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Chemical Compound Review

benzyl alcohol     phenylmethanol

Synonyms: Bentalol, Ulesfia, Benzylicum, enzylalcohol, Benzylalkohol, ...
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Disease relevance of benzenemethanol


Psychiatry related information on benzenemethanol

  • The weight gain of graft polymerization with poly(MPTS) on PET in benzyl alcohol containing H2O2 as an initiator increased as increasing the reaction time and finally reached a plateau value of about 3.5 wt% [6].

High impact information on benzenemethanol


Chemical compound and disease context of benzenemethanol


Biological context of benzenemethanol


Anatomical context of benzenemethanol


Associations of benzenemethanol with other chemical compounds


Gene context of benzenemethanol

  • Moreover, pretreatment of MRP1-expressing cells with the membrane fluidizer benzyl alcohol resulted in a dramatic increase in A5scFv reactivity, suggesting that membrane fluidization results in the exposure of the N-terminus of MRP1 to the extracellular milieu [27].
  • Hydrostatic pressure causes a monophasic decrease in the (13)C primary isotope effect expressed on the oxidation of benzyl alcohol by yeast alcohol dehydrogenase [28].
  • When deuterium was incorporated into the benzylic position ([d(1)]ezlopitant and [d(7)]ezlopitant), low isotope effects on the formation of both the benzyl alcohol and alkene were observed (1.25-1.55 for CYP3A4 and 1.48-2.61 for CYP2D6), suggesting that abstraction of the benzylic hydrogen is obligatory in the formation of both metabolites [29].
  • Both ADH-2 and ADH-3 showed specificity toward hydrophobic primary alcohols and were most active toward benzyl alcohol and n-octanol [30].
  • We determined the catalytic efficiency of STa with benzyl alcohol and eight benzylic alcohols that were substituted with n-alkyl groups (CnH2n + 1, where n = 1-8) in the para position, and the optimum value for kcat/Km in these reactions was obtained with n-pentylbenzyl alcohol [31].

Analytical, diagnostic and therapeutic context of benzenemethanol


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  8. Reduction of benzenoid synthesis in petunia flowers reveals multiple pathways to benzoic Acid and enhancement in auxin transport. Orlova, I., Marshall-Colón, A., Schnepp, J., Wood, B., Varbanova, M., Fridman, E., Blakeslee, J.J., Peer, W.A., Murphy, A.S., Rhodes, D., Pichersky, E., Dudareva, N. Plant Cell (2006) [Pubmed]
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  11. Carbon source-dependent inhibition of xyl operon expression of the Pseudomonas putida TOL plasmid. Holtel, A., Marqués, S., Möhler, I., Jakubzik, U., Timmis, K.N. J. Bacteriol. (1994) [Pubmed]
  12. Doxapram and potential benzyl alcohol toxicity: a moratorium on clinical investigation? Jordan, G.D., Themelis, N.J., Messerly, S.O., Jarrett, R.V., Garcia, J., Frank, C.G. Pediatrics (1986) [Pubmed]
  13. Unbound bilirubin associated with kernicterus: a historical approach. Ahlfors, C.E. J. Pediatr. (2000) [Pubmed]
  14. areABC genes determine the catabolism of aryl esters in Acinetobacter sp. Strain ADP1. Jones, R.M., Collier, L.S., Neidle, E.L., Williams, P.A. J. Bacteriol. (1999) [Pubmed]
  15. Arabidopsis thaliana defense-related protein ELI3 is an aromatic alcohol:NADP(+) oxidoreductase. Somssich, I.E., Wernert, P., Kiedrowski, S., Hahlbrock, K. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  16. The increase in bilayer fluidity of rat liver plasma membranes achieved by the local anesthetic benzyl alcohol affects the activity of intrinsic membrane enzymes. Gordon, L.M., Sauerheber, R.D., Esgate, J.A., Dipple, I., Marchmont, R.J., Houslay, M.D. J. Biol. Chem. (1980) [Pubmed]
  17. Apoptosis-inducing natural products found in utero during murine pregnancy. Liberles, S.D., Schreiber, S.L. Chem. Biol. (2000) [Pubmed]
  18. Amino acid residues in the nicotinamide binding site contribute to catalysis by horse liver alcohol dehydrogenase. Rubach, J.K., Plapp, B.V. Biochemistry (2003) [Pubmed]
  19. The effect of temperature on the nerve-blocking action of benzyl alcohol on the squid giant axon. Harper, A.A., Macdonald, A.G., Wann, K.T. J. Physiol. (Lond.) (1983) [Pubmed]
  20. Esophageal and hepatic microsomal metabolism of N-nitrosomethylbenzylamine and N-nitrosodimethylamine in the rat. Labuc, G.E., Archer, M.C. Cancer Res. (1982) [Pubmed]
  21. Increase in membrane fluidity and opening of tight junctions have similar effects on sodium-coupled uptakes in renal epithelial cells. Friedlander, G., Shahedi, M., Le Grimellec, C., Amiel, C. J. Biol. Chem. (1988) [Pubmed]
  22. Acid-base catalysis in the yeast alcohol dehydrogenase reaction. Klinman, J.P. J. Biol. Chem. (1975) [Pubmed]
  23. Bovine lens aldose reductase. pH-dependence of steady-state kinetic parameters and nucleotide binding. Liu, S.Q., Bhatnagar, A., Srivastava, S.K. J. Biol. Chem. (1993) [Pubmed]
  24. Electrochemical investigation of photooxidation processes promoted by sulfo-polyoxometalates: coupling of photochemical and electrochemical processes into an effective catalytic cycle. Rüther, T., Hultgren, V.M., Timko, B.P., Bond, A.M., Jackson, W.R., Wedd, A.G. J. Am. Chem. Soc. (2003) [Pubmed]
  25. Efficient and selective aerobic oxidation of alcohols into aldehydes and ketones using ruthenium/TEMPO as the catalytic system. Dijksman, A., Marino-González, A., Mairata I Payeras, A., Arends, I.W., Sheldon, R.A. J. Am. Chem. Soc. (2001) [Pubmed]
  26. Determination of the equilibrium distibution between alcohol and aldehyde substrates when bound to horse liver alcohol dehydrogenase using magnetic resonance. Anderson, D.C., Dahlquist, F.W. Biochemistry (1980) [Pubmed]
  27. Probing ATP-dependent conformational changes in the multidrug resistance protein 1 (MRP1/ABCC1) in live tumor cells with a novel recombinant single-chain Fv antibody targeted to the extracellular N-terminus. Binyamin, L., Assaraf, Y.G., Reiter, Y. Int. J. Cancer (2005) [Pubmed]
  28. Effect of pressure on a heavy-atom isotope effect of yeast alcohol dehydrogenase. Park, H., Girdaukas, G.G., Northrop, D.B. J. Am. Chem. Soc. (2006) [Pubmed]
  29. Mechanism of cytochrome P4503A4- and 2D6-catalyzed dehydrogenation of ezlopitant as probed with isotope effects using five deuterated analogs. Obach, R.S. Drug Metab. Dispos. (2001) [Pubmed]
  30. Characterization of Coturnix quail liver alcohol dehydrogenase enzymes. Nussrallah, B.A., Dam, R., Wagner, F.W. Biochemistry (1989) [Pubmed]
  31. Influence of substrate structure on the catalytic efficiency of hydroxysteroid sulfotransferase STa in the sulfation of alcohols. Chen, G., Banoglu, E., Duffel, M.W. Chem. Res. Toxicol. (1996) [Pubmed]
  32. Gas chromatography of valproic acid, with benzyl alcohol as internal standard. Fullinfaw, R.O., Marty, J.J. Clin. Chem. (1981) [Pubmed]
  33. Benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase II from Acinetobacter calcoaceticus. Purification and preliminary characterization. MacKintosh, R.W., Fewson, C.A. Biochem. J. (1988) [Pubmed]
  34. Improved amplification of microbial DNA from blood cultures by removal of the PCR inhibitor sodium polyanetholesulfonate. Fredricks, D.N., Relman, D.A. J. Clin. Microbiol. (1998) [Pubmed]
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  36. Free radical induction in the brain and liver by products of toluene catabolism. Mattia, C.J., Adams, J.D., Bondy, S.C. Biochem. Pharmacol. (1993) [Pubmed]
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