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Chemical Compound Review

heptoate     heptanoic acid

Synonyms: heptylate, oenanthate, enanthylate, oenanthylate, n-heptoate, ...
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Disease relevance of enanthic acid

  • Based on mass spectrometry (MS), tandem mass spectrometry, and/or NMR spectral characteristics, P1 was an alpha,beta-unsaturated metabolite, formed by dehydration of the D,D-dihydroxy heptanoic acid side chain, whereas P2 was probably the L,D-dihydroxy acid isomer of SVA, formed by stereospecific hydration of P1 [1].
  • During enrichments to search for soil bacteria that form the volatile ketones, acetone and butanone, we isolated pure cultures of Pseudomonas aureofaciens, P. fluorescens, and P. putida that excrete the beta-keto-acid, 3-oxopentanoate (3-OPA), when grown on heptanoic acid as carbon source [2].

High impact information on enanthic acid


Gene context of enanthic acid


Analytical, diagnostic and therapeutic context of enanthic acid

  • Ion-pair normal-phase liquid chromatography, again with heptanoic acid as counter-ion, gave the necessary separation of the surfactant homologues [9].
  • After oral administration of amineptine (7-[(10-11)-dihydro-5H-dibenzo(a,d)cycloheptane-5yl] amino heptanoic acid), an original tricyclic antidepressant, seven metabolites were isolated from urine and plasma of rat, dog and man [10].


  1. beta-Oxidation of simvastatin in mouse liver preparations. Prueksaritanont, T., Ma, B., Fang, X., Subramanian, R., Yu, J., Lin, J.H. Drug Metab. Dispos. (2001) [Pubmed]
  2. Volatile ketone formation in bacteria: release of 3-oxopentanoate by soil pseudomonads during growth on heptanoate. Matiasek, M.G., Choudhury, K., Nemecek-Marshall, M., Fall, R. Curr. Microbiol. (2001) [Pubmed]
  3. Lipopeptides containing 2-(palmitoylamino)-6,7-bis(palmitoyloxy) heptanoic acid: synthesis, stereospecific stimulation of B-lymphocytes and macrophages, and adjuvanticity in vivo and in vitro. Metzger, J., Jung, G., Bessler, W.G., Hoffmann, P., Strecker, M., Lieberknecht, A., Schmidt, U. J. Med. Chem. (1991) [Pubmed]
  4. Response of Nitella internodal cell to chemical stimulation. A model for olfactory receptor system. Ueda, T., Kurihara, K., Kobatake, Y. J. Membr. Biol. (1975) [Pubmed]
  5. Discovery of highly selective EP4 receptor agonists that stimulate new bone formation and restore bone mass in ovariectomized rats. Cameron, K.O., Lefker, B.A., Chu-Moyer, M.Y., Crawford, D.T., Jardine, P.D., DeNinno, S.L., Gilbert, S., Grasser, W.A., Ke, H., Lu, B., Owen, T.A., Paralkar, V.M., Qi, H., Scott, D.O., Thompson, D.D., Tjoa, C.M., Zawistoski, M.P. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  6. Significant discrepancies between van't Hoff and calorimetric enthalpies. III. Liu, Y., Sturtevant, J.M. Biophys. Chem. (1997) [Pubmed]
  7. Precision-cut dog renal cortical slices in dynamic organ culture for the study of cisplatin nephrotoxicity. Toutain, H.J., Sarsat, J.P., Bouant, A., Hoet, D., Leroy, D., Moronvalle-Halley, V. Cell Biol. Toxicol. (1996) [Pubmed]
  8. 7-(Disubstituted thiazolyl)-3,5-dihydroxy-6-heptenoic/heptanoic acid derivatives as HMG-CoA reductase inhibitors. Cecchetti, V., Fravolini, A., Pagella, P.G., Tabarrini, O., Temperini, A. Bioorg. Med. Chem. (1994) [Pubmed]
  9. Microporous membrane liquid-liquid extraction coupled on-line with normal-phase liquid chromatography for the determination of cationic surfactants in river and waste water. Norberg, J., Thordarson, E., Mathiasson, L., Jönsson, J.A. Journal of chromatography. A. (2000) [Pubmed]
  10. Metabolism of amineptine in rat, dog and man. Grislain, L., Gelé, P., Bromet, N., Luijten, W., Volland, J.P., Mocaer, E., Kamoun, A. European journal of drug metabolism and pharmacokinetics. (1990) [Pubmed]
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