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Chemical Compound Review

AC1NUZLI     [1-hydroxy-3-[(Z)-octadec-9- enoyl]oxy...

Synonyms: CHEMBL590047, BSPBio_001293, CHEBI:52323, CHEBI:52333, D8394_SIGMA, ...
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Disease relevance of Glycerol 1,2-dioleate

  • The physiological long-chain diacylglycerols 1,2-dioleoylglycerol and 1,2-dimyristoylglycerol were taken up and metabolized, both by adipocytes and by hepatoma cells, in amounts sufficient to elicit biological responses, without use of emulsifier or any special cell treatment [1].
  • Of various diacylglycerols with different carbon chain lengths tested, 1,2-dioleoyl-rac-glycerol was the most potent growth inhibitor and was maximally effective at a dose of above 30 micrograms/100 g body weight [2].

High impact information on Glycerol 1,2-dioleate


Biological context of Glycerol 1,2-dioleate


Anatomical context of Glycerol 1,2-dioleate

  • Exposure of myotubes to 1,2-dioleyl-rac-glycerol (1,2-diolein), also increased [Ca(2+)](i), PKC activity, and the amount of PKC alpha associated with the particulate fraction [9].
  • Developing seed microsomes were fed with either [14C]oleoyl CoA or [14C] vernoloyl CoA in combinations with no exogenous DAG or with 1,2-dioleoyl-sn-glycerol, 1-palmitoyl-2-vernoloyl-sn-glycerol, 1,2-divernoloyl-sn-glycerol, 1,2-dioleoyl-rac-glycerol, or 1,2-divernoloyl-rac-glycerol to determine their relative incorporation into TAG [10].

Associations of Glycerol 1,2-dioleate with other chemical compounds

  • Treatment of cell culture with the tumor promoter TPA abrogates the suppressive activity of PGE2 whereas exogenous diacylglycerol (1,2-diolein) has only a marginal effect [11].
  • 12-O-tetradecanoylphorbol-13-acetate, 1,2-diolein as well certain retinoids, known to effect phosphatidylserine-sensitive enzyme systems (Castagna, M. et al. 1982, J. Biol. Chem. 257, 7847-7851; Gmeiner, B. 1986, Biochim. Biophys. Acta 856, 392-394) had no influence on the modulated phosphatase [12].

Gene context of Glycerol 1,2-dioleate


  1. Uptake and metabolism of long-chain 1,2-diacylglycerols by rat adipocytes and H4IIE hepatoma cells. Gustavsson, J., Parpal, S., Strålfors, P. Exp. Cell Res. (1995) [Pubmed]
  2. Diacylglycerols enhance the anti-tumor effect of glucocorticoid on L5178Y lymphoblasts in vivo. Fukusen, N., Kido, H., Kato, Y., Ishidoh, K., Katunuma, N. Jpn. J. Cancer Res. (1989) [Pubmed]
  3. Transbilayer inhibition of protein kinase C by the lipophosphoglycan from Leishmania donovani. Giorgione, J.R., Turco, S.J., Epand, R.M. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  4. Phosphatidate-dependent protein phosphorylation. Bocckino, S.B., Wilson, P.B., Exton, J.H. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
  5. Importance of arginines 63 and 423 in modulating the bile salt-dependent and bile salt-independent hydrolytic activities of rat carboxyl ester lipase. Liang, Y., Medhekar, R., Brockman, H.L., Quinn, D.M., Hui, D.Y. J. Biol. Chem. (2000) [Pubmed]
  6. Lipid-lipid interactions as regulators of carboxylester lipase activity. Tsujita, T., Muderhwa, J.M., Brockman, H.L. J. Biol. Chem. (1989) [Pubmed]
  7. Diacylglycerol hydrolysis in rat liver lysosomes. Kunze, H., Hesse, B., Löffler, B.M. FEBS Lett. (1986) [Pubmed]
  8. Characteristics of multiple forms of the acidic triacylglycerol lipase(s) of canine cardiac myocytes. Knauer, T.E., Weglicki, W.B. Biochim. Biophys. Acta (1983) [Pubmed]
  9. Role of protein kinase C in 1,25(OH)(2)-vitamin D(3) modulation of intracellular calcium during development of skeletal muscle cells in culture. Capiati, D.A., Vazquez, G., Tellez Iñón, M.T., Boland, R.L. J. Cell. Biochem. (2000) [Pubmed]
  10. Diacylglycerol acyltransferases from Vernonia and Stokesia prefer substrates with vernolic acid. Yu, K., McCracken, C.T., Li, R., Hildebrand, D.F. Lipids (2006) [Pubmed]
  11. The inhibitory effect of PGE2 on T cell activation is not associated with inhibition of PKC translocation. Piau, J.P., Gacon, G., Chouaib, S. Biochem. Biophys. Res. Commun. (1989) [Pubmed]
  12. Phosphatidylserine modulates calf intestine alkaline phosphatase activity towards low and high molecular weight substrate. Gmeiner, B.M., Seelos, C. Biochem. Int. (1989) [Pubmed]
  13. Activation of transglutaminase at calcium levels consistent with a role for this enzyme as a calcium receptor protein. Hand, D., Bungay, P.J., Elliott, B.M., Griffin, M. Biosci. Rep. (1985) [Pubmed]
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