DIMETHYL FUMARATE

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC L04AX07
UNII FO2303MNI2

Structure

InChI Key LDCRTTXIJACKKU-ONEGZZNKSA-N
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+

Physicochemical Descriptors

Property Name Value
Molecular Formula C6H8O4
Molecular Weight 144.13
AlogP -0.11
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 2.0
Polar Surface Area 52.6
Molecular species None
Aromatic Rings 0.0
Heavy Atoms 10.0

Bioactivity

Mechanism of Action Action Reference
Kelch-like ECH-associated protein 1 inhibitor INHIBITOR PubMed PubMed PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme
- - - - 22
Transcription factor
5110 - - - -
Unclassified protein
5110 - - - 65
Assay Description Organism Bioactivity Reference
Inhibition of NLRP3 in PMA-differentiated and LPS-primed human THP1 cells assessed as decrease in ATP-induced pyroptosis measured as LDH activity at 10 uM preincubated for 1 hr followed by ATP addition measured after 1 hr by colorimetric assay relative to control Homo sapiens 65.2 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 9.92 %
Inhibition of human FBPase expressed in Escherichia coli BL21 (DE3) at 500 uM using FBP as substrate incubated for 5 mins by malachite green dye based spectrophotometry relative to control Homo sapiens 22.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 20.34 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 4.089 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.03 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.03 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 %
Inhibition of TET in human THP-1 cells assessed as reduction in 5hmc/5mc level at 25 uM incubated for 12 hrs by dot blot analysis relative to control Homo sapiens 5.0 %
Inhibition of TET in human THP-1 cells assessed as reduction in 5hmc/5mc level at 50 uM incubated for 12 hrs by dot blot analysis relative to control Homo sapiens 21.0 %
Inhibition of TET in human THP-1 cells assessed as reduction in 5hmc/5mc level at 100 uM incubated for 12 hrs by dot blot analysis relative to control Homo sapiens 33.0 %
Inhibition of wild type Candida albicans Fructose-1,6-Bisphosphate Aldolase transfected in Escherichia coli BL21 (DE3) at 50 uM incubated for 3 mins in presence of NADH by spectrophotometric analysis relative to control Candida albicans 0.58 %

Cross References

Resources Reference
ChEBI 76004
ChEMBL CHEMBL2107333
DrugBank DB08908
DrugCentral 4757
FDA SRS FO2303MNI2
Guide to Pharmacology 7045
PDB EOU
PharmGKB PA166152838
PubChem 637568
SureChEMBL SCHEMBL41835
ZINC ZINC000003843378
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