Olomoucine (BioDeep_00000017899)
human metabolite
代谢物信息卡片
化学式: C15H18N6O (298.1542018)
中文名称: 2-(2-羟基乙基氨基)-9-甲基-6-(苄基氨基)嘌呤
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C=NC2=C(N=C(N=C21)NCCO)NCC3=CC=CC=C3
InChI: InChI=1S/C15H18N6O/c1-21-10-18-12-13(17-9-11-5-3-2-4-6-11)19-15(16-7-8-22)20-14(12)21/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)
描述信息
Olomoucine is found in root vegetables. Olomoucine is a constituent of the cotyledons of radish
D006133 - Growth Substances > D010937 - Plant Growth Regulators > D003583 - Cytokinins
Constituent of the cotyledons of radish. Olomoucine is found in root vegetables.
D004791 - Enzyme Inhibitors
同义名列表
15 个代谢物同义名
2-[[9-Methyl-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]ethanol, 9ci; 2-[[9-Methyl-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-ethanol; 2-{[6-(benzylamino)-9-methyl-9H-purin-2-yl]amino}ethan-1-ol; 2-[[9-Methyl-6-(phenylmethylamino)purin-2-yl]amino]ethanol; 2-(2-hydroxyethylamino)-6-benzylamino-9-Isopropylpurine; 2-(2-Hydroxyethylamino)-6-(benzylamino)-9-methylpurine; 6-(Benzylamino)-2-(2-hydroxyethylamino)-9-methylpurine; 2-(2-hydroxyethylamino)-6-benzylamino-9-Methylpurine; 6-benzylamino-2-[2-hydroxyethylamino]-9-Methylpurine; 6-benzylamino-2-(2-hydroxyethylamino)-9-Methylpurine; 2-(Hydroxyethylamino)-6-benzylamino-9-methylpurine; olomoucine; Olomucine; 4ERK; OLO
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:44661
- PubChem: 4592
- HMDB: HMDB0035233
- DrugBank: DB02116
- ChEMBL: CHEMBL280074
- Wikipedia: Glial scar
- MetaCyc: CPD-5442
- foodb: FDB013890
- chemspider: 4431
- CAS: 101622-51-9
- PMhub: MS000000979
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)
1 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
- Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964
. [PMID: 31515284] - Bobby Bhatia, Chad R Potts, Cemile Guldal, SunPhil Choi, Andrey Korshunov, Stefan Pfister, Anna M Kenney, Zaher A Nahlé. Hedgehog-mediated regulation of PPARγ controls metabolic patterns in neural precursors and shh-driven medulloblastoma.
Acta neuropathologica.
2012 Apr; 123(4):587-600. doi:
10.1007/s00401-012-0968-6
. [PMID: 22407012] - Ia A Sheremet, A I Emets, A Azmi, K Vissenberg, J-P Verbelen, Ia B Blium. [Effect of inhibitors serine/threonine protein kinases and protein phosphatases on mitosis progression of synchronized tobacco by-2 cells].
TSitologiia i genetika.
2012 Mar; 46(2):3-11. doi:
"
. [PMID: 22679818] - Liat Josefsberg Ben-Yehoshua, Katia Beider, Avichai Shimoni, Olga Ostrovsky, Michal Samookh, Amnon Peled, Arnon Nagler. Characterization of cyclin E expression in multiple myeloma and its functional role in seliciclib-induced apoptotic cell death.
PloS one.
2012; 7(4):e33856. doi:
10.1371/journal.pone.0033856
. [PMID: 22558078] - Michal Siller, Pavel Anzenbacher, Eva Anzenbacherová, Karel Doležal, Miroslav Strnad. In vitro interaction of a novel neutrophil growth factor with human liver microsomal cytochromes P450 and the contribution of UDP-glucuronosyltransferases to its metabolism.
Xenobiotica; the fate of foreign compounds in biological systems.
2011 Nov; 41(11):934-44. doi:
10.3109/00498254.2011.593209
. [PMID: 21745145] - Hiromi Shimomura, Akane Imai, Tomoko Nashida. Evidence for amylase release by cyclin-dependent kinase 5 in the rat parotid.
Archives of biochemistry and biophysics.
2011 Mar; 507(2):310-4. doi:
10.1016/j.abb.2010.12.025
. [PMID: 21187058] - Karel Smejkal, Jana Svacinová, Tereza Slapetová, Kristýna Schneiderová, Stefano Dall'acqua, Gabbriella Innocenti, Veronika Závalová, Peter Kollár, Stanislav Chudík, Radek Marek, Ondrej Julínek, Marie Urbanová, Murat Kartal, Marek Csöllei, Karel Dolezal. Cytotoxic activities of several geranyl-substituted flavanones.
Journal of natural products.
2010 Apr; 73(4):568-72. doi:
10.1021/np900681y
. [PMID: 20192247] - Ho Sook Choi, Sul-Hee Chung. Roscovitine increases intracellular calcium release and capacitative calcium entry in PC12 cells.
Neuroscience letters.
2010 Jan; 469(1):141-4. doi:
10.1016/j.neulet.2009.11.061
. [PMID: 19944738] - David A Price, Alexander Sorkin, Nancy R Zahniser. Cyclin-dependent kinase 5 inhibitors: inhibition of dopamine transporter activity.
Molecular pharmacology.
2009 Oct; 76(4):812-23. doi:
10.1124/mol.109.056978
. [PMID: 19628755] - Ran An, Yuichiro Hagiya, Ai Tamura, Shanshan Li, Hikaru Saito, Daisuke Tokushima, Toshihisa Ishikawa. Cellular phototoxicity evoked through the inhibition of human ABC transporter ABCG2 by cyclin-dependent kinase inhibitors in vitro.
Pharmaceutical research.
2009 Feb; 26(2):449-58. doi:
10.1007/s11095-008-9738-5
. [PMID: 18841444] - Shuichi Okada, Eijiro Yamada, Tsugumichi Saito, Kihachi Ohshima, Koshi Hashimoto, Masanobu Yamada, Yutaka Uehara, Takafumi Tsuchiya, Hiroyuki Shimizu, Kazuaki Tatei, Takashi Izumi, Keishi Yamauchi, Shin-Ichi Hisanaga, Jeffrey E Pessin, Masatomo Mori. CDK5-dependent phosphorylation of the Rho family GTPase TC10(alpha) regulates insulin-stimulated GLUT4 translocation.
The Journal of biological chemistry.
2008 Dec; 283(51):35455-63. doi:
10.1074/jbc.m806531200
. [PMID: 18948252] - Hana Pospísilová, Marek Sebela, Ondrej Novák, Ivo Frébort. Hydrolytic cleavage of N6-substituted adenine derivatives by eukaryotic adenine and adenosine deaminases.
Bioscience reports.
2008 Dec; 28(6):335-47. doi:
10.1042/bsr20080081
. [PMID: 18673302] - Aurora Lara-Núñez, Natividad de Jesús, Jorge M Vázquez-Ramos. Maize D4;1 and D5 cyclin proteins in germinating maize. Associated kinase activity and regulation by phytohormones.
Physiologia plantarum.
2008 Jan; 132(1):79-88. doi:
10.1111/j.1399-3054.2007.00995.x
. [PMID: 18251872] - Jerry E Johnson, Guy A Perkins, Anand Giddabasappa, Shawntay Chaney, Weimin Xiao, Andrew D White, Joshua M Brown, Jenna Waggoner, Mark H Ellisman, Donald A Fox. Spatiotemporal regulation of ATP and Ca2+ dynamics in vertebrate rod and cone ribbon synapses.
Molecular vision.
2007 Jun; 13(?):887-919. doi:
. [PMID: 17653034]
- C Benson, J White, J De Bono, A O'Donnell, F Raynaud, C Cruickshank, H McGrath, M Walton, P Workman, S Kaye, J Cassidy, A Gianella-Borradori, I Judson, C Twelves. A phase I trial of the selective oral cyclin-dependent kinase inhibitor seliciclib (CYC202; R-Roscovitine), administered twice daily for 7 days every 21 days.
British journal of cancer.
2007 Jan; 96(1):29-37. doi:
10.1038/sj.bjc.6603509
. [PMID: 17179992] - Javier Moreno-Farre, Yasmin Asad, Simon Pacey, Paul Workman, Florence I Raynaud. Development and validation of a liquid chromatography/tandem mass spectrometry method for the determination of the novel anticancer agent 17-DMAG in human plasma.
Rapid communications in mass spectrometry : RCM.
2006; 20(19):2845-50. doi:
10.1002/rcm.2668
. [PMID: 16941534] - Natalia Correa-Aragunde, Magdalena Graziano, Christian Chevalier, Lorenzo Lamattina. Nitric oxide modulates the expression of cell cycle regulatory genes during lateral root formation in tomato.
Journal of experimental botany.
2006; 57(3):581-8. doi:
10.1093/jxb/erj045
. [PMID: 16410257] - Florence I Raynaud, Steven R Whittaker, Peter M Fischer, Steven McClue, Michael I Walton, S Elaine Barrie, Michelle D Garrett, Paul Rogers, Simon J Clarke, Lloyd R Kelland, Melanie Valenti, Lisa Brunton, Suzanne Eccles, David P Lane, Paul Workman. In vitro and in vivo pharmacokinetic-pharmacodynamic relationships for the trisubstituted aminopurine cyclin-dependent kinase inhibitors olomoucine, bohemine and CYC202.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2005 Jul; 11(13):4875-87. doi:
10.1158/1078-0432.ccr-04-2264
. [PMID: 16000586] - Claudia Banchio, Luis M Schang, Dennis E Vance. Phosphorylation of Sp1 by cyclin-dependent kinase 2 modulates the role of Sp1 in CTP:phosphocholine cytidylyltransferase alpha regulation during the S phase of the cell cycle.
The Journal of biological chemistry.
2004 Sep; 279(38):40220-6. doi:
10.1074/jbc.m406468200
. [PMID: 15247247] - Peter M Price, Robert L Safirstein, Judit Megyesi. Protection of renal cells from cisplatin toxicity by cell cycle inhibitors.
American journal of physiology. Renal physiology.
2004 Feb; 286(2):F378-84. doi:
10.1152/ajprenal.00192.2003
. [PMID: 12965891] - Y S Yu, X S Sun, H N Jiang, Y Han, C B Zhao, J H Tan. Studies of the cell cycle of in vitro cultured skin fibroblasts in goats: work in progress.
Theriogenology.
2003 Mar; 59(5-6):1277-89. doi:
10.1016/s0093-691x(02)01193-7
. [PMID: 12527075] - K Cervenková, M Belejová, Z Chmela, M Rypka, D Riegrová, K Michnová, K Michalíková, I Súrová, A Brejcha, J Hanus, B Cerný, K Fuksová, L Havlícek, J Veselý. In vitro glycosidation potential towards olomoucine-type cyclin-dependent kinase inhibitors in rodent and primate microsomes.
Physiological research.
2003; 52(4):467-74. doi:
NULL
. [PMID: 12899660] - Hongchang Cui, Nina V Fedoroff. Inducible DNA demethylation mediated by the maize Suppressor-mutator transposon-encoded TnpA protein.
The Plant cell.
2002 Nov; 14(11):2883-99. doi:
10.1105/tpc.006163
. [PMID: 12417708] - María de la Paz Sánchez, Alma Torres, Maria Beatrice Boniotti, Crisanto Gutierrez, Jorge M Vázquez-Ramo. PCNA protein associates to Cdk-A type protein kinases in germinating maize.
Plant molecular biology.
2002 Sep; 50(2):167-75. doi:
10.1023/a:1016029001537
. [PMID: 12175010] - C Dietrich, D Faust, S Budt, M Moskwa, A Kunz, K-W Bock, F Oesch. 2,3,7,8-tetrachlorodibenzo-p-dioxin-dependent release from contact inhibition in WB-F344 cells: involvement of cyclin A.
Toxicology and applied pharmacology.
2002 Sep; 183(2):117-26. doi:
10.1006/taap.2002.9475
. [PMID: 12387751] - Ya-Juan Zheng, Tetsushi Furukawa, Takehiko Ogura, Kimitaka Tajimi, Nobuya Inagaki. M phase-specific expression and phosphorylation-dependent ubiquitination of the ClC-2 channel.
The Journal of biological chemistry.
2002 Aug; 277(35):32268-73. doi:
10.1074/jbc.m202105200
. [PMID: 12105212] - Jung-Jin Choi, Yu-Kyoung Oh, Hyun-Soo Kim, Hyoung-Chun Kim, Kwang Ho Ko, Won-Ki Kim. Mimosine prevents the death of glucose-deprived immunostimulated astrocytes by scavenging peroxynitrite.
Glia.
2002 Jul; 39(1):37-46. doi:
10.1002/glia.10084
. [PMID: 12112374] - Kazuhito Tomizawa, Jun Ohta, Masayuki Matsushita, Akiyoshi Moriwaki, Sheng-Tian Li, Kohji Takei, Hideki Matsui. Cdk5/p35 regulates neurotransmitter release through phosphorylation and downregulation of P/Q-type voltage-dependent calcium channel activity.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2002 Apr; 22(7):2590-7. doi:
20026252
. [PMID: 11923424] - K Vermeulen, M Strnad, V Krystof, L Havlícek, A Van der Aa, M Lenjou, G Nijs, I Rodrigus, B Stockman, H van Onckelen, D R Van Bockstaele, Z N Berneman. Antiproliferative effect of plant cytokinin analogues with an inhibitory activity on cyclin-dependent kinases.
Leukemia.
2002 Mar; 16(3):299-305. doi:
10.1038/sj.leu.2402378
. [PMID: 11896531] - Barbara Müller, Tilo Patschinsky, Hans-Georg Kräusslich. The late-domain-containing protein p6 is the predominant phosphoprotein of human immunodeficiency virus type 1 particles.
Journal of virology.
2002 Feb; 76(3):1015-24. doi:
10.1128/jvi.76.3.1015-1024.2002
. [PMID: 11773377] - C W Tsai, S M Wolniak. Cell cycle arrest allows centrin translation but not basal body formation during spermiogenesis in Marsilea.
Journal of cell science.
2001 Dec; 114(Pt 23):4265-72. doi:
10.1242/jcs.114.23.4265
. [PMID: 11739658] - F Corellou, C Brownlee, B Kloareg, F Y Bouget. Cell cycle-dependent control of polarised development by a cyclin-dependent kinase-like protein in the Fucus zygote.
Development (Cambridge, England).
2001 Nov; 128(21):4383-92. doi:
10.1242/dev.128.21.4383
. [PMID: 11684672] - H D Schmitz. Reversible nuclear translocation of glyceraldehyde-3-phosphate dehydrogenase upon serum depletion.
European journal of cell biology.
2001 Jun; 80(6):419-27. doi:
10.1078/0171-9335-00174
. [PMID: 11484933] - P Z Anastasiadis, H Jiang, L Bezin, D M Kuhn, R A Levine. Tetrahydrobiopterin enhances apoptotic PC12 cell death following withdrawal of trophic support.
The Journal of biological chemistry.
2001 Mar; 276(12):9050-8. doi:
10.1074/jbc.m006570200
. [PMID: 11124941] - F Corellou, C Brownlee, L Detivaud, B Kloareg, F Y Bouget. Cell cycle in the fucus zygote parallels a somatic cell cycle but displays a unique translational regulation of cyclin-dependent kinases.
The Plant cell.
2001 Mar; 13(3):585-98. doi:
10.1105/tpc.13.3.585
. [PMID: 11251098] - N Lambeng, P P Michel, Y Agid, M Ruberg. The relationship between differentiation and survival in PC12 cells treated with cyclic adenosine monophosphate in the presence of epidermal growth factor or nerve growth factor.
Neuroscience letters.
2001 Jan; 297(2):133-6. doi:
10.1016/s0304-3940(00)01690-6
. [PMID: 11121888] - M Ikeda, A Fukuda, M Takagi, M Morita, Y Shimada. Inhibitory effect of pentalenolactone on vascular smooth muscle cell proliferation.
European journal of pharmacology.
2001 Jan; 411(1-2):45-53. doi:
10.1016/s0014-2999(00)00894-3
. [PMID: 11137857] - F Corellou, S R Bisgrove, D L Kropf, L Meijer, B Kloareg, F Y Bouget. A S/M DNA replication checkpoint prevents nuclear and cytoplasmic events of cell division including centrosomal axis alignment and inhibits activation of cyclin-dependent kinase-like proteins in fucoid zygotes.
Development (Cambridge, England).
2000 Apr; 127(8):1651-60. doi:
10.1242/dev.127.8.1651
. [PMID: 10725241] - J Vivekananda, V Awasthi, S Awasthi, D B Smith, R J King. Hepatocyte growth factor is elevated in chronic lung injury and inhibits surfactant metabolism.
American journal of physiology. Lung cellular and molecular physiology.
2000 Feb; 278(2):L382-92. doi:
10.1152/ajplung.2000.278.2.l382
. [PMID: 10666123] - K Lu, C Shih, B A Teicher. Expression of pRB, cyclin/cyclin-dependent kinases and E2F1/DP-1 in human tumor lines in cell culture and in xenograft tissues and response to cell cycle agents.
Cancer chemotherapy and pharmacology.
2000; 46(4):293-304. doi:
10.1007/s002800000136
. [PMID: 11052627] - K Tamura, H Liu, H Takahashi. Auxin induction of cell cycle regulated activity of tobacco telomerase.
The Journal of biological chemistry.
1999 Jul; 274(30):20997-1002. doi:
10.1074/jbc.274.30.20997
. [PMID: 10409648] - M Legraverend, O Ludwig, E Bisagni, S Leclerc, L Meijer, N Giocanti, R Sadri, V Favaudon. Synthesis and in vitro evaluation of novel 2,6,9-trisubstituted purines acting as cyclin-dependent kinase inhibitors.
Bioorganic & medicinal chemistry.
1999 Jul; 7(7):1281-93. doi:
10.1016/s0968-0896(99)00064-4
. [PMID: 10465404] - F J Nuckolls, A S Khan, R Butler, K S Katula. Differential response of the human cyclin B1 promoter to inhibitors of the cell cycle in NIH3T3 cells.
Biochemical and biophysical research communications.
1998 Mar; 244(1):280-4. doi:
10.1006/bbrc.1998.8205
. [PMID: 9514874] - M van Engeland, H J Kuijpers, F C Ramaekers, C P Reutelingsperger, B Schutte. Plasma membrane alterations and cytoskeletal changes in apoptosis.
Experimental cell research.
1997 Sep; 235(2):421-30. doi:
10.1006/excr.1997.3738
. [PMID: 9299167] - D K Palmer, J C Angello, R L Margolis. 2-Aminopurine induces spindle cell morphology in MM14 myoblasts in the absence of differentiation signals.
Experimental cell research.
1997 Feb; 230(2):262-74. doi:
10.1006/excr.1996.3426
. [PMID: 9024785] - D S Park, S E Farinelli, L A Greene. Inhibitors of cyclin-dependent kinases promote survival of post-mitotic neuronally differentiated PC12 cells and sympathetic neurons.
The Journal of biological chemistry.
1996 Apr; 271(14):8161-9. doi:
10.1074/jbc.271.14.8161
. [PMID: 8626506] - R T Abraham, M Acquarone, A Andersen, A Asensi, R Bellé, F Berger, C Bergounioux, G Brunn, C Buquet-Fagot, D Fagot. Cellular effects of olomoucine, an inhibitor of cyclin-dependent kinases.
Biology of the cell.
1995; 83(2-3):105-20. doi:
10.1016/0248-4900(96)81298-6
. [PMID: 7549905] - N Glab, B Labidi, L X Qin, C Trehin, C Bergounioux, L Meijer. Olomoucine, an inhibitor of the cdc2/cdk2 kinases activity, blocks plant cells at the G1 to S and G2 to M cell cycle transitions.
FEBS letters.
1994 Oct; 353(2):207-11. doi:
10.1016/0014-5793(94)01035-8
. [PMID: 7523194] - . .
.
. doi:
. [PMID: 15342621]