Timosaponin A-III (BioDeep_00001034396)

Main id: BioDeep_00000011537

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Smilagenin 3-O-beta-D-glucopyranosyl-(1->2)-beta-D-galactopyranoside

化学式: C39H64O13 (740.4346694)
中文名称: 知母皂苷A-Ⅲ
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)OC1
InChI: InChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19+,20-,21+,22-,23+,24+,25+,26-,27-,28+,29-,30+,31+,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1

描述信息

A natural product found in Anemarrhena asphodeloides.
Timosaponin AIII could inhibit acetylcholinesterase (AChE) activity, with an IC50 of 35.4 μM.
Timosaponin AIII could inhibit acetylcholinesterase (AChE) activity, with an IC50 of 35.4 μM.

同义名列表

3 个代谢物同义名

Timosaponin A-III; Smilagenin 3-O-beta-D-glucopyranosyl-(1->2)-beta-D-galactopyranoside; Timosaponin AIII



数据库引用编号

12 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)

32 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

  • Ji-Hyuk Park, Wona Jee, So-Mi Park, Ye-Rin Park, Seok Woo Kim, Hanbit Bae, Won-Suk Chung, Jae-Heung Cho, Hyungsuk Kim, Mi-Yeon Song, Hyeung-Jin Jang. Timosaponin A3 Induces Anti-Obesity and Anti-Diabetic Effects In Vitro and In Vivo. International journal of molecular sciences. 2024 Mar; 25(5):. doi: 10.3390/ijms25052914. [PMID: 38474161]
  • Chenjie Shen, Jinging Liu, Huan Liu, Guifang Li, Hanyu Wang, Haixia Tian, Yong Mao, Dong Hua. Timosaponin AIII induces lipid peroxidation and ferroptosis by enhancing Rab7-mediated lipophagy in colorectal cancer cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jan; 122(?):155079. doi: 10.1016/j.phymed.2023.155079. [PMID: 37863004]
  • Lili Zhou, Yaoquan Ren, Dongmei Li, Weiwei Zhou, Chengke Li, Qiang Wang, Xiangzheng Yang. Timosaponin AIII attenuates precocious puberty in mice through downregulating the hypothalamic-pituitary-gonadal axis. Acta biochimica Polonica. 2023 Mar; 70(1):183-190. doi: 10.18388/abp.2020_6450. [PMID: 36928746]
  • Cong Zhou, Ting Yu, Rui Zhu, Junjie Lu, Xiaohu Ouyang, Zili Zhang, Qianyun Chen, Junyi Li, Jing Cui, Feng Jiang, Kim Yun Jin, Alexey Sarapultsev, Fangfei Li, Ge Zhang, Shanshan Luo, Desheng Hu. Timosaponin AIII promotes non-small-cell lung cancer ferroptosis through targeting and facilitating HSP90 mediated GPX4 ubiquitination and degradation. International journal of biological sciences. 2023; 19(5):1471-1489. doi: 10.7150/ijbs.77979. [PMID: 37056925]
  • Chu-Che Lee, Jen-Pi Tsai, Hsiang-Lin Lee, Yung-Jen Chen, Yong-Syuan Chen, Yi-Hsien Hsieh, Jin-Cherng Chen. Blockage of Autophagy Increases Timosaponin AIII-Induced Apoptosis of Glioma Cells In Vitro and In Vivo. Cells. 2022 12; 12(1):. doi: 10.3390/cells12010168. [PMID: 36611961]
  • Qing-Qi Chang, Long Chen, Ya-Fang Liao, Chun-Lu Yuan, Dan-Dan Zhang. [Mechanism of timosaponin AⅢ in regulation of metabolism against glioblastoma growth]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Dec; 47(24):6679-6686. doi: 10.19540/j.cnki.cjcmm.20220728.401. [PMID: 36604918]
  • Lijuan Zhang, Shengan Zhang, Min Jiang, Lu Lu, Yue Ding, Ninghui Ma, Yuan Zhao, Sihan Xuchen, Nailian Zhang. Novel Timosaponin AIII-Based Multifunctional Liposomal Delivery System for Synergistic Therapy Against Hepatocellular Carcinoma Cancer. International journal of nanomedicine. 2021; 16(?):5531-5550. doi: 10.2147/ijn.s313759. [PMID: 34429598]
  • Hai-Qiao Wang, Xiao-Mei Gong, Fen Lan, Yi-Han Zhang, Jin-Er Xia, Hai Zhang, Jia-Lin Guo, Min Liu. Biopharmaceutics and Pharmacokinetics of Timosaponin A-III by a Sensitive HPLC-MS/MS Method: Low Bioavailability Resulting from Poor Permeability and Solubility. Current pharmaceutical biotechnology. 2021; 22(5):672-681. doi: 10.2174/1389201021666200707134045. [PMID: 32634081]
  • Zhong-Yan Zhou, Wai-Rong Zhao, Ying Xiao, Xiang-Ming Zhou, Chen Huang, Wen-Ting Shi, Jing Zhang, Qing Ye, Xin-Lin Chen, Jing-Yi Tang. Antiangiogenesis effect of timosaponin AIII on HUVECs in vitro and zebrafish embryos in vivo. Acta pharmacologica Sinica. 2020 Feb; 41(2):260-269. doi: 10.1038/s41401-019-0291-z. [PMID: 31515528]
  • Feng-Ying Han, Xiao-Yu Song, Jing-Jie Chen, Guo-Dong Yao, Shao-Jiang Song. Timosaponin AIII: A novel potential anti-tumor compound from Anemarrhena asphodeloides. Steroids. 2018 12; 140(?):125-130. doi: 10.1016/j.steroids.2018.09.014. [PMID: 30296545]
  • Yang Xie, Xu Zhou, Hu Pei, Ming-Cang Chen, Zhao-Lin Sun, Ya-Ru Xue, Xiao-Ting Tian, Cheng-Gang Huang. Metabolism, pharmacokinetics, and hepatic disposition of xanthones and saponins on Zhimu treatments for exploratively interpreting the discrepancy between the herbal safety and timosaponin A3-induced hepatotoxicity. Acta pharmacologica Sinica. 2018 Dec; 39(12):1923-1934. doi: 10.1038/s41401-018-0012-z. [PMID: 29795136]
  • Bo Yang, Zhirui Liu, Qian Wang, Yifeng Chai, Peiyuan Xia. Pharmacokinetic comparison of seven major bioactive components in normal and depression model rats after oral administration of Baihe Zhimu decoction by liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2018 Jan; 148(?):119-127. doi: 10.1016/j.jpba.2017.09.031. [PMID: 28987996]
  • Lu Lu, Yue Ding, Yong Zhang, Rodney Jy Ho, Yuan Zhao, Tong Zhang, Chunrong Guo. Antibody-modified liposomes for tumor-targeting delivery of timosaponin AIII. International journal of nanomedicine. 2018; 13(?):1927-1944. doi: 10.2147/ijn.s153107. [PMID: 29636610]
  • Xi Tan, Hui-Jun Pan, Wei-da Wu, Dan-Dan Zhang. [Inhibitory mechanisms of timosaponin AⅢ on proliferation and growth of human glioblastoma cells]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Mar; 42(6):1160-1166. doi: 10.19540/j.cnki.cjcmm.20170121.025. [PMID: 29027433]
  • Ye Wang, Lei Xu, Li-Li Lou, Shao-Jiang Song, Guo-Dong Yao, Meng-Yao Ge, Toshihiko Hayashi, Shin-Ichi Tashiro, Satoshi Onodera, Takashi Ikejima. Timosaponin AIII induces apoptosis and autophagy in human melanoma A375-S2 cells. Archives of pharmacal research. 2017 Jan; 40(1):69-78. doi: 10.1007/s12272-016-0763-3. [PMID: 27271334]
  • Lu Lu, Yanping Liu, Yue Ding, Jianwei Hou, Yong Zhang, Haiping Xue, Tong Zhang. Preparation of highly purified timosaponin AIII from rhizoma anemarrhenae through an enzymatic method combined with preparative liquid chromatography. Natural product research. 2016 Oct; 30(20):2364-7. doi: 10.1080/14786419.2016.1169416. [PMID: 27055070]
  • Yu Sun, Liyin Liu, Ying Peng, Bingjie Liu, Dongju Lin, Lingzhi Li, Shaojiang Song. Metabolites characterization of timosaponin AIII in vivo and in vitro by using liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Aug; 997(?):236-43. doi: 10.1016/j.jchromb.2015.06.015. [PMID: 26134298]
  • Guo-long Li, Jie Yang, Jin-ao Duan, Hong-bo Liu, Zhen-hua Zhu, Da-wei Qian, Zhi-shu Tang. [Quality Analysis and Evaluation of Anemarrhena asphodeloides Rhizome from Different Habitats]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Jun; 38(6):1148-52. doi: . [PMID: 26762052]
  • Yi Feng, Baoting Chen, Aihua Lin, Yiming Liu. Simultaneous determination of timosaponin B-II and A-III in rat plasma by LC-MS/MS and its application to pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Aug; 965(?):119-26. doi: 10.1016/j.jchromb.2014.06.017. [PMID: 25016164]
  • Hye Jin Kim, Se Ri Park, Young Pyo Jang. Extraction-free in situ derivatisation of timosaponin AIII using direct analysis in real time TOF/MS. Phytochemical analysis : PCA. 2014 Jul; 25(4):373-7. doi: 10.1002/pca.2488. [PMID: 24307599]
  • Yao Jia, Bin Wu, Mingsong Fan, Jinhui Wang, Jian Huang, Chenggang Huang. High-performance liquid chromatography-electrospray ionization tandem mass spectrometry for metabolism study of timosaponin AIII. Journal of chromatographic science. 2014 May; 52(5):418-22. doi: 10.1093/chromsci/bmt052. [PMID: 23696387]
  • Zhirui Liu, Xin Dong, Xuan Ding, Xiaofei Chen, Lei Lv, Yueyue Li, Yifeng Chai. Comparative pharmacokinetics of timosaponin B-II and timosaponin A-III after oral administration of Zhimu-Baihe herb-pair, Zhimu extract, free timosaponin B-II and free timosaponin A-III to rats. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 May; 926(?):28-35. doi: 10.1016/j.jchromb.2013.03.003. [PMID: 23542670]
  • Hui-Jun Pan, Xu-Qiang Nie, Duo Liu, Ka Bian. [Effects of four kinds of Chinese medicine monomer on growth of PANC-1 xenograft tumor and studying of molecular mechanism]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Jan; 38(2):245-8. doi: . [PMID: 23672050]
  • Frank W King, Sylvia Fong, Chandi Griffin, Mark Shoemaker, Rick Staub, Yan-Ling Zhang, Isaac Cohen, Emma Shtivelman. Timosaponin AIII is preferentially cytotoxic to tumor cells through inhibition of mTOR and induction of ER stress. PloS one. 2009 Sep; 4(9):e7283. doi: 10.1371/journal.pone.0007283. [PMID: 19789631]
  • Bomi Lee, Kangsik Jung, Dong-Hyun Kim. Timosaponin AIII, a saponin isolated from Anemarrhena asphodeloides, ameliorates learning and memory deficits in mice. Pharmacology, biochemistry, and behavior. 2009 Aug; 93(2):121-7. doi: 10.1016/j.pbb.2009.04.021. [PMID: 19426756]