PSILOCIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H16N2O
Molecular Weight	204.2682
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)CCC1=CNC2=C1C(O)=CC=C2

InChI

InChIKey=SPCIYGNTAMCTRO-UHFFFAOYSA-N

InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C12H16N2O
Molecular Weight	204.2682
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25342005 | https://www.ncbi.nlm.nih.gov/pubmed/23851905 | https://www.ncbi.nlm.nih.gov/pubmed/21148021 | https://www.ncbi.nlm.nih.gov/pubmed/11101361

Psilocin is a serotonergic psychedelic substance found in most psychedelic mushrooms along with its phosphorylated counterpart psilocybin. Psilocin is the pharmacologically active agent in the body after ingestion of psilocybin. Psilocybin rapidly dephosphorylates to psilocin which acts as a 5-HT2A, 5-HT2C, and 5-HT1A agonist or partial agonist.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
5-hydroxytryptamine receptor 1A 54 Target ID: Q64264 Gene ID: 15550.0 Gene Symbol: Htr1a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21148021	Agonist 2662	49.0 nM [Ki]
5-hydroxytryptamine receptor 2A 69 Target ID: P35363 Gene ID: 15558.0 Gene Symbol: Htr2a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21148021	Agonist 2662	25.0 nM [Ki]
5-hydroxytryptamine receptor 2C 26 Target ID: P34968 Gene ID: 15560.0 Gene Symbol: Htr2c Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21148021	Agonist 2662	10.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2565

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Rats were administered 5 and 10 mg/kg of Psilocin as an intraperitoneal injection. Following the dosing protocol, extracellular dopamine levels were increased in the nucleus accumbens. Psilocin did not affect the extracellular 5-HT level in the nucleus accumbens. However, systemic administration of 10 mg/kg of psilocin significantly increased extracellular 5-HT levels in the ventral tegmental area, but decreased dopamine in this area. Behaviorally, psilocin significantly increased the number of head twitches.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Jul 05 22:53:31 UTC 2023` Edited by `admin` on `Wed Jul 05 22:53:31 UTC 2023`
Record UNII	CMS88KUW0G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PSILOCIN

Common Name

English

3-(2-(DIMETHYLAMINO)ETHYL)-1H-INDOL-4-OL

Systematic Name

English

PSILOCIN [MART.]

Common Name

English

Psilocin [WHO-DD]

Common Name

English

PSILOCYN

Common Name

English

4-HO-DMT

Common Name

English

PSILOCIN [MI]

Common Name

English

4-HYDROXY-N,N-DIMETHYLTRYPTAMINE

Systematic Name

English

Classification Tree Code System Code

DEA NO.

7438