Marvin  09120817212D          

  7  6  0  0  0  0            999 V2000
    1.4289   -0.1650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1650    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   -0.7145    0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  2  2  0  0  0  0
  3  2  1  0  0  0  0
  7  3  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
M  END
> <ID>
CHEBI:1148

> <NAME>
2-hydroxybutyric acid

> <DEFINITION>
A hydroxybutyric acid having a single hydroxyl group located at position 2; urinary secretion of 2-hydroxybutyric acid is increased with alcohol ingestion or vigorous physical exercise and is associated with lactic acidosis and ketoacidosis in humans and diabetes in animals.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:675746

> <SYNONYM>
alpha-hydroxybutyric acid; alpha-hydroxybutanoic acid; 2-Hydroxybutyric acid; 2-Hydroxybutyric acid; 2-Hydroxybutanoic acid

> <IUPAC_NAME>
2-hydroxybutanoic acid

> <FORMULA>
C4H8O3

> <MASS>
104.10450

> <MONOISOTOPIC_MASS>
104.04734

> <CHARGE>
0

> <SMILES>
CCC(O)C(O)=O

> <INCHI>
InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)

> <INCHIKEY>
AFENDNXGAFYKQO-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
878248

> <CAS_REGISTRY_NUMBER>
600-15-7

> <REAXYS_REGISTRY_NUMBER>
878248

> <CHEMIDPLUS>
600-15-7

> <KEGG_COMPOUND_ACCESSION>
C05984

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMFA01050004

> <WIKIPEDIA_ACCESSION>
2-Hydroxybutyric_acid

> <PUBMED_CITATION>
15749359; 164303; 168632

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