The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

COMPOUND 16     (8S,9R)-9-[4-[2-[(3R,4R)- 3,4...

Synonyms: CHEMBL183467, CHEBI:40620, CHEBI:404669, AC1L9MUR, 1xp6, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of COMPOUND 16


Psychiatry related information on COMPOUND 16


High impact information on COMPOUND 16


Biological context of COMPOUND 16


Anatomical context of COMPOUND 16

  • Furthermore, the hematopoietic synergistic activity induced by compound 16 in stromal cell cultures was blocked by an antibody known to neutralize the hematoregulatory effect of 1, indicating a common mechanistic end point [17].

Associations of COMPOUND 16 with other chemical compounds


Gene context of COMPOUND 16

  • When tested in vivo, compound 16 increased the median survival time of mice implanted with M5076 with an optimum %T/C of 154% and produced cures in 50% of mice implanted with Lox melanoma [23].
  • Compound 16 (lacking the 3-hydroxymethyl substituent) was a better substrate for human DTD than EO9, yet exhibited lesser toxicity under both aerobic and hypoxic conditions [24].
  • Compound 16 was identified as a potent JNK inhibitor with good cellular potency [25].
  • Compound (16) represents one of the most potent (IC50=85+/-5 nM) and selective inhibitors of EAAT-2 identified to date [26].
  • These compounds are moderate acetylcholinesterase and butyrylcholinesterase inhibitors, the BuChE/AChE selectivity of the most active molecules ranges from 10.0 (compound 29) to 76.9 (compound 16) [27].

Analytical, diagnostic and therapeutic context of COMPOUND 16


  1. Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs. Huang, L., Kashiwada, Y., Cosentino, L.M., Fan, S., Chen, C.H., McPhail, A.T., Fujioka, T., Mihashi, K., Lee, K.H. J. Med. Chem. (1994) [Pubmed]
  2. 16 alpha-[77Br]bromo-11 beta-methoxyestradiol-17 beta: a gamma-emitting estrogen imaging agent with high uptake and retention by target organs. Katzenellenbogen, J.A., McElvany, K.D., Senderoff, S.G., Carlson, K.E., Landvatter, S.W., Welch, M.J. J. Nucl. Med. (1982) [Pubmed]
  3. Synthesis and biological characterization of alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazinebutanol and analogues as potential atypical antipsychotic agents. Yevich, J.P., New, J.S., Lobeck, W.G., Dextraze, P., Bernstein, E., Taylor, D.P., Yocca, F.D., Eison, M.S., Temple, D.L. J. Med. Chem. (1992) [Pubmed]
  4. 3,7-Dideazapurine nucleosides. Synthesis and antitumor activity of 1-deazatubercidin and 2-chloro-2'-deoxy-3,7-dideazaadenosine. Cristalli, G., Franchetti, P., Grifantini, M., Nocentini, G., Vittori, S. J. Med. Chem. (1989) [Pubmed]
  5. Novel potential agents for human cytomegalovirus infection: synthesis and antiviral activity evaluation of benzothiadiazine dioxide acyclonucleosides. Martinez, A., Esteban, A.I., Castro, A., Gil, C., Conde, S., Andrei, G., Snoeck, R., Balzarini, J., De Clercq, E. J. Med. Chem. (1999) [Pubmed]
  6. Tetrapeptide tachykinin antagonists: synthesis and modulation of the physicochemical and pharmacological properties of a new series of partially cyclic analogs. Kucharczyk, N., Thurieau, C., Paladino, J., Morris, A.D., Bonnet, J., Canet, E., Krause, J.E., Regoli, D., Couture, R., Fauchère, J.L. J. Med. Chem. (1993) [Pubmed]
  7. Synthesis and biological activity of 7-phenyl-6,9-dihydro-3H-pyrrolo[3,2-f]quinolin-9-ones: a new class of antimitotic agents devoid of aromatase activity. Gasparotto, V., Castagliuolo, I., Chiarelotto, G., Pezzi, V., Montanaro, D., Brun, P., Palù, G., Viola, G., Ferlin, M.G. J. Med. Chem. (2006) [Pubmed]
  8. Pyrrolo[1,5]benzoxa(thia)zepines as a new class of potent apoptotic agents. Biological studies and identification of an intracellular location of their drug target. Mc Gee, M.M., Gemma, S., Butini, S., Ramunno, A., Zisterer, D.M., Fattorusso, C., Catalanotti, B., Kukreja, G., Fiorini, I., Pisano, C., Cucco, C., Novellino, E., Nacci, V., Williams, D.C., Campiani, G. J. Med. Chem. (2005) [Pubmed]
  9. Synthesis and immunosuppressive activity of new artemisinin derivatives. 1. [12(beta or alpha)-Dihydroartemisininoxy]phen(ox)yl aliphatic acids and esters. Yang, Z.S., Zhou, W.L., Sui, Y., Wang, J.X., Wu, J.M., Zhou, Y., Zhang, Y., He, P.L., Han, J.Y., Tang, W., Li, Y., Zuo, J.P. J. Med. Chem. (2005) [Pubmed]
  10. Discovery of pyrano[3,4-b]indoles as potent and selective HCV NS5B polymerase inhibitors. Gopalsamy, A., Lim, K., Ciszewski, G., Park, K., Ellingboe, J.W., Bloom, J., Insaf, S., Upeslacis, J., Mansour, T.S., Krishnamurthy, G., Damarla, M., Pyatski, Y., Ho, D., Howe, A.Y., Orlowski, M., Feld, B., O'Connell, J. J. Med. Chem. (2004) [Pubmed]
  11. Syntheses and antiproliferative activities of new rebeccamycin derivatives with the sugar unit linked to both indole nitrogens. Marminon, C., Anizon, F., Moreau, P., Léonce, S., Pierré, A., Pfeiffer, B., Renard, P., Prudhomme, M. J. Med. Chem. (2002) [Pubmed]
  12. Fluorinated Pyrimidine nucleosides. 1. Synthesis of a nitrogen analogue of the antitumor agent 2,2'-anhydro-1-beta-D-arabinofuranosyl-5-fluorocytosine hydrochloride. Cook, A.F. J. Med. Chem. (1977) [Pubmed]
  13. N-[(arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene D4 antagonists of novel structure. Musser, J.H., Kreft, A.F., Bender, R.H., Kubrak, D.M., Carlson, R.P., Chang, J., Hand, J.M. J. Med. Chem. (1989) [Pubmed]
  14. Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles. Huang, S.T., Hsei, I.J., Chen, C. Bioorg. Med. Chem. (2006) [Pubmed]
  15. Potent, selective, and orally bioavailable matrix metalloproteinase-13 inhibitors for the treatment of osteoarthritis. Hu, Y., Xiang, J.S., DiGrandi, M.J., Du, X., Ipek, M., Laakso, L.M., Li, J., Li, W., Rush, T.S., Schmid, J., Skotnicki, J.S., Tam, S., Thomason, J.R., Wang, Q., Levin, J.I. Bioorg. Med. Chem. (2005) [Pubmed]
  16. Design, synthesis and cytotoxic effect of hydroxy- and 3-alkylaminopropoxy-9,10-anthraquinone derivatives. Teng, C.H., Won, S.J., Lin, C.N. Bioorg. Med. Chem. (2005) [Pubmed]
  17. Design of low molecular weight hematoregulatory agents from the structure-activity relationship of a dimeric pentapeptide. Cuthbertson, A.S., Husbyn, M., Engebretsen, M., Hartmann, M., Lange, M., Sandosham, J., Fischer, P.M., Fjerdingstad, H., Løvhaug, D. J. Med. Chem. (1997) [Pubmed]
  18. Development of a novel series of (2-quinolinylmethoxy)phenyl-containing compounds as high-affinity leukotriene receptor antagonists. 1. Initial structure-activity relationships. Youssefyeh, R.D., Magnien, E., Lee, T.D., Chan, W.K., Lin, C.J., Galemmo, R.A., Johnson, W.H., Tan, J., Campbell, H.F., Huang, F.C. J. Med. Chem. (1990) [Pubmed]
  19. Novel potent sigma 1 ligands: N-[omega-(tetralin-1-yl)alkyl]piperidine derivatives. Berardi, F., Giudice, G., Perrone, R., Tortorella, V., Govoni, S., Lucchi, L. J. Med. Chem. (1996) [Pubmed]
  20. Synthesis of galactopyranosyl amino alcohols as a new class of antitubercular and antifungal agents. Tewari, N., Tiwari, V.K., Tripathi, R.P., Chaturvedi, V., Srivastava, A., Srivastava, R., Shukla, P.K., Chaturvedi, A.K., Gaikwad, A., Sinha, S., Srivastava, B.S. Bioorg. Med. Chem. Lett. (2004) [Pubmed]
  21. Influence of an additional 2-amino substituent of the 1-aminoethyl pharmacophore group on the potency of rimantadine against influenza virus A. Tataridis, D., Fytas, G., Kolocouris, A., Fytas, C., Kolocouris, N., Foscolos, G.B., Padalko, E., Neyts, J., De Clercq, E. Bioorg. Med. Chem. Lett. (2007) [Pubmed]
  22. Discovery of novel and selective tertiary alcohol containing inhibitors of the norepinephrine transporter. Cases-Thomas, M.J., Masters, J.J., Walter, M.W., Campbell, G., Haughton, L., Gallagher, P.T., Dobson, D.R., Mancuso, V., Bonnier, B., Giard, T., Defrance, T., Vanmarsenille, M., Ledgard, A., White, C., Ouwerkerk-Mahadevan, S., Brunelle, F.J., Dezutter, N.A., Herbots, C.A., Lienard, J.Y., Findlay, J., Hayhurst, L., Boot, J., Thompson, L.K., Hemrick-Luecke, S. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  23. Chromophore-modified bis-naphthalimides: synthesis and antitumor activity of bis-dibenz[de,h]isoquinoline-1,3-diones. Braña, M.F., Castellano, J.M., Perron, D., Maher, C., Conlon, D., Bousquet, P.F., George, J., Qian, X.D., Robinson, S.P. J. Med. Chem. (1997) [Pubmed]
  24. 5-substituted analogues of 3-hydroxymethyl-5-aziridinyl-1-methyl-2-[1H-indole-4,7-dione]prop-2-en- 1-ol (EO9, NSC 382459) and their regioisomers as hypoxia-selective agents: structure-cytotoxicity in vitro. Jaffar, M., Naylor, M.A., Robertson, N., Lockyer, S.D., Phillips, R.M., Everett, S.A., Adams, G.E., Stratford, I.J. Anticancer Drug Des. (1998) [Pubmed]
  25. Synthesis and SAR of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones as novel, selective c-Jun N-terminal kinase inhibitors. Liu, M., Xin, Z., Clampit, J.E., Wang, S., Gum, R.J., Haasch, D.L., Trevillyan, J.M., Abad-Zapatero, C., Fry, E.H., Sham, H.L., Liu, G. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  26. Synthesis and biological activities of aryl-ether-, biaryl-, and fluorene-aspartic acid and diaminopropionic acid analogs as potent inhibitors of the high-affinity glutamate transporter EAAT-2. Greenfield, A., Grosanu, C., Dunlop, J., McIlvain, B., Carrick, T., Jow, B., Lu, Q., Kowal, D., Williams, J., Butera, J. Bioorg. Med. Chem. Lett. (2005) [Pubmed]
  27. Synthesis, biological evaluation and molecular modelling of diversely functionalized heterocyclic derivatives as inhibitors of acetylcholinesterase/butyrylcholinesterase and modulators of Ca2+ channels and nicotinic receptors. Marco, J.L., de los Ríos, C., García, A.G., Villarroya, M., Carreiras, M.C., Martins, C., Eleutério, A., Morreale, A., Orozco, M., Luque, F.J. Bioorg. Med. Chem. (2004) [Pubmed]
  28. Indole derivatives as a new class of steroid 5 alpha-reductase inhibitors. Takami, H., Koshimura, H., Kishibayashi, N., Ishii, A., Nonaka, H., Aoyama, S., Kase, H., Kumazawa, T. J. Med. Chem. (1996) [Pubmed]
  29. Novel antibacterial diterpenoids from Larix chinensis Beissn. Xue, J.J., Fan, C.Q., Dong, L., Yang, S.P., Yue, J.M. Chem. Biodivers. (2004) [Pubmed]
WikiGenes - Universities