Gardenin B (BioDeep_00000010424)

Main id: BioDeep_00000230807

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


5-Hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

化学式: C19H18O7 (358.10524780000003)
中文名称: 栀子黄素 B
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(c(c(c2c(c1OC)oc(cc2=O)c1ccc(cc1)OC)O)OC)OC
InChI: InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-9,21H,1-4H3

描述信息

Gardenin b, also known as demethyltangeretin or 5-hydroxy-4,6,7,8-tetramethoxyflavone, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, gardenin b is considered to be a flavonoid lipid molecule. Gardenin b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gardenin b can be found in mandarin orange (clementine, tangerine), peppermint, sweet basil, and winter savory, which makes gardenin b a potential biomarker for the consumption of these food products.
Gardenin B is a flavonoid isolated from Gardenia jasminoides. Gardenin B induces cell death in human leukemia cells involves multiple caspases[1].
Gardenin B is a flavonoid isolated from Gardenia jasminoides. Gardenin B induces cell death in human leukemia cells involves multiple caspases[1].

同义名列表

7 个代谢物同义名

5-Hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 5-Hydroxy-2-(4-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one; 5-Hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; 5-Hydroxy-4,6,7,8-tetramethoxyflavone; 5-demethyltangeretin; Demethyltangeretin; Gardenin B



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

33 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

  • Hui-Yun Tsai, Jia-Fang Yang, Yin-Bo Chen, Jia-Lin Guo, Shiming Li, Guor-Jien Wei, Chi-Tang Ho, Jue-Liang Hsu, Chi-I Chang, Yu-Shen Liang, Hsu-Sheng Yu, Yu-Kuo Chen. Acetylation Enhances the Anticancer Activity and Oral Bioavailability of 5-Demethyltangeretin. International journal of molecular sciences. 2022 Oct; 23(21):. doi: 10.3390/ijms232113284. [PMID: 36362072]
  • Ahmed A Al-Karmalawy, Mai M Farid, Ahmed Mostafa, Alia Y Ragheb, Sara H Mahmoud, Mahmoud Shehata, Noura M Abo Shama, Mohamed GabAllah, Gomaa Mostafa-Hedeab, Mona M Marzouk. Naturally Available Flavonoid Aglycones as Potential Antiviral Drug Candidates against SARS-CoV-2. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216559. [PMID: 34770969]
  • Xin Huang, Junxiang Zhu, Li Wang, Huijuan Jing, Chaoyang Ma, Xingran Kou, Hongxin Wang. Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation. International journal of biological macromolecules. 2020 Dec; 164(?):1927-1938. doi: 10.1016/j.ijbiomac.2020.07.305. [PMID: 32795575]
  • Ya-Chun Chou, Shiming Li, Chi-Tang Ho, Min-Hsiung Pan. Preparation and evaluation of self-microemulsifying delivery system containing 5-demethyltangeretin on inhibiting xenograft tumor growth in mice. International journal of pharmaceutics. 2020 Apr; 579(?):119134. doi: 10.1016/j.ijpharm.2020.119134. [PMID: 32057886]
  • Meiyan Wang, Dan Meng, Peng Zhang, Xiangxing Wang, Gang Du, Charles Brennan, Shiming Li, Chi-Tang Ho, Hui Zhao. Antioxidant Protection of Nobiletin, 5-Demethylnobiletin, Tangeretin, and 5-Demethyltangeretin from Citrus Peel in Saccharomyces cerevisiae. Journal of agricultural and food chemistry. 2018 Mar; 66(12):3155-3160. doi: 10.1021/acs.jafc.8b00509. [PMID: 29526093]
  • Hai-Fang Chen, Wu-Gang Zhang, Jin-Bin Yuan, Yan-Gang Li, Shi-Lin Yang, Wu-Liang Yang. Simultaneous quantification of polymethoxylated flavones and coumarins in Fructus aurantii and Fructus aurantii immaturus using HPLC-ESI-MS/MS. Journal of pharmaceutical and biomedical analysis. 2012 Feb; 59(?):90-5. doi: 10.1016/j.jpba.2011.10.013. [PMID: 22071443]
  • 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]
  • 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]
  • M Morimoto, S Kumeda, K Komai. Insect antifeedant flavonoids from Gnaphalium affine D. Don. Journal of agricultural and food chemistry. 2000 May; 48(5):1888-91. doi: 10.1021/jf990282q. [PMID: 10820110]
  • D G Kingston, M M Rao, W V Zucker. Plant anticancer agents. IX. Constituents of Hyptis tomentosa. Journal of natural products. 1979 Sep; 42(5):496-9. doi: 10.1021/np50005a010. [PMID: 521819]