Marvin  06280715092D          

  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  1  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
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  4  9  1  1  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
M  END
> <ID>
CHEBI:30797

> <NAME>
(S)-malic acid

> <DEFINITION>
An optically active form of malic acid having (S)-configuration.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:423; CHEBI:18785

> <SYNONYM>
S-2-Hydroxybutanedioic acid; Malic acid; Malate; L-malic acid; L-Malic acid; L-Apple acid; L-2-Hydroxybutanedioic acid; (S)-(-)-Hydroxysuccinic acid; (-)-L-malic acid

> <IUPAC_NAME>
(2S)-2-hydroxybutanedioic acid

> <FORMULA>
C4H6O5

> <MASS>
134.08744

> <MONOISOTOPIC_MASS>
134.02152

> <CHARGE>
0

> <SMILES>
O[C@@H](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)/t2-/m0/s1

> <INCHIKEY>
BJEPYKJPYRNKOW-REOHCLBHSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1723541

> <CAS_REGISTRY_NUMBER>
97-67-6

> <REAXYS_REGISTRY_NUMBER>
1723541

> <CHEMIDPLUS>
97-67-6

> <KEGG_COMPOUND_ACCESSION>
C00149

> <KNAPSACK_ACCESSION>
C00001192

> <METACYC_ACCESSION>
MAL

> <NIST_CHEMISTRY_WEBBOOK>
97-67-6

> <PDBECHEM_ACCESSION>
LMR

> <PUBMED_CITATION>
22452826; 23472183

$$$$