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O-Methylpellotine

From Wikipedia, the free encyclopedia

O-Methylpellotine
Clinical data
Other names6,7,8-Trimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline; Pellotine methyl ester; 1,N-Dimethylanhalinine
Drug classSerotonin 5-HT7 receptor inverse agonist
ATC code
  • None
Identifiers
  • 6,7,8-trimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinoline
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC14H21NO3
Molar mass251.326 g·mol−1
3D model (JSmol)
  • CC1C2=C(C(=C(C=C2CCN1C)OC)OC)OC
  • InChI=1S/C14H21NO3/c1-9-12-10(6-7-15(9)2)8-11(16-3)13(17-4)14(12)18-5/h8-9H,6-7H2,1-5H3
  • Key:SDLPOZWCCRGUOA-UHFFFAOYSA-N

O-Methylpellotine, also known as 1,N-dimethylanhalinine, is a tetrahydroisoquinoline alkaloid found in various cactus species, such as Lophophora diffusa and Pachycereus weberi.[1][2] It has been found to act as an inverse agonist of the serotonin 5-HT7 receptor.[3]

See also

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References

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  1. ^ Menachery MD, Lavanier GL, Wetherly ML, Guinaudeau H, Shamma M (1986). "Simple Isoquinoline Alkaloids". Journal of Natural Products. 49 (5): 745–778. Bibcode:1986JNAtP..49..745M. doi:10.1021/np50047a001. ISSN 0163-3864.
  2. ^ Keeper Trout & friends (2013). Trout's Notes on The Cactus Alkaloids Nomenclature, Physical properties, Pharmacology & Occurrences (Sacred Cacti Fourth Edition, Part C: Cactus Chemistry: Section 1) (PDF). Mydriatic Productions/Better Days Publishing.
  3. ^ Chan CB, Pottie E, Simon IA, Rossebø AG, Herth MM, Harpsøe K, et al. (February 2025). "Synthesis, Pharmacological Characterization, and Binding Mode Analysis of 8-Hydroxy-Tetrahydroisoquinolines as 5-HT7 Receptor Inverse Agonists". ACS Chemical Neuroscience. 16 (3): 439–451. doi:10.1021/acschemneuro.4c00667. hdl:1854/LU-01JQ6WFR8R7G85440FRY2248HG. PMID 39836645.
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