dimethyl fumarate   Click here for help

GtoPdb Ligand ID: 7045

Synonyms: BG-12 | BG00012 | fumaric acid | Tecfidera®
Approved drug PDB Ligand Immunopharmacology Ligand
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
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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
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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 Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2013), EMA (2014))
Is prodrug? Yes
Active form monomethyl fumarate
IUPAC Name Click here for help
dimethyl (E)-but-2-enedioate
Synonyms Click here for help
BG-12 | BG00012 | fumaric acid | Tecfidera®
Database Links Click here for help
CAS Registry No. 624-49-7
ChEMBL Ligand CHEMBL2107333
DrugBank Ligand DB08908
DrugCentral Ligand 4757
GtoPdb PubChem SID 178103624
PubChem CID 637568
RCSB PDB Ligand EOU
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
Search UniChem for chemicals with the same backbone LDCRTTXIJACKKU
Wikipedia Dimethyl_fumarate

Product suppliers

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Tocris
DMF
Cat. No. 4512