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5,6-Dibromo-DMT
5,6-Dibromo-DMT (5,6-Dibromo-''N'',''N''-dimethyltryptamine, 5,6-Br-DMT) is a substituted tryptamine alkaloid found in some marine sponges. It is briefly mentioned in Alexander Shulgin's book ''TiHKAL'' (Tryptamines I Have Known and Loved) under the DMT entry and is stated to be found, along with other tryptamines, in ''Smenospongia aurea'' and other sponges. See also * 5,6-Dibromo-N-methyltryptamine * 6-Bromotryptamine *5-Bromo-DMT 5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges ''Smenospongia aurea'' and ''Smenospongia echina'', as well as in ''Verongula rigida'' (0.00142% dry weight) alongside 5,6-Dibr ... References Tryptamine alkaloids Bromoarenes Dimethylamino compounds {{alkaloid-stub ...
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Substituted Tryptamine
Substituted tryptamines, or serotonin analogues, are organic compounds which may be thought of as being derived from tryptamine itself. The molecular structures of all tryptamines contain an indole ring, joined to an amino group, amino (NH2) group via an ethyl (−CH2–CH2−) side chain, sidechain. In substituted tryptamines, the indole ring, sidechain, and/or amino group are modified by substituting another group for one of the hydrogen (H) atoms. Well-known tryptamines include serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. Tryptamine alkaloids are found in fungi, plants and animals; and sometimes used by humans for the neurological or psychotropic effects of the substance. Prominent examples of tryptamine alkaloids include psilocybin (from "psilocybin mushrooms") and dimethyltryptamine, DMT. In South America, dimethyltryptamine is obtained from numerous plant sources, like chacruna, and it is often used in ayahuas ...
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5-Bromo-DMT
5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges ''Smenospongia aurea'' and ''Smenospongia echina'', as well as in ''Verongula rigida'' (0.00142% dry weight) alongside 5,6-Dibromo-DMT (0.35% dry weight) and seven other alkaloids. It is the 5- bromo derivative of DMT, a psychedelic found in many plants and animals. 5-Bromo-DMT has a pEC50 value of 5.51 for the 5-HT2A receptor. Animal studies on 5-Bromo-DMT showed that it produces effects suggestive of sedative and antidepressant activity and caused significant reduction of locomotor activity in the rodent FST model. 5-Bromo-DMT was reported to be psychoactive at 20–50 mg via vaporization with mild psychedelic-like activity. Legality 5-Bromo-DMT is specifically listed as a controlled drug in Singapore. Related compounds * 5-Chloro-αMT * 5-Fluoro-AMT * 5-Fluoro-DMT * Convolutindole A * Desformylflustrabromine * Plakohypaphorine Plakohypaphorines a ...
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Alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , , Medicinal plant, plants, an ...
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Sponge
Sponges, the members of the phylum Porifera (; meaning 'pore bearer'), are a basal animal clade as a sister of the diploblasts. They are multicellular organisms that have bodies full of pores and channels allowing water to circulate through them, consisting of jelly-like mesohyl sandwiched between two thin layers of cells. Sponges have unspecialized cells that can transform into other types and that often migrate between the main cell layers and the mesohyl in the process. Sponges do not have nervous, digestive or circulatory systems. Instead, most rely on maintaining a constant water flow through their bodies to obtain food and oxygen and to remove wastes. Sponges were first to branch off the evolutionary tree from the last common ancestor of all animals, making them the sister group of all other animals. Etymology The term ''sponge'' derives from the Ancient Greek word ( 'sponge'). Overview Sponges are similar to other animals in that they are multicellular, he ...
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Alexander Shulgin
Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author. He is credited with introducing 3,4-methylenedioxymethamphetamine (MDMA, commonly known as "ecstasy") to psychologists in the late 1970s for psychopharmaceutical use and for the discovery, synthesis and personal bioassay of over 230 psychoactive compounds for their psychedelic and entactogenic potential. In 1991 and 1997, he and his wife Ann Shulgin compiled the books '' PiHKAL'' and ''TiHKAL'' (standing for ''Phenethylamines'' and ''Tryptamines I Have Known And Loved''), from notebooks that extensively described their work and personal experiences with these two classes of psychoactive drugs. Shulgin performed seminal work into the descriptive synthesis of many of these compounds. Some of Shulgin's noteworthy discoveries include compounds of the 2C* family (such as 2C-B) and compounds of t ...
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TiHKAL
''TIHKAL: The Continuation'' is a 1997 book written by Alexander Shulgin and Ann Shulgin about a family of psychoactive drugs known as tryptamines. A sequel to '' PIHKAL: A Chemical Love Story'', ''TIHKAL'' is an acronym that stands for "Tryptamines I Have Known and Loved". Content ''TIHKAL'', much like its predecessor ''PIHKAL'', is divided into two parts. The first part, for which all rights are reserved, begins with a fictionalized autobiography, picking up where the similar section of ''PIHKAL'' left off; it then continues with a collection of essays on topics ranging from psychotherapy and the Jungian mind to the prevalence of DMT in nature, ayahuasca and the War on Drugs. The second part of ''TIHKAL'', which may be conditionally distributed for non-commercial reproduction (see external links An internal link is a type of hyperlink on a web page to another page or resource, such as an image or document, on the same website or domain. Hyperlinks are considered eit ...
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Dimethyltryptamine
''N'',''N''-Dimethyltryptamine (DMT or ''N'',''N''-DMT, SPL026) is a substituted tryptamine that occurs in many plants and animals, including human beings, and which is both a derivative and a structural analog of tryptamine. It is used as a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen. DMT has a rapid onset, intense effects, and a relatively short duration of action. For those reasons, DMT was known as the "business trip" during the 1960s in the United States, as a user could access the full depth of a psychedelic experience in considerably less time than with other substances such as LSD or psilocybin mushrooms. DMT can be inhaled, ingested, or injected and its effects depend on the dose, as well as the mode of administration. When inhaled or injected, the effects last a short period of time: about five to 15 minutes. Effects can last three hours or more when orally ingested along with a monoamine oxidase inhibitor (MAOI), such as ...
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Smenospongia Aurea
''Smenospongia aurea'' is a species of sea sponge found in the Caribbean in the class Demospongiae. The scientific name of the species was first validly published in 1875 by Alpheus Hyatt, as ''Aplysina aurea''. See also *''Smenospongia echina'' * 5-Bromo-DMT *Hallucinogenic fish Several species of fish are claimed to produce hallucinogenic effects when consumed. For example, ''Sarpa salpa'', a species of sea bream, is commonly claimed to be hallucinogenic. These widely distributed coastal fish are normally found in t ... References Dictyoceratida Animals described in 1875 {{demosponge-stub ...
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5,6-Dibromo-N-methyltryptamine
5,6-Dibromo-''N''-methyltryptamine (5,6-Dibromo-NMT) is a substituted tryptamine alkaloid that occurs naturally in marine sponges. See also * 5,6-Dibromotryptamine * 6-Bromotryptamine *5-Bromo-DMT 5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges ''Smenospongia aurea'' and ''Smenospongia echina'', as well as in ''Verongula rigida'' (0.00142% dry weight) alongside 5,6-Dibr ... References Tryptamine alkaloids Bromoarenes {{alkaloid-stub ...
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6-Bromotryptamine
6-Bromotryptamine is a substituted tryptamine that is a marine natural product. See also * 5,6-Dibromotryptamine * 5,6-Dibromo-''N''-methyltryptamine *5-Bromo-DMT 5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges ''Smenospongia aurea'' and ''Smenospongia echina'', as well as in ''Verongula rigida'' (0.00142% dry weight) alongside 5,6-Dibr ... References Tryptamine alkaloids Bromoarenes {{alkaloid-stub ...
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Tryptamine Alkaloids
Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the first one being the heterocyclic nitrogen). The structure of tryptamine is a shared feature of certain aminergic neuromodulators including melatonin, serotonin, bufotenin and psychedelic derivatives such as dimethyltryptamine (DMT), psilocybin, psilocin and others. Tryptamine has been shown to activate trace amine-associated receptors expressed in the mammalian brain, and regulates the activity of dopaminergic, serotonergic and glutamatergic systems. In the human gut, symbiotic bacteria convert dietary tryptophan to tryptamine, which activates 5-HT4 receptors and regulates gastrointestinal motility. Multiple tryptamine-derived drugs have been developed to treat migraines, while trace amine-associated receptors are being explored as a ...
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