Benzyladenosine (BioDeep_00000397060)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(2R,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol

化学式: C17H19N5O4 (357.1436974)
中文名称: N6-苄基腺苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.8%

分子结构信息

SMILES: C1=CC=C(C=C1)CNC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO)O)O
InChI: InChI=1S/C17H19N5O4/c23-7-11-13(24)14(25)17(26-11)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-25H,6-7H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1

描述信息

N6-Benzyladenosine is an adenosine receptor agonist, has a cytoactive activity. N6-Benzyladenosine arrests cell cycle at G0/G1 phase and induces cell apoptosis. N6-Benzyladenosine also exerts inhibitory effect on T. gondii adenosine kinase and glioma[1]-[5].
N6-Benzyladenosine is an adenosine receptor agonist, has a cytoactive activity. N6-Benzyladenosine arrests cell cycle at G0/G1 phase and induces cell apoptosis. N6-Benzyladenosine also exerts inhibitory effect on T. gondii adenosine kinase and glioma[1]-[5].
N6-Benzyladenosine is an adenosine receptor agonist, has a cytoactive activity. N6-Benzyladenosine arrests cell cycle at G0/G1 phase and induces cell apoptosis. N6-Benzyladenosine also exerts inhibitory effect on T. gondii adenosine kinase and glioma[1]-[5].

同义名列表

36 个代谢物同义名

(2R,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol; (2R,3R,4S,5R)-2-(6-(Benzylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; (2R,3R,4S,5R)-2-[6-(benzylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; (2R,3R,4S,5R)-2-[6-(benzylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol; (4S,2R,3R,5R)-5-(hydroxymethyl)-2-{6-[benzylamino]purin-9-yl}oxolane-3,4-diol; (2R,3R,4S,5R)-2-[6-(benzylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol; 2-(6-Benzylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol; 6-(BENZYLAMINO)-9-.BETA.-D-RIBOFURANOSYLPURINE; 6-(BENZYLAMINO)PURINE 9-.BETA.-RIBOFURANOSIDE; 6-Benzylamino-9-(beta-D-ribofuranosyl)purine; 6-Benzylamino-9beta-D-ribofuranosylpurine; 9-.BETA.-D-RIBOFURANOSYL-6-BENZYLADENINE; N(6)-benzyladenosine hydrochloride; 6-(benzylamino)purine riboside; N6-Benzyladenosine, >=99.0\\%; Adenosine, N-(phenylmethyl)-; 6-benzylaminopurine riboside; N6-BENZYLADENINE 9-RIBOSIDE; MRPKNNSABYPGBF-LSCFUAHRSA-N; 6-BENZYLADENINE RIBOSIDE; Benzyladenine riboside; N6-(benzyl)-adenosine; N(6)-benzyladenosine; N6-Benzyl Adenosine; N6 -Benzyladenosine; N6-Benzyladenosine; 6-Benzyladenosine; N-Benzyladenosine; UNII-0M6S0FAH3T; Benzyladenosine; PDSP2_001016; PDSP1_001032; N6-benzylado; 0M6S0FAH3T; C17H19N5O4; Q8C



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)

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

  • Giulio Vistoli, Andrea Brizzolari, Elena Faioni, Cristina Razzari, Enzo Santaniello. Naturally occurring N(6)-substituted adenosines (cytokinin ribosides) are in vitro inhibitors of platelet aggregation: an in silico evaluation of their interaction with the P2Y(12) receptor. Bioorganic & medicinal chemistry letters. 2014 Dec; 24(24):5652-5655. doi: 10.1016/j.bmcl.2014.10.080. [PMID: 25467153]
  • Petr Mlejnek. Cytokinin-induced cell death is associated with elevated expression of alternative oxidase in tobacco BY-2 cells. Protoplasma. 2013 Oct; 250(5):1195-202. doi: 10.1007/s00709-013-0501-3. [PMID: 23649227]
  • Sara Castiglioni, Silvana Casati, Roberta Ottria, Pierangela Ciuffreda, Jeanette A M Maier. N6-isopentenyladenosine and its analogue N6-benzyladenosine induce cell cycle arrest and apoptosis in bladder carcinoma T24 cells. Anti-cancer agents in medicinal chemistry. 2013 May; 13(4):672-8. doi: 10.2174/1871520611313040016. [PMID: 23094912]
  • Jirí Voller, Marek Zatloukal, René Lenobel, Karel Dolezal, Tibor Béres, Vladimír Krystof, Lukás Spíchal, Percy Niemann, Petr Dzubák, Marián Hajdúch, Miroslav Strnad. Anticancer activity of natural cytokinins: a structure-activity relationship study. Phytochemistry. 2010 Aug; 71(11-12):1350-9. doi: 10.1016/j.phytochem.2010.04.018. [PMID: 20553699]
  • Andrei A Ivanov, Ben Wang, Athena M Klutz, Vincent L Chen, Zhan-Guo Gao, Kenneth A Jacobson. Probing distal regions of the A2B adenosine receptor by quantitative structure-activity relationship modeling of known and novel agonists. Journal of medicinal chemistry. 2008 Apr; 51(7):2088-99. doi: 10.1021/jm701442d. [PMID: 18321038]
  • Klaus von Schwartzenberg, Marta Fernández Núñez, Hanna Blaschke, Petre I Dobrev, Ondrej Novák, Václav Motyka, Miroslav Strnad. Cytokinins in the bryophyte Physcomitrella patens: analyses of activity, distribution, and cytokinin oxidase/dehydrogenase overexpression reveal the role of extracellular cytokinins. Plant physiology. 2007 Nov; 145(3):786-800. doi: 10.1104/pp.107.103176. [PMID: 17905863]
  • Karel Dolezal, Igor Popa, Eva Hauserová, Lukás Spíchal, Kuheli Chakrabarty, Ondrej Novák, Vladimír Krystof, Jirí Voller, Jan Holub, Miroslav Strnad. Preparation, biological activity and endogenous occurrence of N6-benzyladenosines. Bioorganic & medicinal chemistry. 2007 Jun; 15(11):3737-47. doi: 10.1016/j.bmc.2007.03.038. [PMID: 17418578]
  • P Mlejnek. Caspase inhibition and N6-benzyladenosine-induced apoptosis in HL-60 cells. Journal of cellular biochemistry. 2001; 83(4):678-89. doi: 10.1002/jcb.1262. [PMID: 11746510]
  • P Mlejnek, P Kuglík. Induction of apoptosis in HL-60 cells by N(6)-benzyladenosine. Journal of cellular biochemistry. 2000 Feb; 77(1):6-17. doi: 10.1002/(sici)1097-4644(20000401)77:1<6::aid-jcb2>3.0.co;2-3. [PMID: 10679812]
  • V Vlasáková, A Brezinová, J Holík. Study of cytokinin metabolism using HPLC with radioisotope detection. Journal of pharmaceutical and biomedical analysis. 1998 May; 17(1):39-44. doi: 10.1016/s0731-7085(97)00151-9. [PMID: 9608424]
  • S M Siddiqi, K A Jacobson, J L Esker, M E Olah, X D Ji, N Melman, K N Tiwari, J A Secrist, S W Schneller, G Cristalli. Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors. Journal of medicinal chemistry. 1995 Mar; 38(7):1174-88. doi: 10.1021/jm00007a014. [PMID: 7707320]
  • H O Kim, X D Ji, S M Siddiqi, M E Olah, G L Stiles, K A Jacobson. 2-Substitution of N6-benzyladenosine-5'-uronamides enhances selectivity for A3 adenosine receptors. Journal of medicinal chemistry. 1994 Oct; 37(21):3614-21. doi: 10.1021/jm00047a018. [PMID: 7932588]
  • S Kusachi, R D Thompson, N Yamada, D T Daly, R A Olsson. Dog coronary artery adenosine receptor: structure of the N6-aryl subregion. Journal of medicinal chemistry. 1986 Jun; 29(6):989-96. doi: 10.1021/jm00156a016. [PMID: 3012086]