Ketcher 02221611212D 1   1.00000     0.00000     0

 25 24  0     1  0            999 V2000
    8.4982   -3.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6322   -3.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7661   -3.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341   -3.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341   -4.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -5.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341   -6.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341   -7.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -8.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7661   -7.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6322   -8.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982   -7.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982   -6.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642   -6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982   -4.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642   -5.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2302   -6.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0962   -6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0962   -5.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9624   -6.6328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642   -3.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642   -8.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3642   -9.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0     0  0
  1  2  1  0     0  0
  2  3  2  0     0  0
  3  4  1  0     0  0
  4  5  2  0     0  0
  5  6  1  0     0  0
  6  7  1  0     0  0
  7  8  2  0     0  0
  8  9  1  0     0  0
  9 10  1  0     0  0
 10 11  2  0     0  0
 11 12  1  0     0  0
 12 13  2  0     0  0
 13 14  1  0     0  0
 14 15  1  0     0  0
 15 16  1  0     0  0
 17 18  1  0     0  0
 16 19  1  0     0  0
 19 20  1  0     0  0
 20 21  2  0     0  0
 20 22  1  0     0  0
  1 23  1  0     0  0
 14 24  1  6     0  0
 24 25  1  0     0  0
M  CHG  1  22  -1
M  END
> <ID>
CHEBI:90826

> <NAME>
(5S)-hydroperoxy-18-hydroxy-EPE(1-)

> <DEFINITION>
An icosanoid anion that is the conjugate base of (5S)-hydroperoxy-18-hydroxy-EPE, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.

> <STAR>
3

> <SYNONYM>
(5S,6E,8Z,11Z,14Z,16E)-5-hydroperoxy-18-hydroxyicosapentaenoate; (5S)-hydroperoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate; (5S)-hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoate; (5S)-hydroperoxy-18-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate

> <IUPAC_NAME>
(5S,6E,8Z,11Z,14Z,16E)-5-hydroperoxy-18-hydroxyicosa-6,8,11,14,16-pentaenoate

> <FORMULA>
C20H29O5

> <MASS>
349.442

> <MONOISOTOPIC_MASS>
349.20205

> <CHARGE>
-1

> <SMILES>
C(CC)(/C=C/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO)O

> <INCHI>
InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)/p-1/b4-3-,9-7-,10-8-,14-11+,15-12+/t18?,19-/m1/s1

> <INCHIKEY>
JIOJPWROWDJRKM-PJNQMQIHSA-M

> <PUBMED_CITATION>
17114001

$$$$