
CAS Number56180-94-0
SynonymsAcarbose; BAY-g 5421; EINECS 260-030-7; MFCD00869592; Ascarbose; acarviostatin I01; Bay g 5421; bay-g5421; Prandase; Precose; Glucobay; Precos
Molecular FormulaC25H43NO18
Molecular Weight645.60
Purity≥95 (HPLC)%
Density1.7±0.1 g/cm3
Boiling Point971.6±65.0 °C at 760 mmHg
Melting Point165-170ºC
Appearancepowder
EINECS260-030-7
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 56180-94-0 |
| Catalog No. | 2A-9009029 |
| Chinese Name | 阿卡波糖 |
| Synonyms | Acarbose; BAY-g 5421; EINECS 260-030-7; MFCD00869592; Ascarbose; acarviostatin I01; Bay g 5421; bay-g5421; Prandase; Precose; Glucobay; Precos |
| Molecular Formula | C25H43NO18 |
| Molecular Weight | 645.60 |
| Purity | ≥95 (HPLC) |
| Density | 1.7±0.1 g/cm3 |
| Boiling Point | 971.6±65.0 °C at 760 mmHg |
| Melting Point | 165-170ºC |
| Appearance | powder |
| Water Solubility | Water solubility: completely soluble; very slightl |
| Storage Condition | Keep the receptacle sealed, stored in a cool, dry |
| Application | Acarbose is an alpha-glucosidase inhibitor with anti-diabetic properties. |
| EINECS | 260-030-7 |
| HTC | 29400090 |
| PubChem ID | 329771024 |
| MDL Number | MFCD00869592 |
| SMILES | C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]4C=C(CO)[C@@H](O)[C@H](O)[C@H]4O |
| InChI | 1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-/m1/s1 |
| InChI Key | XUFXOAAUWZOOIT-SXARVLRPSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352201 |
| MSDS | msds/9029_1_56180_94_0.pdf |
| Bioactivity | Acarbose is an inhibitor of alpha glucosidase, an anti-diabetic drug. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease In Vitro Acarbose (1, 2, and 3 μM) dose- and time-dependently inhibits TNF-α-induced VSMC proliferation and migration. Acarbose (1, 2, and 3 μM) dose-dependently decreases β-galactosidase, Ras expression and increased p-AMPK expression in TNF-α pre-treated A7r5 cells[2]. In Vivo Acarbose (300 mg/60 kg body weight) decreases the fasting blood glucose, and regulates the glucose tolerance of DM rats without body weight loss. Acarbose significantly suppresses serum IL6 and TNF-α in DM rats[1]. Acarbose (2.5 and 5.0 mg/kg) significantly and dose-dependently decreases the intensity of neointimal IL-6, TNF-α, and iNOS staining, and significantly increases the intensity of neointimal p-AMPK staining. Acarbose (2.5 and 5.0 mg/kg) significantly and dose-dependently decreases neointimal Ras and β-galactosidase expression in HCD-fed rabbits without body weight loss[2]. Cell Assay Cell viability is determined using the MTT assay. Cells are seeded in 24-well culture plates at a density of 2×104 cells/well, incubated for 48 h, treated with acarbose at varying concentrations (0.5, 1.0, 2.0, 3.0, and 5.0 μM) for 24 h; or pre-treated with TNF-α (20 ng/mL) for either 24 h or 48 h to evaluate the dose-dependent effects of acarbose on VSMC growth and viability, cultured with 0.5 mg/mL MTT at 37°C in a humidified atmosphere of 5% CO2 for another 4 h, and solubilized with isopropanol. The viable cell number varies directly with the concentration of formazan product measured spectrophotometrically at 563 nm. Animal Admin Twenty-four male New Zealand white rabbits, weighing 2500 g are used. They are individually housed in metal cages in an air-conditioned room (22 ± 2°C, 55 ± 5% humidity), under a 12 h light/12 h dark cycle with free access to food and water. All rabbits are randomLy assigned to four groups of 6 animals each and are fed either standard chow (Group I), high cholesterol diet (HCD; containing 95.7% standard Purina chow + 3% lard oil + 0.5% cholesterol) (Group II), HCD diet and 2.5 mg/kg per day acarbose (Group III), or HCD diet and 5.0 mg/kg per day acarbose (Group IV). At the end of the 25 weeks, all rabbits are sacrificed by exsanguination under deep anesthesia with pentobarbital (30 mg/kg i.v.) injected via the marginal ear vein. Serum is stored at −80°C prior to measurement of serum values. The aortic arch and thoracic aortas are carefully removed to protect the endothelial lining, and are collected and freed of adhering soft tissue. References [1]. Zhang Q, et al. Acarbose Reduces Blood Glucose by Activating miR-10a-5p and miR-664 in Diabetic Rats. PLoS One. 2013 Nov 18;8(11):e79697. [2]. Chan KC, et al. Pleiotropic effects of acarbose on atherosclerosis development in rabbits are mediated via upregulating AMPK signals. Sci Rep. 2016 Dec 7;6:3864 Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 971.6±65.0 °C at 760 mmHg Melting Point 165-170ºC Molecular Formula C25H43NO18 Molecular Weight 645.605 Flash Point 541.4±34.3 °C Exact Mass 645.247986 PSA 321.17000 LogP -4.16 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.689 InChIKey XUFXOAAUWZOOIT-UHFFFAOYSA-N SMILES CC1OC(OC2C(CO)OC(OC3C(CO)OC(O)C(O)C3O)C(O)C2O)C(O)C(O)C1NC1C=C(CO)C(O)C(O)C1O |
| Use of | Acarbose is an inhibitor of alpha glucosidase, an anti-diabetic drug. Properties Articles73 Name acarbose Synonym More Synonyms Acarbose Biological Activity Description Acarbose is an inhibitor of alpha glucosidase, an anti-diabetic drug. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease References [1]. Zhang Q, et al. Acarbose Reduces Blood Glucose by Activating miR-10a-5p and miR-664 in Diabetic Rats. PLoS One. 2013 Nov 18;8(11):e79697. [2]. Chan KC, et al. Pleiotropic effects of acarbose on atherosclerosis development in rabbits are mediated via upregulating AMPK signals. Sci Rep. 2016 Dec 7;6:3864 Chemical & Physical Properties Molecular Formula C25H43NO18 Exact Mass 645.247986 PSA 321.17000 LogP -4.16 Index of Refraction 1.689 InChIKey XUFXOAAUWZOOIT-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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