DIMETHYLTRYPTAMINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H16N2
Molecular Weight	188.2688
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DIMETHYLTRYPTAMINE

Structure Search

SMILES

CN(C)CCC1=CNC2=CC=CC=C12

InChI

InChIKey=DMULVCHRPCFFGV-UHFFFAOYSA-N

InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C12H16N2
Molecular Weight	188.2688
Charge	0
Count

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

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:09:05 UTC 2023` Edited by `admin` on `Fri Dec 15 17:09:05 UTC 2023`
Record UNII	WUB601BHAA
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DIMETHYLTRYPTAMINE

Systematic Name

English

DIMETHYLTRYPTAMINE [MART.]

Common Name

English

N-DIMETHYLTRYPTAMINE

Common Name

English

DMT

Common Name

English

2-(3-INDOLYL)ETHYLDIMETHYLAMINE

Systematic Name

English

N,N-DIMETHYLTRYPTAMINE

Systematic Name

English

NSC-63795

Code

English

3-(2-(DIMETHYLAMINO)ETHYL)INDOLE

Systematic Name

English

3-(2-DIMETHYLAMINOETHYL)INDOLE

Systematic Name

English

DEA NO. 7435

Code

English

Dimethyltryptamine [WHO-DD]

Common Name

English

N,N-DIMETHYL-1H-INDOLE-3-ETHANAMINE

Systematic Name

English

N,N-DIMETHYLTRYPTAMINE [MI]

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

813521

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

WIKIPEDIA

TiHKAL

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

DEA NO.

7435

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

Code System Code Type Description

WIKIPEDIA

DIMETHYLTRYPTAMINE

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

ECHA (EC/EINECS)

200-508-4

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

EPA CompTox

DTXSID60110053

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

NSC

63795

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

CAS

61-50-7

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

PUBCHEM

6089

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

CHEBI

28969

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

FDA UNII

WUB601BHAA

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

MERCK INDEX

m4558

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

Merck Index

HSDB

8017

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

SMS_ID

100000126254

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

INCB IDS CODE

PD 004

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

DRUG BANK

DB01488

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

EVMPD

SUB33250

Created by admin on Fri Dec 15 17:09:05 UTC 2023 , Edited by admin on Fri Dec 15 17:09:05 UTC 2023

PRIMARY

Related Record Type Details


					NQI5D806LC

5-HYDROXYTRYPTAMINE RECEPTOR 2A

TARGET->PARTIAL AGONIST

Qualification:

Ki

Amount:


					EP5189LWFM

DIMETHYLTRYPTAMINE FUMARATE

SALT/SOLVATE -> PARENT

Amount:


					AXQ324DQ7G

PSYCHOTRIA VIRIDIS LEAF

PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT

Amount:


					UKK18ES9TF

5-HYDROXYTRYPTAMINE RECEPTOR 1A

TARGET -> AGONIST

Interaction Type:

AGONIST

Qualification:

Ki

Amount:


					2A809RQ96P

PSYCHOTRIA VIRIDIS WHOLE

PARENT -> CONSTITUENT ALWAYS PRESENT

Amount:


					W4BO00H6K6

5-HYDROXYTRYPTAMINE RECEPTOR 2C

TARGET -> AGONIST

Qualification:

Ki

Amount:


					B5QXZ49C7Y

AMINE OXIDASE (FLAVIN-CONTAINING) A

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR

Amount:


					NQI5D806LC

5-HYDROXYTRYPTAMINE RECEPTOR 2A

TARGET -> AGONIST

Comments:

all of the tryptamines, including DMT but with the exception of psilocin, were more potent agonists at the 5-HT2A receptor than LSD in the assay that was used in the present study. LSD and psilocin were 5-HT2A receptor partial agonists, with 28% and 16% activation efficacy, respectively, whereas all of the other compounds presented higher 5-HT2A receptor activation efficacies (up to >80% for DiPT and 5-MeO-MiPT). DMT has 40 maximal receptor activation.

Qualification:

EC50

Amount:


					PRC2H3HFU4

DIMETHYLTRYPTAMINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					GMX9BNT3VX

Dimethyltryptamine N-oxide

METABOLITE -> PARENT

Amount:


					6U1S09C61L

INDOLEACETIC ACID

METABOLITE INACTIVE -> PARENT

Amount:

Related Record Type Details


					WUB601BHAA

DIMETHYLTRYPTAMINE

ACTIVE MOIETY

Amount: