Peyotine

Last updated
Peyotine
Peyotine v2.svg
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
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • 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
  • OC1=C2C(=CC(OC)=C1OC)CC[N+](C)(C)[C@H]2C
  • RS:COc1c(OC)cc2c(c1O)C(C)[N+](CC2)(C)C
Properties
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).

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

Contents

See also

References

  1. 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.
  2. https://bitnest.netfirms.com/external/TCA/198
  3. 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.