2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1λ4-chromen-1-ylium chloride

• ChemBase编号: 165060
• 分子式: C20H19ClO10
• 平均质量: 454.81186
• 单一同位素质量: 454.06667449
• SMILES: c12c(cc(c([o+]1)c1ccc(c(c1)O)O)OC1C([C@H]([C@@H](CO1)O)O)O)c(cc(c2)O)O.[Cl-]
• Canonical SMILES: Oc1cc(O)c2c(c1)[o+]c(c(c2)OC1OC[C@H]([C@@H](C1O)O)O)c1ccc(c(c1)O)O.[Cl-]
• InChI: InChI=1S/C20H18O10.ClH/c21-9-4-12(23)10-6-16(30-20-18(27)17(26)14(25)7-28-20)19(29-15(10)5-9)8-1-2-11(22)13(24)3-8;/h1-6,14,17-18,20,25-27H,7H2,(H3-,21,22,23,24);1H/t14-,17+,18?,20?;/m1./s1
• InChIKey: ORTBMTXABUAMJS-CRTITRSXSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• IUPAC传统名: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• 别名: 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(D-xylopyranosyloxy)-1-benzopyrylium Chloride; Cyanidin 3-Xyloside

登记号

• CAS号: 29761-24-8
• PubChem SID: 162259193
• PubChem CID: 71315022

理论计算性质

• Acid pKa: 6.388333
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): 1.0062807
• LogD (pH = 7.4): -0.2693963
• Log P: 1.0595
• 摩尔折射率: 110.295 cm^3
• 极化性: 41.51912 Å^3
• 极化表面积: 173.21 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C953700

An anthocyanin found in plums and berries which may have an important role in cancer therapy.

参考文献

• Bakowska-Barczak, A., et al.: J. Agric. Food Chem., 56, 9933 (2008)
• Tarko, T., et al.: Food Technol. Biotechnol., 47, 456 (2008)
• Borowska, E., et al.: Itali. J. Food Sci., 21, 197 (2008)
• Usenik, V., et al.: Food Chem., 114, 529 (2008)