dimethyl fumarate   

GtoPdb Ligand ID: 7045

Synonyms: BG-12 | BG00012 | fumaric acid | Tecfidera®
dimethyl fumarate is an approved drug (FDA (2013), EMA (2014))
Compound class: Synthetic organic
Comment: The active metabolite of dimethyl fumarate is monomethyl fumarate.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 52.6
Molecular weight 144.04
XLogP 0.23
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COC(=O)C=CC(=O)OC
Isomeric SMILES COC(=O)/C=C/C(=O)OC
InChI InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+
InChI Key LDCRTTXIJACKKU-ONEGZZNKSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2013), EMA (2014))
Is prodrug? Yes
Active form monomethyl fumarate
IUPAC Name
dimethyl (E)-but-2-enedioate
Synonyms
BG-12 | BG00012 | fumaric acid | Tecfidera®
Database Links
CAS Registry No. 624-49-7
ChEMBL Ligand CHEMBL2107333
DrugBank Ligand DB08908
DrugCentral Ligand 4757
GtoPdb PubChem SID 178103624
PubChem CID 637568
Search Google for chemical match using the InChIKey LDCRTTXIJACKKU-ONEGZZNKSA-N
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Search UniChem for chemical match using the InChIKey LDCRTTXIJACKKU-ONEGZZNKSA-N
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Wikipedia Dimethyl_fumarate

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Tocris
DMF
Cat. No. 4512