Epmedin B (BioDeep_00000230648)

 

Secondary id: BioDeep_00000230978, BioDeep_00000274911

natural product PANOMIX_OTCML-2023


代谢物信息卡片


3-(((2S,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-3-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-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: C38H48O19 (808.2789657999999)
中文名称: 朝藿定 B, 淫羊藿苷 B, 淫羊藿定 B, 淫羊霍定 B, 朝藿定B, 朝藿定 B
谱图信息: 最多检出来源 () 0%

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)CO4)[C@H](O)[C@@H](O)[C@H](C)O3)C(=O)C=2C(O)=C1
InChI: InChI=1S/C38H48O19/c1-14(2)5-10-18-21(53-37-31(49)28(46)26(44)22(12-39)54-37)11-19(40)23-27(45)34(32(55-33(18)23)16-6-8-17(50-4)9-7-16)56-38-35(29(47)24(42)15(3)52-38)57-36-30(48)25(43)20(41)13-51-36/h5-9,11,15,20,22,24-26,28-31,35-44,46-49H,10,12-13H2,1-4H3/t15-,20+,22+,24-,25-,26+,28-,29+,30+,31+,35+,36-,37+,38-/m0/s1

描述信息

Epimedin B is a glycoside and a member of flavonoids.
Epimedin B is a natural product found in Epimedium pubescens, Epimedium grandiflorum, and other organisms with data available.
Epimedin B, a component extracted from Epimedii Folium, is reported to have antiosteoporotic activity. IC50 value: Target: In vitro: In vivo: Prednisolone-induced osteoporosis model using zebrafish was used to evaluate the antiosteoporotic activity of micro amount epimedin B. The result showed that 1 μmol·L- 1epimedin B groups were significantly increased when compared with model group; Epimedin B can prevent zebrafish osteoporosis induced by prednisolone [1].
Epimedin B, a component extracted from Epimedii Folium, is reported to have antiosteoporotic activity. IC50 value: Target: In vitro: In vivo: Prednisolone-induced osteoporosis model using zebrafish was used to evaluate the antiosteoporotic activity of micro amount epimedin B. The result showed that 1 μmol·L- 1epimedin B groups were significantly increased when compared with model group; Epimedin B can prevent zebrafish osteoporosis induced by prednisolone [1].

同义名列表

8 个代谢物同义名

Epimedin B; Epmedin B; 3-(((2S,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-3-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-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,4S,5R)-3,4,5-trihydroxyoxan-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-beta-D-xylopyranosyl-alpha-L-mannopyranosyl)oxy)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-; 3-[(6-Deoxy-2-O-beta-D-xylopyranosyl-alpha-L-mannopyranosyloxy)]-7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxy-phenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one; Epimedin-B; 3- [ 2-O-beta-D-Xylopyranosyl-6-deoxy-alpha-L-mannopyranosyloxy ] -7- (beta-D-glucopyranosyloxy) -8- (3-methyl-2-butenyl) -4-methoxy-5-hydroxyflavone



数据库引用编号

10 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

  • Mengmeng Lin, Yingying Li, Bo Cao, Jing Xu, Yujun Zhang, Guohui Li, Xiaohe Xiao, Chunyu Li. Bavachin combined with epimedin B induce idiosyncratic liver injury under immunological stress conditions. Chemico-biological interactions. 2023 Oct; 386(?):110774. doi: 10.1016/j.cbi.2023.110774. [PMID: 37866487]
  • Xinyue Diao, Liwen Wang, Yating Zhou, Yanan Bi, Kun Zhou, Lei Song. The mechanism of Epimedin B in treating osteoporosis as revealed by RNA sequencing-based analysis. Basic & clinical pharmacology & toxicology. 2021 Dec; 129(6):450-461. doi: 10.1111/bcpt.13657. [PMID: 34491615]
  • 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]
  • Yanhong Wang, Yang Li, Yan Zhang, Guan Feng, Zhixin Yang, Qingxia Guan, Rui Wang, Fengjuan Han. Multi-Dimensional Spectrum-Effect Relationship of the Impact of Chinese Herbal Formula Lichong Shengsui Yin on Ovarian Cancer. Molecules (Basel, Switzerland). 2017 Jun; 22(6):. doi: 10.3390/molecules22060979. [PMID: 28608834]
  • 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]
  • 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]
  • 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]
  • Hui-Hui Xiao, Chung-Yan Fung, Sao-King Mok, Ka-Chun Wong, Ming-Xian Ho, Xin-Luan Wang, Xin-Sheng Yao, Man-Sau Wong. Flavonoids from Herba epimedii selectively activate estrogen receptor alpha (ERα) and stimulate ER-dependent osteoblastic functions in UMR-106 cells. The Journal of steroid biochemistry and molecular biology. 2014 Sep; 143(?):141-51. doi: 10.1016/j.jsbmb.2014.02.019. [PMID: 24607839]
  • 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]
  • Li Cui, E Sun, Zhenhai Zhang, Qian Qian, Xiaobin Tan, Fengjuan Xu, Xiaobin Jia. Metabolite profiles of epimedin B in rats by ultraperformance liquid chromatography/quadrupole-time-of-flight mass spectrometry. Journal of agricultural and food chemistry. 2013 Apr; 61(15):3589-99. doi: 10.1021/jf304625x. [PMID: 23360129]
  • 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]
  • 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-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]
  • 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]
  • 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]
  • B Guo, J Yu, P Xiao. [Chemical constituents from the whole plant of Epimedium fargesii Franch]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1996 Jun; 21(6):353-5, 383. doi: ". [PMID: 9388923]