(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid

• ChemBase编号: 128007
• 分子式: C12H22O12
• 平均质量: 358.29588
• 单一同位素质量: 358.11112614
• SMILES: O[C@@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C(=O)O)O[C@@H]1CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1
• InChIKey: JYTUSYBCFIZPBE-AMTLMPIISA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid
• IUPAC传统名: lactobionic acid
• 别名: 4-O-β-D-吡喃半乳糖基-D-葡萄糖酸; 乳糖酸; Galactosylgluconic acid; Lactobionic acid; 4-O-β-D-Galactopyranosyl-D-gluconic acid; Lactobionic acid

登记号

• CAS号: 96-82-2
• EC号: 202-538-3
• MDL号: MFCD00078147
• Beilstein号: 95054
• PubChem SID: 162222323; 24896313
• PubChem CID: 7314; 16219560
• Chemspider ID: 7040
• 维基百科标题: Lactobionic_acid

理论计算性质

• Acid pKa: 3.2613704
• 质子受体: 12
• 质子供体: 9
• LogD (pH = 5.5): -7.400029
• LogD (pH = 7.4): -8.614589
• Log P: -5.18058
• 摩尔折射率: 70.6843 cm^3
• 极化性: 29.630531 Å^3
• 极化表面积: 217.6 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Syrup
• 熔点: 113-118 °C(lit.)
• 密度: 1.791 g/mL
• 比旋光度: [α]20/D +25°, c = 10 in H2O; [α]20/D +26±3°, 24 hr, c = 10% in H2O

安全信息

• 德国WGK号: 1
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97%
• 级别: purum
• 燃烧残渣: ≤0.1%
• 干燥失重: ≤5% loss on drying
• Empirical Formula (Hill Notation): C12H22O12

详细说明

Sigma Aldrich - L2398

Application
Cell impermeant agent used for organ preservation
Biochem/physiol Actions
Reported to inhibit production of hydroxyl radicals.1 Cryptic inhibitor of matrix metalloproteinases (MMP).2 Resistant to dietary metabolism but stimulates intestinal calcium absorption in rat.3
包装
100 g in poly bottle

Sigma Aldrich - 153516

包装
25, 100 g in poly bottle
Application
Lactobionic acid, an α-hydroxyacid (AHA) with antioxidation activity, is used in the development of cosmeceuticals for skin. Lactobionic acid is used in the development of targeting drug delivery systems, such as microcapsules.