1.0 2010-04-08 22:05:44 UTC 2018-05-28 22:43:56 UTC FDB003290 Dimethyl fumarate Fungal growth inhibitor for tomato juice Dimethyl fumarate is an ester and an ?,?-unsaturated electrophilic compound, undergoing reactions typical to them. It is also a diene acceptor in the ordinary Diels-Alder reaction, where the reactivity of its vinylidenic bond is enchanced by the two electron-withdrawing ester groups. Due to the geometry of the starting ester, the Diels-Alder product will have a trans configuration.; Dimethyl fumarate is used to treat psoriasis. It is a lipophilic, highly mobile molecule in human tissue. However, as an ?,?-unsaturated ester, dimethyl fumarate reacts rapidly with the detoxifying agent glutathione by Michael addition. When administered orally, it does not survive long enough to be absorbed into blood. (E)-CH3OC(O)CH=CHC(O)OCH3 1,2-Bis(methoxycarbonyl)-trans-ethylene 2-Butenedioate (2Z)-, dimethyl ester 2-Butenedioate (Z)-, dimethyl ester 2-Butenedioic acid (2E)-, 1,4-dimethyl ester 2-Butenedioic acid (2E)-, dimethyl ester 2-Butenedioic acid (2Z)-, dimethyl ester 2-Butenedioic acid (E)-, dimethyl ester 2-Butenedioic acid (Z)-, dimethyl ester 2-butenedioic acid, dimethyl ester 2-Butenedioic acid, dimethyl ester, (2E)- 2-Butenedioic acid, dimethyl ester, (E)- Allomaleic acid dimethyl ester BG 12 compound Boletic acid dimethyl ester But-2-enedioic acid, dimethyl ester Dimethyl (2E)-2-butenedioate dimethyl (2E)-but-2-enedioate Dimethyl (E)-but-2-enedioate dimethyl but-2-enedioate Dimethyl cis-ethylenedicarboxylate Dimethyl cis-ethylenedicarboxylic acid Dimethyl ester(2e)-2-butenedioic acid Dimethyl ester(e)-2-butenedioic acid Dimethyl fumarate Dimethyl fumarate (usan) Dimethyl trans-ethylenedicarboxylate Dimethylester kyseliny fumarove Dimethylfumarate Ethylene, 1, 2-bis(methoxycarbonyl)-, trans- Ethylene, 1,2-bis(methoxycarbonyl)-, trans- Fumaderm Fumaric acid dimethyl ester Fumaric acid, dimethyl ester Fumaric acid, dimethyl ester (8CI) Maleate, dimethyl ester Maleic acid, dimethyl ester Methyl fumarate Methyl maleate Methyl maleic acid trans-1, 2-Ethylenedicarboxylic acid dimethyl ester trans-1,2-Ethylenedicarboxylic Acid dimethyl ester Trans-butenedioic acid dimethyl ester C6H8O4 144.1253 144.042258744 1,4-dimethyl (2Z)-but-2-enedioate dimethyl maleate 624-49-7 COC(=O)\C=C/C(=O)OC InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3- LDCRTTXIJACKKU-ARJAWSKDSA-N belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Fatty acid esters Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Aliphatic acyclic compounds Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Hydrocarbon derivatives Methyl esters Organic oxides Aliphatic acyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Hydrocarbon derivative Methyl ester Organic oxide Organic oxygen compound Organooxygen compound diester maleate ester methyl ester logp 0.45 ALOGPS logs -1.05 ALOGPS solubility 1.29e+01 g/l ALOGPS melting_point Mp 102° logp 0.72 ChemAxon pka_strongest_basic -6.5 ChemAxon iupac 1,4-dimethyl (2Z)-but-2-enedioate ChemAxon average_mass 144.1253 ChemAxon mono_mass 144.042258744 ChemAxon smiles COC(=O)\C=C/C(=O)OC ChemAxon formula C6H8O4 ChemAxon inchi InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3- ChemAxon inchikey LDCRTTXIJACKKU-ARJAWSKDSA-N ChemAxon polar_surface_area 52.6 ChemAxon refractivity 34.15 ChemAxon polarizability 13.17 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16427 Specdb::CMs 27182 Specdb::CMs 27374 Specdb::CMs 29044 Specdb::CMs 29730 Specdb::CMs 29738 Specdb::CMs 100689 Specdb::CMs 100690 Specdb::CMs 100691 Specdb::CMs 100692 Specdb::CMs 100693 Specdb::CMs 156066 Specdb::MsMs 94935 Specdb::MsMs 94936 Specdb::MsMs 94937 Specdb::MsMs 159078 Specdb::MsMs 159079 Specdb::MsMs 159080 Specdb::MsMs 2437534 Specdb::MsMs 2437535 Specdb::MsMs 2437536 Specdb::MsMs 2527620 Specdb::MsMs 2527621 Specdb::MsMs 2527622 Specdb::NmrOneD 76932 Specdb::NmrOneD 76933 Specdb::NmrOneD 76934 Specdb::NmrOneD 76935 Specdb::NmrOneD 76936 Specdb::NmrOneD 76937 Specdb::NmrOneD 76938 Specdb::NmrOneD 76939 Specdb::NmrOneD 76940 Specdb::NmrOneD 76941 Specdb::NmrOneD 76942 Specdb::NmrOneD 76943 Specdb::NmrOneD 76944 Specdb::NmrOneD 76945 Specdb::NmrOneD 76946 Specdb::NmrOneD 76947 Specdb::NmrOneD 76948 Specdb::NmrOneD 76949 Specdb::NmrOneD 76950 Specdb::NmrOneD 76951 HMDB31257 #<Reference:0x000055ce31bffd88>