OJV-VI (BioDeep_00000000299)

 

Secondary id: BioDeep_00000230667

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[(1S,2S,4S,5R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-14-yl]oxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

化学式: C44H70O16 (854.466362)
中文名称: 山麦冬皂苷J, 麦冬皂苷 D, 麦冬皂苷D, 麦冬皂苷 D', OJV-VI
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.94%

分子结构信息

SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)C)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
InChI: InChI=1S/C44H70O16/c1-18-9-12-44(54-16-18)19(2)30-28(60-44)15-26-24-8-7-22-13-23(45)14-29(43(22,6)25(24)10-11-42(26,30)5)57-41-38(59-40-36(52)34(50)31(47)20(3)55-40)37(32(48)21(4)56-41)58-39-35(51)33(49)27(46)17-53-39/h7,18-21,23-41,45-52H,8-17H2,1-6H3/t18-,19+,20+,21-,23-,24-,25+,26+,27-,28+,29-,30+,31+,32+,33+,34-,35-,36-,37+,38-,39+,40+,41+,42+,43+,44-/m1/s1

描述信息

Ophiopogonin D is a steroid saponin.
Ophiopogonin D is a natural product found in Ophiopogon jaburan, Ophiopogon japonicus, and Liriope muscari with data available.
Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C29 steroidal glycoside[1]. Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca2+ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years[2].
Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C29 steroidal glycoside[1]. Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca2+ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years[2].
Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C29 steroidal glycoside[1]. Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca2+ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years[2].

同义名列表

12 个代谢物同义名

(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[(1S,2S,4S,5R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-14-yl]oxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol; I(2)-D-gulopyranoside, I(2)-D-xylopyranosyl O-6-deoxy-I+/--L-mannopyranosyl-(1->2)-6-deoxy-1-C-[(3I(2),14I(3/4),25R)-3-hydroxyspirost-5-en-1-yl]-; 1-O-(beta-D-Xylopyranosyl-1-3(alpha-L-Rhamnopyransyl-1-2)beta-d-fucopyranosyl)-(25R)-spirost-5-en-1beta,3beta-diol; Diosgenin 3-O-(alpha-L-rhamnopyranosyl-(1-2))(beta-D-xylopyranosyl-(1-3))-beta-D-glucopyranoside; Ophiopogonin D, >=98\\% (HPLC); Deacetylophiopogonin C,OJV-V; Deacetylophiopogonin C; Ophiopogonin D; OphiopogoninD; Ophiopogonin; OJV-VI; LS-15463



数据库引用编号

19 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

  • Hongyan Zhang, Xuezhi Kang, Jun Ruan, Li Ma, Wenbo Peng, Haonan Shang, Bing Wang, Yongning Sun. Ophiopogonin D improves oxidative stress and mitochondrial dysfunction in pancreatic β cells induced by hydrogen peroxide through Keap1/Nrf2/ARE pathway in diabetes mellitus. The Chinese journal of physiology. 2023 Nov; 66(6):494-502. doi: 10.4103/cjop.cjop-d-23-00069. [PMID: 38149562]
  • Yajuan Bi, Xue Wang, Lifeng Han, Yiqing Tian, Tongwei Bo, Caiyu Li, Bowen Shi, Chunshan Gui, Youcai Zhang. Selective Inhibition of Organic Cation Transporter 1 by Benzoylpaeoniflorin Attenuates Hepatic Lipid Accumulation through AMPK Activation. Journal of natural products. 2023 01; 86(1):191-198. doi: 10.1021/acs.jnatprod.2c00927. [PMID: 36563333]
  • Xing Luo, Yanan Tong, Xiaoqiang Zeng, Yan Ye, Yun Yang, Zhen Song, Zelong Zhang, Haibo Li, Jining Gao, Xuhu Mao, Hao Zeng, Quanming Zou, Hongwu Sun. In Vitro Cellular Activity Evaluation of the Nanoemulsion Vaccine Adjuvant Ophiopogonin D. Journal of visualized experiments : JoVE. 2022 12; ?(190):. doi: 10.3791/64291. [PMID: 36571419]
  • Sisi Lei, Yuchao Feng, Peiying Huang, BoJun Chen, Kun Bao, Qihua Wu, Haobo Zhang, Xiaoyan Huang. Ophiopogonin D'-induced mitophagy and mitochondrial damage are associated with dysregulation of the PINK1/Parkin signaling pathway in AC16 cells. Toxicology. 2022 07; 477(?):153275. doi: 10.1016/j.tox.2022.153275. [PMID: 35905946]
  • Tzu-Yi Chiang, Hong-Jaan Wang, Yen-Cih Wang, Elise Chia-Hui Tan, I-Jung Lee, Chul-Ho Yun, Yune-Fang Ueng. Effects of Shengmai San on key enzymes involved in hepatic and intestinal drug metabolism in rats. Journal of ethnopharmacology. 2021 May; 271(?):113914. doi: 10.1016/j.jep.2021.113914. [PMID: 33571617]
  • Weiwei Li, Louyin Ji, Jing Tian, Wenzhu Tang, Xiaoli Shan, Pei Zhao, Huihua Chen, Chen Zhang, Ming Xu, Rong Lu, Wei Guo. Ophiopogonin D alleviates diabetic myocardial injuries by regulating mitochondrial dynamics. Journal of ethnopharmacology. 2021 May; 271(?):113853. doi: 10.1016/j.jep.2021.113853. [PMID: 33485986]
  • Ya-Xin Zhang, Shan-Shan Qu, Li-Hua Zhang, Yu-Yan Gu, Yi-Hao Chen, Zhi-Yong Huang, Meng-Hua Liu, Wei Zou, Jing Jiang, Jun-Qi Chen, Yu-Jue Wang, Feng-Hua Zhou. The Role of Ophiopogonin D in Atherosclerosis: Impact on Lipid Metabolism and Gut Microbiota. The American journal of Chinese medicine. 2021; 49(6):1449-1471. doi: 10.1142/s0192415x21500683. [PMID: 34263719]
  • Xue Zhu, Ke Wang, Yu Chen. Ophiopogonin D suppresses TGF-β1-mediated metastatic behavior of MDA-MB-231 breast carcinoma cells via regulating ITGB1/FAK/Src/AKT/β-catenin/MMP-9 signaling axis. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Dec; 69(?):104973. doi: 10.1016/j.tiv.2020.104973. [PMID: 32818624]
  • Zongliang Lu, Changpeng Wu, Mingxing Zhu, Wei Song, He Wang, Jiajia Wang, Jing Guo, Na Li, Jie Liu, Yanwu Li, Hongxia Xu. Ophiopogonin D' induces RIPK1‑dependent necroptosis in androgen‑dependent LNCaP prostate cancer cells. International journal of oncology. 2020 Feb; 56(2):439-447. doi: 10.3892/ijo.2019.4945. [PMID: 31894265]
  • Yanhong Qiao, Haiyan Jiao, Feng Wang, Huimin Niu. Ophiopogonin D of Ophiopogon japonicus ameliorates renal function by suppressing oxidative stress and inflammatory response in streptozotocin-induced diabetic nephropathy rats. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2020; 53(7):e9628. doi: 10.1590/1414-431x20209628. [PMID: 32520209]
  • Huan-Hua Xu, Zhen-Hong Jiang, Yu-Ting Sun, Li-Zhen Qiu, Long-Long Xu, Xiang-Lin Tang, Zeng-Chun Ma, Yue Gao. Differences in the Hemolytic Behavior of Two Isomers in Ophiopogon japonicus In Vitro and In Vivo and Their Risk Warnings. Oxidative medicine and cellular longevity. 2020; 2020(?):8870656. doi: 10.1155/2020/8870656. [PMID: 33381274]
  • Yuan Wang, Xiaoyan Huang, Zengchun Ma, Yuguang Wang, Xiangmei Chen, Yue Gao. Ophiopogonin D alleviates cardiac hypertrophy in rat by upregulating CYP2J3 in vitro and suppressing inflammation in vivo. Biochemical and biophysical research communications. 2018 09; 503(2):1011-1019. doi: 10.1016/j.bbrc.2018.06.110. [PMID: 29935180]
  • Xiang-Yu Ma, Xin-Xin Wen, Xiao-Jiang Yang, Da-Peng Zhou, Qiong Wu, Ya-Fei Feng, Hai-Jiao Ding, Wei Lei, Hai-Long Yu, Bing Liu, Liang-Bi Xiang, Tian-Sheng Wang. Ophiopogonin D improves osteointegration of titanium alloy implants under diabetic conditions by inhibition of ROS overproduction via Wnt/β-catenin signaling pathway. Biochimie. 2018 Sep; 152(?):31-42. doi: 10.1016/j.biochi.2018.04.022. [PMID: 29705132]
  • Siyu Chen, Xiao Li, Li Liu, Chang Liu, Xiao Han. Ophiopogonin D alleviates high-fat diet-induced metabolic syndrome and changes the structure of gut microbiota in mice. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2018 03; 32(3):1139-1153. doi: 10.1096/fj.201700741rr. [PMID: 29084766]
  • Jong Hyun Lee, Chulwon Kim, Seok-Geun Lee, Woong Mo Yang, Jae-Young Um, Gautam Sethi, Kwang Seok Ahn. Ophiopogonin D modulates multiple oncogenic signaling pathways, leading to suppression of proliferation and chemosensitization of human lung cancer cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Feb; 40(?):165-175. doi: 10.1016/j.phymed.2018.01.002. [PMID: 29496169]
  • Xiaoyan Huang, Yuguang Wang, Yi Wang, Liang Yang, Jia Wang, Yue Gao. Ophiopogonin D Reduces Myocardial Ischemia-Reperfusion Injury via Upregulating CYP2J3/EETs in Rats. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2018; 49(4):1646-1658. doi: 10.1159/000493500. [PMID: 30227401]
  • Xiao-Yan Huang, Yu-Guang Wang, Yi Wang, Yue Gao. [Effect of ophiopogonin D in resisting vascular endothelial cell apoptosis induced by AngⅡthrough up-regulating CYP2J2/EETs]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Jan; 43(2):377-384. doi: 10.19540/j.cnki.cjcmm.20171027.019. [PMID: 29552858]
  • Xiaoyan Huang, Yuguang Wang, Zhaoyan Zhang, Yuan Wang, Xiangmei Chen, Yi Wang, Yue Gao. Ophiopogonin D and EETs ameliorate Ang II-induced inflammatory responses via activating PPARα in HUVECs. Biochemical and biophysical research communications. 2017 08; 490(2):123-133. doi: 10.1016/j.bbrc.2017.06.007. [PMID: 28587983]
  • Wen-ting You, Tao Zhou, Zeng-chun Ma, Qian-de Liang, Cheng-rong Xiao, Xiang-lin Tang, Hong-ling Tan, Bo-li Zhang, Yu-guang Wang, Yue Gao. Ophiopogonin D maintains Ca2+ homeostasis in rat cardiomyocytes in vitro by upregulating CYP2J3/EETs and suppressing ER stress. Acta pharmacologica Sinica. 2016 Mar; 37(3):368-81. doi: 10.1038/aps.2015.146. [PMID: 26838069]
  • Qing-qing Zang, Lu Zhang, Ning Gao, Cheng Huang. Ophiopogonin D inhibits cell proliferation, causes cell cycle arrest at G2/M, and induces apoptosis in human breast carcinoma MCF-7 cells. Journal of integrative medicine. 2016 Jan; 14(1):51-9. doi: 10.1016/s2095-4964(16)60238-8. [PMID: 26778229]
  • Miaomiao Jiang, Liyuan Kang, Yi Wang, Xiaoping Zhao, Xuan Liu, Lei Xu, Zheng Li. A metabonomic study of cardioprotection of ginsenosides, schizandrin, and ophiopogonin D against acute myocardial infarction in rats. BMC complementary and alternative medicine. 2014 Sep; 14(?):350. doi: 10.1186/1472-6882-14-350. [PMID: 25249156]
  • Jian Yu, Yan-Fei Xin, Li-Qiang Gu, Hai-Yan Gao, Li-Juan Xia, Zhen-Qiang You, Feng Xie, Zhu-Feng Ma, Zhi Wang, Yao-Xian Xuan. One-month toxicokinetic study of SHENMAI injection in rats. Journal of ethnopharmacology. 2014 Jun; 154(2):391-9. doi: 10.1016/j.jep.2014.04.014. [PMID: 24747029]
  • Su Hyun Park, Hyun Jae Lee, Jiho Ryu, Kun Ho Son, Sang Yong Kwon, Sang Kook Lee, Yeong Shik Kim, Jang-Hee Hong, Jeong Ho Seok, Choong Jae Lee. Effects of ophiopogonin D and spicatoside A derived from Liriope Tuber on secretion and production of mucin from airway epithelial cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Jan; 21(2):172-6. doi: 10.1016/j.phymed.2013.08.013. [PMID: 24060215]
  • Jinchun Qian, Fengrong Jiang, Bin Wang, Yang Yu, Xu Zhang, Zhimin Yin, Chang Liu. Ophiopogonin D prevents H2O2-induced injury in primary human umbilical vein endothelial cells. Journal of ethnopharmacology. 2010 Mar; 128(2):438-45. doi: 10.1016/j.jep.2010.01.031. [PMID: 20083185]
  • Chun-Hua Xia, Jian-Guo Sun, Hai-Ping Hao, Guang-Ji Wang, Bei Yan, Sheng-Hua Gu, Chao-Nan Zheng, Li-Li Shang, Michael S Roberts. Quantitative determination of ophiopogonin d by liquid chromatography/electrospray ionization mass spectrometry and its pharmacokinetics in rat. Planta medica. 2008 Dec; 74(15):1832-6. doi: 10.1055/s-0028-1088339. [PMID: 19009500]
  • Chunhua Xia, Guangji Wang, Jianguo Sun, Haiping Hao, Yuqing Xiong, Shenghua Gu, Lili Shang, Chaonan Zheng. Simultaneous determination of ginsenoside Rg1, Re, Rd, Rb1 and ophiopogonin D in rat plasma by liquid chromatography/electrospray ionization mass spectrometric method and its application to pharmacokinetic study of 'SHENMAI' injection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Feb; 862(1-2):72-8. doi: 10.1016/j.jchromb.2007.11.020. [PMID: 18083641]
  • K Fukuda, H Utsumi, J Shoji, A Hamada. Saponins can cause the agglutination of phospholipid vesicles. Biochimica et biophysica acta. 1985 Nov; 820(2):199-206. doi: 10.1016/0005-2736(85)90113-0. [PMID: 4052419]