Datumetine

Datumetine
Identifiers
	IUPAC name 4-Methoxy-3-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)benzoic acid;
CAS Number	67078-20-0;
PubChem CID	181868;
ChemSpider	158188;
CompTox Dashboard (EPA)	DTXSID40986112 ;
Chemical and physical data
Formula	C16H21NO3
Molar mass	275.348 g·mol−1
3D model (JSmol)	Interactive image;
	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.^[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.^[2] It acts together with other anticholinergic tropane alkaloids of datura to cause amnesia.^{[citation needed]}

References

↑ 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.
1 2 3 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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