(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

• ChemBase编号: 1418
• 分子式: C7H14O6
• 平均质量: 194.18246
• 单一同位素质量: 194.07903817
• SMILES: CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/m1/s1
• InChIKey: HOVAGTYPODGVJG-XUUWZHRGSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• IUPAC传统名: methyl β-d-glucoside; O1-methyl-glucose
• 商标名: Beta-methyl-d-glucoside; M0779_SIGMA; MGL; Methyl beta-d-glucopyranoside; Methyl beta-d-glucoside; Methyl-beta-d-glucopyranoside
• 别名: β-Methyl-D-glucoside hemihydrate; Methyl-β-D-glucopyranoside hemihydrate; Methyl β-D-glucoside; Methyl β-D-glucopyranoside; O1-Methyl-Glucose; 1-O-Methyl-β-D-glucopyranoside; NSC 403457; Methyl β-D-Glucopyranoside

登记号

• CAS号: 709-50-2; 7000-27-3
• EC号: 211-909-9
• MDL号: MFCD00006602
• Beilstein号: 81567
• PubChem SID: 24896570; 160964878; 24885055; 46507087
• PubChem CID: 445238

理论计算性质

JChem

• Acid pKa: 12.211393
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -2.2894127
• LogD (pH = 7.4): -2.2894194
• Log P: -2.2894127
• 摩尔折射率: 40.6746 cm^3
• 极化性: 17.016506 Å^3
• 极化表面积: 99.38 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.49
• LOG S: 0.65
• 溶解度: 8.62e+02 g/l

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL, clear, colorless; Methanol; Water
• 外观: White to Off-White Solid
• 熔点: 103-105°C; 107-111 °C
• 比旋光度: [α]20/D -33±1°, c = 10% in H2O

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99% (HPLC and GC); ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C7H14O6 · 0.5H2O

详细说明

DrugBank - DB01642

Drug information: experimental

Sigma Aldrich - 66950

Application
Methyl-β-D-glucopyranoside is used as a starting material for the biosynthesis of long-chain alkyl glucosides. Methyl-β-D-glucopyranoside is used as a substrate to identify, differentiate and characterize β-D-glucosidase(s).