4048 is taken up by hepatocytes via OATP-1 and is rapidly eliminated via the hepatobiliary system in rats. S-4048 blocks glucose-6-phosphate translocase, prevents glucose-6-phosphate from entering the endoplasmic reticulum, and thereby interferes with the glucose-6-phosphatase system (i.e., the final step of hepatic gluconeogenesis and glycogenolysis) to regulate hepatic glucose production. S-4048 completely inhibits glucose production from pyruvate in GLUT2-deficient hepatocytes without affecting the release of cytoplasmic glucose. S-4048 effectively reduces blood glucose levels in rats and has been used in studies related to type 2 diabetes. | |||||||||||||||||||||
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- [1]. Hosokawa M, et al. Glucose release from GLUT2-null hepatocytes: characterization of a major and a minor pathway. Am J Physiol Endocrinol Metab. 2002;282(4):E794-E801. [Content Brief]
- [2]. Herling A W, et al. Prolonged blood glucose reduction in mrp-2 deficient rats (GY/TR−) by the glucose-6-phosphate translocase inhibitor S 3025[J]. Biochimica et Biophysica Acta (BBA)-General Subjects, 2002, 1569(1-3): 105-110.
Keywords
