LSA adducts: Difference between revisions

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It has been documented that [[lysergic acid amide]] ('''LSA''') is capable of forming adducts with various aldehydes.<ref>Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | http://www.nature.com/nature/journal/v192/n4802/abs/192552a0.html</ref> Such adducts can form spontaneously during the extraction of LSA if aldehydes are introduced to the solution and can alter the subjective and physiological effects of the LSA extract.<ref>HerbPedia - Nature's Herb Wiki | http://herbpedia.wikidot.com/</ref>

It has been documented that lysergic acid amide (LSA) is capable of forming adducts with various aldehydes.<ref>Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | http://www.nature.com/nature/journal/v192/n4802/abs/192552a0.html</ref> Such adducts can form spontaneously during the extraction of LSA if aldehydes are introduced to the solution and can alter the subjective and physiological effects of LSA.<ref>HerbPedia - Nature's Herb Wiki | http://herbpedia.wikidot.com/</ref>

==Lysergic acid hydroxyethylamide==

==Lysergic acid hydroxyethylamide (LSH)==

Lysergic acid hydroxyethylamide (LSH) is one example of such adducts, which is produced from LSA and acetaldehyde.

Due to the low boiling point of acetaldehyde (20.2 °C), LSH is very unstable and readily decomposes back into LSA and acetaldehyde. LSH and possibly other adducts are formed naturally in LSA containing plants, possibly explaining the differences in reported effects as fresh seeds may contain higher levels of LSH.

LSA is possibly not the main active principal of Ipomea seeds as commonly thought and appears instead to be a decomposition product of lysergic acid hydroxyethylamide (LSH). LSH is reported to have psychedelic properties similar to that of lysergic acid diethylamide (LSD). Animal tests have shown that LSH produces [[stimulation|stimulant]] effects similar to LSD while LSA produces [[sedation]]. LSH is said to produce less vasoconstriction than LSA.

LSA is possibly not the main active principal of ''Ipomea'' seeds as commonly thought and appears instead to be a decomposition product of lysergic acid hydroxyethylamide (LSH). LSH is reported to have psychedelic properties vaguely similar to that of lysergic acid diethylamide (LSD). Animal tests have shown that LSH produces [[stimulation|stimulant]] effects similar to LSD while LSA produces [[sedation|sedative]] effects. LSH is also said to produce less vasoconstriction than LSA, though this has yet to be scientifically confirmed.

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==Cinnamylidene-bislysergamide==

Cinnamylidene-bislysergamide, a theoretical adduct of two molecules of LSA and one of cinnamaldehyde, may be produced by introducing cinnamon bark essential oil to LSA. It appears to produce radically different subjective experiences to LSA with a rapid onset, rapid peak, and ~~far~~ shorter duration.

Cinnamylidene-bislysergamide, a theoretical adduct of two molecules of LSA and one of cinnamaldehyde, may be produced by introducing cinnamon bark essential oil to LSA. It appears to produce radically different subjective experiences to LSA with a rapid onset, rapid peak, and significantly shorter duration.

The 2:1 ratio is theorised based on similar cinnamaldehyde adducts such as '''cinnamylidene-bisacetamide''' and '''cinnamylidene-bisphenylacetamide''', which are proven to form without the need for a catalyst.

The 2:1 ratio is theorised based on similar cinnamaldehyde adducts such as '''cinnamylidene-bisacetamide''' and '''cinnamylidene-bisphenylacetamide''', which are proven to form without the need for a catalyst.{{citation needed}}

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+{{headerpanel|{{Disclaimer}}}}
 {{SubstanceBox/LSA}}
-{{Disclaimer}}
+It has been documented that [[lysergic acid amide]] ('''LSA''') is capable of forming adducts with various aldehydes.<ref>Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | http://www.nature.com/nature/journal/v192/n4802/abs/192552a0.html</ref> Such adducts can form spontaneously during the extraction of LSA if aldehydes are introduced to the solution and can alter the subjective and physiological effects of the LSA extract.<ref>HerbPedia - Nature's Herb Wiki | http://herbpedia.wikidot.com/</ref>
-It has been documented that lysergic acid amide (LSA) is capable of forming adducts with various aldehydes.<ref>Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | http://www.nature.com/nature/journal/v192/n4802/abs/192552a0.html</ref> Such adducts can form spontaneously during the extraction of LSA if aldehydes are introduced to the solution and can alter the subjective and physiological effects of LSA.<ref>HerbPedia - Nature's Herb Wiki | http://herbpedia.wikidot.com/</ref>
-==Lysergic acid hydroxyethylamide==
+==Lysergic acid hydroxyethylamide (LSH)==
 Lysergic acid hydroxyethylamide (LSH) is one example of such adducts, which is produced from LSA and acetaldehyde.
 Due to the low boiling point of acetaldehyde (20.2 °C), LSH is very unstable and readily decomposes back into LSA and acetaldehyde. LSH and possibly other adducts are formed naturally in LSA containing plants, possibly explaining the differences in reported effects as fresh seeds may contain higher levels of LSH.
-LSA is possibly not the main active principal of Ipomea seeds as commonly thought and appears instead to be a decomposition product of lysergic acid hydroxyethylamide (LSH). LSH is reported to have psychedelic properties similar to that of lysergic acid diethylamide (LSD). Animal tests have shown that LSH produces [[stimulation|stimulant]] effects similar to LSD while LSA produces [[sedation]]. LSH is said to produce less vasoconstriction than LSA.
+LSA is possibly not the main active principal of ''Ipomea'' seeds as commonly thought and appears instead to be a decomposition product of lysergic acid hydroxyethylamide (LSH). LSH is reported to have psychedelic properties vaguely similar to that of lysergic acid diethylamide (LSD). Animal tests have shown that LSH produces [[stimulation|stimulant]] effects similar to LSD while LSA produces [[sedation|sedative]] effects. LSH is also said to produce less vasoconstriction than LSA, though this has yet to be scientifically confirmed.
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 |-
@@ Line 28: / Line 28: @@
 ==Cinnamylidene-bislysergamide==
-Cinnamylidene-bislysergamide, a theoretical adduct of two molecules of LSA and one of cinnamaldehyde, may be produced by introducing cinnamon bark essential oil to LSA. It appears to produce radically different subjective experiences to LSA with a rapid onset, rapid peak, and far shorter duration.
+Cinnamylidene-bislysergamide, a theoretical adduct of two molecules of LSA and one of cinnamaldehyde, may be produced by introducing cinnamon bark essential oil to LSA. It appears to produce radically different subjective experiences to LSA with a rapid onset, rapid peak, and significantly shorter duration.
-The 2:1 ratio is theorised based on similar cinnamaldehyde adducts such as '''cinnamylidene-bisacetamide''' and '''cinnamylidene-bisphenylacetamide''', which are proven to form without the need for a catalyst.
+The 2:1 ratio is theorised based on similar cinnamaldehyde adducts such as '''cinnamylidene-bisacetamide''' and '''cinnamylidene-bisphenylacetamide''', which are proven to form without the need for a catalyst.{{citation needed}}
 {| class="wikitable"