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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 of MESCALINE

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P28223
Gene ID: 3356.0
Gene Symbol: HTR2A
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Chloroquine psychosis: a chemical psychosis?
1981 Nov
Interactions of amphetamine analogs with human liver CYP2D6.
1997 Jun 1
The analysis and distribution of mescaline in postmortem tissues.
2003 Sep
Development and clinical application of an LC-MS-MS method for mescaline in urine.
2008 Apr
Novel, unifying mechanism for mescaline in the central nervous system: electrochemistry, catechol redox metabolite, receptor, cell signaling and structure activity relationships.
2009 Sep-Oct
Investigating the mechanisms of hallucinogen-induced visions using 3,4-methylenedioxyamphetamine (MDA): a randomized controlled trial in humans.
2010 Dec 2
1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 positive allosteric modulators for the treatment of psychosis.
2011 Mar 24
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
  • Download
Name Type Language
NSC-30419
Preferred Name English
MESCALINE
HSDB   MART.   MI   WHO-DD  
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
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
DEA NO. 7381
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
Code System Code Type Description
SMS_ID
100000076547
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
WIKIPEDIA
MESCALINE
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
HSDB
7503
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
EPA CompTox
DTXSID80202303
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
PUBCHEM
4076
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
MESH
D008635
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-190-7
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
CHEBI
28346
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
EVMPD
SUB14528MIG
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
NSC
30419
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
FDA UNII
RHO99102VC
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
MERCK INDEX
m7245
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY Merck Index
CAS
54-04-6
Created by admin on Mon Mar 31 17:47:21 GMT 2025 , Edited by admin on Mon Mar 31 17:47:21 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
LABELED -> NON-LABELED
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Ki
TARGET->WEAK AGONIST
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY