(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase编号: 3143
• 分子式: C15H12O5
• 平均质量: 272.25278
• 单一同位素质量: 272.06847348
• SMILES: c1c(cc(c2c1O[C@@H](CC2=O)c1ccc(cc1)O)O)O
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O
• InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
• InChIKey: FTVWIRXFELQLPI-ZDUSSCGKSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: naringenin
• 别名: Naringenin; 4',5,7-trihydroxyflavanone; Naringenin

登记号

• CAS号: 480-41-1
• PubChem SID: 46508043; 160966587
• PubChem CID: 932; 439246
• CHEMBL: 9352
• Chemspider ID: 388383
• DrugBank ID: DB03467
• 美国药典/FDA物质标识码: HN5425SBF2
• 维基百科标题: Naringenin

理论计算性质

JChem

• Acid pKa: 7.856156
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.833213
• LogD (pH = 7.4): 2.7041416
• Log P: 2.835108
• 摩尔折射率: 71.2898 cm^3
• 极化性: 27.291258 Å^3
• 极化表面积: 86.99 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.47
• LOG S: -3.11
• 溶解度: 2.14e-01 g/l

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

详细说明

DrugBank - DB03467

Drug information: experimental

Selleck Chemicals - S2394

Research Area: Inflammation
Biological Activity:
Naringenin is a flavonoid that is considered to have a bioactive effect on human health as antioxidant, free radical scavenger, anti-inflammatory, carbohydrate metabolism promoter, and immune system modulator. Naringenin is the predominant flavanone in grapefruit. This substance has also been shown to reduce oxidative damage to DNA in vitro. Naringenin found in grapefruit juice has been shown to have an inhibitory effect on the human cytochrome P450 isoform CYP1A2, which can change pharmacokinetics in a human (or orthologous) host of several popular agents in an adverse manner, even resulting in carcinogens of otherwise harmless substances. [1]References on Naringenin[1] http://en.wikipedia.org/wiki/Naringenin, , [2] www.scielo.br/scielo.php?script=sci_arttext&pid=S1516, ,

参考文献

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