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

• ChemBase编号: 126935
• 分子式: C14H17NO7
• 平均质量: 311.28728
• 单一同位素质量: 311.10050189
• SMILES: c1cc(ccc1[C@@H](C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H](c2ccc(cc2)O)C#N)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1
• InChIKey: NVLTYOJHPBMILU-YOVYLDAJSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-(4-hydroxyphenyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile
• IUPAC传统名: dhurrin
• 别名: (S)-4-Hydroxymandelnitrile-β-D-glucopyranoside; (S)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile; Dhurrin; (S)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile; (S)-4-Hydroxymandelonitrile β-D-glucoside; Dhurrin

登记号

• CAS号: 499-20-7
• EC号: 207-878-6
• MDL号: MFCD18632527
• PubChem SID: 162221261
• PubChem CID: 161355
• Chemspider ID: 141737
• 维基百科标题: Dhurrin

理论计算性质

• Acid pKa: 9.456334
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -1.1206642
• LogD (pH = 7.4): -1.1243923
• Log P: -1.1206164
• 摩尔折射率: 72.0773 cm^3
• 极化性: 28.835571 Å^3
• 极化表面积: 143.4 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302

产品相关信息

• 纯度: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C14H17NO7

详细说明

Sigma Aldrich - 07743

General description
Dhurrin is a cyanogenic glucoside found expressed in the leaves of Sorghum plants. Studies have shown that as the plant ages, dhurrin expression depends are nitrogen availability. Dhurrin production shifts from the leaves to the stems during development. 1