Curculigoside_A (BioDeep_00000230295)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(5-Hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate

化学式: C22H26O11 (466.14750460000005)
中文名称: 仙茅苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 12.5%

分子结构信息

SMILES: COC1=C(C(=CC=C1)OC)C(=O)OCC2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O
InChI: InChI=1S/C22H26O11/c1-29-14-4-3-5-15(30-2)17(14)21(28)31-10-11-8-12(24)6-7-13(11)32-22-20(27)19(26)18(25)16(9-23)33-22/h3-8,16,18-20,22-27H,9-10H2,1-2H3/t16-,18-,19+,20-,22-/m1/s1

描述信息

Curculigoside is a natural product found in Curculigo pilosa, Curculigo sinensis, and other organisms with data available.
Curculigoside is the main saponin in C. orchioide, exerts significant antioxidant, anti-osteoporosis, antidepressant and neuroprotection effects. Curculigoside possesses significant anti-arthritic effects in vivo and in vitro via regulation of the JAK/STAT/NF-κB signaling pathway[1].
Curculigoside is the main saponin in C. orchioide, exerts significant antioxidant, anti-osteoporosis, antidepressant and neuroprotection effects. Curculigoside possesses significant anti-arthritic effects in vivo and in vitro via regulation of the JAK/STAT/NF-κB signaling pathway[1].

同义名列表

14 个代谢物同义名

(5-Hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate; [5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,6-dimethoxybenzoate; [5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl2,6-dimethoxybenzoate; 2-(((2,6-DIMETHOXYBENZOYL)OXY)METHYL)-4-HYDROXYPHENYL .BETA.-D-GLUCOPYRANOSIDE; beta-D-Glucopyranoside, 2-(((2,6-dimethoxybenzoyl)oxy)methyl)-4-hydroxyphenyl; beta-D-Glucopyranoside, 2-[[(2,6-dimethoxybenzoyl)oxy]methyl]-4-hydroxyphenyl; -2H-pyran-2-yloxy)benzyl 2,6-dimethoxybenzoate; trihydroxy-6-(hydroxymethyl)tetrahydro; 5-hydroxy-2-((2S,3R,4S,5S,6R)-3,4,5-; Curculigoside,(S); curculigoside A; UNII-A6S7X76UM5; Curculigoside; A6S7X76UM5



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)

37 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

  • Yuhang Gong, Yanan Wang, Yanfeng Li, Fanglin Weng, Tong Chen, Ling He. Curculigoside, a traditional Chinese medicine monomer, ameliorates oxidative stress in Alzheimer's disease mouse model via suppressing ferroptosis. Phytotherapy research : PTR. 2024 May; 38(5):2462-2481. doi: 10.1002/ptr.8152. [PMID: 38444049]
  • Xia Liu, Mingchun Huang, Lijuan Wang, Jie Li, Weihui Wu, Qin Wang. Network pharmacology and experimental validation methods to reveal the active compounds and hub targets of Curculigo orchioides Gaertn in rheumatoid arthritis. Journal of orthopaedic surgery and research. 2023 Nov; 18(1):861. doi: 10.1186/s13018-023-04352-w. [PMID: 37957674]
  • Mingliang Wang, Kaiying Cui, Jie Guo, Weidong Mu. Curculigoside attenuates osteoporosis through regulating DNMT1 mediated osteoblast activity. In vitro cellular & developmental biology. Animal. 2023 Oct; ?(?):. doi: 10.1007/s11626-023-00813-y. [PMID: 37880555]
  • Peng Du, Xingjian Zhang, Kaifeng Luo, Yong Li, Chengchao Fu, Jiansheng Xiao, Qi Xiao. Curculigoside mitigates hepatic ischemia/reperfusion-induced oxidative stress, inflammation, and apoptosis via activation of the Nrf-2/HO-1 pathway. Human & experimental toxicology. 2022 Jan; 41(?):9603271221087146. doi: 10.1177/09603271221087146. [PMID: 35331031]
  • Huiwen Guo, Lixiang Zheng, Yepin Guo, Lu Han, Jing Yu, Fuchong Lai. Curculigoside Represses the Proliferation and Metastasis of Osteosarcoma via the JAK/STAT and NF-κB Signaling Pathways. Biological & pharmaceutical bulletin. 2022; 45(10):1466-1475. doi: 10.1248/bpb.b22-00311. [PMID: 36184504]
  • Mengqin Liu, Sha Liu, Qi Zhang, Yingqi Fang, Yanwei Yu, Lulin Zhu, Yuling Liu, Wan Gong, Luying Zhao, Luping Qin, Qiaoyan Zhang. Curculigoside attenuates oxidative stress and osteoclastogenesis via modulating Nrf2/NF-κB signaling pathway in RAW264.7 cells. Journal of ethnopharmacology. 2021 Jul; 275(?):114129. doi: 10.1016/j.jep.2021.114129. [PMID: 33878416]
  • Fangbing Zhu, Jianyue Wang, Yueming Ni, Wei Yin, Qiao Hou, Yingliang Zhang, Shigui Yan, Renfu Quan. Curculigoside Protects against Titanium Particle-Induced Osteolysis through the Enhancement of Osteoblast Differentiation and Reduction of Osteoclast Formation. Journal of immunology research. 2021; 2021(?):5707242. doi: 10.1155/2021/5707242. [PMID: 34285923]
  • Jiawen Han, Minjie Wan, Zhanchuan Ma, Cong Hu, Huanfa Yi. Prediction of Targets of Curculigoside A in Osteoporosis and Rheumatoid Arthritis Using Network Pharmacology and Experimental Verification. Drug design, development and therapy. 2020; 14(?):5235-5250. doi: 10.2147/dddt.s282112. [PMID: 33273808]
  • San-Juan Yang, Zhu-Jin Song, Xun-Cui Wang, Zheng-Rong Zhang, Sheng-Bing Wu, Guo-Qi Zhu. Curculigoside facilitates fear extinction and prevents depression-like behaviors in a mouse learned helplessness model through increasing hippocampal BDNF. Acta pharmacologica Sinica. 2019 Oct; 40(10):1269-1278. doi: 10.1038/s41401-019-0238-4. [PMID: 31028292]
  • R Y Han, Y T Li, Y Y Li, T Y Qiu, J Y Song, M Hu. [Study on the effect of curculigoside on osteoporosis]. Zhonghua kou qiang yi xue za zhi = Zhonghua kouqiang yixue zazhi = Chinese journal of stomatology. 2019 Sep; 54(9):632-638. doi: 10.3760/cma.j.issn.1002-0098.2019.09.010. [PMID: 31550788]
  • Shirui Tan, Jian Xu, Aiyun Lai, Ruomei Cui, Ru Bai, Shu Li, Wei Liang, Guofang Zhang, Shaoquan Jiang, Shuang Liu, Mai Zheng, Wei Wang. Curculigoside exerts significant anti‑arthritic effects in vivo and in vitro via regulation of the JAK/STAT/NF‑κB signaling pathway. Molecular medicine reports. 2019 Mar; 19(3):2057-2064. doi: 10.3892/mmr.2019.9854. [PMID: 30664158]
  • Di Wu, Han Wang, Jing Tan, Cuizhu Wang, Hongqiang Lin, Hailin Zhu, Jinping Liu, Pingya Li, Jianyuan Yin. Pharmacokinetic and Metabolism Studies of Curculigoside C by UPLC-MS/MS and UPLC-QTOF-MS. Molecules (Basel, Switzerland). 2018 Dec; 24(1):. doi: 10.3390/molecules24010021. [PMID: 30577595]
  • Der Jiun Ooi, Nur Hanisah Azmi, Mustapha Umar Imam, Noorjahan Banu Alitheen, Maznah Ismail. Curculigoside and polyphenol-rich ethyl acetate fraction of Molineria latifolia rhizome improved glucose uptake via potential mTOR/AKT activated GLUT4 translocation. Journal of food and drug analysis. 2018 10; 26(4):1253-1264. doi: 10.1016/j.jfda.2018.03.003. [PMID: 30249324]
  • Liang Wang, Yong-Jing He, Ting Han, Liang Zhao, Lei Lv, Yu-Qiong He, Qiao-Yan Zhang, Hai-Liang Xin. Metabolites of curculigoside in rats and their antiosteoporotic activities in osteoblastic MC3T3-E1 cells. Fitoterapia. 2017 Mar; 117(?):109-117. doi: 10.1016/j.fitote.2017.01.009. [PMID: 28126417]
  • Kaiyou Wang, Jingming Zhao, Jixiao Lang. The effects of verapamil on the pharmacokinetics of curculigoside in rats. Pharmaceutical biology. 2016 Dec; 54(12):3001-3008. doi: 10.1080/13880209.2016.1199043. [PMID: 27328778]
  • Vishnu Priya Murali, Girija Kuttan. Curculigoside augments cell-mediated immune responses in metastatic tumor-bearing animals. Immunopharmacology and immunotoxicology. 2016 Aug; 38(4):264-9. doi: 10.1080/08923973.2016.1188401. [PMID: 27228189]
  • Der Jiun Ooi, Kim Wei Chan, Nadarajan Sarega, Noorjahan Banu Alitheen, Hairuszah Ithnin, Maznah Ismail. Bioprospecting the Curculigoside-Cinnamic Acid-Rich Fraction from Molineria latifolia Rhizome as a Potential Antioxidant Therapeutic Agent. Molecules (Basel, Switzerland). 2016 Jun; 21(6):. doi: 10.3390/molecules21060682. [PMID: 27322226]
  • Huimin Ding, Gongming Gao, Li Zhang, Guowei Shen, Wenjian Sun, Zhangping Gu, Weimin Fan. The protective effects of curculigoside A on adjuvant-induced arthritis by inhibiting NF-кB/NLRP3 activation in rats. International immunopharmacology. 2016 Jan; 30(?):43-49. doi: 10.1016/j.intimp.2015.11.026. [PMID: 26637957]
  • Ting-ting Yuan, Hong-tao Xu, Liang Zhao, Lei Lv, Yong-jing He, Nan-dan Zhang, Lu-ping Qin, Ting Han, Qiao-yan Zhang. Pharmacokinetic and tissue distribution profile of curculigoside after oral and intravenously injection administration in rats by liquid chromatography-mass spectrometry. Fitoterapia. 2015 Mar; 101(?):64-72. doi: 10.1016/j.fitote.2014.12.012. [PMID: 25549926]
  • Guang Zhao, Fusheng Yuan, Jiajun Zhu. An LC-MS/MS method for determination of curculigoside with anti-osteoporotic activity in rat plasma and application to a pharmacokinetic study. Biomedical chromatography : BMC. 2014 Mar; 28(3):341-7. doi: 10.1002/bmc.3025. [PMID: 23996522]
  • Meimei Liu, Yan Li, Shang-Tian Yang. Curculigoside improves osteogenesis of human amniotic fluid-derived stem cells. Stem cells and development. 2014 Jan; 23(2):146-54. doi: 10.1089/scd.2013.0261. [PMID: 24007307]
  • Qingping Shen, Deliang Zeng, Yong Zhou, Lunguo Xia, Yanfang Zhao, Guangyang Qiao, Lianyi Xu, Yan Liu, Ziyuan Zhu, Xinquan Jiang. Curculigoside promotes osteogenic differentiation of bone marrow stromal cells from ovariectomized rats. The Journal of pharmacy and pharmacology. 2013 07; 65(7):1005-13. doi: 10.1111/jphp.12054. [PMID: 23738728]
  • Zhen Tian, Wei Yu, Hong-bao Liu, Nan Zhang, Xu-bo Li, Ming-gao Zhao, Shui-bing Liu. Neuroprotective effects of curculigoside against NMDA-induced neuronal excitoxicity in vitro. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Nov; 50(11):4010-5. doi: 10.1016/j.fct.2012.08.006. [PMID: 22902827]
  • Ying Wang, Lu Zhao, Yin Wang, Jinlong Xu, Yan Nie, Yuanhui Guo, Yongtao Tong, Luping Qin, Qiaoyan Zhang. Curculigoside isolated from Curculigo orchioides prevents hydrogen peroxide-induced dysfunction and oxidative damage in calvarial osteoblasts. Acta biochimica et biophysica Sinica. 2012 May; 44(5):431-41. doi: 10.1093/abbs/gms014. [PMID: 22427460]
  • Chengjian Ma, Junyu Zhang, Jiehai Fu, Linfang Cheng, Guangshu Zhao, Yaping Gu. Up-regulation of VEGF by MC3T3-E1 cells treated with curculigoside. Phytotherapy research : PTR. 2011 Jun; 25(6):922-6. doi: 10.1002/ptr.3449. [PMID: 21394809]
  • Yun Kai Wang, Ya Jun Hong, Mao Wei, Ye Wu, Zhao Quan Huang, Rui Zhen Chen, Hao Zhu Chen. Curculigoside attenuates human umbilical vein endothelial cell injury induced by H2O2. Journal of ethnopharmacology. 2010 Oct; 132(1):233-9. doi: 10.1016/j.jep.2010.08.008. [PMID: 20713149]
  • Song-Yi Lee, Mi-Ran Kim, Hong Seok Choi, Hyung-In Moon, Jin Ho Chung, Dong Gun Lee, Eun-Rhan Woo. The effect of curculigoside on the expression of matrix metalloproteinase-1 in cultured human skin fibroblasts. Archives of pharmacal research. 2009 Oct; 32(10):1433-9. doi: 10.1007/s12272-009-2013-4. [PMID: 19898807]