Gossypin (BioDeep_00000003550)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Gossypetin-8-C-glucoside

化学式: C21H20O13 (480.090387)
中文名称: 棉酚来源于芙蓉, 棉纤维素
谱图信息: 最多检出来源 Viridiplantae(plant) 1.03%

分子结构信息

SMILES: c1(cc(c2c(c1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)oc(c(c2=O)O)c1ccc(c(c1)O)O)O)O
InChI: InChI=1S/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2

描述信息

A glycosyloxyflavone that is gossypetin attached to a beta-D-glucopyranosyl residue at position 8 via a glycosidic linkage.
Acquisition and generation of the data is financially supported in part by CREST/JST.
Gossypin is a flavone isolated from?Hibiscus vitifolius and has antioxidant, antiinflammatory, anticancer, anticataract, antidiabetic, and hepatoprotective activities. Gossypin inhibits NF-κB and NF-κB-regulated gene expression. Gossypin inhibits RANKL-induced osteoclastogenesis both in mouse primary bone marrow cells and RAW 264.7 cells in vitro[1][2].
Gossypin is a flavone isolated from?Hibiscus vitifolius and has antioxidant, antiinflammatory, anticancer, anticataract, antidiabetic, and hepatoprotective activities. Gossypin inhibits NF-κB and NF-κB-regulated gene expression. Gossypin inhibits RANKL-induced osteoclastogenesis both in mouse primary bone marrow cells and RAW 264.7 cells in vitro[1][2].

同义名列表

3 个代谢物同义名

Gossypin; Gossypetin 8-glucoside; Gossypetin-8-C-glucoside



数据库引用编号

30 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)

9 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

  • Busra Dincer, Irfan Cinar, Huseyin Serkan Erol, Beste Demirci, Funda Terzi. Gossypin mitigates oxidative damage by downregulating the molecular signaling pathway in oleic acid-induced acute lung injury. Journal of molecular recognition : JMR. 2023 Sep; ?(?):e3058. doi: 10.1002/jmr.3058. [PMID: 37696682]
  • Hao Huang, Jian Wang, Shaik Althaf Hussain, Venkata Subba Reddy Gangireddygari, Yingying Fan. Gossypin exert lipopolysaccharide induced lung inflammation via alteration of Nrf2/HO-1 and NF-κB signaling pathway. Environmental toxicology. 2023 May; ?(?):. doi: 10.1002/tox.23806. [PMID: 37148149]
  • Irfan Cinar, Muhammed Yayla, Taha Tavaci, Erdem Toktay, Rustem Anil Ugan, Pınar Bayram, Hamza Halici. In Vivo and In Vitro Cardioprotective Effect of Gossypin Against Isoproterenol-Induced Myocardial Infarction Injury. Cardiovascular toxicology. 2022 01; 22(1):52-62. doi: 10.1007/s12012-021-09698-3. [PMID: 34599475]
  • Mohamed Katary, Ahmad Salahuddin. Ameliorative effect of gossypin against gentamicin-induced nephrotoxicity in rats. Life sciences. 2017 May; 176(?):75-81. doi: 10.1016/j.lfs.2017.03.009. [PMID: 28302561]
  • Noora Sjöstedt, Kira Holvikari, Päivi Tammela, Heidi Kidron. Inhibition of Breast Cancer Resistance Protein and Multidrug Resistance Associated Protein 2 by Natural Compounds and Their Derivatives. Molecular pharmaceutics. 2017 01; 14(1):135-146. doi: 10.1021/acs.molpharmaceut.6b00754. [PMID: 28043125]
  • Yearam Jung, Soon Young Shin, Yeonjoong Yong, Hyeryoung Jung, Seunghyun Ahn, Young Han Lee, Yoongho Lim. Plant-derived flavones as inhibitors of aurora B kinase and their quantitative structure-activity relationships. Chemical biology & drug design. 2015 May; 85(5):574-85. doi: 10.1111/cbdd.12445. [PMID: 25298094]
  • V M Chandrashekhar, S Ganapaty, A Ramkishan, M Laxmi Narsu. Neuroprotective activity of gossypin from Hibiscus vitifolius against global cerebral ischemia model in rats. Indian journal of pharmacology. 2013 Nov; 45(6):575-80. doi: 10.4103/0253-7613.121367. [PMID: 24347764]
  • Thamizhiniyan Venkatesan, Subramanian Sorimuthu Pillai. Antidiabetic activity of gossypin, a pentahydroxyflavone glucoside, in streptozotocin-induced experimental diabetes in rats. Journal of diabetes. 2012 Mar; 4(1):41-6. doi: 10.1111/j.1753-0407.2011.00145.x. [PMID: 21722326]
  • Pratibha Gautam, S J S Flora. Oral supplementation of gossypin during lead exposure protects alteration in heme synthesis pathway and brain oxidative stress in rats. Nutrition (Burbank, Los Angeles County, Calif.). 2010 May; 26(5):563-70. doi: 10.1016/j.nut.2009.06.008. [PMID: 19647414]
  • Anshoo Gautam, R Vijayaraghavan. Prophylactic effect of gossypin against percutaneously administered sulfur mustard. Biomedical and environmental sciences : BES. 2007 Jun; 20(3):250-9. doi: . [PMID: 17672217]
  • Injae Yoon, Kwang Heun Lee, Jungsook Cho. Gossypin protects primary cultured rat cortical cells from oxidative stress- and beta-amyloid-induced toxicity. Archives of pharmacal research. 2004 Apr; 27(4):454-9. doi: 10.1007/bf02980089. [PMID: 15180313]
  • B H Babu, H N Jayram, M G Nair, K B Ajaikumar, J Padikkala. Free radical scavenging, antitumor and anticarcinogenic activity of gossypin. Journal of experimental & clinical cancer research : CR. 2003 Dec; 22(4):581-9. doi: . [PMID: 15053300]