RefMet Compound Details

MW structure37105 (View MW Metabolite Database details)
RefMet nameMalic acid
Systematic name(2S)-2-hydroxybutanedioic acid
SMILESOC(=O)[C@@H](O)CC(O)=O
Exact mass134.021525 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC4H6O5View other entries in RefMet with this formula
InChIInChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChIKeyBJEPYKJPYRNKOW-REOHCLBHSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassOrganic acids
Main ClassTCA acids
Sub ClassTCA acids
Pubchem CID222656
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)
Human quantitationView measurements in targeted assays on human samples

Table of KEGG reactions in human pathways involving Malic acid

Rxn IDKEGG ReactionEnzyme
R00361 (S)-Malate + Quinone <=> Oxaloacetate + Hydroquinone(S)-malate:quinone oxidoreductase
R00342 (S)-Malate + NAD+ <=> Oxaloacetate + NADH + H+(S)-malate:NAD+ oxidoreductase
R01082 (S)-Malate <=> Fumarate + H2O(S)-malate hydro-lyase (fumarate-forming)
R00214 (S)-Malate + NAD+ <=> Pyruvate + CO2 + NADH + H+(S)-malate:NAD+ oxidoreductase (decarboxylating)
R00343 (S)-Malate + NADP+ <=> Oxaloacetate + NADPH + H+(S)-malate:NADP+ oxidoreductase
R00216 (S)-Malate + NADP+ <=> Pyruvate + CO2 + NADPH + H+(S)-Malate:NADP+ oxidoreductase(oxaloacetate-decarboxylating)

Table of KEGG human pathways containing Malic acid

Pathway IDHuman Pathway# of reactions
hsa00620 Pyruvate metabolism 4
hsa00020 Citrate cycle (TCA cycle) 2
hsa00630 Glyoxylate and dicarboxylate metabolism 1
hsa01200 Carbon metabolism 1
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