CAS Number83480-29-9
SynonymsBeigrace; Jumeal; Voglibose; Glustat; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxy-2-propanyl)amino]-1-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol; Basen; Voglistat; 3,4-Dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-D-epiinositol; AO 128; MFCD00865496; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol; N-(1,3-Dihydroxy-2-propyl)valiolamine; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexan-1,2,3,4-tetrol
Molecular FormulaC10H21NO7
Molecular Weight267.28
Purity≥97.0 (TLC)%
Density1.6±0.1 g/cm3
Boiling Point601.9±55.0 °C at 760 mmHg
Melting Point162-163ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 83480-29-9 |
| Catalog No. | 2A-9012955 |
| Chinese Name | 伏格列波糖 |
| Synonyms | Beigrace; Jumeal; Voglibose; Glustat; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxy-2-propanyl)amino]-1-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol; Basen; Voglistat; 3,4-Dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-D-epiinositol; AO 128; MFCD00865496; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol; N-(1,3-Dihydroxy-2-propyl)valiolamine; (1S,2S,3R,4S,5S)-5-[(1,3-Dihydroxypropan-2-yl)amino]-1-(hydroxymethyl)cyclohexan-1,2,3,4-tetrol |
| Molecular Formula | C10H21NO7 |
| Molecular Weight | 267.28 |
| Purity | ≥97.0 (TLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 601.9±55.0 °C at 760 mmHg |
| Melting Point | 162-163ºC |
| Appearance | powder |
| Storage Condition | Store at -20°C |
| Application | Voglibose is a derivative of valiolamine, which can inhibit α-glucosidase very well and can act on hyperglycemia. |
| PubChem ID | 329757591 |
| MDL Number | MFCD00865496 |
| SMILES | OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O |
| InChI | 1S/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2/t6-,7-,8+,9-,10-/m0/s1 |
| InChI Key | FZNCGRZWXLXZSZ-CIQUZCHMSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352201 |
| Hazard Symbols | Transport |
| MSDS | msds/12955_1_83480_29_9.pdf |
| Bioactivity | Voglibose is an N-substituted derivative of valiolamine, excellent inhibitory activity against α-glucosidases and its action against hyperglycemia and various disorders caused by hyperglycemia.Target: α-glucosidasesglibose can inhibit the intestinal α-glucosidases, which are responsible for the digestion of disaccharides such as maltose and sucrose, including maltase and sucrase. The Ki values of Voglibose for sucrase and maltase are about 106and 105 times smaller than the Km values for sucrose and maltose [1]. Voglibose (0.2 mg/kg) completely inhibits the insulin response to sucrose in rats. Voglibose (0.2 mg/kg) reduces the carbohydrate-induced increase in blood glucose in rats. Voglibose (0.2 mg/kg) reduces the carbohydrate-induced increase in blood glucose without causing sustained hypoglycemia in both normal and neonatal streptozotocin-induced diabetic rats [2]. Voglibose (0.001%) treatment increases GLP-1 secretion (Voglibose alone, 1.6-fold; Alogliptin plus Voglibose, 1.5-fold), while it decreases plasma glucose-dependent insulinotropic polypeptide (GIP) (Voglibose alone, 30%; Alogliptin plus voglibose, 29%) in prediabetic db/db mice after 3 weeks. Voglibose (0.001%) treatment decreases plasma DPP-4 activity by 15% in prediabetic db/db mice. Voglibose (0.001%) treatment increases plasma insulin by 1.8-fold and decreases plasma glucagon by 8% in prediabetic db/db mice [3]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease References [1]. Chen, X., Y. Zheng, and Y. Shen, Voglibose (Basen, AO-128), one of the most important alpha-glucosidase inhibitors. Curr Med Chem, 2006. 13(1): p. 109-16. [2]. Ikenoue, T., et al., Effect of a new hypoglycemic agent, A-4166 [(-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine], on postprandial blood glucose excursion: comparison with voglibose and glibenclamide. Biol Pharm Bull, 1997. 20(4): p. 354-9. [3]. Moritoh, Y., K. Takeuchi, and M. Hazama, Combination treatment with alogliptin and voglibose increases active GLP-1 circulation, prevents the development of diabetes and preserves pancreatic beta-cells in prediabetic db/db mice. Diabetes Obes Metab, 2010. 12(3): p. 224-33. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 601.9±55.0 °C at 760 mmHg Melting Point 162-163ºC Molecular Formula C10H21NO7 Molecular Weight 267.276 Flash Point 274.1±22.1 °C Exact Mass 267.131805 PSA 153.64000 LogP -2.36 Vapour Pressure 0.0±3.9 mmHg at 25°C Index of Refraction 1.636 InChIKey FZNCGRZWXLXZSZ-CIQUZCHMSA-N SMILES OCC(CO)NC1CC(O)(CO)C(O)C(O)C1O Storage condition Store at -20°C |
| Use of | Properties Articles35 Name Voglibose Synonym More Synonyms Voglibose Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease References [1]. Chen, X., Y. Zheng, and Y. Shen, Voglibose (Basen, AO-128), one of the most important alpha-glucosidase inhibitors. Curr Med Chem, 2006. 13(1): p. 109-16. [2]. Ikenoue, T., et al., Effect of a new hypoglycemic agent, A-4166 [(-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine], on postprandial blood glucose excursion: comparison with voglibose and glibenclamide. Biol Pharm Bull, 1997. 20(4): p. 354-9. Chemical & Physical Properties Molecular Formula C10H21NO7 Exact Mass 267.131805 PSA 153.64000 LogP -2.36 Index of Refraction 1.636 InChIKey FZNCGRZWXLXZSZ-CIQUZCHMSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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