1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one (BioDeep_00000023916)

 

Secondary id: BioDeep_00000270195

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

化学式: C18H18O4 (298.1205028)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 38.46%

分子结构信息

SMILES: c1(c(c(c(c(c1C)OC)C(=O)/C=C/c1ccccc1)O)C)O
InChI: InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+

描述信息

1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is found in herbs and spices. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is isolated from Myrica gale (bog myrtle).
Isolated from Myrica gale (bog myrtle). 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is found in herbs and spices.

同义名列表

6 个代谢物同义名

(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one; 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one, 9ci; 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one; 1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one; 2,4-Dihydroxy-6-methoxy-3,5-dimethylchalcone; Dimethyl cardamonin



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

40 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

  • Benhur Judah Cury, Thaise Boeing, Lincon Bordignon Somensi, Adriana Campos, Valdir Cechinel-Filho, Priscila de Souza, Luisa Mota da Silva. Dimethyl Cardamonin from Fruits of Campomanesia reitziana D. Legrand Promotes Gastroprotection and Gastric Healing Effects in Rodents. Chemistry & biodiversity. 2022 Dec; 19(12):e202200727. doi: 10.1002/cbdv.202200727. [PMID: 36251014]
  • Christian Bailly, Gérard Vergoten. Mechanistic insights into dimethyl cardamonin-mediated pharmacological effects: A double control of the AMPK-HMGB1 signaling axis. Life sciences. 2020 Dec; 263(?):118601. doi: 10.1016/j.lfs.2020.118601. [PMID: 33086122]
  • Phi-Long Tran, Okwha Kim, Huynh Nguyen Khanh Tran, Manh Hung Tran, Byung-Sun Min, Cheol Hwangbo, Jeong-Hyung Lee. Protective effects of extract of Cleistocalyx operculatus flower buds and its isolated major constituent against LPS-induced endotoxic shock by activating the Nrf2/HO-1 pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2019 Jul; 129(?):125-137. doi: 10.1016/j.fct.2019.04.035. [PMID: 31029725]
  • Carolina de Oliveira Cabral, Adriana Campos, Luisa Mota da Silva, Thaise Boeing, Sérgio Faloni de Andrade, Valdir Cechinel Filho, Luciane Ângela Nottar Nesello. Gastroprotective potential of methanolic extract and dimethyl cardamonin from Campomanesia reitziana fruits in mice. Naunyn-Schmiedeberg's archives of pharmacology. 2017 Jun; 390(6):661-666. doi: 10.1007/s00210-017-1369-0. [PMID: 28365824]
  • Ying-Chun Hu, Zhe Zhang, Wei-Gang Shi, Ting-Yan Mi, Lu-Xian Zhou, Nan Huang, Michael Hoptroff, Yan-Hua Lu. 2',4'-Dihydroxy-6'-methoxy-3',5'-dimethylchalcone promoted glucose uptake and imposed a paradoxical effect on adipocyte differentiation in 3T3-L1 cells. Journal of agricultural and food chemistry. 2014 Feb; 62(8):1898-904. doi: 10.1021/jf405368q. [PMID: 24517891]
  • Ying-Chun Hu, Dong-Ming Hao, Lu-Xian Zhou, Zhe Zhang, Nan Huang, Michael Hoptroff, Yan-Hua Lu. 2',4'-Dihydroxy-6'-methoxy-3',5'-dimethylchalcone protects the impaired insulin secretion induced by glucotoxicity in pancreatic β-cells. Journal of agricultural and food chemistry. 2014 Feb; 62(7):1602-8. doi: 10.1021/jf405365d. [PMID: 24437980]
  • Yue Lu, Yan-Yan Zhang, Ying-Chun Hu, Yan-Hua Lu. Protective effects of 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone against hydrogen peroxide-induced oxidative stress in hepatic L02 cell. Archives of pharmacal research. 2014; 37(9):1211-8. doi: 10.1007/s12272-014-0334-4. [PMID: 24469602]
  • Han Wei, Xuenong Zhang, Guanghua Wu, Xian Yang, Songwei Pan, Yanyan Wang, Jinlan Ruan. Chalcone derivatives from the fern Cyclosorus parasiticus and their anti-proliferative activity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Oct; 60(?):147-52. doi: 10.1016/j.fct.2013.07.045. [PMID: 23891701]
  • Hai-ya Huang, Jiang-long Niu, Yan-hua Lu. Multidrug resistance reversal effect of DMC derived from buds of Cleistocalyx operculatus in human hepatocellular tumor xenograft model. Journal of the science of food and agriculture. 2012 Jan; 92(1):135-40. doi: 10.1002/jsfa.4551. [PMID: 21780130]
  • Ana Martínez, Enma Conde, Andrés Moure, Herminia Domínguez, Ramón J Estévez. Protective effect against oxygen reactive species and skin fibroblast stimulation of Couroupita guianensis leaf extracts. Natural product research. 2012; 26(4):314-22. doi: 10.1080/14786411003752094. [PMID: 21432721]
  • Wan-Guo Yu, Jie Qian, Yan-Hua Lu. Hepatoprotective effects of 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone on CCl4-induced acute liver injury in mice. Journal of agricultural and food chemistry. 2011 Dec; 59(24):12821-9. doi: 10.1021/jf2042032. [PMID: 22098609]
  • Ming-Yuan Su, Hai-Ya Huang, Lin Li, Yan-Hua Lu. Protective effects of 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone to PC12 cells against cytotoxicity induced by hydrogen peroxide. Journal of agricultural and food chemistry. 2011 Jan; 59(2):521-7. doi: 10.1021/jf104408d. [PMID: 21186823]
  • M N Ghayur, A H Gilani, A Khan, E C Amor, I M Villaseñor, M I Choudhary. Presence of calcium antagonist activity explains the use of Syzygium samarangense in diarrhoea. Phytotherapy research : PTR. 2006 Jan; 20(1):49-52. doi: 10.1002/ptr.1801. [PMID: 16397921]
  • Chun-Lin Ye, Jian-Wen Liu, Dong-Zhi Wei, Yan-Hua Lu, Feng Qian. In vivo antitumor activity by 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone in a solid human carcinoma xenograft model. Cancer chemotherapy and pharmacology. 2005 Jul; 56(1):70-4. doi: 10.1007/s00280-004-0975-y. [PMID: 15806415]
  • Xiao-Feng Zhu, Bin-Fen Xie, Jun-Min Zhou, Gong-Kan Feng, Zong-Chao Liu, Xiao-Yi Wei, Feng-Xian Zhang, Mei-Fang Liu, Yi-Xin Zeng. Blockade of vascular endothelial growth factor receptor signal pathway and antitumor activity of ON-III (2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone), a component from Chinese herbal medicine. Molecular pharmacology. 2005 May; 67(5):1444-50. doi: 10.1124/mol.104.009894. [PMID: 15703376]
  • Evangeline C Amor, Irene M Villaseñor, M Nabeel Ghayur, Anwar H Gilani, M Iqbal Choudhary. Spasmolytic flavonoids from Syzygium samarangense (Blume) Merr. & L.M. Perry. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2005 Jan; 60(1-2):67-71. doi: 10.1515/znc-2005-1-213. [PMID: 15787247]
  • Evangeline C Amor, Irene M Villaseñor, Amsha Yasin, M Iqbal Choudhary. Prolyl endopeptidase inhibitors from Syzygium samarangense (Blume) Merr. & L. M. Perry. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 Jan; 59(1-2):86-92. doi: 10.1515/znc-2004-1-218. [PMID: 15018059]