N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6S)-5-acetamido-6-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase编号: 176267
• 分子式: C24H41N3O16
• 平均质量: 627.59284
• 单一同位素质量: 627.24868225
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H](C(O[C@H]1CO)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@@H]2[C@H](CO)OC([C@H]([C@H]2O)NC(=O)C)O)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22?,23+,24+/m1/s1
• InChIKey: WZZVUHWLNMNWLW-MEWKLCDLSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6S)-5-acetamido-6-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC传统名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6S)-5-acetamido-6-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 别名: GlcNAc1-b-4GlcNAc1-b-4GlcNAc; N-Acetylglucosamine Trimer; [(GlcNAc)3]; Tri(N-acetylglucosamine); Tri-N-acetyl-D-glucosamine; Tri-N-acetylchitotriose; N,N',N''-Triacetyl Chitotriose; GlcNAc1-b-4-GlcNAc1-b-4GlcNAc1-b-4GlcNAc1-b-4GlcNAc; N,N',N'',N''',N''''-Pentaacetylchitopentaose; 1,5-Anhydro-D-mannitol Tetraacetate; NSC 231899; 2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol

登记号

• CAS号: 36467-68-2; 13121-61-4; 38864-21-0
• PubChem SID: 164232177
• PubChem CID: 10930193

理论计算性质

• 质子受体: 16
• 质子供体: 11
• LogD (pH = 5.5): -7.3383164
• LogD (pH = 7.4): -7.3383565
• Log P: -7.338316
• 摩尔折射率: 134.0539 cm^3
• 极化性: 55.52393 Å^3
• 极化表面积: 295.29 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false
• Acid pKa: 11.40841

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate; Methanol; Water
• 外观: Off-White Solid; Pale Yellow Oil; White Solid
• 熔点: >200°C dec.; >225°C (dec.)

安全信息

• 保存条件: -20°C Freezer; Refrigerator

详细说明

Toronto Research Chemicals - P225000

Studies have shown this compound to have anti tumor effects.

Toronto Research Chemicals - T237600

Protected mannitol derivative

Toronto Research Chemicals - T735000

N,N’,N’’-Triacetyl Chitotriose is a multivalent glycosides with strong crosslinking activity for lectin as a specific coagulant.

参考文献

• Suzuki, K., et al.: Carbohydrate Research, 151, 403 (1986)
• Bhattacharyya, L., et al.: Biochemistry, 29, 7523 (1990)
• Sacchettini, J., et al.: Biochemistry, 40, 3009 (1990)
• Maierhofer, C., et al.: Bioorg. Med. Chem., 15, 7661 (1990)