(2R,3R,4R,5S,6R)-5-{[(2R,3R,4R,5S,6R)-5-{[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase编号: 72605
• 分子式: C25H43NO18
• 平均质量: 645.60482
• 单一同位素质量: 645.24801354
• SMILES: [C@@H]1([C@@H]([C@H]([C@H](O[C@@H]1C)O[C@H]1[C@@H]([C@H]([C@H](O[C@@H]1CO)O[C@H]1[C@@H]([C@H]([C@@H](O[C@@H]1CO)O)O)O)O)O)O)O)N[C@H]1C=C([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)N[C@H]1C=C(CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: 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
• InChIKey: XUFXOAAUWZOOIT-SXARVLRPSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-5-{[(2R,3R,4R,5S,6R)-5-{[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC传统名: acarbose; @acarbose
• 商标名: Precose
• 别名: 4",6"-Dideoxy-4"-([1S]-[1,4,6/5]-4,5,6-trihydroxy-3-hydroxymethyl-2-yclohexenylamino)-maltotriose; Acarbose; Prandase; Precose; Glucobay; Bay-g 5421; Acarbose

登记号

• CAS号: 56180-94-0
• EC号: 260-030-7
• MDL号: MFCD00869592
• PubChem SID: 162037530
• PubChem CID: 444254
• ATC码: A10BF01
• CHEMBL: 1566
• Chemspider ID: 392239
• DrugBank ID: DB00284
• KEGG ID: D00216
• 美国药典/FDA物质标识码: T58MSI464G
• 维基百科标题: Acarbose
• Medline Plus: a696015

理论计算性质

• 极化表面积: 321.17 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false
• Acid pKa: 11.225573
• 质子受体: 19
• 质子供体: 14
• LogD (pH = 5.5): -9.150389
• LogD (pH = 7.4): -7.7692995
• Log P: -7.6145587
• 摩尔折射率: 137.6024 cm^3
• 极化性: 57.392616 Å^3

分子性质

安全信息

• 保存条件: -20°C
• 德国WGK号: 1
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 给药途径: Oral
• 生物利用度: Extremely low
• 排泄: Renal (less than 2%)
• 半衰期: 2 hours
• 代谢: Gastrointestinal tract
• 法定药品分级: POM (UK); Rx-only (US)
• 妊娠期药物分类: B (US); B3 (Australia)
• 美国（FDA）药品许可证: Precose

产品相关信息

• 纯度: ≥95%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C25H43NO18

详细说明

Selleck Chemicals - S1271

Research Area: Metabolic Disease
Biological Activity:
Acarbose is an anti-diabetic drug used to treat type 2 diabetes mellitus and, in some countries, prediabetes. It is an inhibitor of alpha glucosidase, an enteric enzyme that releases glucose from larger carbohydrates. [1]

Sigma Aldrich - A8980

Biochem/physiol Actions
Modified tetrasaccharide that acts as a reversible α -glucosidase inhibitor.
Application
Acarbose, a derivitized maltotriose antidiabetic drug, is a reversible α-glucosidase inhibitor used in medical studies to control the effects of Type II diabetes. Acarbose is often used as a reference to which other α-glucosidase inhibitors are compared.

参考文献

• http://en.wikipedia.org/wiki/Acarbose