(4R,5S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride

• ChemBase编号: 169662
• 分子式: C6H14ClNO5
• 平均质量: 215.63206
• 单一同位素质量: 215.05605023
• SMILES: [C@@H]1([C@@H](C(C(OC1CO)O)N)O)O.Cl
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1O)O)N.Cl
• InChI: InChI=1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2?,3?,4-,5-,6?;/m1./s1
• InChIKey: QKPLRMLTKYXDST-NPDXWMOGSA-N

名称和登记号

名称

• IUPAC标准名: (4R,5S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride
• IUPAC传统名: (4R,5S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride
• 别名: 2-Amino-2-deoxy-D-glucose Hydrochloride; 2-Deoxy-2-amino-D-glucose Hydrochloride; Chitosamine Hydrochloride; Cosamin; D-(+)-Glucosamine Hydrochloride; D-Glucosamine Chloride; Glucosamine hydrochloride; NSC 234443; NSC 758; D-Glucosamine Hydrochloride; 2-Amino-2-deoxy-D-mannose Hydrochloride; D-Mannosamine Hydrochloride

登记号

• CAS号: 5505-63-5; 66-84-2
• PubChem SID: 162263794
• PubChem CID: 71317088

理论计算性质

• Acid pKa: 11.726975
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): -5.5965767
• LogD (pH = 7.4): -3.9292529
• Log P: -3.039421
• 摩尔折射率: 37.5809 cm^3
• 极化性: 15.959335 Å^3
• 极化表面积: 116.17 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid; White to Off-White Solid
• 熔点: >160°C (dec.); 180-183°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - G514950

Novel application of glucosamine to prepare medical agent for treating vertigo. Found in chitin, in mucoproteins, and in mucopolysaccharides. Antiarthritic. Recent studies show that its chondroprotective activity is related to its antiapoptic properties.

Toronto Research Chemicals - M167000

A pharmaceutical compound used in the development of mannosylated liposomes for bioadhesive oral drug delivery via M cells of Peyer's patches.

参考文献

• Zupanets, I.A. et al.: Klin. Farmat., 15, 67 (2011)
• Vajarudal, Y., et al.: Clin. Ther., 3, 336 (2011)
• Setnikar, I., et al.: Arzneim.-Forsch., 36, 729 (2011)
• Pukanud, P. et al.: Drug Delivery, 16, 289 (2009)
• Knowles, D.J. et al.: J. Gen. Microbiol., 108, 17 (2009)