staurosporine (BioDeep_00000004837)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


2,3,10,11,12,13-hexahydro-10R-methoxy-9S-methyl-11R-methylamino-9S,13R-epoxy-1H,9H-diindolo[1,2,3-gh;3,2,1-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one

化学式: C28H26N4O3 (466.2004806)
中文名称: 星孢菌素
谱图信息: 最多检出来源 Viridiplantae(plant) 3.24%

分子结构信息

SMILES: CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)NC)OC
InChI: InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)

描述信息

C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor
D004791 - Enzyme Inhibitors
Staurosporine is a potent, ATP-competitive and non-selective inhibitor of protein kinases with IC50s of 6 nM, 15 nM, 2 nM, and 3 nM for PKC, PKA, c-Fgr, and Phosphorylase kinase respectively. Staurosporine also inhibits TAOK2 with an IC50 of 3 μM. Staurosporine is an apoptosis inducer[1][2][3][4][5].

同义名列表

7 个代谢物同义名

staurosporine; 2,3,10,11,12,13-hexahydro-10R-methoxy-9S-methyl-11R-methylamino-9S,13R-epoxy-1H,9H-diindolo[1,2,3-gh;3,2,1-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one; Indolocarbazole nitrogen derivative; Staurosporine HCl; Antibiotic AM-2282; STS; AM-2282



数据库引用编号

25 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)

38 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

  • Rana M Aldossari, Aarif Ali, Muneeb U Rehman, Summya Rashid, Sheikh Bilal Ahmad. Computational Approaches for Identification of Potential Plant Bioactives as Novel G6PD Inhibitors Using Advanced Tools and Databases. Molecules (Basel, Switzerland). 2023 Mar; 28(7):. doi: 10.3390/molecules28073018. [PMID: 37049781]
  • Annamaria Di Turi, Marina Antonacci, Jacopo Raffaele Dibenedetto, Fatima Maqoud, Francesco Leonetti, Gerardo Centoducati, Nicola Colonna, Domenico Tricarico. Molecular Composition and Biological Activity of a Novel Acetonitrile-Water Extract of Lens Culinaris Medik in Murine Native Cells and Cell Lines Exposed to Different Chemotherapeutics Using Mass Spectrometry. Cells. 2023 Feb; 12(4):. doi: 10.3390/cells12040575. [PMID: 36831242]
  • Hong-Bin Liu, Xiaoxu Li, Jun Cai, Ling-Li Jiang, Xin Zhang, Dousheng Wu, Lifeng Wang, Aiguo Yang, Cun Guo, Jia Chen, Wenxuan Pu, Feng Yu. A screening of inhibitors targeting the receptor kinase FERONIA reveals small molecules that enhance plant root immunity. Plant biotechnology journal. 2023 01; 21(1):63-77. doi: 10.1111/pbi.13925. [PMID: 36121304]
  • Takujiro Homma, Yuki Nishino, Junichi Fujii, Chikako Yokoyama. Flow cytometric determination of ferroptosis using a rat monoclonal antibody raised against ferroptotic cells. Journal of immunological methods. 2022 11; 510(?):113358. doi: 10.1016/j.jim.2022.113358. [PMID: 36126779]
  • Jingxia Zhang, Xiangjiang Wang, Zhiping Lin, Tang Zhu. Pro-angiogenic activity of isofuran. Bioscience, biotechnology, and biochemistry. 2022 Oct; 86(11):1506-1514. doi: 10.1093/bbb/zbac146. [PMID: 36066914]
  • Marina Antonacci, Jacopo Raffaele Dibenedetto, Fatima Maqoud, Gerardo Centoducati, Nicola Colonna, Francesco Leonetti, Domenico Tricarico. Counteractions of a Novel Hydroalcoholic Extract from Lens Culinaria against the Dexamethasone-Induced Osteoblast Loss of Native Murine Cells. Cells. 2022 09; 11(19):. doi: 10.3390/cells11192936. [PMID: 36230898]
  • Romain Sechaud, Karen Sinclair, Kai Grosch, Taoufik Ouatas, Dhrubajyoti Pathak. Evaluation of drug-drug interactions between midostaurin and strong CYP3A4 inhibitors in patients with FLT-3-mutated acute myeloid leukemia (AML). Cancer chemotherapy and pharmacology. 2022 Jul; 90(1):19-27. doi: 10.1007/s00280-022-04448-w. [PMID: 35751657]
  • Amritpal Singh, Aref Al-Kali, Kebede H Begna, Mark R Litzow, Jeremy T Larsen, Taimur Sher, Maymona G Abdelmagid, Faiqa Farrukh, Kaaren K Reichard, Naseema Gangat, Animesh Pardanani, Ayalew Tefferi. Midostaurin therapy for advanced systemic mastocytosis: Mayo Clinic experience in 33 consecutive cases. American journal of hematology. 2022 05; 97(5):630-637. doi: 10.1002/ajh.26498. [PMID: 35156231]
  • Sihem Boudermine, Valentina Parisi, Redouane Lemoui, Tarek Boudiar, Maria Giovanna Chini, Silvia Franceschelli, Michela Pecoraro, Maria Pascale, Giuseppe Bifulco, Alessandra Braca, Nunziatina De Tommasi, Marinella De Leo. Cytotoxic Sesquiterpenoids from Ammoides atlantica Aerial Parts. Journal of natural products. 2022 03; 85(3):647-656. doi: 10.1021/acs.jnatprod.1c01211. [PMID: 35196017]
  • Angela Serra, Michele Fratello, Antonio Federico, Ravi Ojha, Riccardo Provenzani, Ervin Tasnadi, Luca Cattelani, Giusy Del Giudice, Pia A S Kinaret, Laura A Saarimäki, Alisa Pavel, Suvi Kuivanen, Vincenzo Cerullo, Olli Vapalahti, Peter Horvath, Antonio Di Lieto, Jari Yli-Kauhaluoma, Giuseppe Balistreri, Dario Greco. Computationally prioritized drugs inhibit SARS-CoV-2 infection and syncytia formation. Briefings in bioinformatics. 2022 01; 23(1):. doi: 10.1093/bib/bbab507. [PMID: 34962256]
  • Livio Racané, Maja Cindrić, Ivo Zlatar, Tatjana Kezele, Astrid Milić, Karmen Brajša, Marijana Hranjec. Preclinical in vitro screening of newly synthesised amidino substituted benzimidazoles and benzothiazoles. Journal of enzyme inhibition and medicinal chemistry. 2021 Dec; 36(1):163-174. doi: 10.1080/14756366.2020.1850711. [PMID: 33404264]
  • Erik J B Landin, Christopher Williams, Sara A Ryan, Alice Bochel, Nahida Akter, Christina Redfield, Richard B Sessions, Neesha Dedi, Richard J Taylor, Matthew P Crump. The structural basis for high affinity binding of α1-acid glycoprotein to the potent antitumor compound UCN-01. The Journal of biological chemistry. 2021 12; 297(6):101392. doi: 10.1016/j.jbc.2021.101392. [PMID: 34758357]
  • Emilie Logie, Claudina Perez Novo, Amber Driesen, Pieter Van Vlierberghe, Wim Vanden Berghe. Phosphocatalytic Kinome Activity Profiling of Apoptotic and Ferroptotic Agents in Multiple Myeloma Cells. International journal of molecular sciences. 2021 Nov; 22(23):. doi: 10.3390/ijms222312731. [PMID: 34884535]
  • Kouhei Yamawaki, Isamu Shiina, Takatsugu Murata, Satoru Tateyama, Yutarou Maekawa, Mariko Niwa, Motoyuki Shimonaka, Koji Okamoto, Toshihiro Suzuki, Toshirou Nishida, Ryo Abe, Yuuki Obata. FLT3-ITD transduces autonomous growth signals during its biosynthetic trafficking in acute myelogenous leukemia cells. Scientific reports. 2021 11; 11(1):22678. doi: 10.1038/s41598-021-02221-2. [PMID: 34811450]
  • Darin Bloemberg, Joe Quadrilatero. Autophagy displays divergent roles during intermittent amino acid starvation and toxic stress-induced senescence in cultured skeletal muscle cells. Journal of cellular physiology. 2021 04; 236(4):3099-3113. doi: 10.1002/jcp.30079. [PMID: 33022071]
  • Z Khosravi Babadi, G Ebrahimipour, J Wink, A Narmani, C Risdian. Isolation and identification of Streptomyces sp. Act4Zk, a good producer of Staurosporine and some derivatives. Letters in applied microbiology. 2021 Feb; 72(2):206-218. doi: 10.1111/lam.13415. [PMID: 33058293]
  • Pierantonio Menna, Emanuela Salvatorelli, Maria Ilaria Del Principe, Salvatore Perrone, Livio Pagano, Francesco Marchesi, Giorgio Minotti. Choosing Antifungals for the Midostaurin-Treated Patient: Does CYP3A4 Outweigh Recommendations? A Brief Insight from Real Life. Chemotherapy. 2021; 66(1-2):47-52. doi: 10.1159/000513989. [PMID: 33677444]
  • Anna A Pimenova, Manon Herbinet, Ishaan Gupta, Saima I Machlovi, Kathryn R Bowles, Edoardo Marcora, Alison M Goate. Alzheimer's-associated PU.1 expression levels regulate microglial inflammatory response. Neurobiology of disease. 2021 01; 148(?):105217. doi: 10.1016/j.nbd.2020.105217. [PMID: 33301878]
  • Zhiqing Huang, Eiji Kondoh, Zachary R Visco, Tsukasa Baba, Noriomi Matsumura, Emma Dolan, Regina S Whitaker, Ikuo Konishi, Shingo Fujii, Andrew Berchuck, Susan K Murphy. Targeting Dormant Ovarian Cancer Cells In Vitro and in an In Vivo Mouse Model of Platinum Resistance. Molecular cancer therapeutics. 2021 01; 20(1):85-95. doi: 10.1158/1535-7163.mct-20-0119. [PMID: 33037137]
  • Natalie Schwarz, Srinu Tumpara, Sabine Wrenger, Evrim Ercetin, Jürg Hamacher, Tobias Welte, Sabina Janciauskiene. Alpha1-antitrypsin protects lung cancer cells from staurosporine-induced apoptosis: the role of bacterial lipopolysaccharide. Scientific reports. 2020 06; 10(1):9563. doi: 10.1038/s41598-020-66825-w. [PMID: 32533048]
  • Zhe Wang, Xiaoyu Wang, Yaqin Jia, Hang Yin, Yuyi Feng, Lili Jiang, Jun Cao, Yong Liu. Inhibition of human UDP-glucuronosyltransferase enzymes by midostaurin and ruxolitinib: implications for drug-drug interactions. Biopharmaceutics & drug disposition. 2020 Jun; 41(6):231-238. doi: 10.1002/bdd.2241. [PMID: 32436276]
  • Xingrui He, Yuan Gao, Zi Hui, Guodong Shen, Shuo Wang, Tian Xie, Xiang-Yang Ye. 4-Hydroxy-3-methylbenzofuran-2-carbohydrazones as novel LSD1 inhibitors. Bioorganic & medicinal chemistry letters. 2020 05; 30(10):127109. doi: 10.1016/j.bmcl.2020.127109. [PMID: 32201021]
  • Jonathan D Pankow, Guillaume Richard-Carpentier, Naval G Daver, William F Glass, Jaya Kala. Unique case of ANCA-negative pauci-immune necrotizing glomerulonephritis with diffuse alveolar hemorrhage, potentially associated with midostaurin. CEN case reports. 2020 05; 9(2):147-151. doi: 10.1007/s13730-020-00443-3. [PMID: 31955389]
  • Benjamin K Tomlinson, Molly M Gallogly, Donna M Kane, Leland Metheny, Hillard M Lazarus, Basem M William, Michael D Craig, Mark J Levis, Brenda W Cooper. A Phase II Study of Midostaurin and 5-Azacitidine for Untreated Elderly and Unfit Patients With FLT3 Wild-type Acute Myelogenous Leukemia. Clinical lymphoma, myeloma & leukemia. 2020 04; 20(4):226-233.e1. doi: 10.1016/j.clml.2019.10.018. [PMID: 32085993]
  • Robert Mancini, Leslie LaMontagne, Travis Williams, William Kreisle, Finn Petersen. Midostaurin and cyclosporine drug interaction: A case report. Journal of clinical pharmacy and therapeutics. 2020 Apr; 45(2):384-387. doi: 10.1111/jcpt.13077. [PMID: 31782821]
  • Marta Almada, Patrícia Alves, Bruno M Fonseca, Félix Carvalho, Cláudio R Queirós, Helena Gaspar, Cristina Amaral, Natércia A Teixeira, Georgina Correia-da-Silva. Synthetic cannabinoids JWH-018, JWH-122, UR-144 and the phytocannabinoid THC activate apoptosis in placental cells. Toxicology letters. 2020 Feb; 319(?):129-137. doi: 10.1016/j.toxlet.2019.11.004. [PMID: 31730886]
  • Jing Guo, Tingting Wang, Tianxiao Wu, Kehan Zhang, Wenbo Yin, Mingyue Zhu, Yu Pang, Chenzhou Hao, Zhonggui He, Maosheng Cheng, Yang Liu, Jiang Zheng, Jingkai Gu, Dongmei Zhao. Synthesis, bioconversion, pharmacokinetic and pharmacodynamic evaluation of N-isopropyl-oxy-carbonyloxymethyl prodrugs of CZh-226, a potent and selective PAK4 inhibitor. European journal of medicinal chemistry. 2020 Jan; 186(?):111878. doi: 10.1016/j.ejmech.2019.111878. [PMID: 31757524]
  • Xiao Lv, Xiaoxiao Yang, Mei-Miao Zhan, Peichang Cao, Shihong Zheng, Ruijun Peng, Jihong Han, Zhouling Xie, Zhengchao Tu, Chenzhong Liao. Structure-based design and SAR development of novel selective polo-like kinase 1 inhibitors having the tetrahydropteridin scaffold. European journal of medicinal chemistry. 2019 Dec; 184(?):111769. doi: 10.1016/j.ejmech.2019.111769. [PMID: 31629162]
  • Gurpinder Kaur, Daniela Stallmann, Nancy Schanze, Rosmarie Laumann, Lukas Andreas Heger, Johannes Steinfurt, Peter Stachon, Karlheinz Peter, Christoph Bode, Martin Moser, Ingo Ahrens, Daniel Duerschmied, Marcus Hortmann. Extracellular HtrA2 Induces Apoptosis in Human Umbilical Vein Endothelial Cells. International journal of molecular sciences. 2019 Oct; 20(21):. doi: 10.3390/ijms20215446. [PMID: 31683713]
  • Daniel A Polasky, Sugyan M Dixit, Daniel D Vallejo, Kathryn D Kulju, Brandon T Ruotolo. An Algorithm for Building Multi-State Classifiers Based on Collision-Induced Unfolding Data. Analytical chemistry. 2019 08; 91(16):10407-10412. doi: 10.1021/acs.analchem.9b02650. [PMID: 31310505]
  • Barbara S Sixt, Carlos Núñez-Otero, Oliver Kepp, Raphael H Valdivia, Guido Kroemer. Chlamydia trachomatis fails to protect its growth niche against pro-apoptotic insults. Cell death and differentiation. 2019 08; 26(8):1485-1500. doi: 10.1038/s41418-018-0224-2. [PMID: 30375511]
  • Agnes Ulfig, Anton V Schulz, Alexandra Müller, Natalie Lupilov, Lars I Leichert. N-chlorination mediates protective and immunomodulatory effects of oxidized human plasma proteins. eLife. 2019 07; 8(?):. doi: 10.7554/elife.47395. [PMID: 31298656]
  • Eris Tollkuci, Amanda Seddon, Laura Geswein, Musa Mulseh. Midostaurin administration in two hemodialysis patients. Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners. 2019 Jul; 25(5):1285-1288. doi: 10.1177/1078155218801067. [PMID: 30253726]
  • Kanoktip Puttaraksa, Heidi Pirttinen, Kati Karvonen, Jonna Nykky, Stanley J Naides, Leona Gilbert. Parvovirus B19V Nonstructural Protein NS1 Induces Double-Stranded Deoxyribonucleic Acid Autoantibodies and End-Organ Damage in Nonautoimmune Mice. The Journal of infectious diseases. 2019 04; 219(9):1418-1429. doi: 10.1093/infdis/jiy614. [PMID: 30346568]
  • Animesh Pardanani. Systemic mastocytosis in adults: 2019 update on diagnosis, risk stratification and management. American journal of hematology. 2019 03; 94(3):363-377. doi: 10.1002/ajh.25371. [PMID: 30536695]
  • Anne M Filppula, Tiffany M Mustonen, Janne T Backman. In Vitro Screening of Six Protein Kinase Inhibitors for Time-Dependent Inhibition of CYP2C8 and CYP3A4: Possible Implications with regard to Drug-Drug Interactions. Basic & clinical pharmacology & toxicology. 2018 Dec; 123(6):739-748. doi: 10.1111/bcpt.13088. [PMID: 29956478]
  • Xiaoyun Lu, Tao Zhang, Su-Jie Zhu, Qiuju Xun, Lingjiang Tong, Xianglong Hu, Yan Li, Shingpan Chan, Yi Su, Yiming Sun, Yi Chen, Jian Ding, Cai-Hong Yun, Hua Xie, Ke Ding. Discovery of JND3229 as a New EGFRC797S Mutant Inhibitor with In Vivo Monodrug Efficacy. ACS medicinal chemistry letters. 2018 Nov; 9(11):1123-1127. doi: 10.1021/acsmedchemlett.8b00373. [PMID: 30429956]
  • Paul W Manley, Giorgio Caravatti, Pascal Furet, Johannes Roesel, Phi Tran, Trixie Wagner, Markus Wartmann. Comparison of the Kinase Profile of Midostaurin (Rydapt) with That of Its Predominant Metabolites and the Potential Relevance of Some Newly Identified Targets to Leukemia Therapy. Biochemistry. 2018 09; 57(38):5576-5590. doi: 10.1021/acs.biochem.8b00727. [PMID: 30148617]
  • Yulin Ren, Gerardo D Anaya-Eugenio, Austin A Czarnecki, Tran Ngoc Ninh, Chunhua Yuan, Hee-Byung Chai, Djaja D Soejarto, Joanna E Burdette, Esperanza J Carcache de Blanco, A Douglas Kinghorn. Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives. Bioorganic & medicinal chemistry. 2018 08; 26(15):4452-4460. doi: 10.1016/j.bmc.2018.07.025. [PMID: 30057155]
  • Michael A Model, Nathan J Mudrak, Priyanka S Rana, Robert J Clements. Staurosporine-induced apoptotic water loss is cell- and attachment-specific. Apoptosis : an international journal on programmed cell death. 2018 08; 23(7-8):449-455. doi: 10.1007/s10495-018-1471-x. [PMID: 29978434]
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  • Yikai Wang, Zhengxia Chen, Meibi Dai, Peipei Sun, Chunqiu Wang, Yang Gao, Haixia Zhao, Wenqin Zeng, Liang Shen, Weifeng Mao, Tian Wang, Guoping Hu, Jian Li, Shuhui Chen, Chaofeng Long, Xiaoxin Chen, Junhua Liu, Yang Zhang. Discovery and optimization of selective FGFR4 inhibitors via scaffold hopping. Bioorganic & medicinal chemistry letters. 2017 06; 27(11):2420-2423. doi: 10.1016/j.bmcl.2017.04.014. [PMID: 28433531]
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  • Mohamad Jawhar, Juliana Schwaab, Manja Meggendorfer, Nicole Naumann, Hans-Peter Horny, Karl Sotlar, Torsten Haferlach, Karla Schmitt, Alice Fabarius, Peter Valent, Wolf-Karsten Hofmann, Nicholas C P Cross, Georgia Metzgeroth, Andreas Reiter. The clinical and molecular diversity of mast cell leukemia with or without associated hematologic neoplasm. Haematologica. 2017 06; 102(6):1035-1043. doi: 10.3324/haematol.2017.163964. [PMID: 28255023]
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  • Xiaoqiu Liu, Simon S Wong, Carmen A Taype, Jeeyeon Kim, Tzu-Pin Shentu, Celia R Espinoza, J Cameron Finley, John E Bradley, Brian P Head, Hemal H Patel, Emma J Mah, James S Hagood. Thy-1 interaction with Fas in lipid rafts regulates fibroblast apoptosis and lung injury resolution. Laboratory investigation; a journal of technical methods and pathology. 2017 03; 97(3):256-267. doi: 10.1038/labinvest.2016.145. [PMID: 28165468]
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