 | | Psilocin | | Systematic (IUPAC) name | | 4-Hydroxy-N,N-dimethyl-tryptamine | | Identifiers | | CAS number | 520-53-6 | | ATC code | ? | | PubChem | ? | | Chemical data | | Formula | C12H16N2O | | Mol. mass | 204.27 g/mol | | SMILES | search in eMolecules, PubChem | | Physical data | | Melt. point | 173–176 °C (343–349 °F) | | Pharmacokinetic data | | Bioavailability | ? | | Metabolism | ? | | Half life | ? | | Excretion | ? | | Therapeutic considerations | | Pregnancy cat. | ? Image File history File links Psilocin_chemical_structure. ...
IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ...
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General Name, symbol, number carbon, C, 6 Chemical series nonmetals Group, period, block 14, 2, p Appearance black (graphite) colorless (diamond) Standard atomic weight 12. ...
General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ...
General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Standard atomic weight 14. ...
General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ...
The molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ...
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| | Routes | ? | Psilocin,(4-HO-DMT) sometimes called psilocine or psilotsin, is a psychedelic (hallucinogenic) mushroom alkaloid. It is found in most psychedelic mushrooms together with its close congener psilocybin. Psilocin is a Schedule I drug under the Convention on Psychotropic Substances.[1] In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ...
Psychedelic drugs are psychoactive drugs whose primary action is to alter the thought processes of the brain. ...
The general group of pharmacological agents commonly known as hallucinogens can be divided into three broad categories: psychedelics, dissociatives, and deliriants. ...
Mushroom(s) are the fleshy, spore-bearing fruiting bodies of fungi typically produced above ground on soil or on their food sources. ...
Chemical structure of ephedrine, a phenethylamine alkaloid An alkaloid is, strictly speaking, a naturally occurring amine produced by a plant,[1] but amines produced by animals and fungi are also called alkaloids. ...
Psychedelic mushrooms is a general term for fungi that contain psychoactive substances. ...
A congener (from Latin roots meaning born together or within the same race or kind) has several different meanings depending on the field in which it is used. ...
Psilocybin (also known as psilocybine) is a psychedelic alkaloid of the tryptamine family, found in psilocybin mushrooms. ...
Convention on Psychotropic Substances Opened for signature February 21, 1971 in Vienna Entered into force August 16, 1976 Conditions for entry into force 40 ratifications Parties 175 The Convention on Psychotropic Substances is a United Nations treaty designed to control psychoactive drugs such as amphetamines, barbiturates, and psychedelics. ...
Psilocin is almost identical to the chemical structure of the chemical of another known hallucinogen, bufotenin. The only difference is the position of the hydroxyl (OH-) group on the benzene ring - in psilocin, the hydroxyl group is at the 4-position in the indole ring, and in bufotenin, the hydroxyl group is at the 5-position on the indole ring. Bufotenin, also spelled bufotenine, is also known under the names 5-hydroxy-DMT (5-OH-DMT) or dimethyl-serotonin and is a tryptamine related to the neurotransmitter serotonin. ...
History
The Swiss chemist Albert Hofmann and the laboratory assistant Hans Tscherter from Sandoz isolated psilocin and its phosphate ester psilocybin from Psilocybe mushrooms in 1959 guided by self-administration. Dr. Dr. Albert Hofmann (born January 11, 1906) is a prominent Swiss scientist best known as the father of LSD. He was born in Baden, Switzerland, and studied chemistry at the University of Zürich. ...
Sandoz Laboratories was a Swiss pharmaceutical company, best known for inventing LSD in 1938 and later marketing it as a psychiatric drug under the trade name Delysid. ...
A carboxylic acid ester. ...
This article or section is missing citation of sources. ...
Chemistry Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions (hydrolysis). One synthetic route uses the Speeter-Anthony tryptamine synthesis starting from 4-hydroxyindole. A phosphorylated serine residue Phosphorylation is the addition of a phosphate (PO4) group to a protein or a small molecule or the introduction of a phosphate group into an organic molecule. ...
Acidity redirects here. ...
Acids and bases: Acid-base reaction pH Self-ionization of water Buffer solutions Systematic naming Acid-base extraction Acidity function Proton affinity Acids: Strong acids Weak acids Superacids Lewis acids Mineral acids Organic acids Bases: Strong bases Weak bases Superbases Lewis bases Organic bases edit In chemistry, a base is...
Hydrolysis is a chemical reaction or process in which a chemical compound reacts with water. ...
In chemistry, chemical synthesis is purposeful execution of chemical reactions in order to get a product, or several products. ...
Psilocin is relatively unstable in solution due to its phenolic OH group. Under alkaline conditions in the presence of oxygen it immediately forms bluish and dark black degradation products. Similar products are also formed under acidic conditions in the presence of oxygen and Fe3+ ions (Keller's reagent, FeCl3 / MeOH / HCl). Psilocin is an amine and forms salts with acids [citation needed] that are usually more stable upon storage. Psilocin base can be evaporated by heating. In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of a hydroxyl group (-OH) attached to an aromatic hydrocarbon group. ...
This prefix in chemical nomenclature indicates the presence of a hydroxyl functional group (-OH). ...
General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ...
General Name, symbol, number iron, Fe, 26 Chemical series transition metals Group, period, block 8, 4, d Appearance lustrous metallic with a grayish tinge Standard atomic weight 55. ...
The general structure of an amine Amines are organic compounds and a type of functional group that contain nitrogen as the key atom. ...
For other uses, see Salt (disambiguation). ...
This article or section is in need of attention from an expert on the subject. ...
Pharmacology Psilocybin is rapidly dephosphorylated in the body to psilocin which then acts as a partial agonist at the 5-HT2A serotonin receptor in the brain where it mimics the effects of serotonin (5-HT). Psilocin is an 5-HT1A and 5-HT2A/2C agonist.
See also Psychedelic mushrooms is a general term for fungi that contain psychoactive substances. ...
Psilocybin (also known as psilocybine) is a psychedelic alkaloid of the tryptamine family, found in psilocybin mushrooms. ...
Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ...
Indole is an aromatic heterocyclic organic compound. ...
Psychedelic drugs are psychoactive drugs whose primary action is to alter the thought processes of the brain. ...
An assortment of psychoactive drugs A psychoactive drug or psychotropic substance is a chemical substance that acts primarily upon the central nervous system where it alters brain function, resulting in temporary changes in perception, mood, consciousness and behavior. ...
For other uses, see Mana (disambiguation). ...
Ayahuasca (Quechua, pronounced ) is any of various psychoactive infusions prepared from the Banisteriopsis spp. ...
This article is about the Vedic plant and ritual. ...
References - ^ "Green list"
External links - The Ones That Stain Blue Studies in ethnomycology including the contributions of Maria Sabina, Dr. Albert Hofmann and Dr. Gaston Guzman.
- The Shroomery Detailed information about Psilocybin mushrooms including identification, cultivation and spores, psychedelic images, trip reports, a dosage calculator and an active community.
- 4-HO-DMT entry in TiHKAL
| Drugs from TiHKAL | AL-LAD • DBT • DET • DiPT • 5-MeO-α-MT • DMT • 2,α-DMT • α,N-DMT • DPT • EiPT • α-ET • ETH-LAD • Harmaline • Harmine • 4-HO-DBT • 4-HO-DET • 4-HO-DiPT • 4-HO-DMT • 5-HO-DMT • 4-HO-DPT • 4-HO-MET • 4-HO-MiPT • 4-HO-MPT • 4-HO-pyr-T • Ibogaine • LSD • MBT • 4,5-MDO-DiPT • 5,6-MDO-DiPT • 4,5-MDO-DMT • 5,6-MDO-DMT • 5,6-MDO-MiPT • 2-Me-DET • 2-Me-DMT • Melatonin • 5-MeO-DET • 5-MeO-DiPT • 5-MeO-DMT • 4-MeO-MiPT • 5-MeO-MiPT • 5,6-MeO-MiPT • 5-MeO-NMT • 5-MeO-pyr-T • 6-MeO-THH • 5-MeO-TMT • 5-MeS-DMT • MiPT • α-MT • NET • NMT • PRO-LAD • pyr-T • Tryptamine • Tetrahydroharmine • α,N,O-TMS TiHKAL is a 1997 book written by Dr Alexander Shulgin and Ann Shulgin about tryptamines. ...
9,10-DIDEHYDRO-6-ALLYL-N,N-DIETHYLERGOLINE-8b-CARBOXAMIDE (AL-LAD) is an analogue of LSD first made by Alexander Shulgin and reported in the book TIHKAL. AL-LAD is a hallucinogenic drug similar to LSD, and is around the same potency as LSD itself with an active dose...
Dibutyltryptamine (DBT) is a psychedelic drug belonging to the tryptamine family. ...
DET or diethyl-tryptamine is an orally active hallucinogenic drug and psychedelic compound of moderate duration. ...
DIPT or diisopropyltryptamine is a psychedelic hallucinogenic drug of the tryptamine family that has a unique effect. ...
5-MeO-AMT (5-methoxy-α-methyltryptamine), also known as Amy is a psychedelic drug. ...
Dimethyltryptamine (DMT), also known as N,N-dimethyltryptamine, is a psychedelic tryptamine. ...
Dipropyltryptamine (DPT) is a psychedelic and entheogenic hallucinogenic drug belonging to the tryptamine family. ...
EIPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. ...
alpha-Ethyltryptamine, also known as α-ethyltryptamine, α-ET, or AET, is a psychoactive drug belonging to the tryptamine family. ...
9,10-DIDEHYDRO-6-ETHYL-N,N-DIETHYLERGOLINE-8b-CARBOXAMIDE (ETH-LAD) is an analogue of LSD first made by Alexander Shulgin and reported in the book TIHKAL. ETH-LAD is a hallucinogenic drug similar to LSD, and is slightly more potent than LSD itself with an active dose reported...
Harmala, also known at various times as Telepathine and Banisterine, is a blanket term for a group of naturally occurring beta-carbolines including harmine, harmaline, and others. ...
Harmala, also known at various times as Telepathine and Banisterine, is a blanket term for a group of naturally occurring beta-carbolines including harmine, harmaline, and others. ...
4-Hydroxydibutyltryptamine (4-HO-DBT) is a psychedelic drug belonging to the tryptamine family. ...
4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, or ethocin, is an hallucinogenic drug and psychedelic compound of moderate duration. ...
Chemical structure of 4-HO-DIPT - CAS numbers 63065-90-7, 132328-45-1 4-Hydroxy-di-isopropyl-tryptamine (4-HO-DiPT) is a synthetic hallucinogen. ...
Psilocin, sometimes called psilocine or psilotsin, is a psychedelic (hallucinogenic) mushroom alkaloid. ...
Bufotenin, also spelled bufotenine, is also known under the names 5-hydroxy-DMT (5-OH-DMT) or dimethyl-serotonin and is a tryptamine related to the neurotransmitter serotonin. ...
4-HO-DPT, or 4-hydroxy-N,N-dipropyltryptamine, is a lesser-known psychedelic drug. ...
4-HO-MET, or 4-hydroxy-N-methyl-N-ethyltryptamine, is a lesser-known psychedelic drug. ...
4-HO-MiPT, sometimes called miprocin, is a hallucinogenic, psychedelic, and entheogenic drug. ...
4-HO-MPT, or 4-hydroxy-N-methyl-N-propyltryptamine, is a lesser-known psychedelic drug. ...
4-HO-pyr-T, or 4-hydroxy-N,N-tetramethyltryptamine, is a lesser-known psychedelic drug. ...
Ibogaine is an indole alkaloid, a long-acting hallucinogen which has gained attention due to its application in the treatment of opioid addiction and similar addiction syndromes. ...
âLSDâ redirects here. ...
MBT, or N-methyl-N-butyltryptamine, is a lesser-known psychedelic drug. ...
4,5-MDO-DiPT, or 4,5-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. ...
5,6-MDO-DiPT, or 5,6-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. ...
4,5-MDO-DMT, or 4,5-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. ...
5,6-MDO-DMT, or 5,6-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. ...
5,6-MDO-MiPT, or 5,6-methylenedioxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. ...
2-Me-DET, or 2-methyl-diethyltryptamine, is a lesser-known psychedelic drug. ...
2,N,N-trimethyltryptamine (2,N,N-TMT; 2-TMT) is a tryptamine derivative that is a hallucinogenic drug. ...
Melatonin, 5-methoxy-N-acetyltryptamine, is a hormone found in all living creatures from algae[1] to humans, at levels that vary in a diurnal cycle. ...
5-MeO-DET (5-methoxy-N,N-diethyltryptamine) is a hallucinogenic tryptamine. ...
5-MeO-DiPT tablets from Salem, Oregon 5-methoxy-diisopropyltryptamine, also known as 5-methoxy-N,N-diisopropyltryptamine, 5-MeO-DiPT, foxy methoxy, or just foxy, is a tryptamine that is used recreationally as a psychedelic. ...
5-MeO-DMT is a very powerful psychedelic tryptamine. ...
4-MeO-MiPT, or 4-methoxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. ...
â 5-MeO-MiPT â is a psychedelic and hallucinogenic drug, used by some as an entheogen. ...
5,6-MeO-MiPT, or 5,6-dimethoxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. ...
5-MeO-NMT, or 5-methoxy-N-methyltryptamine, is a lesser-known psychedelic drug. ...
5-MeO-pyr-T, or 5-methoxy-N,N-tetramethyltryptamine, is a lesser-known psychedelic drug. ...
5-MeO-2,N,N-trimethyltryptamine (5-MeO-2,N,N-TMT) is a tryptamine derivative that is a hallucinogenic drug. ...
5-MeS-DMT, or 5-methylthio-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. ...
MIPT (N-methyl-N-isopropyltryptamine) is a entheogenic tryptamine. ...
α-Methyl-tryptamine, also known as alpha-methyltryptamine, α-MT, AMT or IT-290, is a synthetic drug of the tryptamine family. ...
Categories: Entheogens | Tryptamines | Hallucinogens | Chemistry stubs ...
NMT (N-Methyltryptamine, monomethyltryptamine) is a tryptamine alkaloid that has been found in the bark, shoots and leaves of several species of Virola, Acacia and Mimosa. ...
9,10-DIDEHYDRO-6-PROPYL-N,N-DIETHYLERGOLINE-8b-CARBOXAMIDE (PRO-LAD) is an analogue of LSD first made by Alexander Shulgin and reported in the book TIHKAL. PRO-LAD is a hallucinogenic drug similar to LSD, and is around as potent as LSD itself with an active dose reported...
Pyr-T, or N,N-tetramethyltryptamine, is a lesser-known psychedelic drug. ...
Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ...
The Harmala alkaloid Harmine, also known as Telepathine and Banisterine, is a naturally occurring beta-carboline alkaloid that is structurally related to harmaline. ...
| | Tryptamines | 4-Acetoxy-DET • 4-Acetoxy-DIPT • 4-Acetoxy-DMT • 4-HO-DIPT • 5-MeO-α-ET • 5-MeO-α-MT • 5-MeO-DALT • 5-MeO-DET • 5-MeO-DIPT • 5-MeO-DMT • 5-MeO-DPT • 5-MeO-MIPT • α-ET • α-MT • Baeocystin • Bufotenin • DET • DIPT • DMT • DPT • Ethocybin • EIPT • Ethocin • Ibogaine • Iprocin • MET • MIPT • Miprocin • Melatonin • NMT • Norbaeocystin • Normelatonin • Psilocin • Psilocybin • Rizatriptan • Serotonin • Sumatriptan • Tryptamine • Tryptophan Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ...
4-Acetoxy-DET (4-Acetoxy-N,N-Diethyltryptamine) is a psychedelic alkaloid of the tryptamine family, and classified as a research chemical. ...
4-Acetoxy-DIPT (4-acetoxy-N,N-diisopropyltryptamine) is a hallucinogenic tryptamine. ...
O-Acetylpsilocin or 4-acetoxy-N,N-dimethyltryptamine (4-AcO-DMT) is a psychedelic (hallucinogenic). ...
Chemical structure of 4-HO-DIPT - CAS numbers 63065-90-7, 132328-45-1 4-Hydroxy-di-isopropyl-tryptamine (4-HO-DiPT) is a synthetic hallucinogen. ...
5-MeO-α-ET is a tryptamine that produces psychedelic, entactogenic, and stimulant effects. ...
5-MeO-AMT (5-methoxy-α-methyltryptamine), also known as Amy is a psychedelic drug. ...
5-MeO-DALT (N,N-diallyl-5-methoxytryptamine) is a psychedelic tryptamine believed to be first synthesized by Alexander Shulgin. ...
5-MeO-DET (5-methoxy-N,N-diethyltryptamine) is a hallucinogenic tryptamine. ...
5-MeO-DiPT is a tryptamine also known as Foxy Methoxy or just foxy due to its supposed aphrodisiac-like effects, although it is primarily used recreationally as a psychedelic. ...
5-MeO-DMT is a very powerful psychedelic tryptamine. ...
5-MeO-DPT (also known as 5-methoxy-N,N-dipropyltryptamine, is a hallucinogenic and entheogenic drug. ...
â 5-MeO-MiPT â is a psychedelic and hallucinogenic drug, used by some as an entheogen. ...
alpha-Ethyltryptamine, also known as α-ethyltryptamine, α-ET, or AET, is a psychoactive drug belonging to the tryptamine family. ...
α-Methyl-tryptamine, also known as alpha-methyltryptamine, α-MT, AMT or IT-290, is a synthetic drug of the tryptamine family. ...
Baeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin, a tryptamine derivative. ...
Bufotenin, also spelled bufotenine, is also known under the names 5-hydroxy-DMT (5-OH-DMT) or dimethyl-serotonin and is a tryptamine related to the neurotransmitter serotonin. ...
DET or diethyl-tryptamine is an orally active hallucinogenic drug and psychedelic compound of moderate duration. ...
DIPT or diisopropyltryptamine is a psychedelic hallucinogenic drug of the tryptamine family that has a unique effect. ...
Dimethyltryptamine (DMT), also known as N,N-dimethyltryptamine, is a psychedelic tryptamine. ...
Dipropyltryptamine (DPT) is a psychedelic and entheogenic hallucinogenic drug belonging to the tryptamine family. ...
Ethocybin (also known as CEY-39 and 4-phosphoraloxy-DET) is a homologue of the mushroom alkaloid psilocybin, and a semi-synthetic psychedelic alkaloid of the tryptamine family. ...
EIPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. ...
4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, or ethocin, is an hallucinogenic drug and psychedelic compound of moderate duration. ...
Ibogaine is an indole alkaloid, a long-acting hallucinogen which has gained attention due to its application in the treatment of opioid addiction and similar addiction syndromes. ...
Chemical structure of 4-HO-DIPT - CAS numbers 63065-90-7, 132328-45-1 4-Hydroxy-di-isopropyl-tryptamine (4-HO-DiPT) is a synthetic hallucinogen. ...
MET (N-methyl-N-ethyltryptamine) is a hallucinogenic tryptamine. ...
MIPT (N-methyl-N-isopropyltryptamine) is a entheogenic tryptamine. ...
Miprocin, or 4-HO-MiPT, is a hallucinogenic, psychedelic, and entheogenic drug. ...
Melatonin, 5-methoxy-N-acetyltryptamine, is a hormone found in all living creatures from algae[1] to humans, at levels that vary in a diurnal cycle. ...
NMT (N-Methyltryptamine, monomethyltryptamine) is a tryptamine alkaloid that has been found in the bark, shoots and leaves of several species of Virola, Acacia and Mimosa. ...
Norbaeocystin is a mushroom alkaloid and analog of the psychedelic hallucinogenic drug psilocybin. ...
Normelatonin also called N-acetylserotonin, is an intermediate in the production of melatonin from serotonin. ...
Psilocybin (also known as psilocybine) is a psychedelic alkaloid of the tryptamine family, found in psilocybin mushrooms. ...
Rizatriptan (Maxalt®) is a triptan drug developed by Merck & Co. ...
Serotonin (pronounced ) (5-hydroxytryptamine, or 5-HT) is a monoamine neurotransmitter synthesized in serotonergic neurons in the central nervous system (CNS) and enterochromaffin cells in the gastrointestinal tract of animals including humans. ...
Sumatriptan (Imitrex®, Imigran®) is a triptan drug originally developed by Glaxo for the treatment of migraine headaches. ...
Tryptamine (3-(2-aminoethyl)indole) is a monoamine compound that is widespread in nature. ...
Tryptophan is an essential amino acid involved in human nutrition. ...
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