486-60-2

• 常用中文名：香柑醇； 5-羟基-6,7-呋喃并香豆素
• 常用英文名：Bergaptol
• CAS号：486-60-2
• 分子式：C₁₁H₆O₄
• 分子量：202.163
• 相关类别： 天然产物 香豆素
• 发布时间：2018-03-21 08:00:00
• 更新时间：2026-07-10 09:26:52
• Bergaptol是CYP3A4酶脱苄基作用的抑制剂,它的IC50是24.92 uM. 最近的研究表明它有抗增殖和抗癌性。

名称

• 中文名: 香柑醇
• 英文名: bergaptol
• 中文别名: 佛手酚/HPLC; 佛手酚(香柑醇); 香柑醇, 来源于佛手柑; 佛手酚; (S)-2-氨基-2-(3,5-二氟吡啶-2-基)乙醇; 5-羟基-6,7-呋喃并香豆素; CYP3A4酶脱苄基抑制剂(BERGAPTOL); 4-羟基-7H-呋喃并[3,2-G]苯并吡喃-7-酮; 佛手酚/香豆素类
• 英文别名: 4-hydroxyfuranocoumarin; Bergaptolc; xanthotoxol; Bergaptol (5-Hydroxypsoralen; 4-HYDROXYPSORALEN; 5-Hydroxypsoralen; 5-Hydroxyfuranocoumarin; 4-hydroxy-7-furo[3,2-g]benzopyranone; 5-HYDROXYPSORALEN; 4-Hydroxy-7H-furo[3,2-g]benzopyran-7-one; 4-Hydroxybergapten; BERGAPTOL hplc; BERGAPTOL; 7H-Furo[3,2-g]benzopyran-7-one,4-hydroxy; 9-hydroxyfuranocoumarin; 4-Hydroxy-furo[3,2-g]chromen-7-one; 4-hydroxyfuro[3,2-g]chromen-7-one; 4-Hydroxy7H-furo[3,2-g][1]benzopyran-7-one,4-Hydroxybergapten,5-Hydroxy-6,7-furanocoumarin; Psoralin,5-hydroxy; 4-Hydroxy-7H-furo[3,2-g]chromen-7-one; 5-Hydroxy-6,7-furanocouMin; 4-hydroxy-7H-furo[3,2-g]chroMen-7-one; Bergaptol from Citrus medica L. v. scodactylis Swingle; 5-Hydroxyfuranocoumin

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 311.9±11.0 °C at 760 mmHg
• 熔点: 287-290ºC
• 分子式: C₁₁H₆O₄
• 分子量: 202.163
• 闪点: 142.4±19.3 °C
• 精确质量: 202.026611
• PSA: 63.58000
• LogP: 0.93
• 蒸汽压: 0.0±0.7 mmHg at 25°C
• 折射率: 1.711
• 储存条件: 2-8°C

生物活性

• 描述: Bergaptol是CYP3A4酶脱苄基作用的抑制剂,它的IC50是24.92 uM. 最近的研究表明它有抗增殖和抗癌性。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 细胞色素P450
  天然产物 >> 苯丙酸类
  研究领域 >> 癌症
• 参考文献:

  [1]. Basavaraj Girennavar et al. Radical scavenging and cytochrome P450 3A4 inhibitory activity of bergaptol and geranylcoumarin from grapefruit. Bioorganic & Medicinal Chemistry.June 2007, Pages 3684-3691

  [2]. Yucheng Zhao et al. Cloning, Functional Characterization, and Catalytic Mechanism of a Bergaptol O-Methyltransferase from Peucedanum praeruptorum Dunn. Front Plant Sci, 2016, 7: 722.

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H302-H319
• 警示性声明: P305 + P351 + P338
• 危害码 (欧洲): Xn
• 风险声明 (欧洲): 22-36
• 安全声明 (欧洲): 22-24/25
• 危险品运输编码: NONH for all modes of transport

合成路线

484-20-8 ~85% 486-60-2

文献：Bellevue III, Frank H.; Woster, Patrick M.; Edwards, David J.; He, Kan; Hollenberg, Paul F. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 20 p. 2593 - 2598

88206-46-6 ~% 486-60-2

文献：Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717

88206-49-9 ~% 486-60-2

文献：Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717

482-45-1 ~% 486-60-2

文献：El-Tawil, B.A.H.; Baghlaf, A.O.; Barbood, S.O. Pharmazie, 1980 , vol. 35, # 8 p. 503

131623-13-7 ~% 2280-44-6 486-60-2

文献：Gu; Zhang; Yang; Hattori; Namba Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2498 - 2502

89787-38-2 ~% 486-60-2 23930-02-1

文献：Abyshev, A. Z.; Abyshev, D. Z. Chemistry of Natural Compounds, 1983 , vol. 19, # 6 p. 668 - 672 Khimiya Prirodnykh Soedinenii, 1983 , # 6 p. 704 - 709

264234-05-1 ~% 486-60-2

文献：Cesar, Thais B.; Manthey, John A.; Myung, Kyung Journal of Natural Products, 2009 , vol. 72, # 9 p. 1702 - 1704

7380-40-7 ~% 486-60-2

文献：Spaeth; Kainrath Chemische Berichte, 1937 , vol. 70, p. 2274

上下游产品

上游产品  8
484-20-8 88206-46-6 88206-49-9 482-45-1
131623-13-7 89787-38-2 264234-05-1 7380-40-7
下游产品  10
482-48-4 484-20-8 482-45-1 870653-45-5
737-52-0 7380-40-7 145414-76-2 2643-85-8
87997-40-8 483-36-3