N-[(2S,3R,4R,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase编号: 158105
• 分子式: C16H18BrClN2O6
• 平均质量: 449.68092
• 单一同位素质量: 448.00367599
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1Oc1c[nH]c2c1c(c(cc2)Br)Cl)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c[nH]c3c2c(Cl)c(cc3)Br)[C@@H]([C@H]([C@H]1O)O)NC(=O)C
• InChI: InChI=1S/C16H18BrClN2O6/c1-6(22)20-13-15(24)14(23)10(5-21)26-16(13)25-9-4-19-8-3-2-7(17)12(18)11(8)9/h2-4,10,13-16,19,21,23-24H,5H2,1H3,(H,20,22)/t10-,13-,14+,15-,16-/m1/s1
• InChIKey: SUWPNTKTZYIFQT-LMXXTMHSSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4R,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC传统名: N-[(2S,3R,4R,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 别名: 5-溴-4-氯-3-吲哚基-N-乙酰氨基-2-脱氧-β-D-吡喃半乳糖苷; 5-溴-4-氯-3-吲哚基-N-乙酰-β-D-氨基半乳糖苷; X-Galactosaminide; X-GalNAc; 5-Bromo-4-chloro-3-indolyl 2-acetamido-2-deoxy-β-D-galactopyranoside; 5-Bromo-4-chloro-3-indolyl N-acetyl-β-D-galactosaminide

登记号

• CAS号: 129572-48-1
• MDL号: MFCD00083260
• PubChem SID: 24850170; 162252241
• PubChem CID: 9955373

理论计算性质

• Acid pKa: 11.129693
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): 0.5851354
• LogD (pH = 7.4): 0.58506465
• Log P: 0.5851365
• 摩尔折射率: 94.7987 cm^3
• 极化性: 38.90574 Å^3
• 极化表面积: 124.04 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF: soluble; DMSO: soluble
• 熔点: ≥220 °C(lit.)

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: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C16H18BrClN2O6

详细说明

Sigma Aldrich - 16658

Application
Chromophoric substrate for N-acetyl-β-D-galactosaminidase (for the detection of Candida albicans).