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

AC1O5DRW     methanol

Synonyms: CH2OH+, methylideneoxidanium
This record was replaced with 887.
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 methanol

  • At the dose of 40 microg/kg M100907 reversed CPP-induced motor hyperactivity [1].
  • Three methanol column fractions [M2, M3, M6] and a 70% methanol column fraction [70M6] most effectively reversed the multidrug resistance (MDR) against L5178 mouse T cell lymphoma [2].
  • Compound 11 (R2 = CH2OH) showed a high (approximately 1000) selectivity index against herpes simplex virus type 1 (HSV-1) together with advantageous fluorescence properties (emission in visible region, little overlap with absorption and moderate intensity) [3].
  • AMU, AMT and Th5 are phosphorylated in vivo by kinases present in cytosol of growing hepatoma to mono, di and triphosphates, but allyloxymethyl residue of AMU and AMT is first hydrated to hydroxypropoxymethyl residue, having CH2OH group [4].

High impact information on methanol

  • These derivatives, possessing a C-17 beta COCH2OH, CH2OH, CO2H, CO2Me, CH2NH2, or CH2NO2 group, bind to the digitalis receptor recognition site of heart muscle as measured in a radioligand binding assay [5].
  • The effectiveness with which M100907 antagonizes the behavioral actions of 2C-T-7 strongly suggests that the 5-HT2A receptor is an important site of action for this compound [6].
  • Electrospray ionization mass spectrometry (ESI-MS) was employed to characterize the binding specificity of a bulged 22-mer DNA hairpin with a post-activated neocarzinostatin chromophore (NCS-Chrom) having two similar forms, where 2a has an H in a location for which 2b has it replaced by a CH2OH group [7].
  • The three dimensional quantitative structure activity relationship comprising comparative molecular field analysis (3D-QSAR-CoMFA) afforded the models with high predictivity which further validated the acceptance of hydroxymethyl (CH2OH) group in the hydrophilic pocket of the COX-2 enzyme [8].
  • Specific antibody production was observed to be higher in the groups treated with the DM or METH extract 30 days after the treatment [9].

Biological context of methanol

  • Hydroxy-methylation (CH2OH) of PSU improved the secretory behavior of macroencapsulated islets depending on the degree of PSU substitution (DS 0.8, AUC 62+/-15 ng/ml; DS 1.8, 111+/-24 ng/ml) [10].
  • Hydroxy methylation (CH2OH) of PSU improved the secretory behaviour of macroencapsulated islets depending on the degree of substitution (DS) [11].
  • Hydrolysis of the acetonide or exchange of CH2OH group for a CHO, CH2OMe or a CH2OMOM group suppresses the inhibitory activity [12].
  • Effects on protein binding of the CH2OH metabolite and on the renal clearance of SDM were also investigated [13].
  • Combination of each conformation feature of Derivative 1 in non-polar solvents is consistent with the overall molecular conformation observed in the solid state in which intramolecular hydrogenbonding exists between purine N(3) and the sugar CH2OH group; the presence of a strong intramolecular hydrogen bond was observed by infrared spectroscopy [14].

Associations of methanol with other chemical compounds

  • FTP MPG fuel economies were reduced with M85 and E85 fuels relative to RFG fuel, consistent with their lower BTU/gal [15].

Gene context of methanol

  • The reactions of the hydroxyalkyl radicals .CH2OH and (CH3)2.COH with oxidized cytochrome c are for more complex than previously reported [16].
  • Orientation of OH, H, and CH2OH on C-2, C-4, and C-5 are also important, but their perturbations are not nearly as detrimental to the priming action as those on C-1 and C-3 [17].

Analytical, diagnostic and therapeutic context of methanol

  • Analysis of the 3 extracts by gas chromatography mass spectrum (GCMS) and magnetic nuclear resonance (MNR) showed that the HEX extract contains mainly sugar and fatty acids and that the METH extract also contains sugar and possibly amino acids [9].
  • No changes in basal activity were observed after microinjection of M100907 or RS 102221 into either brain region [18].


  1. The serotonin 5-HT2A receptors antagonist M100907 prevents impairment in attentional performance by NMDA receptor blockade in the rat prefrontal cortex. Mirjana, C., Baviera, M., Invernizzi, R.W., Balducci, C. Neuropsychopharmacology (2004) [Pubmed]
  2. Antioxidative activity of Allium victorialis L. extracts. Shirataki, Y., Motohashi, N., Tani, S., Sunaga, K., Sakagami, H., Satoh, K., Nakashima, H., Kanamoto, T., Wolfard, K., Molnar, J. Anticancer Res. (2001) [Pubmed]
  3. Synthesis and fluorescent properties of 6-(4-biphenylyl)-3,9-dihydro-9-oxo-5H-imidazo[1,2-a]purine analogues of acyclovir and ganciclovir. Goslinski, T., Wenska, G., Golankiewicz, B., Balzarini, J., De Clercq, E. Nucleosides Nucleotides Nucleic Acids (2003) [Pubmed]
  4. The influence of alkoxymethyl purine and pyrimidine acyclonucleosides on growth inhibition of Kirkman-Robbins hepatoma and possible mechanism of their cytostatic activity. Modrzejewska, H., Greger, J., Dramiñski, M., Rutkowski, M. Z. Naturforsch., C, J. Biosci. (1996) [Pubmed]
  5. Synthesis of 20-hydroxy-, 20-amino-, and 20-nitro-14-hydroxy-21-nor-5 beta,14 beta-pregnane C-3 glycosides and related derivatives: structure-activity relationships of pregnanes that bind to the digitalis receptor. Templeton, J.F., Ling, Y., Zeglam, T.H., LaBella, F.S. J. Med. Chem. (1993) [Pubmed]
  6. Hallucinogen-like actions of 2,5-dimethoxy-4-(n)-propylthiophenethylamine (2C-T-7) in mice and rats. Fantegrossi, W.E., Harrington, A.W., Eckler, J.R., Arshad, S., Rabin, R.A., Winter, J.C., Coop, A., Rice, K.C., Woods, J.H. Psychopharmacology (Berl.) (2005) [Pubmed]
  7. Binding specificity of post-activated neocarzinostatin chromophore drug-bulged DNA complex studied using electrospray ionization mass spectrometry. Gao, Q., Cheng, X., Smith, R.D., Yang, C.F., Goldberg, I.H. Journal of mass spectrometry : JMS. (1996) [Pubmed]
  8. Synthesis and SAR/3D-QSAR studies on the COX-2 inhibitory activity of 1,5-diarylpyrazoles to validate the modified pharmacophore. Singh, S.K., Saibaba, V., Rao, K.S., Reddy, P.G., Daga, P.R., Rajjak, S.A., Misra, P., Rao, Y.K. European journal of medicinal chemistry. (2005) [Pubmed]
  9. Effects of extracts from Brazilian sun-mushroom (Agaricus blazei) on the NK activity and lymphoproliferative responsiveness of Ehrlich tumor-bearing mice. Kaneno, R., Fontanari, L.M., Santos, S.A., Di Stasi, L.C., Rodrigues Filho, E., Eira, A.F. Food Chem. Toxicol. (2004) [Pubmed]
  10. In vitro test of new biomaterials for the development of a bioartificial pancreas. Lembert, N., Petersen, P., Wesche, J., Zschocke, P., Enderle, A., Doser, M., Planck, H., Becker, H.D., Ammon, H.P. Ann. N. Y. Acad. Sci. (2001) [Pubmed]
  11. Macroencapsulation of rat islets without alteration of insulin secretion kinetics. Lembert, N., Wesche, J., Petersen, P., Zschocke, P., Enderle, A., Planck, H., Ammon, H.P. Exp. Clin. Endocrinol. Diabetes (2001) [Pubmed]
  12. Specific, uncompetitive inhibition of beta-galactosidases by a 5,6-isopropylidenedioxyfuro[2,3-d]isoxazole-3-methanol derivative. Schaller, C., Demange, R., Picasso, S., Vogel, P. Bioorg. Med. Chem. Lett. (1999) [Pubmed]
  13. The effect of testosterone and rutting on the metabolism and pharmacokinetics of sulphadimidine in goats. Nouws, J.F., Meesen, B.P., van Gogh, H., Korstanje, C., van Miert, A.S., Vree, T.B., Degen, M. J. Vet. Pharmacol. Ther. (1988) [Pubmed]
  14. Intramolecular hydrogen bonding and molecular conformations of nucleosides. N (6)-dimethyl-2',3'-isopropylidene adenosine. Plochocka, D., Rabczenko, A., Davies, D.B. Biochim. Biophys. Acta (1977) [Pubmed]
  15. Alternative fuel motor vehicle tailpipe and evaporative emissions composition and ozone potential. Black, F., Tejada, S., Gurevich, M. Journal of the Air & Waste Management Association (1995) (1998) [Pubmed]
  16. The mechanism of cytochrome C reduction by alkyl radicals. Evidence for multiple reaction pathways. Bors, W., Wachtveitl, J., Saran, M. Free Radic. Res. Commun. (1989) [Pubmed]
  17. Studies on insulin action. V. Structural requirements of primers for subsequent accumulation of D-glucose at 0 degrees C in insulinized frog muscles. Ling, G.N., Will, S. Physiol. Chem. Phys. (1976) [Pubmed]
  18. Differential regulation of the mesoaccumbens circuit by serotonin 5-hydroxytryptamine (5-HT)2A and 5-HT2C receptors. McMahon, L.R., Filip, M., Cunningham, K.A. J. Neurosci. (2001) [Pubmed]
WikiGenes - Universities