Wushanicaritin (BioDeep_00000396660)

   

PANOMIX_OTCML-2023


代谢物信息卡片


3,5,7-trihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)-4H-chromen-4-one

化学式: C21H22O7 (386.1365)
中文名称: 巫山淫羊藿素, 淫羊藿素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)(CCC1=C2C(=C(C=C1O)O)C(=O)C(=C(O2)C3=CC=C(C=C3)OC)O)O
InChI: InChI=1S/C21H22O7/c1-21(2,26)9-8-13-14(22)10-15(23)16-17(24)18(25)19(28-20(13)16)11-4-6-12(27-3)7-5-11/h4-7,10,22-23,25-26H,8-9H2,1-3H3

描述信息

Wushanicaritin exhibits significant antioxidant activity (IC50=35.3 μM) in DPPH radical scavenging activity tests. Antitumor effects and anti-inflammatory property[1].

同义名列表

5 个代谢物同义名

3,5,7-trihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)-4H-chromen-4-one; 3,5,7-trihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)chromen-4-one; 3,5,7-trihydroxy-4-methoxy-8-(3-hydroxy-3-methylbutyl)-flavone; VAYWXTLNNGACLF-UHFFFAOYSA-N; Wushanicaritin



数据库引用编号

4 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Zhenru Tao, Juan Liu, Yueming Jiang, Liang Gong, Bao Yang. Synthesis of prenylated flavonols and their potents as estrogen receptor modulator. Scientific reports. 2017 09; 7(1):12445. doi: 10.1038/s41598-017-12640-9. [PMID: 28963488]
  • Qi Chang, Geng-Nan Wang, Yan Li, Lei Zhang, Chang You, Ying Zheng. Oral absorption and excretion of icaritin, an aglycone and also active metabolite of prenylflavonoids from the Chinese medicine Herba Epimedii in rats. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Aug; 19(11):1024-8. doi: 10.1016/j.phymed.2012.05.017. [PMID: 22762938]
  • Hyun Ku Kang, Yun-Ho Choi, Hyosuk Kwon, Sang-Bum Lee, Dong-Hyun Kim, Chung Ki Sung, Young In Park, Mi-Sook Dong. Estrogenic/antiestrogenic activities of a Epimedium koreanum extract and its major components: in vitro and in vivo studies. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Aug; 50(8):2751-9. doi: 10.1016/j.fct.2012.05.017. [PMID: 22613215]
  • Qian Qian, Song-Lin Li, E Sun, Ke-Rong Zhang, Xiao-Bin Tan, Ying-Jie Wei, Hong-Wei Fan, Li Cui, Xiao-Bin Jia. Metabolite profiles of icariin in rat plasma by ultra-fast liquid chromatography coupled to triple-quadrupole/time-of-flight mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2012 Jul; 66(?):392-8. doi: 10.1016/j.jpba.2012.03.053. [PMID: 22522037]
  • Hanieh Azimi, Ali-Asghar Khakshur, Iman Aghdasi, Mehrnaz Fallah-Tafti, Mohammad Abdollahi. A review of animal and human studies for management of benign prostatic hyperplasia with natural products: perspective of new pharmacological agents. Inflammation & allergy drug targets. 2012 Jun; 11(3):207-21. doi: 10.2174/187152812800392715. [PMID: 22512478]
  • Xiaojuan Li, Yiping Hu, Longgang He, Song Wang, Hua Zhou, Shuwen Liu. Icaritin inhibits T cell activation and prolongs skin allograft survival in mice. International immunopharmacology. 2012 May; 13(1):1-7. doi: 10.1016/j.intimp.2012.02.011. [PMID: 22406176]
  • Guang Hu, Gail B Mahady, Shang Li, Maggie Pui Man Hoi, You-Hua Wang, Simon Ming Yuen Lee. Polysaccharides from astragali radix restore chemical-induced blood vessel loss in zebrafish. Vascular cell. 2012 Feb; 4(1):2. doi: 10.1186/2045-824x-4-2. [PMID: 22357377]
  • Jinfeng Wu, Junmin Zhou, Xianghong Chen, Nicole Fortenbery, Erika A Eksioglu, Sheng Wei, Jingcheng Dong. Attenuation of LPS-induced inflammation by ICT, a derivate of icariin, via inhibition of the CD14/TLR4 signaling pathway in human monocytes. International immunopharmacology. 2012 Jan; 12(1):74-9. doi: 10.1016/j.intimp.2011.10.015. [PMID: 22056950]
  • Jing Li, Peng Liu, Ruixiu Zhang, Lu Cao, Haihua Qian, Jian Liao, Wen Xu, Mengchao Wu, Zhengfeng Yin. Icaritin induces cell death in activated hepatic stellate cells through mitochondrial activated apoptosis and ameliorates the development of liver fibrosis in rats. Journal of ethnopharmacology. 2011 Sep; 137(1):714-23. doi: 10.1016/j.jep.2011.06.030. [PMID: 21726622]
  • Zhen Hua Li, Deepa Alex, Shiu On Siu, Ivan Keung Chu, Joerg Renn, Christoph Winkler, Shaoke Lou, Stephen Kwok-Wing Tsui, Hai Yu Zhao, Wendy Ru Yan, Gail B Mahady, Guo Hui Li, Yiu Wa Kwan, Yi Tao Wang, Simon Ming-Yuen Lee. Combined in vivo imaging and omics approaches reveal metabolism of icaritin and its glycosides in zebrafish larvae. Molecular bioSystems. 2011 Jul; 7(7):2128-38. doi: 10.1039/c1mb00001b. [PMID: 21445457]
  • Junmin Zhou, Jinfeng Wu, Xianghong Chen, Nicole Fortenbery, Erika Eksioglu, Krithika N Kodumudi, Epling-Burnette Pk, Jingcheng Dong, Julie Y Djeu, Sheng Wei. Icariin and its derivative, ICT, exert anti-inflammatory, anti-tumor effects, and modulate myeloid derived suppressive cells (MDSCs) functions. International immunopharmacology. 2011 Jul; 11(7):890-8. doi: 10.1016/j.intimp.2011.01.007. [PMID: 21244860]
  • Kazutaka Sakamoto, Makoto Osaki, Akira Hozumi, Hisataka Goto, Tatsuya Fukushima, Hideo Baba, Hiroyuki Shindo. Simvastatin suppresses dexamethasone-induced secretion of plasminogen activator inhibitor-1 in human bone marrow adipocytes. BMC musculoskeletal disorders. 2011 Apr; 12(1):82. doi: 10.1186/1471-2474-12-82. [PMID: 21524281]
  • Wai-Jiao Cai, Jian-Hua Huang, Su-Qin Zhang, Bin Wu, Pankaj Kapahi, Xin-Min Zhang, Zi-Yin Shen. Icariin and its derivative icariside II extend healthspan via insulin/IGF-1 pathway in C. elegans. PloS one. 2011; 6(12):e28835. doi: 10.1371/journal.pone.0028835. [PMID: 22216122]
  • Masaaki Kuribayashi, Mikihiro Fujioka, Kenji A Takahashi, Yuji Arai, Masashi Ishida, Tsuyoshi Goto, Toshikazu Kubo. Vitamin E prevents steroid-induced osteonecrosis in rabbits. Acta orthopaedica. 2010 Feb; 81(1):154-60. doi: 10.3109/17453671003628772. [PMID: 20146637]
  • Hai-Pei Liu, Fan-Hua Meng, Ji-Fen Guo, Duan-Yun Si, Xiao-Wei Zhu, Yi-Min Zhao. [Determination of icaritin in rat plasma by HPLC-MS/MS]. Yao xue xue bao = Acta pharmaceutica Sinica. 2009 Oct; 44(10):1140-4. doi: NULL. [PMID: 20055139]
  • Shih Peng Wong, Ping Shen, L Lee, J Li, E L Yong. Pharmacokinetics of prenylflavonoids and correlations with the dynamics of estrogen action in sera following ingestion of a standardized Epimedium extract. Journal of pharmaceutical and biomedical analysis. 2009 Sep; 50(2):216-23. doi: 10.1016/j.jpba.2009.04.022. [PMID: 19464838]
  • Ge Zhang, Xin-Luan Wang, Hui Sheng, Xin-Hui Xie, Yi-Xin He, Xin-Sheng Yao, Zi-Rong Li, Kwong-Man Lee, Wei He, Kwok-Sui Leung, Ling Qin. Constitutional flavonoids derived from Epimedium dose-dependently reduce incidence of steroid-associated osteonecrosis not via direct action by themselves on potential cellular targets. PloS one. 2009 Jul; 4(7):e6419. doi: 10.1371/journal.pone.0006419. [PMID: 19641620]
  • Ge Zhang, Ling Qin, Hui Sheng, Xin-Luan Wang, Yi-Xiang Wang, David Ka-Wai Yeung, James F Griffith, Xin-Sheng Yao, Xin-Hui Xie, Zi-Rong Li, Kwong-Man Lee, Kwok-Sui Leung. A novel semisynthesized small molecule icaritin reduces incidence of steroid-associated osteonecrosis with inhibition of both thrombosis and lipid-deposition in a dose-dependent manner. Bone. 2009 Feb; 44(2):345-56. doi: 10.1016/j.bone.2008.10.035. [PMID: 19015051]
  • Hao Huang, Mingjin Liang, Xinmin Zhang, Chuan Zhang, Ziyin Shen, Weidong Zhang. Simultaneous determination of nine flavonoids and qualitative evaluation of Herba Epimedii by high performance liquid chromatography with ultraviolet detection. Journal of separation science. 2007 Dec; 30(18):3207-13. doi: 10.1002/jssc.200700262. [PMID: 18008281]
  • Ping Shen, Shih Peng Wong, E L Yong. Sensitive and rapid method to quantify icaritin and desmethylicaritin in human serum using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Sep; 857(1):47-52. doi: 10.1016/j.jchromb.2007.06.026. [PMID: 17632044]
  • Z Wang, X Zhang, H Wang, L Qi, Y Lou. Neuroprotective effects of icaritin against beta amyloid-induced neurotoxicity in primary cultured rat neuronal cells via estrogen-dependent pathway. Neuroscience. 2007 Mar; 145(3):911-22. doi: 10.1016/j.neuroscience.2006.12.059. [PMID: 17321691]
  • Jian Liu, Haiyong Ye, Yijia Lou. Determination of rat urinary metabolites of icariin in vivo and estrogenic activities of its metabolites on MCF-7 cells. Die Pharmazie. 2005 Feb; 60(2):120-5. doi: NULL. [PMID: 15739900]
  • Jian Liu, Yi-Jia Lou. Determination of icariin and metabolites in rat serum by capillary zone electrophoresis: rat pharmacokinetic studies after administration of icariin. Journal of pharmaceutical and biomedical analysis. 2004 Oct; 36(2):365-70. doi: 10.1016/j.jpba.2004.06.021. [PMID: 15496330]