(2R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6S)-6-[(2S)-2-carboxy-2-acetamidoethoxy]-5-acetamido-3,4-dihydroxyoxan-2-yl]methoxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase编号: 177884
• 分子式: C24H39N3O17
• 平均质量: 641.57636
• 单一同位素质量: 641.2279468
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO[C@@]1(C[C@H]([C@H]([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)OC[C@H](NC(=O)C)C(=O)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](OC[C@@H]2O[C@H](OC[C@@H](C(=O)O)NC(=O)C)[C@H]([C@H]([C@H]2O)O)NC(=O)C)(C[C@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
• InChI: InChI=1S/C24H39N3O17/c1-8(29)25-11(21(37)38)6-41-22-16(27-10(3)31)19(36)18(35)14(43-22)7-42-24(23(39)40)4-12(32)15(26-9(2)30)20(44-24)17(34)13(33)5-28/h11-20,22,28,32-36H,4-7H2,1-3H3,(H,25,29)(H,26,30)(H,27,31)(H,37,38)(H,39,40)/t11-,12-,13+,14+,15+,16+,17+,18-,19+,20+,22-,24+/m0/s1
• InChIKey: XTQCCEVOMHPMKD-ZUQXEXIASA-N

名称和登记号

名称

• IUPAC标准名: (2R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6S)-6-[(2S)-2-carboxy-2-acetamidoethoxy]-5-acetamido-3,4-dihydroxyoxan-2-yl]methoxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC传统名: (2R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6S)-6-[(2S)-2-carboxy-2-acetamidoethoxy]-5-acetamido-3,4-dihydroxyoxan-2-yl]methoxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• 别名: 6-O-α-Sialyl-2-acetamido-2-deoxy-α-D-galactopyranosyl-1-O-L-serine N-Acetate; N-Acetyl-O-[2-(acetylamino)-6-O-(N-acetyl-α-neuraminosyl)-2-deoxy-α-D-galactopyranosyl]-L-serine; STn Epitope N-Acetate

登记号

• CAS号: 385398-89-0
• PubChem SID: 164233794
• PubChem CID: 71752246

理论计算性质

• Acid pKa: 2.8517747
• 质子受体: 17
• 质子供体: 11
• LogD (pH = 5.5): -10.795512
• LogD (pH = 7.4): -13.136697
• Log P: -6.2678795
• 摩尔折射率: 135.2707 cm^3
• 极化性: 55.480515 Å^3
• 极化表面积: 320.2 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Warm Methanol; Water
• 外观: Off-White Amorphous Solid

安全信息

• 保存注意事项: Moisture Sensitive

详细说明

Toronto Research Chemicals - S687050

Sialosyl-Tn epitope is a cancer associated carbohydrate antigen which may be effective as cancer specific targets for immunotherapy as well as in the development of diagnostic monoclonal antibodies. These antigens appear as clusters of glycopeptide repea

参考文献

• Kim, J.M., and Roy, R.: Tetrahedron Lett., 38, 3487 (1997)
• Qiu, D., and Koganty, R.: Tetrahedron Lett., 38, 961 (1997)
• Toyokuni, T., and Singhal, A.K.: Chem. Soc. Rev., 231, (1995)