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

• ChemBase编号: 3261
• 分子式: C15H12O4
• 平均质量: 256.25338
• 单一同位素质量: 256.07355886
• SMILES: Oc1ccc(cc1)[C@@H]1CC(=O)c2ccc(O)cc2O1
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2)O
• InChI: InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1
• InChIKey: FURUXTVZLHCCNA-AWEZNQCLSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one; 5-deoxyflavanone
• 别名: 5-Deoxyflavanone; (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one; 7,4′-Dihydroxyflavanone; (-)-Liquiritigenin Radix glycyrrhizae; 4',7-Dihydroxyflavanone; Liquiritigenin

登记号

• CAS号: 578-86-9
• MDL号: MFCD00287289
• Beilstein号: 359378
• PubChem SID: 46505285; 160966703
• PubChem CID: 114829
• Chemspider ID: 102790
• 维基百科标题: Liquiritigenin

理论计算性质

JChem

• Acid pKa: 7.788865
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.4864612
• LogD (pH = 7.4): 2.340112
• Log P: 2.4886734
• 摩尔折射率: 69.3089 cm^3
• 极化性: 26.657175 Å^3
• 极化表面积: 66.76 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: 2.79
• LOG S: -3.28
• 溶解度: 1.33e-01 g/l

分子性质

安全信息

• RTECS编号: DJ2981789
• 德国WGK号: 3

产品相关信息

• 纯度: ≥98.0% (HPLC)
• 杂质: ≤7% water
• Empirical Formula (Hill Notation): C15H12O4
• 分类: Rare Genuine Natural Compounds

详细说明

DrugBank - DB03601

Drug information: experimental

Sigma Aldrich - 78825

Biochem/physiol Actions
Liquiritigenin is a flavanone found in Radix glycyrrhizae and shown to induce apoptosis in SMM-721 cells by disruption of the mitochondrial membrane potential and increased production of reactive oxygen species. 1