7,8-dihydroxy-2H-chromen-2-one

• ChemBase编号: 63564
• 分子式: C9H6O4
• 平均质量: 178.14154
• 单一同位素质量: 178.02660867
• SMILES: c12oc(=O)ccc1ccc(O)c2O
• Canonical SMILES: O=c1ccc2c(o1)c(O)c(cc2)O
• InChI: InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H
• InChIKey: ATEFPOUAMCWAQS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7,8-dihydroxy-2H-chromen-2-one
• IUPAC传统名: 7,8-dihydroxy-2H-chromen-2-one; daphnetin
• 别名: Daphnetol; Daphnetin; 7,8-Dihydroxychromen-2-one; Daphnetin; Daphnetin; 7,8-Dihydroxycoumarin

登记号

• CAS号: 486-35-1
• EC号: 207-632-8
• MDL号: MFCD00016977
• PubChem SID: 162029303; 24882342; 24278375
• PubChem CID: 5280569

理论计算性质

• Acid pKa: 8.045391
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.8250022
• LogD (pH = 7.4): 1.7383214
• Log P: 1.826229
• 摩尔折射率: 45.5104 cm^3
• 极化性: 16.96474 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: solid

安全信息

• 保存条件: -20°C
• 保存注意事项: IRRITANT
• RTECS编号: GN6382600
• 德国WGK号: 2
• TSCA收录: false
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 生物活性机理: Antioxydant; Inhibitor of various protein kinases

产品相关信息

• 纯度: >95%; ≥97%; 90%
• 成盐信息: Free Base
• 生物来源: Isol. from Daphne odora and from other plants
• 应用领域: Analgesic; Anticoagulant; Antioxydant
• Empirical Formula (Hill Notation): C9H6O4

详细说明

Selleck Chemicals - S2554

Research Area: Cancer
Biological Activity:
It is also a chelator and an antioxidant. In vitro, daphnetin causes a 50% inhibition (IC50) of 3H-hypoxanthine incorporation by Plasmodium falciparum at concentrations between 25 and 40 µM.

Sigma Aldrich - D5564

Biochem/physiol Actions
Inhibitor of protein kinases.
包装
5, 25 mg in glass bottle

Sigma Aldrich - 630764

包装
5 g in glass bottle

参考文献

• Bohm, B.A. et al., Can. J. Biochem., 1961, 39, 1389, (struct)
• Barnes, C.S. et al., Aust. J. Chem., 1964, 17, 975, (ms)
• Brown, S.A. et al., Phytochemistry, 1964, 469, (biosynth)
• Jain, B.D., Anal. Chim. Acta, 1967, 37, 1358, (use)
• Mendz, J. et al., Microchem. J., 1969, 14, 567, (uv)
• Wildenhaim, W. et al., J. Prakt. Chem., 1970, 312, 690, (isol)
• Herz, W. et al., Phytochemistry, 1970, 9, 891, (isol)
• Sato, M. et al., Phytochemistry, 1972, 11, 657; 2367, (biosynth)
• Jurd, L. et al., Aust. J. Chem., 1974, 27, 2697, (synth)
• Abyshev, A.Z., Khim. Prir. Soedin., 1974, 10, 568; Chem. Nat. Compd. (Engl. Transl.), 1974, 10, 581, (isol)
• Gnther, H. et al., Org. Magn. Reson., 1975, 7, 339, (cmr, deriv)
• Cussans, N.J. et al., Tetrahedron, 1975, 31, 2719, (cmr)
• Ueno, K. et al., Acta Cryst. B, 1976, 31, 946, (cryst struct)
• Rybalko, K.S. et al., Khim. Prir. Soedin., 1976, 12, 294; Chem. Nat. Compd. (Engl. Transl.), 1976, 12, 262, (isol)
• MacLeod, J.K. et al., Aust. J. Chem., 1978, 31, 1545, (synth)
• Shimomura, H. et al., Chem. Pharm. Bull., 1980, 347, (deriv)
• Barua, N.C. et al., Phytochemistry, 1980, 19, 2217, (deriv)
• Gray, A.I. et al., Phytochemistry, 1981, 26, 1171; 1987, 257, (derivs)
• Joseph-Nathan, P. et al., J. Het. Chem., 1984, 21, 1141, (pmr, deriv)
• Borges del Castillo, J. et al., Phytochemistry, 1984, 23, 859, (derivs)
• Brown, S.A., Z. Naturforsch., C, 1986, 41, 247, (biosynth)
• Pastor, R.E. et al., Can. J. Chem., 1987, 65, 1356, (cmr)
• Reisch, J. et al., Monatsh. Chem., 1988, 119, 1333, (synth)