21420-58-6

Basic information

• Product Name: baeocystin
• Synonyms: baeocystin;3-[2-(Methylamino)ethyl]-1H-indol-4-ol dihydrogen phosphate;Beocystin
• CAS NO: 21420-58-6
• Molecular Formula: C₁₁H₁₅N₂O₄P
• Molecular Weight: 270.224
• Mol File: 21420-58-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 254-258 °C (decomp)
• Boiling Point: 538.2°Cat760mmHg
• Flash Point: 279.3°C
• Appearance: /
• Density: 1.447g/cm³
• Vapor Pressure: 2.04E-12mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: 4°C, Hygroscopic
• Solubility: DMSO (Slightly, Heated, Sonicated), Water (Slightly)
• PKA: 1.35±0.30(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: baeocystin(CAS DataBase Reference)
• NIST Chemistry Reference: baeocystin(21420-58-6)
• EPA Substance Registry System: baeocystin(21420-58-6)

Safety Data

• Hazardous Substances Data: 21420-58-6(Hazardous Substances Data)

Usage

Description

Baeocystin is an analogue of Psilocybin (P839650), a major component of two hallucinogenic substances found in Teonanacatl, the sacred mushroom of Mexico. The other component is Psilocin. Baeocystin is known for its psychomimetic properties and is classified as a controlled substance due to its hallucinogenic effects.

Uses

Used in Pharmaceutical Industry:
Baeocystin is used as a psychoactive substance for its hallucinogenic effects, which can be utilized in the development of pharmaceuticals targeting various mental health conditions. Its psychomimetic properties allow it to potentially influence the study and treatment of certain psychological disorders.
Used in Research Applications:
Baeocystin is used as a research chemical for the investigation of its psychoactive properties and potential applications in understanding the effects of hallucinogens on the human brain. This can contribute to the development of new therapeutic approaches and the advancement of knowledge in neuroscience and psychopharmacology.
Used in Controlled Substances Regulation:
Baeocystin is used as a controlled substance in the regulation of hallucinogens, ensuring that its production, distribution, and use are monitored and controlled to prevent misuse and maintain public health and safety.

InChI:InChI=1/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16)

Upstream product

• 118955-18-3 Phosphoric acid dibenzyl ester 3-(2-methylamino-ethyl)-1H-indol-4-yl ester 
• 28363-70-4 3-[2-(methylamino)ethyl]-1H-indol-4-ol 
• 20289-26-3 4-benzyloxy-1H-indole 
• 5460-31-1 3-nitro-o-cresol 
• 1748-41-0 2-(4-(benzyloxy)-1H-indol-3-yl)-N-methylethan-1-amine 
• 20876-37-3 2-benzyloxy-6-nitrotoluene 
• 118052-07-6 2-(4-(benzyloxy)-1H-indol-3-yl)-N-methyl-2-oxoacetamide 
• 2380-94-1 1H-indol-4-ol 
• 25242-90-4 4-Hydroxy-L-tryptophan 
• 485-80-3 S-adenosyl-L-methionine 
• 21420-59-7 [3-(aminoethyl)-1H-indol-4-yl] dihydrogen phosphate 
• 570-14-9 4-Hydroxytryptamine 
• 5585-96-6 acetic acid 1H-indol-4-yl ester 
• 952006-34-7 3-(2-chloro-2-oxoacetyl)-1H-indol-4-yl acetate 

Relevant articles and documents

Synthesis and Biological Evaluation of Tryptamines Found in Hallucinogenic Mushrooms: Norbaeocystin, Baeocystin, Norpsilocin, and Aeruginascin

A general synthetic method was developed to access known tryptamine natural products present in psilocybin-producing mushrooms. In vitro and in vivo experiments were then conducted to inform speculations on the psychoactive properties, or lack thereof, of the natural products. In animal models, psychedelic activity by baeocystin alone was not evident using the mouse head twitch response assay, despite its putative dephosphorylated metabolite, norpsilocin, possessing potent agonist activity at the 5-HT2A receptor.

Synthesis of baeocystin, a natural psilocybin analogue

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