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Ergine
Ergine, also known as lysergic acid amide (LSA or LAA) as well as LA-111, is a psychoactive compound of the ergoline and lysergamide families related to lysergic acid diethylamide (LSD). Ergine is an ergoline alkaloid found in fungi such as '' Claviceps paspali'' (ergot) and '' Periglandula'' species such as '' Periglandula clandestina'', which are permanently connected with many morning glory vines. Ergine induces relatively mild psychedelic effects as well as pronounced sedative effects. The most common sources of ergine for use as a drug are the seeds of morning glory species including ''Ipomoea tricolor'' (tlitliltzin), '' Ipomoea corymbosa'' (ololiuhqui), and '' Argyreia nervosa'' (Hawaiian baby woodrose). Morning glory seeds have a history of entheogenic use in Mesoamerica dating back at least hundreds of years. They have also since been used by many Westerners. In addition to ergine, morning glory seeds contain other ergolines such as lysergic acid hydroxyethylamid ...
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Isoergine
Isoergine, also known as isolysergic acid amide (iso-LSA or iso-LA-819), isolysergamide, or erginine, is a serotonergic psychedelic of the ergoline and lysergamide families related to ergine (lysergic acid amide; LSA) and lysergic acid diethylamide (LSD). It is the epimer of ergine inverted at the 8 position. Along with ergine and other ergolines, isoergine occurs naturally in morning glories. It is thought to be primarily responsible for the hallucinogenic effects of morning glory seeds. Use and effects Isoergine occurs naturally in morning glory species, including ''Ipomoea tricolor'' (tlitliltzin), ''Ipomoea corymbosa'' (ololiuhqui), and '' Argyreia nervosa'' (Hawaiian baby woodrose). It has been found to constitute 8 to 35% of total alkaloid content relative to 5 to 58% for ergine. Albert Hofmann, the discoverer of LSD's psychedelic effects, tried 2mg isoergine orally and experienced feelings of unreality, detachment from the outside world, feelings of mental emptiness ...
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Ergoline
Ergoline is a core structure in many alkaloids and their synthetic derivatives. Ergoline alkaloids were first characterized in ergot. Some of these are implicated in the condition of ergotism, which can take a convulsive form or a gangrenous form. Even so, many ergoline alkaloids have been found to be clinically useful. Annual world production of ergot alkaloids has been estimated at 5,000–8,000 kg of all ergopeptines and 10,000–15,000 kg of lysergic acid, used primarily in the manufacture of semi-synthetic derivatives. Others, such as lysergic acid diethylamide, better known as LSD, a Semisynthesis, semi-synthetic derivative, and ergine, a natural derivative found in ''Argyreia nervosa'', ''Ipomoea tricolor'' and related species, are known Psychedelic drug, psychedelic substances. Natural occurrence Ergoline alkaloids are found in fungi such as Claviceps purpurea, Claviceps paspali, and the related Periglandula, which have a permanent, symbiotic bond with numerous ...
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Lysergic Acid Hydroxyethylamide
Lysergic acid hydroxyethylamide (LSH or LAH), also known as lysergic acid ''N''-(α-hydroxyethyl)amide, is an ergoamide and an ergoline. It is perhaps the main constituent of the parasitic fungus, '' Claviceps paspali''; and found in trace amounts in ''Claviceps purpurea''. ''C. paspali'' and ''C. purpurea'' are ergot-spreading fungi. ''Periglandula'', ''Clavicipitacepus'' fungi, are permanently symbiotically connected to an estimated 450species of ''Convolvulaceae'' and thus generate LAH in some of them (42 generate ergolines, by Eckart Eich's review). The most well-known ones are ''Ipomoea tricolor'' (“morning glory”), ''Turbina corymbosa'' (''coaxihuitl''), and '' Argyreia nervosa'' (Hawaiian baby woodrose). LAH is structurally similar to ergonovine, which is also known as lysergic acid hydroxymethylethylamide. The more well-known analog, lysergic acid amide (syn. ''ergine''), is more prominent in analytical results because LAH easily decomposes to ergine. Ergine is only ...
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Lysergamides
Lysergamides, also known as ergoamides or as lysergic acid amides, are amides of lysergic acid (LA). They are ergolines, with some lysergamides being found natural product, naturally in ergot as well as other fungi. Lysergamides are notable in containing embedded substituted phenethylamine, phenethylamine and substituted tryptamine, tryptamine moiety (chemistry), moieties within their ergoline ring system (chemistry), ring system. The simplest lysergamides are ergine (lysergic acid amide; LSA) and isoergine (iso-lysergic acid amide; iso-LSA). In terms of pharmacology, the lysergamides include numerous serotonin and dopamine receptor (biochemistry), receptor agonists, most notably the psychedelic drug lysergic acid diethylamide (LSD) but also a number of pharmaceutical drugs like ergometrine, methylergometrine, methysergide, and cabergoline. Various analogues of LSD, such as the psychedelics ALD-52 (1A-LSD), ETH-LAD, LSZ, and 1P-LSD and the non-hallucinogenic 2-bromo-LSD (BOL-148) ...
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Serotonergic Psychedelic
Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic hallucinogens or serotonergic hallucinogens, the term ''psychedelic'' is sometimes used more broadly to include various other types of hallucinogens as well, such as those which are atypical or adjacent to psychedelia like salvia and MDMA, respectively. Classic psychedelics generally cause specific psychological, visual, and auditory changes, and oftentimes a substantially altered state of consciousness. They have had the largest influence on science and culture, and include mescaline, LSD, psilocybin, and DMT. There are a large number of both naturally occurring and synthetic serotonergic psychedelics. Most psychedelic drugs fall into one of the three families of chemical compounds: tryptamines, phenethylamines, or lysergamides. They pro ...
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Morning Glory
Morning glory (also written as morning-glory) is the common name for over 1,000 species of flowering plants in the family Convolvulaceae, whose taxonomy and systematics remain in flux. These species are distributed across numerous genus, genera, including: * ''Argyreia'' * ''Astripomoea'' * ''Calystegia'' * ''Convolvulus'' * ''Ipomoea'' (the largest genus) * ''Lepistemon'' * ''Merremia'' * ''Operculina'' * ''Rivea'' * ''Stictocardia'' ''Ipomoea tricolor'', commonly known simply as "morning glory", is the archetypical species for the group and is renowned for its many beautiful varieties, such as 'Heavenly Blue', 'Flying Saucers', and 'Pearly Gates'. As the name suggests, most morning glory flowers open early in the day and begin to fade by late morning, as the Corolla (botany), corolla starts to curl inward. They thrive in full sun and prefer mesic habitat, mesic soils. While many species are known for their diurnal blooming pattern, some, such as ''Ipomoea muricata'', ''Ipo ...
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Ergonovine
Ergonovine, also known as ergometrine and lysergic acid propanolamide, is a medication used to cause contractions of the uterus to treat heavy vaginal bleeding after childbirth. It can be used either by mouth, by injection into a muscle, or injection into a vein. Common side effects include high blood pressure, vomiting, seizures, headache, and low blood pressure. Other serious side effects include ergotism. Ergonovine was discovered in 1932. It is on the World Health Organization's List of Essential Medicines. Ergonovine is controlled in some countries because it can be used to make the psychedelic drug lysergic acid diethylamide (LSD). It is also known to produce psychedelic effects itself at high doses. Medical uses Ergonovine has a medical use in obstetrics to facilitate delivery of the placenta and to prevent bleeding after childbirth by causing smooth muscle tissue in the blood vessel walls to narrow, thereby reducing blood flow. It is usually combined with oxytoci ...
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Argyreia Nervosa
''Argyreia nervosa'' is a perennial climbing vine native to the Indian subcontinent and introduced to numerous areas worldwide, including Hawaii, Africa, and the Caribbean. Though it can be invasive, it is often prized for its aesthetic and medicinal value. Common names include Hawaiian baby woodrose, adhoguda अधोगुडा or vidhara विधारा (Sanskrit), elephant creeper and woolly morning glory. Its seeds are known for their powerful entheogenic properties, greater or similar to those of Ipomoea species, with users reporting significant psychedelic and spiritual experiences. The two botanical varieties are ''Argyreia nervosa'' var. ''nervosa'' described here, and ''Argyreia nervosa'' var. ''speciosa'', the roots of which are used in Ayurvedic medicine. ''Argyreia nervosa'' contains various ergoline alkaloids such as ergine. A study reported stereoisomers of ergine to be found in the seeds at a concentration of 0.325% of dry weight. Two modern studies from a ...
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Periglandula Clandestina
''Periglandula clandestina'' is a fungus of the genus ''Periglandula''. It is symbiotic with the morning glory plant ''Ipomoea tricolor'' (the Mexican morning glory). ''Ipomoea tricolor'' seeds are hallucinogenic in humans due to the presence of naturally occurring lysergamides or ergot alkaloids like ergine (lysergic acid amide; LSA) and isoergine (isolysergic acid amide; iso-LSA). The lysergamides present in ''Ipomoea tricolor'' are produced by ''Periglandula clandestina'' that it is symbiotic with rather than by ''Ipomoea tricolor'' itself. ''Periglandula clandestina'', isolated from ''Ipomoea tricolor'', was discovered and first described by Corinne Hazel and Daniel Panaccione at West Virginia University in 2025. See also * ''Periglandula ipomoeae ''Periglandula ipomoeae'' is a fungus of the genus '' Periglandula'' in the family Clavicipitaceae. Symbiosis '' Ipomoea asarifolia'', and ''Ipomoea tricolor'' seeds contains LSA and LSH among other alkaloids, due to the presenc ...
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Claviceps Paspali
''Claviceps paspali'' is a fungus of the genus ''Claviceps'' (ergot) and family ''Clavicipitaceae''. Along with the better-known ''Claviceps purpurea'', it is one of the ''Claviceps'' species that has the capacity to produce psychedelic lysergamides such as ergine (lysergic acid amide; LSA) and isoergine. ''Claviceps paspali'' infects wild grasses and could be found on the common grass ''Paspalum''. Like ''Claviceps africana Ergot ( ) or ergot fungi refers to a group of fungi of the genus ''Claviceps''. The most prominent member of this group is ''Claviceps purpurea'' ("rye ergot fungus"). This fungus grows on rye and related plants, and produces alkaloids that can ...'', ''Claviceps paspali'' also secretes honeydew which is consumed by bees. The bees then create a honey called fic'e (Paraguayan Makai Indian language), which is infused with secretions from the plants and has a pungent aroma. If consumed in high amounts, the honey can cause drunkenness, dizziness and even deat ...
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Ipomoea Corymbosa
''Ipomoea corymbosa'' (''Rivea corymbosa'', ''Turbina corymbosa'') is a species of morning glory, native throughout Latin America from Mexico as far south as Peru and widely naturalised elsewhere. Its common names include Christmasvine, Christmaspops, and snakeplant. Description and names Known to natives of north and central Mexico by its Nahuatl name, coaxihuitl and by the south eastern natives as xtabentún (in Mayan), it is a perennial climbing vine with white flowers, often grown as an ornamental plant. Its flowers secrete copious amount of nectar, and the honey that bees make from it is very clear and aromatic. It also grows in Cuba, where it usually blooms from early December to February. It is considered one of the main honey plants of the island. This plant is often used for purposes other than recreation, as natives of Mexico consider the flour produced from its seeds (distinguished as ''ololiuhqui'' (''ololiúqui'', "round things")) a tool for divination and communi ...
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