Ketcher 05111617542D 1   1.00000     0.00000     0

 10 10  0     1  0            999 V2000
    9.9306  -21.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6627  -22.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7966  -23.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9306  -22.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7967  -21.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7967  -20.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6627  -21.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5288  -21.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646  -23.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646  -24.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0     0  0
  4  3  1  0     0  0
  1  5  2  0     0  0
  5  7  1  0     0  0
  7  2  1  0     0  0
  2  3  1  0     0  0
  5  6  1  0     0  0
  7  8  2  0     0  0
  4  9  1  6     0  0
  9 10  1  0     0  0
M  END
> <ID>
CHEBI:50070

> <NAME>
ascopyrone M

> <DEFINITION>
A 3-pyranone with a 4,5-double bond carrying a hydroxy group at position 4 and a hydroxymethyl group at position 6.

> <STAR>
3

> <SYNONYM>
ascopyrone M; APM; (6S)-4-hydroxy-6-(hydroxymethyl)-2H-pyran-3(6H)-one

> <IUPAC_NAME>
1,5-anhydro-4-deoxy-D-glycero-hex-3-en-2-ulose

> <FORMULA>
C6H8O4

> <MASS>
144.126

> <MONOISOTOPIC_MASS>
144.04226

> <CHARGE>
0

> <SMILES>
C=1[C@H](OCC(C1O)=O)CO

> <INCHI>
InChI=1S/C6H8O4/c7-2-4-1-5(8)6(9)3-10-4/h1,4,7-8H,2-3H2/t4-/m0/s1

> <INCHIKEY>
XUKJGZOHRVCEJL-BYPYZUCNSA-N

> <REAXYS_REGISTRY_NUMBER>
9322153

> <PUBMED_CITATION>
16302767; 16630602

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