MESCALINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Investigational

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 of MESCALINE

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

Targets

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 2A 69 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 2662

PubMed

PubMed

Title	Date	PubMed
Interactions of amphetamine analogs with human liver CYP2D6.	1997 Jun 1	9264312
Synthesis and 5-HT2A radioligand receptor binding assays of DOMCl and DOMOM, two novel 5-HT2A receptor ligands.	2003 Jun	12822180
Development and clinical application of an LC-MS-MS method for mescaline in urine.	2008 Apr	18397574
1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 positive allosteric modulators for the treatment of psychosis.	2011 Mar 24	21366332

Substance Class	Chemical Created by `admin` on `Wed Jul 05 22:39:28 UTC 2023` Edited by `admin` on `Wed Jul 05 22:39:28 UTC 2023`
Record UNII	RHO99102VC
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

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

NSC-30419

Code

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 Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

DEA NO.

7381

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

Code System Code Type Description

SMS_ID

100000076547

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

WIKIPEDIA

MESCALINE

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

HSDB

7503

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

EPA CompTox

DTXSID80202303

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

PUBCHEM

4076

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

MESH

D008635

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

ECHA (EC/EINECS)

200-190-7

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

CHEBI

28346

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

EVMPD

SUB14528MIG

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

NSC

30419

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

FDA UNII

RHO99102VC

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

MERCK INDEX

M7245

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

Merck Index

CAS

54-04-6

Created by admin on Wed Jul 05 22:39:29 UTC 2023 , Edited by admin on Wed Jul 05 22:39:29 UTC 2023

PRIMARY

Related Record Type Details


					ADE45928XQ

MESCALINE SULFATE

SALT/SOLVATE -> PARENT

Amount:


					UP9QBW4UM9

BETA-D

LABELED -> NON-LABELED

Amount:


					OQA17E96XM

MESCALINE HEMISULFATE

SALT/SOLVATE -> PARENT

Amount:


					XQG91WTZ12

MESCALINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					NQI5D806LC

5-HYDROXYTRYPTAMINE RECEPTOR 2A

TARGET -> AGONIST

Qualification:

Ki

Amount:


					W4BO00H6K6

5-HYDROXYTRYPTAMINE RECEPTOR 2C

TARGET->WEAK AGONIST

Amount:


					UKK18ES9TF

5-HYDROXYTRYPTAMINE RECEPTOR 1A

TARGET -> AGONIST

Amount:

Related Record Type Details


					RHO99102VC

MESCALINE

ACTIVE MOIETY

Amount: