1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

• ChemBase编号: 70188
• 分子式: C21H24O10
• 平均质量: 436.40926
• 单一同位素质量: 436.13694697
• SMILES: C(=O)(CCc1ccc(cc1)O)c1c(cc(cc1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)cc(c2C(=O)CCc2ccc(cc2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
• InChIKey: IOUVKUPGCMBWBT-QNDFHXLGSA-N

名称和登记号

名称

• IUPAC标准名: 1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
• IUPAC传统名: phlorizin
• 别名: Phloridzin; Phlorhizin; Phlorizoside; Phlorizin; Phlorizin

登记号

• CAS号: 60-81-1
• MDL号: MFCD00006591
• PubChem SID: 162035911
• PubChem CID: 6072

理论计算性质

• Acid pKa: 7.8697577
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): 0.9756358
• LogD (pH = 7.4): 0.85051596
• Log P: 0.9774724
• 摩尔折射率: 105.8517 cm^3
• 极化性: 41.671455 Å^3
• 极化表面积: 177.14 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Powder

安全信息

• 保存条件: -20°C
• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: 95+%; 98.0
• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2343

Research Area: Cardiovascular Disease
Biological Activity:
Phlorizin (Phloridzin) is a toxic 2’-glucoside of phloretin. It belongs to the group of dihydrochalcones, a type of flavonoids. It is a competitive inhibitor of renal glucose transport. Phlorizin is naturally occurring in some plants. It could be found in the bark of pear (Pyrus communis), apple, cherry and other fruit trees (Rosaceae) and is responsible for the petal color in Dianthus caryophyllus. [1]

参考文献

• http://www.bentham.org/prc/samples/prc1-1/Higashi.pdf