OSW-1 (BioDeep_00000395453)

   

PANOMIX_OTCML-2023


代谢物信息卡片


[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-2-[[(3R,8S,9R,10R,13S,14R,16R,17S)-3,17-dihydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 4-methoxybenzoate

化学式: C47H68O15 (872.4557978)
中文名称: OSW-1
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 37.04%

分子结构信息

SMILES: CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)O)O)OC(=O)C7=CC=C(C=C7)OC)OC(=O)C)O
InChI: InChI=1S/C47H68O15/c1-24(2)8-15-34(50)25(3)47(55)37(21-33-31-14-11-28-20-29(49)16-18-45(28,5)32(31)17-19-46(33,47)6)60-44-41(59-26(4)48)39(36(52)23-58-44)62-43-40(38(53)35(51)22-57-43)61-42(54)27-9-12-30(56-7)13-10-27/h9-13,24-25,29,31-33,35-41,43-44,49,51-53,55H,8,14-23H2,1-7H3/t25-,29-,31+,32-,33-,35-,36+,37-,38+,39+,40-,41-,43+,44+,45+,46+,47-/m1/s1

描述信息

同义名列表

6 个代谢物同义名

[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-2-[[(3R,8S,9R,10R,13S,14R,16R,17S)-3,17-dihydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 4-methoxybenzoate; 3 beta, 16 beta, 17-alpha-trihydroxy-cholest-5-en-22-one 16-O-(2-O-4-methoxybenzoyl-beta-D-xylopyranosyl)- (1-->3)-(2-O-acetyl-alpha-L-arabinopyranoside); Cholest-5-en-22-one, 16-((2-O-acetyl-3-O-(2-O-(4-methoxybenzoyl)-beta-D-xylopyranosyl)-alpha-L-arabinopyranosyl)oxy)-3,17-dihydroxy-, (3beta,16beta)-; 3,16,17-Trihydroxycholest-5-en-22-one 16-O-(2-O-4-methoxybenzoylxylopyranosyl)-1-3-(2-O-acetylarabinopyranoside); OSW-1; OSW 1



数据库引用编号

5 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)

0 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

  • Kentaro Oh-Hashi, Hibiki Nakamura, Hirotaka Ogawa, Yoko Hirata, Kaori Sakurai. Elucidation of OSW-1-Induced Stress Responses in Neuro2a Cells. International journal of molecular sciences. 2023 Mar; 24(6):. doi: 10.3390/ijms24065787. [PMID: 36982858]
  • Ahmed Elgehama. Selective obstruction of the mTORC2 complex by a naturally occurring cholestane saponin (OSW-1) for inhibiting prostate cancer cell growth. Journal of Asian natural products research. 2022 Jul; 24(7):663-672. doi: 10.1080/10286020.2021.1951255. [PMID: 34292111]
  • Raymond Malabed, Shinya Hanashima, Michio Murata, Kaori Sakurai. Interactions of OSW-1 with Lipid Bilayers in Comparison with Digitonin and Soyasaponin. Langmuir : the ACS journal of surfaces and colloids. 2020 04; 36(13):3600-3610. doi: 10.1021/acs.langmuir.9b03957. [PMID: 32160747]
  • Mayu Kimura, Kanae Sasaki, Yosuke Fukutani, Hiderou Yoshida, Ikuroh Ohsawa, Masafumi Yohda, Kaori Sakurai. Anticancer saponin OSW-1 is a novel class of selective Golgi stress inducer. Bioorganic & medicinal chemistry letters. 2019 07; 29(14):1732-1736. doi: 10.1016/j.bmcl.2019.05.022. [PMID: 31126855]
  • Raymond Malabed, Shinya Hanashima, Michio Murata, Kaori Sakurai. Sterol-recognition ability and membrane-disrupting activity of Ornithogalum saponin OSW-1 and usual 3-O-glycosyl saponins. Biochimica et biophysica acta. Biomembranes. 2017 Dec; 1859(12):2516-2525. doi: 10.1016/j.bbamem.2017.09.019. [PMID: 28947142]
  • Bruno Mesmin, Joëlle Bigay, Joël Polidori, Denisa Jamecna, Sandra Lacas-Gervais, Bruno Antonny. Sterol transfer, PI4P consumption, and control of membrane lipid order by endogenous OSBP. The EMBO journal. 2017 11; 36(21):3156-3174. doi: 10.15252/embj.201796687. [PMID: 28978670]
  • Yanhong Zhang, Fengqi Fang, Kai Fan, Yanli Zhang, Jie Zhang, Huishu Guo, Peiyao Yu, Jianmei Ma. Effective cytotoxic activity of OSW-1 on colon cancer by inducing apoptosis in vitro and in vivo. Oncology reports. 2017 Jun; 37(6):3509-3519. doi: 10.3892/or.2017.5582. [PMID: 28440433]
  • M Hiraizumi, R Komatsu, T Shibata, Y Ohta, K Sakurai. Dissecting the structural basis for the intracellular delivery of OSW-1 by fluorescent probes. Organic & biomolecular chemistry. 2017 May; 15(17):3568-3570. doi: 10.1039/c7ob00486a. [PMID: 28345721]
  • Lucian Albulescu, Joëlle Bigay, Bishyajit Biswas, Marion Weber-Boyvat, Cristina M Dorobantu, Leen Delang, Hilde M van der Schaar, Young-Sik Jung, Johan Neyts, Vesa M Olkkonen, Frank J M van Kuppeveld, Jeroen R P M Strating. Uncovering oxysterol-binding protein (OSBP) as a target of the anti-enteroviral compound TTP-8307. Antiviral research. 2017 04; 140(?):37-44. doi: 10.1016/j.antiviral.2017.01.008. [PMID: 28088354]
  • Jian-Qiang Kong, Di Lu, Zhi-Biao Wang. Molecular cloning and yeast expression of cinnamate 4-hydroxylase from Ornithogalum saundersiae baker. Molecules (Basel, Switzerland). 2014 Jan; 19(2):1608-21. doi: 10.3390/molecules19021608. [PMID: 24476601]
  • Ji-Chun Jin, Xing-Lin Jin, Xian Zhang, Ying-Shi Piao, Shuang-Ping Liu. Effect of OSW-1 on microRNA expression profiles of hepatoma cells and functions of novel microRNAs. Molecular medicine reports. 2013 Jun; 7(6):1831-7. doi: 10.3892/mmr.2013.1428. [PMID: 23588479]
  • Celia Garcia-Prieto, Kausar Begam Riaz Ahmed, Zhao Chen, Yan Zhou, Naima Hammoudi, Ying Kang, Changgang Lou, Yan Mei, Zhendong Jin, Peng Huang. Effective killing of leukemia cells by the natural product OSW-1 through disruption of cellular calcium homeostasis. The Journal of biological chemistry. 2013 Feb; 288(5):3240-50. doi: 10.1074/jbc.m112.384776. [PMID: 23250754]
  • Anthony W G Burgett, Thomas B Poulsen, Kittikhun Wangkanont, D Ryan Anderson, Chikako Kikuchi, Kousei Shimada, Shuichi Okubo, Kevin C Fortner, Yoshihiro Mimaki, Minpei Kuroda, Jason P Murphy, David J Schwalb, Eugene C Petrella, Ivan Cornella-Taracido, Markus Schirle, John A Tallarico, Matthew D Shair. Natural products reveal cancer cell dependence on oxysterol-binding proteins. Nature chemical biology. 2011 Aug; 7(9):639-47. doi: 10.1038/nchembio.625. [PMID: 21822274]
  • K Tamura, H Honda, Y Mimaki, Y Sashida, H Kogo. Inhibitory effect of a new steroidal saponin, OSW-1, on ovarian functions in rats. British journal of pharmacology. 1997 Aug; 121(8):1796-802. doi: 10.1038/sj.bjp.0701309. [PMID: 9283720]