6,7-dihydroxy-2H-chromen-2-one

• ChemBase编号: 107226
• 分子式: C9H6O4
• 平均质量: 178.14154
• 单一同位素质量: 178.02660867
• SMILES: Oc1cc2c(ccc(=O)o2)cc1O
• Canonical SMILES: O=c1ccc2c(o1)cc(c(c2)O)O
• InChI: InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H
• InChIKey: ILEDWLMCKZNDJK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,7-dihydroxy-2H-chromen-2-one
• IUPAC传统名: esculetin; 6,7-dihydroxy-2H-chromen-2-one
• 别名: 七叶亭; 秦皮乙素; 6,7-二羟基香豆素; 6,7-DIHYDROXYCOUMARIN; esculetin; cichorigenin; 6,7-dihydroxycoumarin; Aesculetin; 6,7-Dihydroxycoumarin; Aesculetin; Esculetol; Esculetin

登记号

• CAS号: 305-01-1
• EC号: 206-161-5
• MDL号: MFCD00006874
• Beilstein号: 152788
• 默克索引号: 143697
• PubChem SID: 162093172; 24854815
• PubChem CID: 5281416
• CHEBI ID: 490095
• CHEMBL: 244743
• Chemspider ID: 4444764
• KEGG ID: C09263
• 维基百科标题: Aesculetin

理论计算性质

• Acid pKa: 7.914908
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.1745733
• LogD (pH = 7.4): 1.0613594
• Log P: 1.176229
• 摩尔折射率: 45.5104 cm^3
• 极化性: 16.96244 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: white or light yellow powder; Yellow powder
• 熔点: 268-270 °C; 271-273 °C(lit.); ca 270°C dec.

安全信息

• RTECS编号: GN6382500
• 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

药理学性质

• 生物活性机理: Leukotriene antagonist in-vitro; Prostaglandin antagonist

产品相关信息

• 纯度: ≥98.0% (HPLC); 98%; 98+%
• 级别: purum
• 生物来源: Metab. of infected sweet potato also found in Aesculus, Atropa, Datura, Digitalis and other plants; found in some ferns
• 应用领域: Antifungal
• Empirical Formula (Hill Notation): C9H6O4

详细说明

MP Biomedicals - 05202985

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 246573

包装
1, 5 g in glass bottle

参考文献

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 324A; 324C; 326C, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1314C; 1318A, (nmr)
• Head, F.S.H. et al., J.C.S., 1939, 1266, (synth)
• Bohlmann, F. et al., Chem. Ber., 1957, 90, 1512, (synth)
• Jain, B.D., Anal. Chim. Acta, 1967, 37, 1358, (detn, Nb, U)
• Bursey, M.M. et al., Chem. Comm., 1967, 712, (ms)
• Karrer, W. et al., Konstitution und Vorkommen der Organischen Pflanzenstoffe, 2nd edn., Birkhuser Verlag, Basel, 1972, nos. 1325-1327, (occur)
• Sato, M. et al., Phytochemistry, 1972, 11, 657, (biosynth)
• Gnther, H. et al., Org. Magn. Reson., 1975, 7, 339, (cmr, deriv)
• Cussans, N.J. et al., Tetrahedron, 1975, 31, 2719, (cmr)
• Ashwood-Smith, M.J. et al., Experientia, 1982, 39, 262, (physiol, tox, deriv)
• Murray, R.D.H. et al., The Natural Coumarins, J. Wiley, 1982, (occur, rev)
• Kelkar, S.L. et al., Indian J. Chem., Sect. B, 1984, 23, 458, (synth)
• Joseph-Nathan, P. et al., J. Het. Chem., 1984, 21, 1141, (pmr, deriv)
• Abu-Eittah, R.H. et al., Can. J. Chem., 1985, 63, 1173, (uv)
• Jackson, Y.A. et al., Heterocycles, 1995, 41, 1979, (synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DRS800
• Ultraviolet absorbent.