MESCALINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H17NO3
Molecular Weight	211.2576
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(CCN)=CC(OC)=C1OC

InChI

InChIKey=RHCSKNNOAZULRK-UHFFFAOYSA-N

InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C11H17NO3
Molecular Weight	211.2576
Charge	0
Count

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 2A 73 Target ID: P28223 Gene ID: 3356.0 Gene Symbol: HTR2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8931486 \| http://dx.doi.org/10.1037/pha0000253	Agonist 2752

PubMed

Title	Date	PubMed
1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 positive allosteric modulators for the treatment of psychosis.	2011-03-24	21366332
Investigating the mechanisms of hallucinogen-induced visions using 3,4-methylenedioxyamphetamine (MDA): a randomized controlled trial in humans.	2010-12-02	21152030
Novel, unifying mechanism for mescaline in the central nervous system: electrochemistry, catechol redox metabolite, receptor, cell signaling and structure activity relationships.	2010-08-19	20716904
Development and clinical application of an LC-MS-MS method for mescaline in urine.	2008-04	18397574
The analysis and distribution of mescaline in postmortem tissues.	2003-09	14516493
Synthesis and 5-HT2A radioligand receptor binding assays of DOMCl and DOMOM, two novel 5-HT2A receptor ligands.	2003-06	12822180
Jekyll and Hyde revisited: paradoxes in the appreciation of drug experiences and their effects on creativity.	2002-11-09	12422935
Interactions of amphetamine analogs with human liver CYP2D6.	1997-06-01	9264312
Chloroquine psychosis: a chemical psychosis?	1981-11	7310924

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:47:21 GMT 2025` Edited by `admin` on `Mon Mar 31 17:47:21 GMT 2025`
Record UNII	RHO99102VC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-30419

Preferred Name

English

MESCALINE

Common Name

English

M (PSYCHEDELIC)

Common Name

English

MESCALINE [MI]

Common Name

English

2-(3,4,5-TRIMETHOXYPHENYL)ETHANAMINE

Systematic Name

English

Mescaline [WHO-DD]

Common Name

English

MESCALINE [HSDB]

Common Name

English

MESCALINE [MART.]

Common Name

English

3,4,5-trimethoxyphenethylamine

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

PiHKAL