(2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 72925
• 分子式: C21H18O11
• 平均质量: 446.36102
• 单一同位素质量: 446.0849114
• SMILES: [C@@H]1([C@@H]([C@H]([C@H](O[C@@H]1C(=O)O)Oc1c(O)c(c2c(c1)oc(cc2=O)c1ccccc1)O)O)O)O
• Canonical SMILES: OC(=O)[C@H]1O[C@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21-/m0/s1
• InChIKey: IKIIZLYTISPENI-UNJWAJPSSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: Baicalin

登记号

• CAS号: 21967-41-9
• PubChem SID: 162037845
• PubChem CID: 13654833

理论计算性质

• Acid pKa: 2.6182277
• 质子受体: 11
• 质子供体: 6
• LogD (pH = 5.5): -2.0355527
• LogD (pH = 7.4): -2.76751
• Log P: 0.7588956
• 摩尔折射率: 104.9257 cm^3
• 极化性: 40.821663 Å^3
• 极化表面积: 183.21 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2269

Research Area: Neurological Disease
Biological Activity:
Baicalin is a known prolyl endopeptidase inhibitor and affects the GABA receptors. It is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria lateriflora (blue skullcap). There are 10 mg/g baicalin in Scutellaria galericulata (common skullcap) leaves. It is a component of Chinese medicinal herb Huang-chin(Scutellaria baicalensis). [1][2]

参考文献

• Tarragó T et al. Bioorg Med Chem. 2008 Aug 1;16(15):7516-24.