Epmedin (BioDeep_00000230976)

 

Secondary id: BioDeep_00000395804

PANOMIX_OTCML-2023


代谢物信息卡片


3-(((2S,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

化学式: C39H50O19 (822.294615)
中文名称: 淫羊藿苷 C, 淫羊霍定 C, 淫羊藿定 C, 朝藿定 C, 朝藿定C, 朝藿定 C
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 33.33%

分子结构信息

SMILES: C1(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)=C(C/C=C(\C)/C)C2OC(C3C=CC(OC)=CC=3)=C(O[C@H]3[C@H](O[C@H]4[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4)[C@H](O)[C@@H](O)[C@H](C)O3)C(=O)C=2C(O)=C1
InChI: InChI=1S/C39H50O19/c1-14(2)6-11-19-21(54-38-32(50)29(47)26(44)22(13-40)55-38)12-20(41)23-27(45)35(33(56-34(19)23)17-7-9-18(51-5)10-8-17)57-39-36(30(48)25(43)16(4)53-39)58-37-31(49)28(46)24(42)15(3)52-37/h6-10,12,15-16,22,24-26,28-32,36-44,46-50H,11,13H2,1-5H3/t15-,16-,22+,24-,25-,26+,28+,29-,30+,31+,32+,36+,37-,38+,39-/m0/s1

描述信息

Epimedin C is a member of flavonoids and a glycoside.
Epimedin C is a natural product found in Epimedium pubescens, Epimedium grandiflorum, and other organisms with data available.
Epmedin C, a natural product, has estrogen-like effects for ovariectomized mice. IC50 value: Target: In vitro: In vivo: Anesthetized with 0.4\\%pentobarbital sodium, mice of the ovariectomized group were conducted with Bilateral oophorectomy, while fat beside ovaries were removed on mice of the sham-operation group. Compared with the sham-operation group, body weight of mice of model group were significantly increased, uterus weight and uterine factor and estradiol levels were significantly reduced, which suggested a significant difference. In comparison of the ovariectomized group, body weight of mice were relieved significantly and uterus weight and uterine factor and estradiol levels were increased significantly in all Epmedin C groups [1].
Epmedin C, a natural product, has estrogen-like effects for ovariectomized mice. IC50 value: Target: In vitro: In vivo: Anesthetized with 0.4\%pentobarbital sodium, mice of the ovariectomized group were conducted with Bilateral oophorectomy, while fat beside ovaries were removed on mice of the sham-operation group. Compared with the sham-operation group, body weight of mice of model group were significantly increased, uterus weight and uterine factor and estradiol levels were significantly reduced, which suggested a significant difference. In comparison of the ovariectomized group, body weight of mice were relieved significantly and uterus weight and uterine factor and estradiol levels were increased significantly in all Epmedin C groups [1].

同义名列表

9 个代谢物同义名

3-(((2S,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 3-((6-deoxy-2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-L-mannopyranosyl)oxy)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-; Baohuoside-VI; Baohuoside VI; Epimedin-C; Epimedin C; Epmedin C; Epmedin



数据库引用编号

8 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)

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

  • Mi Huang, Lei Yu, Ying Wang, Chunlin Yang. Epimedin C protects dexamethasone-induced osteoblasts through NRF1/RhoA pathway. Aging. 2023 03; 15(6):2033-2045. doi: 10.18632/aging.204588. [PMID: 36920182]
  • Xi-Yang Tang, Zi-Qin Dai, Qing-Chang Wu, Jia-Xing Zeng, Meng-Xue Gao, Hui-Hui Xiao, Zhi-Hong Yao, Yi Dai, Xin-Sheng Yao. Simultaneous determination of multiple components in rat plasma and pharmacokinetic studies at a pharmacodynamic dose of Xian-Ling-Gu-Bao capsule by UPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 177(?):112836. doi: 10.1016/j.jpba.2019.112836. [PMID: 31473481]
  • Xiaowen Huang, Xuping Wang, Yang Zhang, Lifeng Shen, Nani Wang, Xuefeng Xiong, Li Zhang, Xiaobin Cai, Dan Shou. Absorption and utilisation of epimedin C and icariin from Epimedii herba, and the regulatory mechanism via the BMP2/ Runx2 signalling pathway. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Oct; 118(?):109345. doi: 10.1016/j.biopha.2019.109345. [PMID: 31545266]
  • Yunbin Lyu, Weizhu Zeng, Guocheng Du, Jian Chen, Jingwen Zhou. Efficient bioconversion of epimedin C to icariin by a glycosidase from Aspergillus nidulans. Bioresource technology. 2019 Oct; 289(?):121612. doi: 10.1016/j.biortech.2019.121612. [PMID: 31203178]
  • Huihui Ti, Ping Wu, Liangxiong Xu, Xiaoyi Wei. A novel icariin type flavonoid from Epimedium pseudowushanense. Natural product research. 2019 Jul; 33(13):1936-1943. doi: 10.1080/14786419.2018.1481840. [PMID: 29873273]
  • Jing Tian, Hua Jin, Zhi-Hai Jiang, Li Li, Xiang-Bo Yang, Bao-Lin Guo. [Effects of plant growth regulators and nitrogen on germination of Epimedium pseudowushanense after its stems and leaves reaped]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Jun; 43(11):2236-2241. doi: 10.19540/j.cnki.cjcmm.20180329.004. [PMID: 29945373]
  • Yani Guo, Xiufeng Wang, Jing Gao. Simultaneous Preparation and Comparison of the Osteogenic Effects of Epimedins A - C and Icariin from Epimedium brevicornu. Chemistry & biodiversity. 2018 Apr; 15(4):e1700578. doi: 10.1002/cbdv.201700578. [PMID: 29451707]
  • Da Hye Kim, Hyun Ah Jung, Hee Sook Sohn, Jin Woong Kim, Jae Sue Choi. Potential of Icariin Metabolites from Epimedium koreanum Nakai as Antidiabetic Therapeutic Agents. Molecules (Basel, Switzerland). 2017 Jun; 22(6):. doi: 10.3390/molecules22060986. [PMID: 28608833]
  • Qian-ru Feng, Jie-jing Yu, Jing-jing Zhan, Yi-juan Xu, Yeuk-lung Chow, Shun-jun Xu, Liu Yang. [In vivo study of Chuankezhi metabolism in rat]. Yao xue xue bao = Acta pharmaceutica Sinica. 2017 Mar; 52(3):449-55. doi: NULL. [PMID: 29979859]
  • Yan-Mei Shui, Gui-Yuan Lv, Le-Tian Shan, Chun-Lei Fan, Nan Tian, Li Zhang, Tong-Chuan He, Jian-Li Gao. Epimedin C Promotes Vascularization during BMP2-Induced Osteogenesis and Tumor-Associated Angiogenesis. The American journal of Chinese medicine. 2017; 45(5):1093-1111. doi: 10.1142/s0192415x17500598. [PMID: 28659032]
  • Junqian Pan, Baolin Guo. Effects of Light Intensity on the Growth, Photosynthetic Characteristics, and Flavonoid Content of Epimedium pseudowushanense B.L.Guo. Molecules (Basel, Switzerland). 2016 Nov; 21(11):. doi: 10.3390/molecules21111475. [PMID: 27827937]
  • Mi Huang, Jing Feng, Zai-Xuan Zhong, Shun-Ping He, Yu-Qin Shu, Jiang-Yan He, Ying Wang. [Activity Study of Icarlin and Epimedin C Monomer under the Same Molarity in Osteoporosis Ze- brafish Model]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2016 08; 36(8):986-990. doi: . [PMID: 30640996]
  • Shun-Jun Xu, Ya-Ling Zhu, Jie-Jing Yu, Shuai Sun, Yi-Juan Xu, Liu Yang. [Pharmacokinetics of epimedin A, B, C and icariin of Chuankezhi injection in rat]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Jan; 41(1):129-133. doi: 10.4268/cjcmm20160125. [PMID: 28845654]
  • Yan Zhao, Jian-Li Gao, Su-Hong Chen, Gui-Yuan Lu. [Epimedin C induced mesenchymal stem cells C3H/10T1/2 to differentiate into endothelioid cells in vitro: an experimental study]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2015 Mar; 35(3):343-8. doi: . [PMID: 25951642]
  • Li Cui, E Sun, Zhenhai Zhang, Xiaobin Tan, Fengjuan Xu, Xiaobin Jia. Metabolite profiles of epimedin C in rat plasma and bile by ultra-performance liquid chromatography coupled with quadrupole-TOF-MS. Biomedical chromatography : BMC. 2014 Oct; 28(10):1306-12. doi: 10.1002/bmc.3174. [PMID: 24853580]
  • Chia-Jung Lee, Yu-Tse Wu, Thomas Y Hsueh, Lie-Chwen Lin, Tung-Hu Tsai. Pharmacokinetics and oral bioavailability of epimedin C after oral administration of epimedin C and Herba Epimedii extract in rats. Biomedical chromatography : BMC. 2014 May; 28(5):630-6. doi: 10.1002/bmc.3081. [PMID: 24264996]
  • Yan Chen, Ying Wang, Jing Zhou, Xia Gao, Ding Qu, Congyan Liu. Study on the mechanism of intestinal absorption of epimedins a, B and C in the Caco-2 cell model. Molecules (Basel, Switzerland). 2014 Jan; 19(1):686-98. doi: 10.3390/molecules19010686. [PMID: 24402200]
  • Yanqin Xu, Zuozhou Li, Ling Yuan, Xuejun Zhang, Dayan Lu, Hongwen Huang, Ying Wang. Variation of epimedins A - C and icariin in ten representative populations of Epimedium brevicornu Maxim., and implications for utilization. Chemistry & biodiversity. 2013 Apr; 10(4):711-21. doi: 10.1002/cbdv.201100424. [PMID: 23576357]
  • Qiong Liang, Guoyan Wei, Jianjun Chen, Ying Wang, Hongwen Huang. Variation of medicinal components in a unique geographical accession of horny goat weed Epimedium sagittatum Maxim. (Berberidaceae). Molecules (Basel, Switzerland). 2012 Nov; 17(11):13345-56. doi: 10.3390/molecules171113345. [PMID: 23138537]
  • M Nurul Islam, Unyong Kim, Dong-Hyun Kim, Mi-Sook Dong, Hye Hyun Yoo. High-performance liquid chromatography-based multivariate analysis to predict the estrogenic activity of an Epimedium koreanum extract. Bioscience, biotechnology, and biochemistry. 2012; 76(5):923-7. doi: 10.1271/bbb.110922. [PMID: 22738960]
  • Minyan Liu, Shaohua Zhao, Zongquan Wang, Hongtao Wang, Xiaowei Shi, Ziming Lü, Honghui Xu, Hairong Wang, Yingfeng Du, Lantong Zhang. Tentative identification of new metabolites of epimedin C by liquid chromatography-mass spectrometry. Journal of separation science. 2011 Nov; 34(22):3200-7. doi: 10.1002/jssc.201100581. [PMID: 22012680]
  • 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]
  • Chuanyi Wang, Jinyi Cao, Yun Liang, Wenhua Huang, Baolin Guo. [Sampling in quality control of medicinal materials-A case of Epimedium]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):1011-4. doi: ". [PMID: 19639790]
  • Hua-Feng Zhang, Tian-Shun Yang, Zuo-Zhou Li, Ying Wang. Simultaneous extraction of epimedin A, B, C and icariin from Herba Epimedii by ultrasonic technique. Ultrasonics sonochemistry. 2008 Apr; 15(4):376-385. doi: 10.1016/j.ultsonch.2007.09.002. [PMID: 17951093]
  • Nurul M Islam, Hye Hyun Yoo, Min Woo Lee, Mi-Sook Dong, Young In Park, Ha Sook Jeong, Dong-Hyun Kim. Simultaneous quantitation of five flavonoid glycosides in Herba Epimedii by high-performance liquid chromatography-tandem mass spectrometry. Phytochemical analysis : PCA. 2008 Jan; 19(1):71-7. doi: 10.1002/pca.1018. [PMID: 17879228]
  • Li-Kuan Pei, Wen-Hua Huang, Tian-Gu He, Bao-Lin Guo. [Systematic studies on quality of main species of Herba epimedii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Nov; 32(21):2217-22. doi: ". [PMID: 18309658]
  • Yu-De Peng, Wen-Hu Huang, Bao-Lin Guo. [Research on quality of Epimedium extract in market]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Sep; 32(18):1858-61. doi: ". [PMID: 18051889]
  • Yubo Li, Zhili Xiong, Famei Li. Determination of epimedin C in rat plasma by reversed-phase high-performance chromatography after oral administration of Herba Epimedii extract. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Jul; 821(2):235-9. doi: 10.1016/j.jchromb.2005.04.012. [PMID: 15935743]
  • Yu-Bo Li, Fan-Hao Meng, Xiu-Mei Lu, Fa-Mei Li. [Chemical constituents from herb of Epimedium brevicornum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Apr; 30(8):586-8. doi: ". [PMID: 16011280]
  • Ming-quan Wang, Zhi-ming Bi, Ping Li, Hui Ji, Fei-long Cheng. [Determination of epimedin C and icariin in Herba Epimedii by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Nov; 28(11):1025-7. doi: ". [PMID: 15615406]
  • Bao-lin Guo, Pei-gen Xiao. [Comment on main species of herba epimedii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Apr; 28(4):303-7. doi: ". [PMID: 15139134]
  • X Jia, J Wu, Q Mao. [Chemical constituents of Epimedium acuminatum Franch. (II)]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1998 Dec; 23(12):737-9, 765. doi: ". [PMID: 12242824]
  • H R Liang, H Sirén, P Jyske, M L Reikkola. Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection. Journal of chromatographic science. 1997 Mar; 35(3):117-25. doi: 10.1093/chromsci/35.3.117. [PMID: 9182124]