(3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol

• ChemBase编号: 133314
• 分子式: C12H22O11
• 平均质量: 342.29648
• 单一同位素质量: 342.11621152
• SMILES: C1[C@H]([C@H]([C@@H](C(O1)(CO)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O)COC2(O)CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-5-7(17)8(18)9(19)11(22-5)23-10-6(16)4(15)2-21-12(10,20)3-14/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12?/m1/s1
• InChIKey: SEWFWJUQVJHATO-PUVWEJBASA-N

名称和登记号

名称

• IUPAC标准名: (3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol; (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(3S,4R,5R)-2,4,5-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
• IUPAC传统名: (3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol; (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(3S,4R,5R)-2,4,5-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
• 别名: 松二糖; D-Turanose; 3-O-α-D-Glucopyranosyl-D-fructose; D-(+)-Turanose; 3-O-alpha-D-glucopyranosyl-D-fructose

登记号

• CAS号: 547-25-1
• EC号: 208-918-5
• MDL号: MFCD00006606
• Beilstein号: 93771
• 默克索引号: 149821
• PubChem SID: 24900072; 162227591
• PubChem CID: 54301978

理论计算性质

• Acid pKa: 10.275808
• 质子受体: 11
• 质子供体: 8
• LogD (pH = 5.5): -4.5288424
• LogD (pH = 7.4): -4.5294123
• Log P: -4.528835
• 摩尔折射率: 68.7741 cm^3
• 极化性: 28.969793 Å^3
• 极化表面积: 189.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL, clear, colorless
• 熔点: 168-172 °C (dec.); 170 °C (dec.)(lit.); ca 170°C dec.
• 比旋光度: [α]20/D +75°, c = 4 in H2O; [α]20/D +77±2°, 6 hr, c = 4% in H2O

安全信息

• 德国WGK号: 3
• TSCA收录: 是
• 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%; ≥98.0% (HPLC); 98%
• Empirical Formula (Hill Notation): C12H22O11

详细说明

Sigma Aldrich - T2754

Biochem/physiol Actions
Turanose is an analog of sucrose that is not metabolized by higher plants but is used as a carbon source by many bacteria, fungi, and other organisms. It is taken up into plant cells by sucrose transporters and is involved in intracellular sugar signaling.
包装
1 g in poly tube
5, 25 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T2754.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 287377

包装
1 g in glass bottle

Sigma Aldrich - 93760

Biochem/physiol Actions
Turanose is an analog of sucrose that is not metabolized by higher plants but is used as a carbon source by many bacteria, fungi, and other organisms. It is taken up into plant cells by sucrose transporters and is involved in intracellular sugar signaling.