4,5-dihydroxy-9,10-dioxo-9,10-dihydro(5,6,7,8,8a,10a-13C6)anthracene-2-carboxylic acid

• ChemBase编号: 177499
• 分子式: C15H8O6
• 平均质量: 290.17634903
• 单一同位素质量: 290.052217
• SMILES: [13cH]1[13cH][13cH][13c]2[13c]([13c]1O)C(=O)c1c(C2=O)cc(cc1O)C(=O)O
• Canonical SMILES: Oc1cc(cc2c1C(=O)[13c]1[13c](C2=O)[13cH][13cH][13cH][13c]1O)C(=O)O
• InChI: InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)/i1+1,2+1,3+1,7+1,9+1,11+1
• InChIKey: FCDLCPWAQCPTKC-UVUZSWIXSA-N

名称和登记号

名称

• IUPAC标准名: 4,5-dihydroxy-9,10-dioxo-9,10-dihydro(5,6,7,8,8a,10a-^1^3C₆)anthracene-2-carboxylic acid
• IUPAC传统名: 4,5-dihydroxy-9,10-dioxo(5,6,7,8,8a,10a-^1^3C₆)anthracene-2-carboxylic acid
• 别名: 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylic Acid-13C6; 4,5-Dihydroxy-2-anthraquinonecarboxylic Acid-13C6; Chrysazin-3-carboxylic Acid-13C6; Monorhein-13C6; NSC 38629-13C6; Rheic Acid-13C6; Rhubarb Yellow-13C6; Rhein-13C6

登记号

• CAS号: 1330166-42-1
• PubChem SID: 164233409
• PubChem CID: 71752058

理论计算性质

• Acid pKa: 3.3988245
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 1.1803527
• LogD (pH = 7.4): -0.14276648
• Log P: 3.2691584
• 摩尔折射率: 72.369 cm^3
• 极化性: 26.928041 Å^3
• 极化表面积: 111.9 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Benzene; Chloroform; Ether; Pyridine
• 外观: Yellow Crystalline Solid
• 熔点: 321-322°C

详细说明

Toronto Research Chemicals - R318502

Found in the free state and as glucoside in Rheum spp, Polygonaceae (rhubarb) and in Senna leaves.A potential antioxidant resource: endophytic fungi from medicinal plants.

参考文献

• Wanitschke, Pharmacology, 20, Suppl. 1, 21 (1980)
• Raimondi, L., et al.: Pharmacol. Res. Commun., 14, 103 (1980)
• Franchi-Micheli, S., et al.: J. Pharm. Pharmacol., 35, 262 (1980)