(2R)-2-[(2S,3R,4S)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde

• ChemBase编号: 127577
• 分子式: C6H8O6
• 平均质量: 176.12412
• 单一同位素质量: 176.03208798
• SMILES: O=C[C@H](O)[C@H]1OC(=O)[C@@H](O)[C@H]1O
• Canonical SMILES: O=C[C@@H]([C@H]1OC(=O)[C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H/t2-,3+,4-,5+/m0/s1
• InChIKey: UYUXSRADSPPKRZ-SKNVOMKLSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-[(2S,3R,4S)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde
• IUPAC传统名: glucuronolactone
• 别名: D-(+)-葡萄糖醛酸-3,6-内酯; D-葡糖醛酸-6,3-内酯; D-葡糖醛酸内酯; 葡糖醛酸内酯; 葡醛内酯; D-(+)-Glucurono-6,3-lactone; D-Glucurono-6,3-lactone; D-Glucurone; Glucuronolactone; D-(+)-Glucuronic acid γ-lactone; D(+)-Glucuronic acid γ-lactone; Glucuronic acid lactone; Glucurone; Glucurolactone; D-Glucurono-3,6-lactone; D-glucurono-gamma-lactone; Glucuronolactone

登记号

• CAS号: 32449-92-6
• EC号: 251-053-3
• MDL号: MFCD00135622
• Beilstein号: 83595
• PubChem SID: 24888207; 162221896; 24872830
• PubChem CID: 92283
• Chemspider ID: 83317
• 维基百科标题: Glucuronolactone

理论计算性质

• Acid pKa: 11.332507
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -2.5836155
• LogD (pH = 7.4): -2.5836656
• Log P: -2.5836148
• 摩尔折射率: 33.7208 cm^3
• 极化性: 14.112011 Å^3
• 极化表面积: 104.06 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 26.9 g/100 mL in water
• 熔点: ~175 °C (dec.); 172-175 °C(lit.); 176–178 °C
• 密度: 1.76 g/cm^3 (30 °C)
• 比旋光度: [α]20/D +18.5±1°, 24 hr, c = 10% in H2O; [α]24/D +18.8°, c = 8 in H2O

安全信息

• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (T); ≥99%
• 级别: purum
• Empirical Formula (Hill Notation): C6H8O6

详细说明

Sigma Aldrich - 851450

包装
1 kg in poly bottle
100 g in poly bottle
Application
用于合成光学活性吡喃型葡萄糖1和长链烷基呋喃葡糖苷。2
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 851450.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.