2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-4-hydroxy-3-(sulfooxy)-3,4-dihydro-2H-pyran-6-carboxylic acid sodium

• ChemBase编号: 133122
• 分子式: C14H21NNaO14S
• 平均质量: 482.36961
• 单一同位素质量: 482.05804464
• SMILES: CC(=O)NC(C=O)C(C(C(CO)O)O)OC1C(C(C=C(O1)C(=O)O)O)OS(=O)(=O)O.[Na]
• Canonical SMILES: O=CC(C(C(C(CO)O)O)OC1OC(=CC(C1OS(=O)(=O)O)O)C(=O)O)NC(=O)C.[Na]
• InChI: InChI=1S/C14H21NO14S.Na/c1-5(18)15-6(3-16)11(10(21)8(20)4-17)28-14-12(29-30(24,25)26)7(19)2-9(27-14)13(22)23;/h2-3,6-8,10-12,14,17,19-21H,4H2,1H3,(H,15,18)(H,22,23)(H,24,25,26)
• InChIKey: FASCFNYWLAVRLQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-4-hydroxy-3-(sulfooxy)-3,4-dihydro-2H-pyran-6-carboxylic acid sodium
• IUPAC传统名: 6-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-4-hydroxy-5-(sulfooxy)-5,6-dihydro-4H-pyran-2-carboxylic acid sodium
• 别名: α-ΔUA-2S-[1→3]-GalNAc; Chondroitin disaccharide Δdi-UA-2S sodium salt

登记号

• CAS号: 149368-04-7
• MDL号: MFCD00153942
• PubChem SID: 24892809; 162227399
• PubChem CID: 16219142

理论计算性质

• Acid pKa: -1.9542692
• 质子受体: 13
• 质子供体: 7
• LogD (pH = 5.5): -9.419151
• LogD (pH = 7.4): -10.3722515
• Log P: -6.3332677
• 摩尔折射率: 91.0804 cm^3
• 极化性: 37.367043 Å^3
• 极化表面积: 246.45 Å^2
• 可自由旋转的化学键: 11
• 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 - C5820

Other Notes
ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GalNAc = N-acetyl-D-galactosamine; 2S = 2-sulfate
Application
Chondroitin, a glucosaminoglycan (GAG), is a polysaccharide chain of alternating units of N-acetylgalactosamine (GalNAc) and glucuronic acid (GlcA) that can be sulfated on the either or both GalNAc and GlcA units. Chondroitin and its sulfates are frequently attached to proteins to form proteoglycans.