(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one

• ChemBase编号: 153880
• 分子式: C5H8O5
• 平均质量: 148.11402
• 单一同位素质量: 148.03717336
• SMILES: C([C@@H]1[C@H]([C@@H](C(=O)O1)O)O)O
• Canonical SMILES: OC[C@H]1OC(=O)[C@H]([C@@H]1O)O
• InChI: InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4+/m1/s1
• InChIKey: CUOKHACJLGPRHD-JJYYJPOSSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one
• IUPAC传统名: D-arabinono-1,4-lactone
• 别名: D-Arabinonic acid γ-lactone; D-Arabino-1,4-lactone

登记号

• CAS号: 2782-09-4
• MDL号: MFCD00153592
• PubChem SID: 162248019
• PubChem CID: 17723

理论计算性质

• Acid pKa: 11.633838
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -2.1149385
• LogD (pH = 7.4): -2.1149635
• Log P: -2.1149383
• 摩尔折射率: 28.8163 cm^3
• 极化性: 12.117866 Å^3
• 极化表面积: 86.99 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 比旋光度: [α]/D 73.0±2.0°, c = 1 in H2O

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

产品相关信息

• 纯度: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C5H8O5

详细说明

Sigma Aldrich - 79469

Application
D-Arabino-1,4-lactone is used as a substrate to identify, differentiate and characterize stereospecific arabino-1,4-lactone oxidase(s)/ arabinonolactone oxidase(s) (LdALO) involved in vitamin C biosynthesis. D-Arabino-1,4-lactone is used as a precursor for the biosynthesis of erythroascorbate.