trisodium (2R,3R,4S)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate

• ChemBase编号: 132481
• 分子式: C14H18NNa3O17S2
• 平均质量: 605.38853
• 单一同位素质量: 604.97092296
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)COS(=O)(=O)[O-])O[C@H]1[C@@H]([C@H](C=C(O1)C(=O)[O-])O)OS(=O)(=O)[O-])O.[Na+].[Na+].[Na+]
• Canonical SMILES: CC(=O)N[C@H]1C(O)O[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC(=C[C@@H]([C@H]1OS(=O)(=O)[O-])O)C(=O)[O-])COS(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C14H21NO17S2.3Na/c1-4(16)15-8-9(18)11(7(29-13(8)21)3-28-33(22,23)24)31-14-10(32-34(25,26)27)5(17)2-6(30-14)12(19)20;;;/h2,5,7-11,13-14,17-18,21H,3H2,1H3,(H,15,16)(H,19,20)(H,22,23,24)(H,25,26,27);;;/q;3*+1/p-3/t5-,7+,8+,9+,10+,11+,13?,14-;;;/m0.../s1
• InChIKey: WRWNGZNBPYOKPM-NYNVPWSXSA-K

名称和登记号

名称

• IUPAC标准名: trisodium (2R,3R,4S)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate
• IUPAC传统名: trisodium (4S,5R,6R)-6-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfonatooxy)-5,6-dihydro-4H-pyran-2-carboxylate
• 别名: α-ΔUA-2S-[1→4]-GlcNAc-6S; Heparin disaccharide I-A sodium salt

登记号

• CAS号: 136098-00-5
• MDL号: MFCD00466925
• PubChem SID: 162226758; 24895856
• PubChem CID: 11365472

理论计算性质

• Acid pKa: -2.371331
• 质子受体: 15
• 质子供体: 4
• LogD (pH = 5.5): -11.201555
• LogD (pH = 7.4): -12.067805
• Log P: -7.673027
• 摩尔折射率: 108.2437 cm^3
• 极化性: 41.936924 Å^3
• 极化表面积: 290.47 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

详细说明

Sigma Aldrich - H9517

Biochem/physiol Actions
Products of the digestion of heparin and heparan sulfate by various heparinases
Other Notes
In the following listings, ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GlcN = D-glucosamine; Ac = Acetyl; NS, 2S, 6S, = N-sulfo, 2-sulfate and 6-sulfate respectively.
Preparation Note
Produced by the action of heparinase II