Tehaunine N-oxide

Tehaunine N-oxide
Names
IUPAC name
5,6,7-Trimethoxy-2-methyl-2-oxo-1,2,3,4-tetrahydro-2λ5-isoquinoline
Other names
Tehuanine N-oxide
Identifiers
3D model (JSmol)
  • InChI=1S/C13H19NO4/c1-14(15)6-5-10-9(8-14)7-11(16-2)13(18-4)12(10)17-3/h7H,5-6,8H2,1-4H3
    Key: OHDVYNIZAWGLGE-UHFFFAOYSA-N
  • COc1cc2CN(=O)(C)CCc2c(c1OC)OC
Properties
C13H19NO4
Molar mass 253.298 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

Tehaunine N-oxide, or tehuanine N-oxide, is a tetrahydroisoquinoline and cyclized phenethylamine alkaloid found in Pachycereus pringlei and other cacti.[1][2][3]

See also

References

  1. ^ Lundström, Jan (1983). "Chapter 6 Simple Isoquinoline Alkaloids". The Alkaloids: Chemistry and Pharmacology. Vol. 21. Elsevier. pp. 255–327. doi:10.1016/s0099-9598(08)60052-8. ISBN 978-0-12-469521-4. TABLE 1: SIMPLE ISOQUINOLINE ALKALOIDS [...] TABLE II SIMPLE ISOQUINOLINE ALKALOIDS IN THE FAMILY OF CACTACEAE [...] [...] Pachycereus pringlei (S. Wats) Br&R: Heliamine (10), Lemaireocereine (7), Tehaunine (34), Weberine (40), Tehaunine N-oxide (34a). In Pachycereus pringlei, heliamine (10), tehaunine (34), lemaireocereine (7), and weberine (40) were identified (59).
  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. ^ 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.



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