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Chemical Compound Review

behenate     docosanoate

Synonyms: Docosanoate, AC1NUTJ1, CHEBI:23858, CH3-[CH2]20-COO(-)
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High impact information on 7211-53-2

  • Thus, in the intact rat heart, docosanoate and dodecanedioate appear to be oxidized only in peroxisomes [1].
  • Because of its low bioavailability compared with other fatty acids and because of its very long chain length, the effect of dietary behenic acid (behenate) on serum lipid concentrations in humans is assumed to be neutral [2].
  • At constant concentration of contact surface and varying concentration of HF, autoactivation rates in the presence of behenate, sulphatide vesicles or dextran sulphate followed Michaelis-Menten kinetics [3].
  • Analytical problems of interfering compounds, ie, methyl monoester of azelaic acid and methyl docosanoate, were solved by a second methylation step with diazomethane and by elimination of nonpolar FAME by adsorption chromatography, respectively [4].
  • Extensive HPLC allowed the separation of the major components of the mixture, which were characterized by spectral means as 2[4'-hydroxyphenyl]-ethyl stearate (3), 2[4'-hydroxyphenyl]-ethyl behenate (6), and 2[4'-hydroxyphenyl]-ethyl lignocerate (8) [5].

Associations of 7211-53-2 with other chemical compounds


Gene context of 7211-53-2

  • Diglyceride portion of these compounds consists of 1-O-alkyl-2-O-acyl-glycerol with the docosanoate and glyceryl-monodocosyl being the predominant acyl and alkyl components [10].
  • Plasma VIIc also increased following addition of behenate-enriched lipoprotein particles produced by incubation of the d < 1.006 g/ml lipoprotein fraction with this FA, or addition of lipoprotein remnants produced by pre-incubation of the d < 1.006 g/ml fraction with lipoprotein lipase [11].


  1. Peroxisomal and mitochondrial oxidation of fatty acids in the heart, assessed from the 13C labeling of malonyl-CoA and the acetyl moiety of citrate. Bian, F., Kasumov, T., Thomas, K.R., Jobbins, K.A., David, F., Minkler, P.E., Hoppel, C.L., Brunengraber, H. J. Biol. Chem. (2005) [Pubmed]
  2. Behenic acid is a cholesterol-raising saturated fatty acid in humans. Cater, N.B., Denke, M.A. Am. J. Clin. Nutr. (2001) [Pubmed]
  3. The autoactivation of factor XII in the presence of long-chain saturated fatty acids--a comparison with the potency of sulphatides and dextran sulphate. Mitropoulos, K.A., Esnouf, M.P. Thromb. Haemost. (1991) [Pubmed]
  4. Sensitive and accurate quantitation of monoepoxy fatty acids in thermoxidized oils by gas-liquid chromatography. Velasco, J., Berdeaux, O., Márquez-Ruiz, G., Dobarganes, M.C. Journal of chromatography. A. (2002) [Pubmed]
  5. New phenylethanoids from Buddleja cordata subsp. cordata. Acevedo, L., Martínez, E., Castañeda, P., Franzblau, S., Timmermann, B.N., Linares, E., Bye, R., Mata, R. Planta Med. (2000) [Pubmed]
  6. Compritol 888 ATO: an innovative hot-melt coating agent for prolonged-release drug formulations. Barthelemy, P., Laforêt, J.P., Farah, N., Joachim, J. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft für Pharmazeutische Verfahrenstechnik e.V. (1999) [Pubmed]
  7. Characterization of fatty acid elongase enzymes from germinating pea seeds. Barrett, P.B., Harwood, J.L. Phytochemistry (1998) [Pubmed]
  8. The structure of ultrathin Langmuir-Blodgett films of cadmium behenate. Peng, J.B., Foran, G.J., Barnes, G.T., Gentle, I.R. The Journal of chemical physics. (2005) [Pubmed]
  9. alpha-Amylase inhibitory activity of some Malaysian plants used to treat diabetes; with particular reference to Phyllanthus amarus. Ali, H., Houghton, P.J., Soumyanath, A. Journal of ethnopharmacology. (2006) [Pubmed]
  10. Glyceroglucolipids of the human saliva. Slomiany, B.L., Slomiany, A., Glass, G.B. Eur. J. Biochem. (1978) [Pubmed]
  11. The activation of factor VII in citrated plasma by charged long-chain saturated fatty acids at the interface of large triglyceride-rich lipoproteins. Mitropoulos, K.A., Reeves, B.E., Miller, G.J. Blood Coagul. Fibrinolysis (1993) [Pubmed]
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