Chemistry:O-Methylpellotine

O-Methylpellotine
	File:O-Methylpellotine.svg
Clinical data
Other names	6,7,8-Trimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline; Pellotine methyl ester; 1,N-Dimethylanhalinine
Drug class	Serotonin 5-HT7 receptor inverse agonist
ATC code	None;
Identifiers
	IUPAC name 6,7,8-trimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinoline;
CAS Number	4973-61-9;
PubChem CID	616880;
ChemSpider	536123;
ChEMBL	ChEMBL1185759;
Chemical and physical data
Formula	C14H21NO3
Molar mass	251.326 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1C2=C(C(=C(C=C2CCN1C)OC)OC)OC;
	InChI 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]

References

↑ "Simple Isoquinoline Alkaloids". Journal of Natural Products 49 (5): 745–778. 1986. doi:10.1021/np50047a001. ISSN 0163-3864. Bibcode: 1986JNAtP..49..745M.
↑ 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). Mydriatic Productions/Better Days Publishing. https://troutsnotes.com/pdf/C13_CactusAlkaloids.pdf.
↑ "Synthesis, Pharmacological Characterization, and Binding Mode Analysis of 8-Hydroxy-Tetrahydroisoquinolines as 5-HT7 Receptor Inverse Agonists". ACS Chemical Neuroscience 16 (3): 439–451. February 2025. doi:10.1021/acschemneuro.4c00667. PMID 39836645.

External links

O-Methylpellotine - Isomer Design

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Original source: https://en.wikipedia.org/wiki/O-Methylpellotine. Read more

[MenacheryLavanierWetherly1986-1] "Simple Isoquinoline Alkaloids". Journal of Natural Products 49 (5): 745–778. 1986. doi:10.1021/np50047a001. ISSN 0163-3864. Bibcode: 1986JNAtP..49..745M.

[Trout2013-2] 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). Mydriatic Productions/Better Days Publishing. https://troutsnotes.com/pdf/C13_CactusAlkaloids.pdf.

[ChanPottieSimon2025-3] "Synthesis, Pharmacological Characterization, and Binding Mode Analysis of 8-Hydroxy-Tetrahydroisoquinolines as 5-HT7 Receptor Inverse Agonists". ACS Chemical Neuroscience 16 (3): 439–451. February 2025. doi:10.1021/acschemneuro.4c00667. PMID 39836645.

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