Heliamine

Last updated
Heliamine
Heliamine.svg
Names
IUPAC name
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline
Other names
6,7-Dimethoxy-THIQ
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 814-740-4
KEGG
PubChem CID
  • InChI=1S/C11H15NO2/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2/h5-6,12H,3-4,7H2,1-2H3
    Key: CEIXWJHURKEBMQ-UHFFFAOYSA-N
  • COC1=C(C=C2CNCCC2=C1)OC
Properties
C11H15NO2
Molar mass 193.246 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Heliamine, also known as 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline, is a tetrahydroisoquinoline and cyclized phenethylamine alkaloid found in Pachycereus pringlei and other cacti. [1] [2] [3] [4]

Contents

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. ↑ Pummangura, S.; McLaughlin, J. L.; Davis, D. V.; Cooks, R. G. (1982). "Cactus Alkaloids. XLIX. New Trace Alkaloids (Dehydrosalsolidine and Heliamine) From the Saguaro, Carnegiea gigantea, and Confirmation by Mikes (MS/MS)" . Journal of Natural Products. 45 (3): 277–282. Bibcode:1982JNAtP..45..277P. doi:10.1021/np50021a008. ISSN   0163-3864 . Retrieved 20 May 2025.
  4. ↑ 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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