2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase编号: 155969
• 分子式: C21H20O12
• 平均质量: 464.3763
• 单一同位素质量: 464.09547608
• SMILES: c1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
• InChIKey: OVSQVDMCBVZWGM-QSOFNFLRSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC传统名: isoquercitin
• 别名: 3,3′,4′,5,7-五羟基黄酮 3-β-葡萄糖甙; 异栎素; 槲皮素 3-β-D-葡萄糖甙; 槲皮素 3-β-D-葡萄糖甙; 异栎素; 3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside; Isoquercitrin; Quercetin 3-β-D-glucoside; Quercetin 3-β-D-glucoside; Isoquercitrin; Quercetin 3-O-glucoside; Hirsutrin; Quercetin 3-glucoside

登记号

• CAS号: 482-35-9
• MDL号: MFCD00017746
• Beilstein号: 100989
• PubChem SID: 162250107; 24850700
• PubChem CID: 5280804

理论计算性质

• Acid pKa: 6.3724055
• 质子受体: 12
• 质子供体: 8
• LogD (pH = 5.5): -0.19928613
• LogD (pH = 7.4): -1.3000474
• Log P: -0.1448353
• 摩尔折射率: 109.2755 cm^3
• 极化性: 42.19499 Å^3
• 极化表面积: 206.6 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Yellow powder

安全信息

• RTECS编号: DJ2982500
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

药理学性质

• 相关基因信息: mouse ... Hexa(15211)

产品相关信息

• 纯度: ≥90% (HPLC); ≥98% (HPLC)
• 级别: analytical standard; primary reference standard
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C21H20O12

详细说明

Sigma Aldrich - 17793

Application
Quercetin 3-β-D-glucoside can be used to study cell biology, bioactive small molecules, biochemicals found in plants and nutrition. Quercetin-3-β-d-glucoside, a glucoside form of quercetin, significantly reduced the replication of influenza viruses in vitro and in vivo. Quercetin-3-β-d-glucoside has been used in a study to compare the anti-proliferative activities of quercetin derivatives using six different cancer cell lines (colon, breast, hepatocellular and lung cancer).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 17793.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Protocols & Applications
Ginkgo (Ginkgo biloba) Plant Profile: bioactives, mechanism of action, references

Sigma Aldrich - 00140585

Application
草药产品分析的标准品。
General description
由 HWI Analytik 生产和检验 证书上标明了经定量 NMR 确定的准确含量