monomethyl fumarate   

GtoPdb Ligand ID: 5786

Synonyms: methyl hydrogen fumarate
Compound class: Synthetic organic
Comment: Monomethyl fumarate (MMF) is the active metabolite of the approved drug dimethyl fumarate (DMF).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.6
Molecular weight 130.03
XLogP -0.1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COC(=O)C=CC(=O)O
Isomeric SMILES COC(=O)/C=C/C(=O)O
InChI InChI=1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+
InChI Key NKHAVTQWNUWKEO-NSCUHMNNSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
HCA2 receptor Hs Agonist Full agonist 6.7 pKi - 2
pKi 6.7 (Ki 1.8x10-7 M) [2]
HCA2 receptor Hs Agonist Full agonist 5.0 pEC50 - 1
pEC50 5.0 (EC50 9.4x10-6 M) [1]