Marvin  06280715012D          

  9  8  0  0  0  0            999 V2000
   -1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  1  2  1  0  0  0  0
  7  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  3  1  0  0  0  0
  9  4  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
M  END
> <ID>
CHEBI:6650

> <NAME>
malic acid

> <DEFINITION>
A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group.

> <STAR>
3

> <SYNONYM>
Malic acid; hydroxysuccinic acid; hydroxybutanedioic acid; H2mal; E296; DL-Malic acid; apple acid; Aepfelsaeure; alpha-hydroxysuccinic acid; 2-Hydroxysuccinic acid; 2-Hydroxyethane-1,2-dicarboxylic acid; 2-Hydroxybutanedioic acid

> <IUPAC_NAME>
2-hydroxybutanedioic acid

> <FORMULA>
C4H6O5

> <MASS>
134.08744

> <MONOISOTOPIC_MASS>
134.02152

> <CHARGE>
0

> <SMILES>
OC(CC(O)=O)C(O)=O

> <INCHI>
InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)

> <INCHIKEY>
BJEPYKJPYRNKOW-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1723539

> <CAS_REGISTRY_NUMBER>
6915-15-7

> <GMELIN_REGISTRY_NUMBER>
3325

> <REAXYS_REGISTRY_NUMBER>
1723539

> <CHEMIDPLUS>
6915-15-7

> <KEGG_COMPOUND_ACCESSION>
C00711

> <KEGG_DRUG_ACCESSION>
D04843

> <METACYC_ACCESSION>
RS-Malate

> <NIST_CHEMISTRY_WEBBOOK>
6915-15-7

> <WIKIPEDIA_ACCESSION>
Malic_acid

> <PUBMED_CITATION>
15767321; 17190852; 17439666; 17896933; 19743855; 22411507

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