RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135891
RefMet name	Fumaric acid
Systematic name	(2E)-but-2-enedioic acid
Synonyms	PubChem Synonyms
Exact mass	116.010960 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C4H4O4	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37095 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+
InChIKey	VZCYOOQTPOCHFL-OWOJBTEDSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(=C\C(=O)O)/C(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	TCA acids
Sub Class	TCA acids
Distribution of Fumaric acid in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Fumaric acid
External Links
Pubchem CID	444972
ChEBI ID	18012
KEGG ID	C00122
HMDB ID	HMDB0000134
Chemspider ID	10197150
MetaCyc ID	FUM
EPA CompTox	DTXCID201517
Spectral data for Fumaric acid standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Fumaric acid

Rxn ID	KEGG Reaction	Enzyme
R00402	Succinate + NAD+ <=> Fumarate + NADH + H+	succinate:NAD+ oxidoreductase
R01082	(S)-Malate <=> Fumarate + H2O	(S)-malate hydro-lyase (fumarate-forming)
R01083	N6-(1,2-Dicarboxyethyl)-AMP <=> Fumarate + AMP	N6-(1,2-dicarboxyethyl)AMP AMP-lyase (fumarate-forming)
R01086	N-(L-Arginino)succinate <=> Fumarate + L-Arginine	2-(Nomega-L-arginino)succinate arginine-lyase (fumarate-forming)
R02164	Quinone + Succinate <=> Hydroquinone + Fumarate	succinate:quinone oxidoreductase
R10660	Fumarate + Coenzyme M + Coenzyme B <=> Succinate + Coenzyme M 7-mercaptoheptanoylthreonine-phosphate heterodisulfide	fumarate CoM:CoB oxidoreductase (succinate forming)

Table of KEGG human pathways containing Fumaric acid

Pathway ID	Human Pathway	# of reactions
hsa01200	Carbon metabolism	3
hsa00350	Tyrosine metabolism	2
hsa01100	Metabolic pathways	2
hsa00020	Citrate cycle (TCA cycle)	2
hsa01230	Biosynthesis of amino acids	1
hsa00220	Arginine biosynthesis	1
hsa00250	Alanine, aspartate and glutamate metabolism	1
hsa00620	Pyruvate metabolism	1