Aeruginascin
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Aeruginascin
Aeruginascin or ''N,N,N''-trimethyl-4-phosphoryloxytryptamine is an indoleamine derivative which occurs naturally within the mushroom ''Inocybe aeruginascens'' and ''Pholiotina cyanopus''. Aeruginascin is the ''N''-trimethyl analogue of psilocybin. It is closely related to the frog skin toxin bufotenidine (5-HTQ), a potent 5-HT3 receptor agonist, but the aeruginascin metabolite 4-HO-TMT shows strong binding at the 5-HT2 receptors similar to psilocin Psilocin (also known as 4-HO-DMT, 4-hydroxy DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic psychedelic substance. It is present in most psychedelic mushrooms together with its phosphorylated counte .... The first scientific literature about the pharmacological effects of aeruginascin is from a study published by Gartz in 1989. Across 23 analyzed cases of accidental hallucinogenic mushroom poisonings, people who had ingested the mushroom ''Inocybe aeruginascens'' reported only euphor ...
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Inocybe Aeruginascens
''Inocybe aeruginascens'' is a member of the genus ''Inocybe'' which is widely distributed in Europe. The species was first documented by I. Ferencz in Ócsa, Hungary on June 15, 1965. Description ''Inocybe aeruginascens'' is a small mycorrhizal mushroom with a conic to convex cap which becomes plane in age and is often fibrillose near the margin. It is usually less than 5 cm across, has a slightly darker blunt umbo and an incurved margin when young. The cap color varies from buff to light yellow brown, usually with greenish stains which disappear when the mushroom dries. The gills are adnate to nearly free, numerous, colored pale brown, grayish brown, or tobacco brown. The fruit body has greenish tones and bruises blue where damaged. The spores are smooth and ellipsoid, measuring 6–9.5 x 4.5 micrometres and forming a clay brown spore print. The stem is 2–7 cm long, 3 to 8 mm thick, and is equal width for the whole length, sometimes with some swelling at ...
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Pholiotina Cyanopus
''Pholiotina cyanopus'' is a species of fungus that contains psychoactive compounds including psilocybin and the uncommon aeruginascin. Originally described as ''Galerula cyanopus'' by American mycologist George Francis Atkinson in 1918. It was transferred to ''Conocybe'' by Robert Kühner in 1935 before being transferred to ''Pholiotina'' by Rolf Singer in 1950. A 2013 molecular phylogenetics study found it to belong to a group of species currently assigned to ''Pholiotina'' that are more closely related to ''Galerella nigeriensis'' than to ''Pholiotina'' or ''Conocybe''. It is likely that it will be moved to a different genus in the future, but this has not happened yet. It is very similar to '' Pholiotina smithii'', a species known only from North America, from which it differs slightly in the color of its cap and gills and the width of its cheilocystidia. Some authors have speculated that the ''P. smithii'' could be a junior synonym of ''P. cyanopus'', but this has not been c ...
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Indoleamine
Indolamines are a family of neurotransmitters that share a common molecular structure (namely, indolamine). Indolamines are a classification of monoamine neurotransmitter, along with catecholamines and ethylamine derivatives. A common example of an indolamine is the tryptophan derivative serotonin, a neurotransmitter involved in mood and sleep. Another example of an indolamine is melatonin. In biochemistry, indolamines are substituted indole compounds that contain an amino group. Examples of indolamines include the lysergamides. Synthesis Indolamines are biologically synthesized from the essential amino acid tryptophan. Tryptophan is synthesized into serotonin through the addition of a hydroxyl group by the enzyme ''tryptophan hydroxylase'' and the subsequent removal of the carboxyl group by the enzyme ''5-HTP decarboxylase''.Carlson, Neil R. ''Physiology of Behavior''. 11th ed. Vol. 1. N.p.: Pearson Education, n.d. Print. See also *Indole *Tryptamine Tryptamine ...
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Methyl
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules. While the methyl group is usually part of a larger molecule, bounded to the rest of the molecule by a single covalent bond (), it can be found on its own in any of three forms: methanide anion (), methylium cation () or methyl radical (). The anion has eight valence electrons, the radical seven and the cation six. All three forms are highly reactive and rarely observed. Methyl cation, anion, and radical Methyl cation The methylium cation () exists in the gas phase, but is otherwise not encountered. Some compounds are considered to be sources of the cation, and this simplification is used pervasively in organic chemistry. For example, protonation of methanol gives an elect ...
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Analog (chemistry)
A structural analog (analogue in modern traditional English; Commonwealth English), also known as a chemical analog or simply an analog, is a compound having a structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is screened for structural analogs of a lead compound. Chemical analogues of il ...
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Psilocybin
Psilocybin ( , ) is a naturally occurring psychedelic prodrug compound produced by more than 200 species of fungi. The most potent are members of the genus ''Psilocybe'', such as '' P. azurescens'', '' P. semilanceata'', and '' P. cyanescens'', but psilocybin has also been isolated from about a dozen other genera. Psilocybin is itself biologically inactive but is quickly converted by the body to psilocin, which has mind-altering effects similar, in some aspects, to those of LSD, mescaline, and DMT. In general, the effects include euphoria, visual and mental hallucinations, changes in perception, a distorted sense of time, and perceived spiritual experiences. It can also cause adverse reactions such as nausea and panic attacks. Imagery found on prehistoric murals and rock paintings of modern-day Spain and Algeria suggests that human usage of psilocybin mushrooms predates recorded history. In Mesoamerica, the mushrooms had long been consumed in spiritual and div ...
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