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

r-2-butanol     (2R)-butan-2-ol

Synonyms: PubChem6717, CHEBI:35686, ANW-21174, KST-1A8461, KB-02844, ...
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 CHEBI:35686


High impact information on CHEBI:35686

  • 1-Butanol, but not 2-butanol, completely blocked the TPA-induced inhibition of melanogenesis, suggesting the involvement of PLD in this event [3].
  • Thiamin thiazolone is solvated preferentially to thiamin in 2-butanol, a medium whose polarity should resemble that of the binding site [4].
  • Formation of PA and astroglial proliferation were strongly inhibited by 1-butanol (0.1-1%), a substrate of PLD, but were unaffected by t-butanol, a non-substrate; 2-butanol had intermediate effects [5].
  • Platelet-derived growth factor and endothelin-1 mimicked the mitogenic effect of FCS; their effects were also inhibited by the butanols in the potency order 1-butanol > 2-butanol > tert-butanol [5].
  • The plasma samples were extracted at alkaline pH with hexane containing 2-butanol (20 mL/L) and then back-extracted into phosphate buffer (0.1 mol/L, pH 3.0) [6].

Biological context of CHEBI:35686


Anatomical context of CHEBI:35686

  • A type 2 binding spectrum was observed for the interaction of 2-butanol with microsomes from ethanol-fed rats, but not with controls.(ABSTRACT TRUNCATED AT 250 WORDS)[12]
  • We applied enantiomers of two chiral anesthetic alcohols (2-butanol and 2-pentanol) that are enantioselective for the minimum alveolar concentration (MAC) preventing movement in 50% of animals and one (2-hexanol) that was not to frog oocytes [13].
  • By using e.s.r. spectroscopy coupled with the spin trapping technique we have detected the formation of free radical intermediates by rat liver microsomes incubated with either ethanol, 2-propanol or 2-butanol in the presence of a NADPH regenerating system and 4-pyridyl-l-oxide-t-butyl nitrone (4-POBN) as spin trap [14].

Associations of CHEBI:35686 with other chemical compounds


Gene context of CHEBI:35686


Analytical, diagnostic and therapeutic context of CHEBI:35686

  • Two separation methods, ultrafiltration and 2-butanol extraction, have shown that a peptide is the major agent responsible for bitterness in peptic hemoglobin hydrolysates [20].
  • Mixtures of ethanol, 2-propanol and 2-butanol can be used as a cryoglue to mount vitrified biological specimens for ultrathin cryosectioning [21].
  • The adsorption and thermal chemistry of 2-butanol and propylene oxide, each individually and when coadsorbed together, were characterized on Pt(111) single-crystal surfaces by using temperature programmed desorption and reflection-adsorption infrared spectroscopies [22].


  1. In situ localization of the 60 k protein of Helicobacter pylori, which belongs to the family of heat shock proteins, by immuno-electron microscopy. Eschweiler, B., Bohrmann, B., Gerstenecker, B., Schiltz, E., Kist, M. Zentralbl. Bakteriol. (1993) [Pubmed]
  2. Hypothermic effects of a homologous series of short-chain alcohols in rats. Mohler, F.S., Gordon, C.J. Journal of toxicology and environmental health. (1991) [Pubmed]
  3. Down-regulation of melanogenesis by phospholipase D2 through ubiquitin proteasome-mediated degradation of tyrosinase. Kageyama, A., Oka, M., Okada, T., Nakamura, S., Ueyama, T., Saito, N., Hearing, V.J., Ichihashi, M., Nishigori, C. J. Biol. Chem. (2004) [Pubmed]
  4. Interaction of thiamin diphosphate and thiamin thiazolone diphosphate with wheat germ pyruvate decarboxylase. Kluger, R., Gish, G., Kauffman, G. J. Biol. Chem. (1984) [Pubmed]
  5. Ethanol inhibits astroglial cell proliferation by disruption of phospholipase D-mediated signaling. Kötter, K., Klein, J. J. Neurochem. (1999) [Pubmed]
  6. Liquid-chromatographic quantification compared with gas-chromatographic-mass-spectrometric determination of verapamil and norverapamil in plasma. Hynning, P.A., Anderson, P., Bondesson, U., Boréus, L.O. Clin. Chem. (1988) [Pubmed]
  7. Anesthetic potencies of secondary alcohol enantiomers. Alifimoff, J.K., Firestone, L.L., Miller, K.W. Anesthesiology (1987) [Pubmed]
  8. Increased phospholipase D2 activity during hypoxia-induced death of PC12 cells: its possible anti-apoptotic role. Yamakawa, H., Banno, Y., Nakashima, S., Sawada, M., Yamada, J., Yoshimura, S., Nishimura, Y., Nozawa, Y., Sakai, N. Neuroreport (2000) [Pubmed]
  9. A method for determination of the absolute configuration of chiral glycerol residues in natural products using TEMPO oxidation and characterization of the glyceric acids formed. Rundlöf, T., Widmalm, G. Anal. Biochem. (1996) [Pubmed]
  10. Stimulation of tolbutamide hydroxylation by acetone and acetonitrile in human liver microsomes and in a cytochrome P-450 2C9-reconstituted system. Palamanda, J., Feng, W.W., Lin, C.C., Nomeir, A.A. Drug Metab. Dispos. (2000) [Pubmed]
  11. Effect of different proteases on bitterness of hemoglobin hydrolysates. Aubes-Dufau, I., Combes, D. Appl. Biochem. Biotechnol. (1997) [Pubmed]
  12. Stereochemical studies on the cytochrome P-450 and hydroxyl radical dependent pathways of 2-butanol oxidation by microsomes from chow-fed, phenobarbital-treated, and ethanol-treated rats. Krikun, G., Cederbaum, A.I. Biochemistry (1984) [Pubmed]
  13. Chirality in anesthesia II: stereoselective modulation of ion channel function by secondary alcohol enantiomers. Brosnan, R., Gong, D., Cotten, J., Keshavaprasad, B., Yost, C.S., Eger, E.I., Sonner, J.M. Anesth. Analg. (2006) [Pubmed]
  14. Free radical metabolism of alcohols by rat liver microsomes. Albano, E., Tomasi, A., Goria-Gatti, L., Poli, G., Vannini, V., Dianzani, M.U. Free Radic. Res. Commun. (1987) [Pubmed]
  15. Gas-chromatographic determination of verapamil and norverapamil, with a nitrogen-selective detector. Vasiliades, J., Wilkerson, K., Ellul, D., Anticoli, M., Rocchini, A.P. Clin. Chem. (1982) [Pubmed]
  16. Interaction of pyrazole and 4-methylpyrazole with hepatic microsomes: effect on cytochrome P-450 content, microsomal oxidation of alcohols, and binding spectra. Feierman, D.E., Cederbaum, A.I. Alcohol. Clin. Exp. Res. (1985) [Pubmed]
  17. Adrenergic modulation of astroglial phospholipase D activity and cell proliferation. Kötter, K., Klein, J. Brain Res. (1999) [Pubmed]
  18. Secondary organic aerosol formation from cyclohexene ozonolysis: effect of OH scavenger and the role of radical chemistry. Keywood, M.D., Kroll, J.H., Varutbangkul, V., Bahreini, R., Flagan, R.C., Seinfeld, J.H. Environ. Sci. Technol. (2004) [Pubmed]
  19. Modulation of GABAA receptor function by alcohols: effects of subunit composition and differential effects of ethanol. Whitten, R.J., Maitra, R., Reynolds, J.N. Alcohol. Clin. Exp. Res. (1996) [Pubmed]
  20. Bitter peptide from hemoglobin hydrolysate: isolation and characterization. Aubes-Dufau, I., Capdevielle, J., Seris, J.L., Combes, D. FEBS Lett. (1995) [Pubmed]
  21. A cryoglue to mount vitreous biological specimens for cryoultramicrotomy at 110K. Richter, K. Journal of microscopy. (1994) [Pubmed]
  22. Enantioselectivity of adsorption sites created by chiral 2-butanol adsorbed on Pt(111) single-crystal surfaces. Lee, I., Zaera, F. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2005) [Pubmed]
WikiGenes - Universities