Lophophorine

Chemical compound From Wikipedia, the free encyclopedia

Lophophorine, also known as N-methylanhalonine, is a tetrahydroisoquinoline alkaloid made by various cacti in the Lophophora family.[1] It has been found to lack hallucinogenic effects in humans.[2] Arthur Heffter tried lophophorine at a dose of 20 mg resulted in vasodilation, an immediate headache, and a warm flushed feeling, effects which dissipated within an hour.[3] It has also been said to produce nausea in humans.[3] Lophophorine is described as highly toxic and produces strychnine-like convulsions in animals.[3]

Quick facts Names, Identifiers ...
Lophophorine
Names
IUPAC name
4-Methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline
Other names
N-Methylanhalonine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C13H17NO3/c1-8-11-9(4-5-14(8)2)6-10(15-3)12-13(11)17-7-16-12/h6,8H,4-5,7H2,1-3H3
    Key: PNFBXEKHLUDPIM-UHFFFAOYSA-N
  • CC1C2=C3C(=C(C=C2CCN1C)OC)OCO3
Properties
C13H17NO3
Molar mass 235.283 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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