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

• ChemBase编号: 177407
• 分子式: C18H17NO8
• 平均质量: 375.32948
• 单一同位素质量: 375.09541651
• SMILES: c1cc(cc2c1nc1c(o2)cc(=O)cc1)O[C@@H]1OC([C@@H]([C@@H](C1O)O)O)CO
• Canonical SMILES: OCC1O[C@@H](Oc2ccc3c(c2)oc2c(n3)ccc(=O)c2)C([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+/m0/s1
• InChIKey: QULZFZMEBOATFS-HBWZYELFSA-N

名称和登记号

名称

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

登记号

• CAS号: 95079-19-9
• PubChem SID: 164233317
• PubChem CID: 71752000

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

详细说明

Toronto Research Chemicals - R146510

β-D-Galactopyranoside is a metabolite of Resorufin (R146500) used as substrate for Escherichia coli β-Galactosidase.

参考文献

• Chen, D., et al.: Nucleic Acids Res., 20, 4873 (19920, Shoemaker, G., et al.: Biochemistry, 42, 1707 (2003)
• Craig, D., et al.: Biochem. Cell Biol., 88, 451 (2003)