KEGG   COMPOUND: C00149
Entry
C00149                      Compound                               
Name
(S)-Malate;
L-Malate;
L-Apple acid;
L-Malic acid;
L-2-Hydroxybutanedioic acid;
Malate;
Malic acid
Formula
C4H6O5
Exact mass
134.0215
Mol weight
134.09
Structure
Reaction
R00214 R00216 R00342 R00343 R00360 R00361 R00406 R00472
R01082 R01256 R01257 R01447 R03323 R10612 R11074
Pathway
map00020  Citrate cycle (TCA cycle)
map00620  Pyruvate metabolism
map00630  Glyoxylate and dicarboxylate metabolism
map00680  Methane metabolism
map00710  Carbon fixation by Calvin cycle
map00720  Other carbon fixation pathways
map01060  Biosynthesis of plant secondary metabolites
map01061  Biosynthesis of phenylpropanoids
map01062  Biosynthesis of terpenoids and steroids
map01063  Biosynthesis of alkaloids derived from shikimate pathway
map01064  Biosynthesis of alkaloids derived from ornithine, lysine and nicotinic acid
map01065  Biosynthesis of alkaloids derived from histidine and purine
map01066  Biosynthesis of alkaloids derived from terpenoid and polyketide
map01070  Biosynthesis of plant hormones
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
map01120  Microbial metabolism in diverse environments
map01200  Carbon metabolism
map02020  Two-component system
map04742  Taste transduction
map04922  Glucagon signaling pathway
map04964  Proximal tubule bicarbonate reclamation
map05200  Pathways in cancer
map05211  Renal cell carcinoma
map05230  Central carbon metabolism in cancer
Module
M00009  Citrate cycle (TCA cycle, Krebs cycle)
M00011  Citrate cycle, second carbon oxidation, 2-oxoglutarate => oxaloacetate
M00012  Glyoxylate cycle
M00168  CAM (Crassulacean acid metabolism), dark
M00169  CAM (Crassulacean acid metabolism), light
M00171  C4-dicarboxylic acid cycle, NAD - malic enzyme type
M00172  C4-dicarboxylic acid cycle, NADP - malic enzyme type
M00173  Reductive citrate cycle (Arnon-Buchanan cycle)
M00346  Formaldehyde assimilation, serine pathway
M00373  Ethylmalonyl pathway
M00374  Dicarboxylate-hydroxybutyrate cycle
M00376  3-Hydroxypropionate bi-cycle
M00620  Incomplete reductive citrate cycle, acetyl-CoA => oxoglutarate
M00740  Methylaspartate cycle
M00982  Methylcitrate cycle
Enzyme
1.1.1.37        1.1.1.38        1.1.1.39        1.1.1.40        
1.1.1.82        1.1.1.299       1.1.5.4         1.1.99.7        
2.3.1.92        2.3.3.9         2.8.3.22        3.1.2.30        
4.1.1.101       4.2.1.2         6.2.1.9
Brite
Compounds with biological roles [BR:br08001]
 Organic acids
  Carboxylic acids
   Hydroxycarboxylic acids
    C00149  Malate; (S)-2-Hydroxybutanediate
Other DBs
CAS: 97-67-6
PubChem: 3449
KNApSAcK: C00001192
PDB-CCD: LMR[PDBj]
NIKKAJI: J74.430A
KCF data

ATOM        9
            1   C1c C    25.0942  -18.6205
            2   C1b C    26.2953  -19.3132
            3   C6a C    23.8998  -19.3132
            4   O1a O    25.0942  -17.2355
            5   C6a C    27.4897  -18.6205
            6   O6a O    22.7052  -18.6143
            7   O6a O    23.8360  -20.8303
            8   O6a O    28.6842  -19.3132
            9   O6a O    27.4834  -17.2355
BOND        8
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Up
            4     2   5 1
            5     3   6 1
            6     3   7 2
            7     5   8 1
            8     5   9 2

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Chemical substance (18)   
   PubChem (1)   
   ChEBI (2)   
   HMDB (2)   
   KNApSAcK (1)   
   MASSBANK (10)   
   NIKKAJI (1)   
   PDB-CCD (1)   
All databases (18)   

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