(2S)-7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase编号: 72962
• 分子式: C27H32O14
• 平均质量: 580.53458
• 单一同位素质量: 580.1792057
• SMILES: c1c(cc2c(c1O)C(=O)C[C@H](O2)c1ccc(cc1)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)C)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
• InChIKey: DFPMSGMNTNDNHN-ZPHOTFPESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: naringin
• 别名: Naringoside; Naringenine-7-rhamnosidoglucoside; Naringin; Naringin

登记号

• CAS号: 10236-47-2
• PubChem SID: 162037882
• PubChem CID: 442428

理论计算性质

• Acid pKa: 8.579344
• 质子受体: 14
• 质子供体: 8
• LogD (pH = 5.5): -0.15724456
• LogD (pH = 7.4): -0.18468763
• Log P: -0.15688573
• 摩尔折射率: 134.3038 cm^3
• 极化性: 54.11746 Å^3
• 极化表面积: 225.06 Å^2
• 可自由旋转的化学键: 6
• 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

产品相关信息

• 纯度: 98.0
• 成盐信息: Free Base
• 分类: Genuine Natural Compounds

详细说明

Selleck Chemicals - S2329

Research Area: Cardiovascular Disease
Biological Activity:
Naringin (Naringoside) is a flavanone glycoside and is a major flavonoid in grapefruit and gives the grapefruit juice its bitter taste. Naringin (Naringoside) is metabolized to the flavanone naringenin in humans. Both naringenin and hesperetin, which are the aglycones of naringin and hesperidin, occur naturally in citrus fruits.Naringin exerts a variety of pharmacological effects such as antioxidant activity, blood lipid lowering, anticancer activity, and inhibition of selected cytochrome P450 enzymes, including CYP3A4 and CYP1A2. [1]

参考文献

• http://en.wikipedia.org/wiki/Naringin