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Datumetine

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Chemical compound Pharmaceutical compound
Datumetine
Molecule of datumetine
Identifiers
IUPAC name
  • 4-Methoxy-3-(8-methyl-8-azabicyclooctan-3-yl)benzoic acid
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H21NO3
Molar mass275.348 g·mol
3D model (JSmol)
SMILES
  • O=C(O)C1=CC=C(OC)C(=C1)C2CC3N(C)C(CC3)C2
InChI
  • 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

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

See also

References

  1. Siddiqui S, Sultana N, Ahmed SS, Haider SI (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.
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