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Chemical Compound Review

Noladin     2-[(5Z,8Z,11Z,14Z)-icosa- 5,8,11,14...

Synonyms: noladin ether, CHEMBL146346, HU-310, CHEBI:75913, HMDB13657, ...
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Disease relevance of Noladin

  • 5 In mesenteric beds from pertussis toxin (PTX)-pretreated rats, the inhibitory actions of noladin ether on sensory neurotransmission were abolished, indicating the involvement of G(i/o) protein-coupled receptors [1].
  • Anandamide and noladin ether, at nanomolar concentrations, showed concentration dependent inhibition of Abeta toxicity [2].
  • Thus, Noladin could be of potential clinical benefit in treating disorders of body weight [3].
  • These results indicate that Noladin has a significant dose-dependent effect on food consumption, cognition and weight maintenance after weight loss [3].

Psychiatry related information on Noladin


High impact information on Noladin


Biological context of Noladin


Anatomical context of Noladin

  • Our results suggest, that AEA and noladin ether are full CB1 receptor agonists in human neocortex, whereas virodhamine may act as a CB1 receptor antagonist/inverse agonist [8].
  • In the present study, we investigated the effects of noladin ether in the rat isolated mesenteric arterial bed, cultured dorsal root ganglia (DRG) cells and human vanilloid (TRPV1)-receptor-expressing HEK293 cells (TRPV1-HEK293 cells) [1].
  • 7 These data demonstrate that noladin ether attenuates sensory neurotransmission in rat mesenteric arteries via a non-CB1 non-CB2 PTX-sensitive prejunctional site, independently of TRPV1 receptors [1].
  • CONCLUSIONS: Noladin ether modulates the migration, adhesion, morphology, and actin cytoskeleton of TM cells [10].
  • 2-Arachidonoyl glycerol and noladin ether (2-arachidonyl glyceryl ether), isolated in 1995 and 2001, respectively, so far, display pharmacological properties in the central nervous system, similar to those of anandamide [11].

Associations of Noladin with other chemical compounds


Gene context of Noladin

  • These data suggest that noladin ether is acting at a prejunctional site and no interaction with TRPV1 is involved [1].
  • 2-AG and noladin ether require occupancy of less than one-half the number of receptors to produce comparable regulation of adenylyl cyclase and ERK-MAPK, relative to the synthetic cannabinoid CP-55,940 [14].
  • When investigating survival of hippocampal neurons in culture, we found significant protection against hypoxia-induced cell death with CB1-analogs (noladin, (9-tetrahydrocannabinol) only in ETB-deficient neurons [16].
  • 1 Noladin ether has recently been reported to be an endocannabinoid, with selectivity for the cannabinoid (CB) CB1 receptor [1].
  • The endocannabinoid noladin ether acts as a full agonist at human CB2 cannabinoid receptors [17].

Analytical, diagnostic and therapeutic context of Noladin


  1. Noladin ether, a putative endocannabinoid, attenuates sensory neurotransmission in the rat isolated mesenteric arterial bed via a non-CB1/CB2 G(i/o) linked receptor. Duncan, M., Millns, P., Smart, D., Wright, J.E., Kendall, D.A., Ralevic, V. Br. J. Pharmacol. (2004) [Pubmed]
  2. Anandamide and noladin ether prevent neurotoxicity of the human amyloid-beta peptide. Milton, N.G. Neurosci. Lett. (2002) [Pubmed]
  3. Effects of the endocannabinoid noladin ether on body weight, food consumption, locomotor activity, and cognitive index in mice. Avraham, Y., Menachem, A.B., Okun, A., Zlotarav, O., Abel, N., Mechoulam, R., Berry, E.M. Brain Res. Bull. (2005) [Pubmed]
  4. 2-arachidonoylglycerol: a novel inhibitor of androgen-independent prostate cancer cell invasion. Nithipatikom, K., Endsley, M.P., Isbell, M.A., Falck, J.R., Iwamoto, Y., Hillard, C.J., Campbell, W.B. Cancer Res. (2004) [Pubmed]
  5. Endocannabinoids affect neurological and cognitive function in thioacetamide-induced hepatic encephalopathy in mice. Avraham, Y., Israeli, E., Gabbay, E., Okun, A., Zolotarev, O., Silberman, I., Ganzburg, V., Dagon, Y., Magen, I., Vorobia, L., Pappo, O., Mechoulam, R., Ilan, Y., Berry, E.M. Neurobiol. Dis. (2006) [Pubmed]
  6. Noladin Ether Acts on Trabecular Meshwork Cannabinoid (CB1) Receptors to Enhance Aqueous Humor Outflow Facility. Njie, Y.F., Kumar, A., Qiao, Z., Zhong, L., Song, Z.H. Invest. Ophthalmol. Vis. Sci. (2006) [Pubmed]
  7. Synthesis, in vitro evaluation, and intraocular pressure effects of water-soluble prodrugs of endocannabinoid noladin ether. Juntunen, J., Vepsäläinen, J., Niemi, R., Laine, K., Järvinen, T. J. Med. Chem. (2003) [Pubmed]
  8. Binding affinity and agonist activity of putative endogenous cannabinoids at the human neocortical CB1 receptor. Steffens, M., Zentner, J., Honegger, J., Feuerstein, T.J. Biochem. Pharmacol. (2005) [Pubmed]
  9. Fatty acid amidohydrolase in human neocortex-activity in epileptic and non-epileptic brain tissue and inhibition by putative endocannabinoids. Steffens, M., Schulze-Bonhage, A., Surges, R., Feuerstein, T.J. Neurosci. Lett. (2005) [Pubmed]
  10. CB1 cannabinoid receptor-mediated changes of trabecular meshwork cellular properties. Kumar, A., Song, Z.H. Mol. Vis. (2006) [Pubmed]
  11. Endocannabinoids in the central nervous system--an overview. Fride, E. Prostaglandins Leukot. Essent. Fatty Acids (2002) [Pubmed]
  12. Comparison of the enzymatic stability and intraocular pressure effects of 2-arachidonylglycerol and noladin ether, a novel putative endocannabinoid. Laine, K., Järvinen, K., Mechoulam, R., Breuer, A., Järvinen, T. Invest. Ophthalmol. Vis. Sci. (2002) [Pubmed]
  13. Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species. Oka, S., Tsuchie, A., Tokumura, A., Muramatsu, M., Suhara, Y., Takayama, H., Waku, K., Sugiura, T. J. Neurochem. (2003) [Pubmed]
  14. Agonist-directed trafficking of response by endocannabinoids acting at CB2 receptors. Shoemaker, J.L., Ruckle, M.B., Mayeux, P.R., Prather, P.L. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  15. Quantitative profiling of endocannabinoids and related compounds in rat brain using liquid chromatography-tandem electrospray ionization mass spectrometry. Richardson, D., Ortori, C.A., Chapman, V., Kendall, D.A., Barrett, D.A. Anal. Biochem. (2007) [Pubmed]
  16. Hippocampal cannabinoid-1 receptor upregulation upon endothelin-B receptor deficiency: a neuroprotective substitution effect? Unzicker, C., Erberich, H., Moldrich, G., Woldt, H., Bulla, J., Mechoulam, R., Ehrenreich, H., Sirén, A.L. Neurochem. Res. (2005) [Pubmed]
  17. The endocannabinoid noladin ether acts as a full agonist at human CB2 cannabinoid receptors. Shoemaker, J.L., Joseph, B.K., Ruckle, M.B., Mayeux, P.R., Prather, P.L. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
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