Datumetine

Datumetine is a tropane alkaloid found in leaves of Datura metel.[1] It is said to modulate NMDA receptor and thus causes memory loss.[2] It also causes epileptic seizures in mice.[2] Docking studies suggest that it fits on both allosteric and orthosteric sites of NMDA receptor.[3] It acts together with other anticholinergic tropane alkaloids of datura to cause amnesia.

Datumetine
Names
IUPAC name
4-Methoxy-3-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)benzoic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C16H21NO3/c1-17-12-4-5-13(17)8-11(7-12)14-9-10(16(18)19)3-6-15(14)20-2/h3,6,9,11-13H,4-5,7-8H2,1-2H3,(H,18,19)
    Key: CMMJWJKGQZIJPB-UHFFFAOYSA-N
  • CN1C2CCC1CC(C2)C3=C(C=CC(=C3)C(=O)O)OC
Properties
C16H21NO3
Molar mass 275.348 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Siddiqui, Salimuzzaman; Sultana, Naheed; Ahmed, S. Salman; Haider, S. Imtiaz (2004). "Isolation and Structure of a New Alkaloid Datumetine from the leaves of Datura metel". Journal of Natural Products. 49 (3): 511–513. doi:10.1021/np50045a023. ISSN 0163-3864.
  2. Ishola AO, Imam A, Ajao MS (2021). "Effects of datumetine on hippocampal NMDAR activity". Toxicology Reports. 8: 1131–1142. doi:10.1016/j.toxrep.2021.05.009. PMC 8190477. PMID 34150523.
  3. Ishola, Azeez Olakunle; Imam, Aminu; Ajao, Moyosore Salihu (2021). "Effects of datumetine on hippocampal NMDAR activity". Toxicology Reports. 8: 1131–1142. doi:10.1016/j.toxrep.2021.05.009. ISSN 2214-7500. PMC 8190477. PMID 34150523.
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