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Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O4
Molecular Weight 144.1253
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIMETHYL FUMARATE

SMILES

COC(=O)\C=C\C(=O)OC

InChI

InChIKey=LDCRTTXIJACKKU-ONEGZZNKSA-N
InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+

HIDE SMILES / InChI
Molecular Formula C6H8O4
Molecular Weight 144.1253
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:08:48 UTC 2023
Edited
by admin
on Fri Dec 15 16:08:48 UTC 2023
Record UNII
FO2303MNI2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHYL FUMARATE
DASH   HSDB   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN  
Official Name English
FAG-201
Code English
NSC-167432
Code English
BG-00012
Code English
BG 12
Code English
2-BUTENEDIOIC ACID, (2E)-, DIMETHYL ESTER
Common Name English
FP187
Code English
DIMETHYL FUMARATE [JAN]
Common Name English
BG00012
Code English
DIMETHYL FUMARATE [MI]
Common Name English
LAS-41008
Code English
DIMETHYL FUMARATE [ORANGE BOOK]
Common Name English
AZL-O-211089
Code English
LAS41008
Code English
BG 00012
Code English
DIMETHYL FUMARATE [HSDB]
Common Name English
DIMETHYL FUMARATE [USAN]
Common Name English
FUMARIC ACID DIMETHYL ESTER
MI  
Systematic Name English
NSC-25942
Code English
TECFIDERA
Brand Name English
FP-187
Code English
AZL O 211089
Code English
BG-12
Code English
PANACLAR
Brand Name English
DIMETHYL FUMARATE [VANDF]
Common Name English
Dimethyl (2E)-but-2-enedioate
Systematic Name English
AZL-0211089
Code English
Dimethyl fumarate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29708
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
WHO-ATC N07XX09
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
NCI_THESAURUS C798
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
EU-Orphan Drug EU/3/18/1990
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
FDA ORPHAN DRUG 406713
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
WHO-ATC L04AX07
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
FDA ORPHAN DRUG 607917
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
WHO-VATC QN07XX09
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
EMA ASSESSMENT REPORTS TECFIDERA (AUTHORIZED: MULTIPLE SCLEROSIS)
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C63670
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
IUPHAR
7045
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
NSC
25942
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
RXCUI
1373478
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY RxNorm
MESH
C056020
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
USAN
QQ-86
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
HSDB
7725
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
PUBCHEM
637568
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
MERCK INDEX
m11738
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY Merck Index
CHEBI
76004
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
DRUG BANK
DB08908
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID4060787
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
SMS_ID
100000079228
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
210-849-0
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
EVMPD
SUB13608MIG
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
DRUG CENTRAL
4757
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107333
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
WIKIPEDIA
DIMETHYL FUMARATE
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
LACTMED
Dimethyl fumarate
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
FDA UNII
FO2303MNI2
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
CAS
624-49-7
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
DAILYMED
FO2303MNI2
Created by admin on Fri Dec 15 16:08:48 UTC 2023 , Edited by admin on Fri Dec 15 16:08:48 UTC 2023
PRIMARY
NSC
167432
Created by admin on Fri Dec 15 16:08:49 UTC 2023 , Edited by admin on Fri Dec 15 16:08:49 UTC 2023
PRIMARY
Related Record Type Details
Structure of DIMETHYL FUMARATE
EXCRETED UNCHANGED
MAJOR
Related Record Type Details
Structure of Fumaric acid
METABOLITE INACTIVE -> PARENT
Unit: percent of total dose excreted; Combined amount with "citric acid"
IN-VIVO
PLASMA
Structure of Carbon dioxide
METABOLITE INACTIVE -> PARENT
Unit: percent of total dose excreted (into Expired Air; 39.7% to 58.6%)
IN-VIVO
Structure of Monomethyl Fumarate
METABOLITE ACTIVE -> PARENT
Structure of 2-(((2R)-2-AMINO-2-CARBOXYETHYL)THIO)BUTANEDIOIC ACID 2-METHYL ESTER
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other cysteine conjugates
IN-VIVO
URINE
Structure of N-ACETYL-R-(1,2-DIMETHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose
IN-VIVO
URINE
Structure of ANHYDROUS CITRIC ACID
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with "Fumaric Acid"
IN-VIVO
PLASMA
Structure of N-ACETYL-R-(1-CARBONYL-2-METHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other N-acetylcysteine conjugates
IN-VIVO
URINE
Structure of 2-(((2R)-2-AMINO-2-CARBOXYETHYL)THIO)BUTANEDIOIC ACID 1-METHYL ESTER
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other cysteine conjugates
IN-VIVO
URINE
Structure of N-ACETYL-S-(2-CARBOXY-1-METHOXYCARBONYLETHYL)CYSTEINE
METABOLITE INACTIVE -> PARENT
Unit: percent of dose; Amount combined with other N-acetylcysteine conjugates
IN-VIVO
URINE
Related Record Type Details
Structure of Monomethyl Fumarate
ACTIVE MOIETY
Dimethyl fumarate is highly reactive: when administered orally, it does not survive long enough to be absorbed into blood without being attacked by GSH (detoxifying agent). However, part of it is hydrolyzed by esterases to produce monomethylfumarate, which is more resistant
NIH
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