6',7'-Dihydroxybergamottin (BioDeep_00000022130)

   

human metabolite


代谢物信息卡片


4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one

化学式: C21H24O6 (372.1572804)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c12c(c(c3c(c1)occ3)OC/C=C(/CC[C@@H](C(O)(C)C)O)\C)ccc(=O)o2
InChI: InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8-

描述信息

Isolated from Citrus macroptera whole fruits, a non-commercial species of the South Pacific. 4-[(6,7-Dihydroxy-3,7-dimethyl-2-octenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one is found in citrus.
6,7-Dihydroxybergamottin is found in citrus. 6,7-Dihydroxybergamottin is isolated from Citrus macroptera whole fruits, a non-commercial sp. of the South Pacific.
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors

同义名列表

7 个代谢物同义名

4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one; 4-[(6,7-Dihydroxy-3,7-dimethyl-2-octenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one; 4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one; (R)-6,7-Dihydroxybergamottin; 6,7-Dihydroxybergamottin; Lepiochlorin; 6,7-DHB



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Emily J Johnson, Christina S Won, Kathleen Köck, Mary F Paine. Prioritizing pharmacokinetic drug interaction precipitants in natural products: application to OATP inhibitors in grapefruit juice. Biopharmaceutics & drug disposition. 2017 Apr; 38(3):251-259. doi: 10.1002/bdd.2061. [PMID: 28032362]
  • Juan Xu, Lili Ma, Dong Jiang, Shiping Zhu, Fuhua Yan, Yunxia Xie, Zongzhou Xie, Wenwu Guo, Xiuxin Deng. Content evaluation of 4 furanocoumarin monomers in various citrus germplasms. Food chemistry. 2015 Nov; 187(?):75-81. doi: 10.1016/j.foodchem.2015.04.007. [PMID: 25977000]
  • Nobutaka Araki, Shuichi Tsuruoka, Gohki Hasegawa, Hayato Yanagihara, Takeshi Omasa, Shin Enosawa, Yasushi Yamazoe, Akio Fujimura. Inhibition of CYP3A4 by 6',7'-dihydroxybergamottin in human CYP3A4 over-expressed hepG2 cells. The Journal of pharmacy and pharmacology. 2012 Dec; 64(12):1715-21. doi: 10.1111/j.2042-7158.2012.01562.x. [PMID: 23146034]
  • Ram M Uckoo, Guddadarangavvanahally K Jayaprakasha, V M Balasubramaniam, Bhimanagouda S Patil. Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques. Journal of food science. 2012 Sep; 77(9):C921-6. doi: 10.1111/j.1750-3841.2012.02865.x. [PMID: 22957912]
  • Anastasia Messer, Anna Nieborowski, Christian Strasser, Christiane Lohr, Dieter Schrenk. Major furocoumarins in grapefruit juice I: levels and urinary metabolite(s). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Dec; 49(12):3224-31. doi: 10.1016/j.fct.2011.09.005. [PMID: 21945416]
  • Yoshihiro Uesawa, Kiminori Mohri. The use of heat treatment to eliminate drug interactions due to grapefruit juice. Biological & pharmaceutical bulletin. 2006 Nov; 29(11):2274-8. doi: 10.1248/bpb.29.2274. [PMID: 17077528]
  • Shefali M Kakar, Mary F Paine, Paul W Stewart, Paul B Watkins. 6'7'-Dihydroxybergamottin contributes to the grapefruit juice effect. Clinical pharmacology and therapeutics. 2004 Jun; 75(6):569-79. doi: 10.1016/j.clpt.2004.02.007. [PMID: 15179411]
  • K Mohri, Y Uesawa. Effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats. Pharmaceutical research. 2001 Feb; 18(2):177-82. doi: 10.1023/a:1011028401189. [PMID: 11405288]
  • S Malhotra, D G Bailey, M F Paine, P B Watkins. Seville orange juice-felodipine interaction: comparison with dilute grapefruit juice and involvement of furocoumarins. Clinical pharmacology and therapeutics. 2001 Jan; 69(1):14-23. doi: 10.1067/mcp.2001.113185. [PMID: 11180034]
  • A Ohnishi, H Matsuo, S Yamada, H Takanaga, S Morimoto, Y Shoyama, H Ohtani, Y Sawada. Effect of furanocoumarin derivatives in grapefruit juice on the uptake of vinblastine by Caco-2 cells and on the activity of cytochrome P450 3A4. British journal of pharmacology. 2000 Jul; 130(6):1369-77. doi: 10.1038/sj.bjp.0703433. [PMID: 10903978]
  • D G Bailey, J H Kreeft, C Munoz, D J Freeman, J R Bend. Grapefruit juice-felodipine interaction: effect of naringin and 6',7'-dihydroxybergamottin in humans. Clinical pharmacology and therapeutics. 1998 Sep; 64(3):248-56. doi: 10.1016/s0009-9236(98)90173-4. [PMID: 9757148]
  • S Roseth, E M Fykse, F Fonnum. The effect of arachidonic acid and free fatty acids on vesicular uptake of glutamate and gamma-aminobutyric acid. European journal of pharmacology. 1998 Jan; 341(2-3):281-8. doi: 10.1016/s0014-2999(97)01449-0. [PMID: 9543250]