Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.

This is a commonly used substance with well known effects, but that does not guarantee the substance will be safe. The safety profile has been established based on usage data commonly reported by others.

Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.

Description

LSA Also known as:

Ergine[Wiki]

(+)-lysergamide

(8β)-6-Methyl-9,10-didehydroergolin-8-carboxamid[German][ACD/IUPAC Name]

(8β)-6-Methyl-9,10-didehydroergoline-8-carboxamide[ACD/IUPAC Name]

(8β)-6-Méthyl-9,10-didéhydroergoline-8-carboxamide[French][ACD/IUPAC Name]

207-524-0[EINECS]

478-94-4[RN]

9,10-Didehydro-6-methylergoline-8b-carboxamide

9,10-Didehydro-6-methyl-ergoline-8-β-carboxamide

Ergoline-8-carboxamide, 9,10-didehydro-6-methyl-, (8β)-

Ergoline-8-carboxamide, 9,10-didehydro-6-methyl-, (8β)-[ACD/Index Name]

Ergoline-8-β-carboxamide, 9,10-didehydro-6-methyl-

lysergamide[Wiki]

lysergic acid amide

(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

(8R)-9,10-didehydro-6-methylergoline-8-carboxamide

9,10-didehydro-6-methylergoline-8β-carboxamide

9,10-DIDEHYDRO-6-METHYLERGOLINE-8-β-CARBOXAMIDE

90708[Beilstein]

PDSP2_001113

A chemical found in Morning Glory and Hawaiian Baby Woodrose seeds, which are often legally available. Has mental effects similar to LSD, although with almost no visual effects. It is famous for being very nauseating, and for causing excessive time dilation at higher doses.

Summary

LSA is an ergot alkaloid and the main psychoactive constituent of morning glory seeds. LSA is chemically related to LSD and is said to produce similar effects, although the extent to which it does is unclear. LSA was first described in 1932 as part of an investigation into the alkaloids found in ergot.

In 1947, it was synthesized and tested for human activity by Albert Hofmann. The intramuscular administration of a 500 microgram dose produced a “tired, dreamy state with an inability to maintain clear thoughts. " In 1970, LSA was detected as a constituent in Hawaiian baby woodrose seeds, which were being ground up into capsules and sold on the street as “mescaline”.

Today, LSA is typically consumed via morning glory and Hawaiian baby woodrose seeds. User reports describe the effects of LSA as primarily sedating and dream-like, with a mild to moderate psychedelic component. The psychedelic effects of LSA occur inconsistently and are not directly comparable to the effects of classical psychedelics like LSD, psilocybin mushrooms, or mescaline.

LSA is described as primarily bodily and cognitive with little visual effects. Many users report serious nausea and bodily discomfort (“body load”) when taking LSA-containing seeds. Like other psychedelics, LSA is not considered to be addictive.

However, adverse reactions such as severe anxiety, paranoia, and psychosis are always possible, particularly among those who are predisposed to psychiatric disorders. It is therefore highly advised to use harm reduction practices if using this substance.

Chemistry

The chemical structure of LSA contains a core structure of lysergic acid with an amine functional group bound to RN.

The structure of lysergic acid is composed of a bicyclic hexahydroindole fused to a bicyclic quinoline group (lysergic acid).

At carbon 8 of the quinoline, an acetamide group is bound.

LSA is additionally substituted at carbon 6 with a methyl group. LSA is a chiral compound with two stereocenters at R5 and R8.

LSA, also called (+)-D-LSA, has an absolute configuration of (5R, 8R).

The three other stereoisomers of LSA do not have psychoactive properties.

LSA is structurally analogous to LSD, with the exception being that LSA lacks the diethyl substitution of LSD at RN of its carboxamide group.

It can be used as a precursor to LSD.

Common Name	Ergine
Systematic name	Ergine
Formula	C_{16}H_{17}N_{3}O
SMILES	CN1C[C@@H](C=C2[C@H]1Cc3c[nH]c4c3c2ccc4)C(=O)N
Std. InChi	InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)
Std. InChiKey	CVHZOJJKTDOEJC-UHFFFAOYSA-N
Avg. Mass	267.3257 Da
Molecular Weight	267.3257
Monoisotopic Mass	267.137177 Da
Nominal Mass	267
ChemSpider ID	390611

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Dose Chart

HBWR
Light	1-2seeds
Common	2-6seeds
Strong	6-14seeds
Heavy	14seeds+

Morning_Glory
Light	50-100seeds
Common	100-250seeds
Strong	250-400seeds
Heavy	400seeds+

Duration Chart

LSA Duration Data
Onset	30-180 minutes
Duration	4-10 hours
After-effects	Some

Legal Status

Australia: LSA is illegal to produce, sell, and consume in Australia.

Austria: LSA containing seeds are not regulated, thus are legal to possess, produce and sell.

Germany: LSA is controlled under the NpSG (New Psychoactive Substances Act) as of July 18, 2019. Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized. Plant parts containing LSA are not covered by the law.

Latvia: LSA itself is controlled as a structural analog of LSD. However, there is no information about LSA-containing seeds. In Latvia, plants are only illegal if they contain Schedule I controlled substances and LSA is not a Schedule 1 controlled substance.

The Netherlands: LSA is illegal to consume, sell, and possess.

New Zealand: LSA is illegal to consume, sell, and possess. The plants and seeds of morning glory species are legal to possess, cultivate, buy and distribute.

Sweden: LSA is illegal to consume, sell, and possess.

Turkey: LSA is illegal to consume, sell, and possess. The plants and seeds of morning glory species are legal to possess, cultivate, buy and distribute.

United Kingdom: LSA is a Class A controlled substance and categorized as a precursor to LSD.

United States: As a precursor to LSD, LSA is a DEA Schedule III controlled substance. However, seeds containing LSA can be purchased legally on the internet and from gardening stores.

Sources

References
Resources

References

Smith, Sydney; Timmis, Geoffrey M. (1932). "The alkaloids of ergot. Part III. Ergine, a new base obtained by the degradation of ergotoxine and ergotinine". Journal of the Chemical Society (Resumed) (1932 ed.) (98): 763–766. :10.1039/JR9320000763.
Shulgin, Alexander; Shulgin, Ann (1997). "#26. LSD-25". TiHKAL: The Continuation. United States: Transform Press. 0-9630096-9-9. OCLC 38503252.
Miller, Michael D. (1970). "Isolation and Identification of Lysergic Acid Amide and Isolysergic Acid Amide as the Principal Ergoline Alkaloids in Argyreia nervosa, a Tropical Wood Rose" (PDF). Journal of the AOAC. 53 (1): 123–128. 1060-3271.
Borsutzky, M.; Passie, T.; Paetzold, W.; Schneider, U. (2002). "Hawaiian baby woodrose: (Psycho-) Pharmacological effects of the seeds of Argyreia nervosa. A case-orientated demonstration". Der Nervenarzt. 73 (9): 892–896. :10.1007/s00115-002-1374-4. 0028-2804. PMID 12215884.
Lüscher, Christian; Ungless, Mark A. (2006). "The Mechanistic Classification of Addictive Drugs". PLOS Medicine. 3 (11). :10.1371/journal.pmed.0030437. 1549-1277. PMID 17105338.
Strassmann, Rick (1984). "Adverse reactions to psychedelic drugs. A review of the literature". Journal of Nervous and Mental Disease. 172 (10): 577–595. :10.1097/00005053-198410000-00001. 0022-3018. OCLC 1754691. PMID 6384428.
Ingram Jr., Albert L. (1964). "Morning Glory Seed Reaction". JAMA: The Journal of the American Medical Association. 190 (13): 1133–1134. :10.1001/jama.1964.03070260045019. 0098-7484.
Klinke, Helene B.; Müller; Steffenrud, S.; Dahl-Sørensen, R. (2010). "Two cases of lysergamide intoxication by ingestion of seeds from Hawaiian Baby Woodrose". Forensic Science International. 197 (1–3): e1–e5. :10.1016/j.forsciint.2009.11.017. 0379-0738.
Iemitsu, M.; Itoh, M.; Fujimoto, T.; Tashiro, M.; Nagatomi, R.; Ohmori, H.; Ishii, K. (2000). "Whole-body energy mapping under physical exercise using positron emission tomography". Medicine & Science in Sports & Exercise. 32 (12): 2067–2070. :10.1097/00005768-200012000-00016. 0195-9131. PMID 11128853.
Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67. :10.1007/BF03161089. 1556-9039.
"Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz [Federal Ministry of Justice and Consumer Protection]. Retrieved December 10, 2019.
"Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes" (PDF). Bundesgesetzblatt Jahrgang 2019 Teil I Nr. 27 (in German). Bundesanzeiger Verlag. July 17, 2019. pp. 1083–1094. Retrieved January 1, 2020.
"§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz [Federal Ministry of Justice and Consumer Protection]. Retrieved December 10, 2019.
"§ 2 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz [Federal Ministry of Justice and Consumer Protection]. Retrieved December 10, 2019.
"Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" (in Latvian). VSIA Latvijas Vēstnesis. November 10, 2005. Retrieved January 1, 2020.
"Karar Sayısı : 2013/5742" (PDF) (in Turkish). Resmi Gazete. December 16, 2013. Retrieved January 16, 2020.

Resources

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PubChem National Center for Bio Informatics
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Wikipedia

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Data is constantly updated so please check back later to see if there is any more available information on this substance.

LSA

Description

Summary

Chemistry

Dose Chart

Duration Chart

Legal Status

Sources

References

Resources

Tags