Marvin  05250714212D          

  8  7  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    0.0000    0.0000 C   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
  2  3  2  0  0  0  0
  3  6  1  0  0  0  0
  4  8  1  0  0  0  0
  6  5  2  0  0  0  0
  6  7  1  0  0  0  0
M  END
> <ID>
CHEBI:38358

> <NAME>
(2E,4E)-hexa-2,4-dienoic acid

> <DEFINITION>
A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.

> <STAR>
3

> <SYNONYM>
trans,trans-sorbic acid; trans,trans-SA; trans,trans-2,4-hexadienoic acid; SA; alpha-trans-gamma-trans-sorbic acid; 1,3-pentadiene-1-carboxylic acid; (E,E)-sorbic acid; (E,E)-SA; (E,E)-2,4-hexadienoic acid; (E,E)-1,3-pentadiene-1-carboxylic acid; (2E,4E)-2,4-hexadienoic acid

> <IUPAC_NAME>
(2E,4E)-hexa-2,4-dienoic acid

> <FORMULA>
C6H8O2

> <MASS>
112.12652

> <MONOISOTOPIC_MASS>
112.05243

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+

> <INCHIKEY>
WSWCOQWTEOXDQX-MQQKCMAXSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1098547

> <CAS_REGISTRY_NUMBER>
110-44-1

> <GMELIN_REGISTRY_NUMBER>
3063

> <CHEMIDPLUS>
110-44-1

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMFA01030100

> <NIST_CHEMISTRY_WEBBOOK>
110-44-1

> <PUBMED_CITATION>
11206806; 7979442

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