7-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-phenoxazin-3-one

• ChemBase编号: 132585
• 分子式: C18H17NO8
• 平均质量: 375.32948
• 单一同位素质量: 375.09541651
• SMILES: c1cc2nc3ccc(cc3oc2cc1=O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc3c(c2)oc2c(n3)ccc(=O)c2)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C18H17NO8/c20-7-14-15(22)16(23)17(24)18(27-14)25-9-2-4-11-13(6-9)26-12-5-8(21)1-3-10(12)19-11/h1-6,14-18,20,22-24H,7H2/t14-,15+,16+,17-,18-/m1/s1
• InChIKey: QULZFZMEBOATFS-DISONHOPSA-N

名称和登记号

名称

• IUPAC标准名: 7-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-phenoxazin-3-one
• IUPAC传统名: 7-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenoxazin-3-one
• 别名: 3-Phenoxazone 7-(β-D-galactopyranoside); Resorufin β-D-galactopyranoside

登记号

• CAS号: 95079-19-9
• MDL号: MFCD00064055
• Beilstein号: 4335306
• PubChem SID: 162226862; 24899376
• PubChem CID: 125273

理论计算性质

• Acid pKa: 12.20014
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -0.4938789
• LogD (pH = 7.4): -0.49388558
• Log P: -0.4938787
• 摩尔折射率: 94.069 cm^3
• 极化性: 35.23762 Å^3
• 极化表面积: 138.04 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF: soluble; DMSO: soluble; H2O: soluble
• 荧光: λex 571 nm; λem 590 nm in 0.1 M phosphate pH 7.0 (β-galactosidase)

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: ~95%; ≥95% (HPCE)
• 适用性: suitable for fluorescence
• Empirical Formula (Hill Notation): C18H17NO8

详细说明

Sigma Aldrich - 83638

Application
suitable as fluorogenic substrate for β-galactosidase
Other Notes
Single-cell assay of β-galactosidase in Saccharomyces cerevisiae1