Peyotine

Peyotine
Names
	IUPAC name 8-Hydroxy-6,7-dimethoxy-1,2,2-trimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium
	Other names 8-Hydroxy-6,7-dimethoxy-1,2,2-trimethyl-1,2,3,4-tetrahydroisoquinoline
Identifiers
CAS Number	25526-36-7;
3D model (JSmol)	Interactive image; RS: Interactive image;
ChEMBL	ChEMBL3558643;
ChemSpider	17574430;
PubChem CID	16638313;
CompTox Dashboard (EPA)	DTXSID001139925;
	InChI InChI=1S/C14H21NO3/c1-9-12-10(6-7-15(9,2)3)8-11(17-4)14(18-5)13(12)16/h8-9H,6-7H2,1-5H3/p+1/t9-/m0/s1 Key: ZARLYMQBOSEMJI-VIFPVBQESA-O; RS: InChI=1S/C14H21NO3/c1-9-12-10(6-7-15(9,2)3)8-11(17-4)14(18-5)13(12)16/h8-9H,6-7H2,1-5H3/p+1 Key: ZARLYMQBOSEMJI-UHFFFAOYSA-O;
	SMILES OC1=C2C(=CC(OC)=C1OC)CC[N+](C)(C)[C@H]2C; RS: COc1c(OC)cc2c(c1O)C(C)[N+](CC2)(C)C;
Properties
Chemical formula	C14H21NO3+
Molar mass	251.325 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

Peyotine is a trace tetrahydroisoquinoline and quaternary alkaloid found in peyote (Lophophora williamsii).^[1]^[2]^[3]

References

^ Menachery, Mary D.; Lavanier, Gregory L.; Wetherly, Mark L.; Guinaudeau, Hélène; Shamma, Maurice (1986). "Simple Isoquinoline Alkaloids". Journal of Natural Products. 49 (5): 745–778. Bibcode:1986JNAtP..49..745M. doi:10.1021/np50047a001. ISSN 0163-3864. Retrieved 20 May 2025.
^ https://bitnest.netfirms.com/external/TCA/198
^ Kapadia GJ, Shah NJ, Zalucky TB (February 1968). "Peyote alkaloids. II. Anhalotine, lophotine, and peyotine, the quaternary alkaloids of Lophophora williamsii". J Pharm Sci. 57 (2): 254–262. PMID 5641668.

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Names

IUPAC name 8-Hydroxy-6,7-dimethoxy-1,2,2-trimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium
Other names 8-Hydroxy-6,7-dimethoxy-1,2,2-trimethyl-1,2,3,4-tetrahydroisoquinoline
Identifiers
CAS Number	25526-36-7
3D model (JSmol)	Interactive image RS: Interactive image
ChEMBL	ChEMBL3558643
ChemSpider	17574430
PubChem CID	16638313
CompTox Dashboard (EPA)	DTXSID001139925
InChI InChI=1S/C14H21NO3/c1-9-12-10(6-7-15(9,2)3)8-11(17-4)14(18-5)13(12)16/h8-9H,6-7H2,1-5H3/p+1/t9-/m0/s1 Key: ZARLYMQBOSEMJI-VIFPVBQESA-O RS: InChI=1S/C14H21NO3/c1-9-12-10(6-7-15(9,2)3)8-11(17-4)14(18-5)13(12)16/h8-9H,6-7H2,1-5H3/p+1 Key: ZARLYMQBOSEMJI-UHFFFAOYSA-O
SMILES OC1=C2C(=CC(OC)=C1OC)CC[N+](C)(C)[C@H]2C RS: COc1c(OC)cc2c(c1O)C(C)[N+](CC2)(C)C
Properties
Chemical formula	C₁₄H₂₁NO₃⁺
Molar mass	251.325 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