U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C11H15NO3
Molecular Weight 209.2417
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MMDA

SMILES

COC1=C2OCOC2=CC(CC(C)N)=C1

InChI

InChIKey=YQYUWUKDEVZFDB-UHFFFAOYSA-N
InChI=1S/C11H15NO3/c1-7(12)3-8-4-9(13-2)11-10(5-8)14-6-15-11/h4-5,7H,3,6,12H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C11H15NO3
Molecular Weight 209.2417
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
5-hydroxytryptamine receptor 2A
69
Target ID: P28223
Gene ID: 3356.0
Gene Symbol: HTR2A
Target Organism: Homo sapiens (Human)
Agonist
2678
PubMed

PubMed

TitleDatePubMed
Interactions of amphetamine analogs with human liver CYP2D6.
1997 Jun 1
Identification of compounds in the essential oil of nutmeg seeds (Myristica fragrans Houtt.) that inhibit locomotor activity in mice.
2010 Nov 23
Patents

Patents

20110159100
6
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:55 GMT 2023
Edited
by admin
on Fri Dec 15 15:22:55 GMT 2023
Record UNII
RG7FY73ZAA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MMDA
Common Name English
5-methoxy-MDA
Common Name English
MMDA (drug)
Common Name English
1,3-BENZODIOXOLE-5-ETHANAMINE, 7-METHOXY-ALPHA-METHYL
Systematic Name English
5-METHOXY-3,4-METHYLENEDIOXYAMPHETAMINE
Systematic Name English
MMDA (PSYCHEDELIC)
Common Name English
(±)-5-METHOXY-3,4-METHYLENEDIOXYAMPHETAMINE
Systematic Name English
3-METHOXY-METHYLENEDIOXYAMPHETAMINE
Systematic Name English
3-methoxy-4,5-methylenedioxyamphetamine
Systematic Name English
(±)-MMDA
Common Name English
BETA-METHOXY-ALPHA-METHYL-4,5-(METHYLENEDIOXY)PHENETHYL AMINE
Systematic Name English
.BETA.-METHOXY-.ALPHA.-METHYL-4,5-(METHYLENEDIOXY)PHENETHYL AMINE
Common Name English
3-METHOXY-.ALPHA.-METHYL-4,5-(METHYLENEDIOXY)PHENETHYLAMINE
Common Name English
3-METHOXY-ALPHA-METHYL-4,5-(METHYLENEDIOXY)PHENETHYLAMINE
Common Name English
Classification Tree Code System Code
WIKIPEDIA PiHKAL
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
WIKIPEDIA Designer-drugs-MMDA
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
Code System Code Type Description
DRUG BANK
DB01442
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
CAS
13674-05-0
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID50860757
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
WIKIPEDIA
MMDA (DRUG)
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
FDA UNII
RG7FY73ZAA
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
PUBCHEM
26175
Created by admin on Fri Dec 15 15:22:55 GMT 2023 , Edited by admin on Fri Dec 15 15:22:55 GMT 2023
PRIMARY
Related Record Type Details
Structure of MMDA hydrochloride
SALT/SOLVATE -> PARENT
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> AGONIST
AMINE OXIDASE (FLAVIN-CONTAINING) B
METABOLIC ENZYME -> INHIBITOR
AMINE OXIDASE (FLAVIN-CONTAINING) A
METABOLIC ENZYME -> INHIBITOR
Related Record Type Details
Structure of MYRISTICIN
PARENT -> METABOLITE
Related Record Type Details
Structure of MMDA
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966