FUM

FUMARIC ACID

Created:	1999-07-08
Last modified:	2024-09-27

Find Related PDB Entry
60 entries where FUM is found as a standalone ligand1 entries where FUM is covalently linked to polymer or other heterogen groups 3 entries where FUM is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	12
Chiral Atom Count	0
Bond Count	11
Aromatic Bond Count	0

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	FUMARIC ACID
Systematic Name (OpenEye OEToolkits)	(E)-but-2-enedioic acid
Formula	C₄ H₄ O₄
Molecular Weight	116.072
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(O)\C=C\C(=O)O
SMILES	CACTVS	3.370	OC(=O)C=CC(O)=O
SMILES	OpenEye OEToolkits	1.7.6	C(=CC(=O)O)C(=O)O
Canonical SMILES	CACTVS	3.370	OC(=O)\C=C\C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.7.6	C(=C/C(=O)O)\C(=O)O
InChI	InChI	1.03	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+
InChIKey	InChI	1.03	VZCYOOQTPOCHFL-OWOJBTEDSA-N

Drug Info: DrugBank

DrugBank ID	DB01677
Name	Fumaric acid
Groups	investigational
Synonyms	(E)-2-butenedioic acid trans-1,2-ethylenedicarboxylic acid trans-but-2-enedioic acid (2E)-2-butenedioic acid Fumarsäure trans-Butenedioic acid Fumaricum acidum Fumaric acid
Categories	Acids, Acyclic Antipsoriatics Antipsoriatics for Topical Use Dermatologicals Dicarboxylic Acids
ATC-Code	D05AX01
CAS number	110-17-8

Drug Targets

Name	Target Sequence	Pharmacological Action
Malate dehydrogenase	MRKKISIIGAGFVGSTTAHWLAAKELGDIVLLDFVEGVPQGKALDLYEAS...	unknown
Fumarate reductase flavoprotein subunit	MFTRKIQKTALAMLISGAMAGTAYAAPEVLADFHGEMGGCDSCHVSDKGG...	unknown
NAD-dependent malic enzyme, mitochondrial	MLSRLRVVSTTCTLACRHLHIKEKGKPLMLNPRTNKGMAFTLQERQMLGL...	unknown
Fumarylacetoacetase	MSFIPVAEDSDFPIHNLPYGVFSTRGDPRPRIGVAIGDQILDLSIIKHLF...	unknown
Fumarate reductase flavoprotein subunit	ADNLAEFHVQNQECDSCHTPDGELSNDSLTYENTQCVSCHGTLEEVAETT...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
PubChem	21883788, 444972
ChEMBL	CHEMBL503160
ChEBI	CHEBI:18012, CHEBI:22958
CCDC/CSD	FICTAO, COCPEQ, DOQCOE, DUTNUC, ACERUX, AJALEC, ECANOO, FEMKIR, AJAHIC, ENICIO, BASZAY, COGCUZ, AXUFUV, BATDUX, FOTFIF, DIKDIL, CUXTEX, FIBHOP, DIFNUC, DOGCOU, EDAPOQ, ERIKUL, FIBBUQ, FOTCUO, BICQEL, FUMAAC, EYOYUM, AXUGAC, FOTDEZ, BOYGOO, DODFUX10, EVATED, EZAQII, AWITIM, ETUBUT, ETUCAA
COD	7214487, 7217952, 7214478, 7217943, 7214477, 7217942, 7214488, 7217953, 2101617, 7214489, 7217954, 7214479, 7217944, 7208188