Demethylnobiletin (BioDeep_00000017219)

 

Secondary id: BioDeep_00000270090

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-

化学式: C20H20O8 (388.115812)
中文名称: 5-O-去甲肾上腺素, 去甲基川陈皮素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 17.65%

分子结构信息

SMILES: c1(c(c(c2c(c1OC)oc(cc2=O)c1ccc(c(c1)OC)OC)O)OC)OC
InChI: InChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3

描述信息

Demethylnobiletin is an ether and a member of flavonoids.
Demethylnobiletin is a natural product found in Clinopodium dalmaticum, Stachys aegyptiaca, and other organisms with data available.
See also: Tangerine peel (part of); Citrus aurantium fruit rind (part of).
Isolated from Citrus subspecies, Mentha piperita and Thymus species Demethylnobiletin is found in many foods, some of which are herbs and spices, winter savory, sweet orange, and peppermint.
Demethylnobiletin is found in citrus. Demethylnobiletin is isolated from Citrus species, Mentha piperita and Thymus sp.
5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Citrus jambhiri Lush., is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].
5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Citrus jambhiri Lush., is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].
5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Citrus jambhiri Lush., is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].

同义名列表

17 个代谢物同义名

4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-; 2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-1-benzopyran-4-one; 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one; 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one; Flavone, 5-hydroxy-3,4,6,7,8-pentamethoxy-; 5-hydroxy-6,7,8,3,4-pentamethoxyflavone; 5-Hydroxy-3,4,6,7,8-pentamethoxyflavone; 5-Desmethoxynobiletin (incorr.); DOFJNFPSMUCECH-UHFFFAOYSA-N; 5-o-Desmethylnobiletin; 5-O-Demethylnobiletin; 5-demethyl nobiletin; 5-Demethylnobiletin; Demethylnobiletin; UNII-OGE0V42MOT; NCI60_005663; OGE0V42MOT



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

26 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

  • Yue Wang, Yunyi Chen, He Zhang, Jiebiao Chen, Jinping Cao, Qingjun Chen, Xian Li, Chongde Sun. Polymethoxyflavones from citrus inhibited gastric cancer cell proliferation through inducing apoptosis by upregulating RARβ, both in vitro and in vivo. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Dec; 146(?):111811. doi: 10.1016/j.fct.2020.111811. [PMID: 33058988]
  • Yannan Li, Jing Ning, Yan Wang, Chao Wang, Chengpeng Sun, Xiaokui Huo, Zhenlong Yu, Lei Feng, Baojing Zhang, Xiangge Tian, Xiaochi Ma. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicology letters. 2018 Sep; 294(?):27-36. doi: 10.1016/j.toxlet.2018.05.008. [PMID: 29753067]
  • Hana Kim, Jeong Yong Moon, Ashik Mosaddik, Somi Kim Cho. Induction of apoptosis in human cervical carcinoma HeLa cells by polymethoxylated flavone-rich Citrus grandis Osbeck (Dangyuja) leaf extract. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2010 Aug; 48(8-9):2435-42. doi: 10.1016/j.fct.2010.06.006. [PMID: 20538032]
  • Marios A Menelaou, Hidelisa P Henandez, Francisco A Macías, Jeffrey D Weidenhamer, G Bruce Williamson, Frank R Fronczek, Helga D Fischer, Nikolaus H Fischer. Constituents of Calamintha ashei: effects on Florida sandhill species. Natural product communications. 2010 May; 5(5):685-94. doi: . [PMID: 20521531]
  • Ping Dong, Peiju Qiu, Yi Zhu, Shiming Li, Chi-Tang Ho, David Julian McClements, Hang Xiao. Simultaneous determination of four 5-hydroxy polymethoxyflavones by reversed-phase high performance liquid chromatography with electrochemical detection. Journal of chromatography. A. 2010 Jan; 1217(5):642-7. doi: 10.1016/j.chroma.2009.11.097. [PMID: 20022018]
  • Guodong Zheng, Depo Yang, Dongmei Wang, Fang Zhou, Xue Yang, Lin Jiang. Simultaneous determination of five bioactive flavonoids in pericarpium Citri reticulatae from china by high-performance liquid chromatography with dual wavelength detection. Journal of agricultural and food chemistry. 2009 Aug; 57(15):6552-7. doi: 10.1021/jf901225e. [PMID: 19722565]
  • Toshifumi Hirata, Misato Fujii, Kazuhiro Akita, Noriyuki Yanaka, Kaori Ogawa, Masanori Kuroyanagi, Daiki Hongo. Identification and physiological evaluation of the components from citrus fruits as potential drugs for anti-corpulence and anticancer. Bioorganic & medicinal chemistry. 2009 Jan; 17(1):25-8. doi: 10.1016/j.bmc.2008.11.039. [PMID: 19054677]
  • Shiming Li, Min-Hsiung Pan, Ching-Shu Lai, Chih-Yu Lo, Slavik Dushenkov, Chi-Tang Ho. Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines. Bioorganic & medicinal chemistry. 2007 May; 15(10):3381-9. doi: 10.1016/j.bmc.2007.03.021. [PMID: 17391969]
  • Jun Watanabe, Hiroshi Shinmoto, Tojiro Tsushida. Coumarin and flavone derivatives from estragon and thyme as inhibitors of chemical mediator release from RBL-2H3 Cells. Bioscience, biotechnology, and biochemistry. 2005 Jan; 69(1):1-6. doi: 10.1271/bbb.69.1. [PMID: 15665459]