Ergine

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Ergine
Systematic (IUPAC) name
(8β)-9,10-didehydro-6-methyl-
ergoline-8-carboxamide
Identifiers
CAS number  ?
ATC code  ?
PubChem  ?
Chemical data
Formula C16H17N3O 
Mol. mass 267.326 g/mol
Synonyms LSA, d-lysergic acid amide, d-lysergamide, Ergine, and LA-111
Pharmacokinetic data
Bioavailability  ?
Metabolism hepatic
Half life  ?
Excretion renal
Therapeutic considerations
Pregnancy cat.

?
Legal status

Schedule III(US)
Routes Oral, Intramuscular

LSA, also known as d-lysergic acid amide, d-lysergamide, ergine, and LA-111, is an alkaloid of the ergoline family that occurs in various species of vines of the Convolvulaceae and some species of fungi. As the dominant alkaloid in the hallucinogenic seeds of Rivea corymbosa (ololiuhqui), Argyreia nervosa (Hawaiian baby woodrose) and Ipomoea tricolor (morning glories, tlitliltzin), it is often stated that ergine and/or isoergine (its epimer) is responsible for the psychedelic activity. In fact, the effects of synthetic LSA and iso-LSA are not particularly psychedelic, see Mixing the Kykeon below for a summary of human trials, and Chapter 17 and entry #26 of TiHKAL for further discussion. Whether or not these compounds account for the hallucinogenic effects of the seeds remains unclear. Ergine is a DEA schedule III drug in the United States.

Contents

[edit] Effects

Erowid lists the following effects:[1]

Positive

  • mood lift
  • feelings of insight
  • increase in sensual and aesthetic appreciation
  • feeling interested in things one normally ignores
  • feeling engaged with the world
  • open- and closed-eye visuals


Neutral


Negative

  • anxiety
  • nausea, gas, vomiting (common)
  • delerium, dizziness, confusion
  • paranoia, fear, and panic (infrequent, more common with higher doses)

[edit] Hallucinogenic history

A closeup opened "Heavenly Blue" Morning Glory flower.
A closeup opened "Heavenly Blue" Morning Glory flower.

LSA in morning glory seeds has been used as a hallucinogen for centuries by many Mexican Native American cultures; they were known to the Aztecs as tlitliltzin, the Nahuatl word for "black" with a reverential suffix. In South America, the seeds are also known as badoh negro.

Their traditional use by Mexican Native Americans was first described by Richard Schultes in 1941 in a short report documenting their use going back to Aztec times (cited in TiHKAL by Alexander Shulgin). Further research was published in 1960, when Don Thomes MacDougall reported that the seeds of Ipomoea tricolor were used as sacraments by certain Zapotecs, sometimes in conjunction with the seeds of Rivea corymbosa, another species which has a similar chemical composition, with lysergol instead of ergometrine.

LSA was assayed for human activity by Albert Hofmann in self-trials in 1947, well before it was known to be a natural compound. Intramuscular administration of a 500 microgram dose led to a tired, dreamy state, with an inability to maintain clear thoughts. After a short period of sleep the effects were gone, and normal baseline was recovered within five hours.[2] The greater spread of knowledge has led to a rise in recreational use of LSA by people other than Native Americans.[citation needed]

[edit] Isolation

LSA can be extracted from morning glory seeds or Hawaiian baby woodrose seeds with water under acidic conditions.

[edit] Bibliography

Powell, William (2002). The Anarchist Cookbook. Ozark Press,LLC, 44. 

[edit] References

  1. ^ Erowid (01-08-07). Erowid HBWR Effects.
  2. ^ Alexander Shulgin. TiHKAL #26.

[edit] See also

[edit] External links

v • d • e
Ergolines
Lysergic acid derivatives Bromocriptine, Cabergoline, Ergine,Ergonovine, Ergotamine, Lysergic acid, Lysergol, LSD, D-Lysergic acid hydroxyethylamide, Lisuride, Methergine, Methysergide, Pergolide
Hallucinogenic lysergamides AL-LAD, ALD-52, BU-LAD, CYP-LAD, DAL, DAM-57, Ergonovine, ETH-LAD, LAE-32, LSD, LPD-824, LSM-775, Methylergonovine, MLD-41, PARGY-LAD, PRO-LAD
Other ergolines Ergoline
Natural sources Argyreia nervosa, Claviceps spp., Ipomoea tricolor, Ipomoea violacea, Rivea corymbosa
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