6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

• ChemBase编号: 6080
• 分子式: C14H6O8
• 平均质量: 302.19264
• 单一同位素质量: 302.00626715
• SMILES: c12c3c4c(oc1=O)c(c(cc4c(=O)oc3c(c(c2)O)O)O)O
• Canonical SMILES: Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O
• InChI: InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H
• InChIKey: AFSDNFLWKVMVRB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^4,^1^6.0^1^1,^1^5]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione; 6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione; 6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^4,^1^6.0^1^1,^1^5]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
• IUPAC传统名: ellagic acid
• 别名: 鞣花酸; 鞣花酸水合物; 4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone; 2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione; Ellagic acid; Ellagic acid; 4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone hydrate; Ellagic acid hydrate

登记号

• CAS号: 476-66-4
• EC号: 207-508-3
• MDL号: MFCD00149494; MFCD00006914
• Beilstein号: 47549
• 默克索引号: 143547
• PubChem SID: 160969505; 24894460; 99444939
• PubChem CID: 5281855
• CHEBI ID: 4775
• CHEMBL: 6246
• Chemspider ID: 4445149
• DrugBank ID: DB08468
• KEGG ID: C10788
• 美国药典/FDA物质标识码: 19YRN3ZS9P
• 维基百科标题: Ellagic_acid

理论计算性质

JChem

• Acid pKa: 5.538316
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 1.9992744
• LogD (pH = 7.4): -0.53068095
• Log P: 2.3159225
• 摩尔折射率: 70.6076 cm^3
• 极化性: 27.52004 Å^3
• 极化表面积: 133.52 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.59
• LOG S: -2.57
• 溶解度: 8.23e-01 g/l

分子性质

理化性质

• 溶解度: 1 M NaOH: soluble10 mg/mL
• 外观: powder; Yellow powder
• 熔点: ≥350 °C; 450°C dec.
• 密度: 1.67 g/cm3

安全信息

• 保存条件: -20°C
• 保存注意事项: Air & Light Sensitive
• RTECS编号: DJ2620000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Topoisomerases
• 相关基因信息: human ... CSK(1445), DYRK1A(1859), GSK3B(2932), SRC(6714)rat ... Lyn(81515), Syk(25155)

产品相关信息

• 纯度: ≥95% (HPLC); ≥95.0% (HPLC); ≥96.0% (HPCE); 97%, may cont. up to 12% water
• 级别: analytical standard
• 成盐信息: Free Base
• 杂质: <12% water; ≤12% water
• 生物来源: from tree bark
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C14H6O8

详细说明

DrugBank - DB08468

Drug information: experimental

Selleck Chemicals - S1327

Research Area: Cancer
Biological Activity:
Ellagic acid is a polyphenol antioxidant found in numerous fruits and vegetables. Ellagic acid also has antiproliferative property. Ellagic acid may slow the growth of some tumors caused by certain carcinogens. Ellagic acid can inhibit the two topoisomerases (IC50 was 0.6 and 0.7 μg/ml for topo I and topo II). [1]References on Ellagic acid[1] Nutrition and Cancer , 1995, 23(2)

Sigma Aldrich - E2250

Biochem/physiol Actions
Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase.1 Used for the assay of factor XIIa in plasma.2 Contact activation in blood coagulation.3
A naturally occurring plant phenol that is a potent antioxidant presumably by acting as a scavenger of oxygen species produced by hydrogen peroxide treatment, and as a protector of the DNA double helix from alkylating agent injury. It therefore has anti-mutagenic and anti-carcinogenic properties. Also reported to inhibit topoisomerases I and II and gyrase.

Sigma Aldrich - 45140

Biochem/physiol Actions
Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase.1 Used for the assay of factor XIIa in plasma.2 Contact activation in blood coagulation.3

Sigma Aldrich - 14668

Biochem/physiol Actions
Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase.1 Used for the assay of factor XIIa in plasma.2 Contact activation in blood coagulation.3

参考文献

• Andreas Constantinou et al. Nutrition and Cancer.