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

• ChemBase编号: 169677
• 分子式: C9H18O8
• 平均质量: 254.23442
• 单一同位素质量: 254.10016754
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)OCC(CO)O)O)O)O
• Canonical SMILES: OCC(CO[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O
• InChI: InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4?,5?,6-,7+,8?,9-/m1/s1
• InChIKey: NHJUPBDCSOGIKX-UEHOPBKBSA-N

名称和登记号

名称

• IUPAC标准名: (2R,4S,5S)-2-(2,3-dihydroxypropoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC传统名: (2R,4S,5S)-2-(2,3-dihydroxypropoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• 别名: 2,3-Dihydroxypropyl β-D-Glucopyranoside; Lilioside C; 1-(β-Glucosyl)glycerol(Mixture of Diastereomers)

登记号

• PubChem SID: 162263809
• PubChem CID: 68256528

理论计算性质

• Acid pKa: 12.19484
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): -3.6098497
• LogD (pH = 7.4): -3.6098566
• Log P: -3.6098497
• 摩尔折射率: 52.9294 cm^3
• 极化性: 22.045732 Å^3
• 极化表面积: 139.84 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - G596820

A component contained in cosmetic formulation. Diesters of glycosylglycerols are active in cancer chemo-prevention.

参考文献

• Joyard, J., et al.: Eur. J. Biochem., 199, 489 (1991)
• Colombo, D., et al.: Bioorg. Med. Chem. Lett., 6, 1187 (1991)
• Colombo, D., et al.: Bioorg. Med. Chem., 7, 1867 (1991)
• Colombo, D., et al.: Cancer Lett., 161, 201 (1991)