6-Bromoindirubin-3-oxime (BioDeep_00000838038)
代谢物信息卡片
化学式: C16H10BrN3O2 (354.995634)
中文名称: GSK 3抑制剂IX
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=C1)C(=C(N2)C3=C(NC4=C3C=CC(=C4)Br)O)N=O
InChI: InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18-19,21H
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:91343
- ChEBI: CHEBI:86290
- PubChem: 448949
- DrugBank: DB03444
- ChEMBL: CHEMBL2178734
- ChEMBL: CHEMBL243555
- ChEMBL: CHEMBL355496
- CAS: 667463-62-9
- CAS: 710323-58-3
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
- Chatvadee Kornsuthisopon, Sunisa Rochanavibhata, Nunthawan Nowwarote, Kevin A Tompkins, Waleerat Sukarawan, Thanaphum Osathanon. 6-Bromoindirubin-3'-Oxime Regulates Colony Formation, Apoptosis, and Odonto/Osteogenic Differentiation in Human Dental Pulp Stem Cells.
International journal of molecular sciences.
2022 Aug; 23(15):. doi:
10.3390/ijms23158676
. [PMID: 35955809] - Jung Sun Park, In Ae Jung, Hong Sang Choi, Dong-Hyun Kim, Hoon In Choi, Eun Hui Bae, Seong Kwon Ma, Soo Wan Kim. Anti-fibrotic effect of 6-bromo-indirubin-3'-oxime (6-BIO) via regulation of activator protein-1 (AP-1) and specificity protein-1 (SP-1) transcription factors in kidney cells.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2022 Jan; 145(?):112402. doi:
10.1016/j.biopha.2021.112402
. [PMID: 34773763] - Hezhen Wang, Zhiyuan Wang, Chunyong Wei, Jing Wang, Yingshu Xu, Guohui Bai, Qizheng Yao, Lei Zhang, Yongzheng Chen. Anticancer potential of indirubins in medicinal chemistry: Biological activity, structural modification, and structure-activity relationship.
European journal of medicinal chemistry.
2021 Nov; 223(?):113652. doi:
10.1016/j.ejmech.2021.113652
. [PMID: 34161865] - Donghao Guo, Lizhen Cheng, Yun Shen, Wei Li, Qinjie Li, Yuan Zhong, Ya Miao. 6-Bromoindirubin-3'-oxime (6BIO) prevents myocardium from aging by inducing autophagy.
Aging.
2020 12; 12(24):26047-26062. doi:
10.18632/aging.202253
. [PMID: 33401248] - Zhaoxing Sun, Sujuan Xu, Qiaoting Cai, Weiran Zhou, Xiaoyan Jiao, Manchen Bao, Xiaofang Yu. Wnt/β-catenin agonist BIO alleviates cisplatin-induced nephrotoxicity without compromising its efficacy of anti-proliferation in ovarian cancer.
Life sciences.
2020 Dec; 263(?):118672. doi:
10.1016/j.lfs.2020.118672
. [PMID: 33121990] - Anna Czapka, Stefanie König, Carlo Pergola, Christian Grune, Konstantina Vougogiannopoulou, Alexios-Leandros Skaltsounis, Dagmar Fischer, Oliver Werz. The indirubin derivative 6-bromoindirubin-3'-glycerol-oxime ether (6BIGOE) potently modulates inflammatory cytokine and prostaglandin release from human monocytes through GSK-3 interference.
Biochemical pharmacology.
2020 10; 180(?):114170. doi:
10.1016/j.bcp.2020.114170
. [PMID: 32710971] - Manga Motrapu, Monika Katarzyna Świderska, Irene Mesas, Julian Aurelio Marschner, Yutian Lei, Laura Martinez Valenzuela, Jia Fu, Kyung Lee, Maria Lucia Angelotti, Giulia Antonelli, Paola Romagnani, Hans-Joachim Anders, Lidia Anguiano. Drug Testing for Residual Progression of Diabetic Kidney Disease in Mice Beyond Therapy with Metformin, Ramipril, and Empagliflozin.
Journal of the American Society of Nephrology : JASN.
2020 08; 31(8):1729-1745. doi:
10.1681/asn.2019070703
. [PMID: 32576600] - Arvydas Dapkunas, Ville Rantanen, Yujuan Gui, Maciej Lalowski, Kirsi Sainio, Satu Kuure, Hannu Sariola. Simple 3D culture of dissociated kidney mesenchyme mimics nephron progenitor niche and facilitates nephrogenesis Wnt-independently.
Scientific reports.
2019 09; 9(1):13433. doi:
10.1038/s41598-019-49526-x
. [PMID: 31530822] - Shweta Sinha, Mukesh Doble, S L Manju. 5-Lipoxygenase as a drug target: A review on trends in inhibitors structural design, SAR and mechanism based approach.
Bioorganic & medicinal chemistry.
2019 09; 27(17):3745-3759. doi:
10.1016/j.bmc.2019.06.040
. [PMID: 31331653] - Job Tchoumtchoua, Maria Halabalaki, Evangelos Gikas, Anthony Tsarbopoulos, Nikoletta Fotaki, Lucy Liu, Sangkil Nam, Richard Jove, Leandros A Skaltsounis. Preliminary pharmacokinetic study of the anticancer 6BIO in mice using an UHPLC-MS/MS approach.
Journal of pharmaceutical and biomedical analysis.
2019 Feb; 164(?):317-325. doi:
10.1016/j.jpba.2018.10.039
. [PMID: 30412805] - Eleni N Tsakiri, Nicolas Gaboriaud-Kolar, Kalliopi K Iliaki, Job Tchoumtchoua, Eleni-Dimitra Papanagnou, Sofia Chatzigeorgiou, Konstantinos D Tallas, Emmanuel Mikros, Maria Halabalaki, Alexios-Leandros Skaltsounis, Ioannis P Trougakos. The Indirubin Derivative 6-Bromoindirubin-3'-Oxime Activates Proteostatic Modules, Reprograms Cellular Bioenergetic Pathways, and Exerts Antiaging Effects.
Antioxidants & redox signaling.
2017 Nov; 27(14):1027-1047. doi:
10.1089/ars.2016.6910
. [PMID: 28253732] - Richard W Naylor, Hwa In Han, Neil A Hukriede, Alan J Davidson. Wnt8a expands the pool of embryonic kidney progenitors in zebrafish.
Developmental biology.
2017 05; 425(2):130-141. doi:
10.1016/j.ydbio.2017.03.027
. [PMID: 28359809] - Nicolas Gaboriaud-Kolar, Vasillios Myrianthopoulos, Konstantina Vougogiannopoulou, Panagiotis Gerolymatos, David A Horne, Richard Jove, Emmanuel Mikros, Sangkil Nam, Alexios-Leandros Skaltsounis. Natural-Based Indirubins Display Potent Cytotoxicity toward Wild-Type and T315I-Resistant Leukemia Cell Lines.
Journal of natural products.
2016 10; 79(10):2464-2471. doi:
10.1021/acs.jnatprod.6b00285
. [PMID: 27726390] - Laura Lasagni, Maria Lucia Angelotti, Elisa Ronconi, Duccio Lombardi, Sara Nardi, Anna Peired, Francesca Becherucci, Benedetta Mazzinghi, Alessandro Sisti, Simone Romoli, Alexa Burger, Beat Schaefer, Annamaria Buccoliero, Elena Lazzeri, Paola Romagnani. Podocyte Regeneration Driven by Renal Progenitors Determines Glomerular Disease Remission and Can Be Pharmacologically Enhanced.
Stem cell reports.
2015 Aug; 5(2):248-63. doi:
10.1016/j.stemcr.2015.07.003
. [PMID: 26235895] - Jisun Paeng, Jae Hyun Chang, Sun Ha Lee, Bo Young Nam, Hye-Young Kang, Seonghun Kim, Hyung Jung Oh, Jung Tak Park, Seung Hyeok Han, Tae-Hyun Yoo, Shin-Wook Kang. Enhanced glycogen synthase kinase-3β activity mediates podocyte apoptosis under diabetic conditions.
Apoptosis : an international journal on programmed cell death.
2014 Dec; 19(12):1678-90. doi:
10.1007/s10495-014-1037-5
. [PMID: 25284613] - Adrian Kee Keong Teo, Ivan Achel Valdez, Ercument Dirice, Rohit N Kulkarni. Comparable generation of activin-induced definitive endoderm via additive Wnt or BMP signaling in absence of serum.
Stem cell reports.
2014 Jul; 3(1):5-14. doi:
10.1016/j.stemcr.2014.05.007
. [PMID: 25068117] - Akiko Nagai, Tatsuya Hattori, Michiko Hirose, Atsuo Ogura, Kosuke Nozaki, Mamoru Aizawa, Kimihiro Yamashita. Mouse embryonic stem cells cultured under serum- and feeder-free conditions maintain their self-renewal capacity on hydroxyapatite.
Materials science & engineering. C, Materials for biological applications.
2014 Jan; 34(?):214-20. doi:
10.1016/j.msec.2013.09.012
. [PMID: 24268252] - Oren Caspi, Irit Huber, Amira Gepstein, Gil Arbel, Leonid Maizels, Monther Boulos, Lior Gepstein. Modeling of arrhythmogenic right ventricular cardiomyopathy with human induced pluripotent stem cells.
Circulation. Cardiovascular genetics.
2013 Dec; 6(6):557-68. doi:
10.1161/circgenetics.113.000188
. [PMID: 24200905] - Tania Tahtouh, Jonathan M Elkins, Panagis Filippakopoulos, Meera Soundararajan, Guillaume Burgy, Emilie Durieu, Claude Cochet, Ralf S Schmid, Donald C Lo, Florent Delhommel, Anselm E Oberholzer, Laurence H Pearl, François Carreaux, Jean-Pierre Bazureau, Stefan Knapp, Laurent Meijer. Selectivity, cocrystal structures, and neuroprotective properties of leucettines, a family of protein kinase inhibitors derived from the marine sponge alkaloid leucettamine B.
Journal of medicinal chemistry.
2012 Nov; 55(21):9312-30. doi:
10.1021/jm301034u
. [PMID: 22998443] - Ngoc-Tung Tran, Quynh-Mai Trinh, Gyun Min Lee, Yong-Mahn Han. Efficient differentiation of human pluripotent stem cells into mesenchymal stem cells by modulating intracellular signaling pathways in a feeder/serum-free system.
Stem cells and development.
2012 May; 21(7):1165-75. doi:
10.1089/scd.2011.0346
. [PMID: 21793661] - W Grady Gunn, Ulf Krause, Narae Lee, Carl A Gregory. Pharmaceutical inhibition of glycogen synthetase kinase-3β reduces multiple myeloma-induced bone disease in a novel murine plasmacytoma xenograft model.
Blood.
2011 Feb; 117(5):1641-51. doi:
10.1182/blood-2010-09-308171
. [PMID: 21123822] - W-H Ho, Y-Y Lee, L-Y Chang, Y-T Chen, T-Y Liu, S-L Hung. Effects of areca nut extract on the apoptosis pathways in human neutrophils.
Journal of periodontal research.
2010 Jun; 45(3):412-20. doi:
10.1111/j.1600-0765.2009.01253.x
. [PMID: 20337889] - Mounira Abiola, Maryline Favier, Eleni Christodoulou-Vafeiadou, Anne-Lise Pichard, Isabelle Martelly, Isabelle Guillet-Deniau. Activation of Wnt/beta-catenin signaling increases insulin sensitivity through a reciprocal regulation of Wnt10b and SREBP-1c in skeletal muscle cells.
PloS one.
2009 Dec; 4(12):e8509. doi:
10.1371/journal.pone.0008509
. [PMID: 20041157] - Hiromu Sato, Keiko Amagai, Rie Shimizukawa, Yoshitaka Tamai. Stable generation of serum- and feeder-free embryonic stem cell-derived mice with full germline-competency by using a GSK3 specific inhibitor.
Genesis (New York, N.Y. : 2000).
2009 Jun; 47(6):414-22. doi:
10.1002/dvg.20514
. [PMID: 19391115] - Yoan Ferandin, Karima Bettayeb, Marina Kritsanida, Olivier Lozach, Panagiotis Polychronopoulos, Prokopios Magiatis, Alexios-Leandros Skaltsounis, Laurent Meijer. 3'-Substituted 7-halogenoindirubins, a new class of cell death inducing agents.
Journal of medicinal chemistry.
2006 Jul; 49(15):4638-49. doi:
10.1021/jm060314i
. [PMID: 16854069] - Diviya Sinha, Zhiyong Wang, Kathleen L Ruchalski, Jerrold S Levine, Selvi Krishnan, Wilfred Lieberthal, John H Schwartz, Steven C Borkan. Lithium activates the Wnt and phosphatidylinositol 3-kinase Akt signaling pathways to promote cell survival in the absence of soluble survival factors.
American journal of physiology. Renal physiology.
2005 Apr; 288(4):F703-13. doi:
10.1152/ajprenal.00189.2004
. [PMID: 15572521]