(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase编号: 73019
• 分子式: C15H12O8
• 平均质量: 320.25098
• 单一同位素质量: 320.05321734
• SMILES: c1(cc(c2c(c1)O[C@@H]([C@H](C2=O)O)c1cc(c(c(c1)O)O)O)O)O
• Canonical SMILES: Oc1cc2O[C@H](c3cc(O)c(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O
• InChI: InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1
• InChIKey: KJXSIXMJHKAJOD-LSDHHAIUSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: (+)-dihydromyricetin; (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• 别名: Ampeloptin; Ampelopsin; (+)-Ampelopsin; Dihydromyricetin(Ampeloptin); Dihydromyricetin; Dihydromyricetin; 3,3',4',5,5',7-Hexahydroxyflavanone; Ampelopsin

登记号

• CAS号: 27200-12-0
• PubChem SID: 162037939
• PubChem CID: 161557

理论计算性质

• Acid pKa: 7.722177
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): 1.5102407
• LogD (pH = 7.4): 1.3389813
• Log P: 1.5128189
• 摩尔折射率: 76.5898 cm^3
• 极化性: 29.281664 Å^3
• 极化表面积: 147.68 Å^2
• 可自由旋转的化学键: 1
• 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

药理学性质

• 生物活性机理: Antioxidant

产品相关信息

• 纯度: 98.0
• 生物来源: Isol. from Indisia bijuga, Soymida febrifuga, Rhododendron spp., flowers of Eugenia jambolana, Leptarrhena pyrofolia, Mahonia siamensis, Rhamnus pallasii, Cedrus deodara, Heuchera villosa, Adenanthera, Ampelopsis, Cercidiphyllum and Pinus spp.
• 应用领域: Antioxidant

详细说明

Selleck Chemicals - S2399

Research Area: Metabolic Disease
Biological Activity:
Dihydromyricetin (Ampelopsin (flavanol); Ampeloptin) is a natural antioxidant with good prospects. The physicochemical properties of dihydromyricetin (Ampelopsin (flavanol); Ampeloptin) were analyzed by ultraviolet–visible spectrometry, infrared spectrometry, scanning electron microscopy, differential scanning calorimetry, X-ray diffractometry. The result showed that dihydromyricetin (Ampelopsin (flavanol); Ampeloptin) and lecithin in the complex were combined by non-covalent bond, did not form a new compound and the solubility of dihydromyricetin in n-octanol was significantly enhanced. It was found that the dihydromyricetin–lecithin complex was an effective scavenger of DPPH radicals with an IC50 of 22.60 μg/mL. In the Rancimat antioxidant test using lard oil as substrate, the performance of the complex with protection factor of 6.67 was superior to that of butylated hydroxytoluene with protection factor of 5.54. [1]

参考文献

• Liu et al. European Food Research and Technology. 2009, 230(2):325-331
• Kho, K.F.F. et al., Pharm. Weekbl., 1979, 114, 325