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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:41:39 UTC

Update Date

2021-09-14 14:58:08 UTC

HMDB ID

HMDB0062285

Secondary Accession Numbers

HMDB62285

Metabolite Identification

Common Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid

Description

(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid, also known as (4Z,7Z,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoate or 11-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoic acid, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review very few articles have been published on (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652307131818322D          

 26 25  0  0  0  0            999 V2000
10029.524110029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.241510030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.955510029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.670110030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10032.495410030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10033.209910029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10033.924510030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10034.749810030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10035.464310029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10036.178910030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10037.004210030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10037.718710029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10038.433310030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.241510030.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10028.808710030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10028.095410029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.270710029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.555310030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.839910029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.015210029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.299910030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.586510029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.871210030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.157810029.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.871210030.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10030.958210031.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 14 26  1  0  0  0  0
M  END

HMDB0062285
     RDKit          3D
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.6722    0.5164    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4222    0.7284    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3704    1.1893    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2650    0.5332   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -0.7503    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6689   -0.4687    1.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -1.1123    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -2.1535    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -2.0717   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.1083   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588    0.1875   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    0.4568    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    0.4324   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835    0.4004   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0020    0.3768   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    0.3456   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9354    0.3320   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    1.5156   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108    1.4057   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348    0.1436    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5132    0.0117    1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090   -1.2900    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5233   -2.3237    1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5694   -1.3378    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.6980    0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063    1.5875    1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6858    1.3345   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5530    0.6031    0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5793   -0.4640   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6226    1.5784    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2554   -0.1945    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.1163   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9133   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8144   -1.4718   -0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6561   -1.1090    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378    0.3358    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.7981    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1191    0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3176   -2.5683   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256   -2.9984   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787   -1.2835   -2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3802    0.5533    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641    0.9332   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1089   -0.2961    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    0.4405   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498    0.3934    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3853   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    0.3286   -2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2011    0.4145    0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4618   -0.6080   -0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3986    2.5191   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6687    2.3615    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6692    0.1834   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850   -0.7732   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2181    0.8498    1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278    0.0958    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592   -2.0630    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.1625    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 12 25  1  0
 25 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 24 57  1  0
 26 58  1  0
M  END


  Mrv1652307131818322D          

 26 25  0  0  0  0            999 V2000
10029.524110029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.241510030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.955510029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.670110030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10032.495410030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10033.209910029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10033.924510030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10034.749810030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10035.464310029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10036.178910030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10037.004210030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10037.718710029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10038.433310030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.241510030.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10028.808710030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10028.095410029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.270710029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.555310030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.839910029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.015210029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.299910030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.586510029.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.871210030.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.157810029.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.871210030.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10030.958210031.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 14 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062285

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C\C=C/C\C=C/CC(OO)\C=C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O4/c1-2-3-4-5-6-7-9-12-15-18-21(26-25)19-16-13-10-8-11-14-17-20-22(23)24/h3-4,6-7,10-16,19,21,25H,2,5,8-9,17-18,20H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+

> <INCHI_KEY>
HSHRTZVKQSPCGR-BGKMTWLOSA-N

> <FORMULA>
C22H32O4

> <MOLECULAR_WEIGHT>
360.494

> <EXACT_MASS>
360.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.58636867353187

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

> <ALOGPS_LOGP>
5.97

> <JCHEM_LOGP>
5.970989137999999

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.711074255010953

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.852864783974869

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237376147188397

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
114.25489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062285
     RDKit          3D
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.6722    0.5164    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4222    0.7284    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3704    1.1893    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2650    0.5332   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -0.7503    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6689   -0.4687    1.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -1.1123    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -2.1535    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -2.0717   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.1083   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588    0.1875   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    0.4568    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    0.4324   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835    0.4004   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0020    0.3768   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    0.3456   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9354    0.3320   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    1.5156   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108    1.4057   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348    0.1436    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5132    0.0117    1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090   -1.2900    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5233   -2.3237    1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5694   -1.3378    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.6980    0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063    1.5875    1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6858    1.3345   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5530    0.6031    0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5793   -0.4640   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6226    1.5784    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2554   -0.1945    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.1163   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9133   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8144   -1.4718   -0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6561   -1.1090    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378    0.3358    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.7981    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1191    0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3176   -2.5683   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256   -2.9984   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787   -1.2835   -2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3802    0.5533    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641    0.9332   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1089   -0.2961    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    0.4405   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498    0.3934    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3853   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    0.3286   -2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2011    0.4145    0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4618   -0.6080   -0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3986    2.5191   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6687    2.3615    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6692    0.1834   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850   -0.7732   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2181    0.8498    1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278    0.0958    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592   -2.0630    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.1625    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 12 25  1  0
 25 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 24 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 13-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-18         0                                  
HETATM    1  C   UNK     0    8721.7788722.111   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8723.1188722.881   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8724.4508722.111   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8725.7848722.881   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8727.3258722.881   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8728.6598722.111   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8729.9928722.881   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8731.5338722.881   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8732.8678722.111   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8734.2018722.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8735.7418722.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8737.0758722.111   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8738.4098722.881   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8723.1188724.420   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8720.4438722.881   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8719.1118722.111   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8717.5728722.111   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8716.2378722.881   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8714.9018722.111   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8713.3628722.111   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8712.0268722.881   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8710.6958722.111   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8709.3608722.881   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8708.0288722.111   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0    8709.3608724.420   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0    8724.4558725.192   0.000  0.00  0.00           O+0
CONECT    1    2   15                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2   26                                                       
CONECT   15    1   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0062285
HETATM    1  C1  UNL     1      -9.672   0.516   0.179  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.422   0.728   1.037  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.370   1.189   0.120  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.265   0.533  -0.044  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.892  -0.750   0.645  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.669  -0.469   1.391  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.553  -1.112   1.186  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.348  -2.154   0.244  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.411  -2.072  -0.855  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.640  -1.108  -1.220  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.559   0.188  -0.551  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.171   0.457   0.015  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.780   0.432  -1.125  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.084   0.400  -0.806  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.002   0.377  -1.930  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.294   0.346  -1.769  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.935   0.332  -0.455  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.825   1.516  -0.300  1.00  0.00           C  
HETATM   19  C19 UNL     1       7.111   1.406  -0.085  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.835   0.144   0.029  1.00  0.00           C  
HETATM   21  C21 UNL     1       8.513   0.012   1.406  1.00  0.00           C  
HETATM   22  C22 UNL     1       9.209  -1.290   1.408  1.00  0.00           C  
HETATM   23  O1  UNL     1       8.523  -2.324   1.544  1.00  0.00           O  
HETATM   24  O2  UNL     1      10.569  -1.338   1.264  1.00  0.00           O  
HETATM   25  O3  UNL     1      -0.202   1.698   0.649  1.00  0.00           O  
HETATM   26  O4  UNL     1       0.106   1.588   1.938  1.00  0.00           O  
HETATM   27  H1  UNL     1      -9.686   1.335  -0.566  1.00  0.00           H  
HETATM   28  H2  UNL     1     -10.553   0.603   0.860  1.00  0.00           H  
HETATM   29  H3  UNL     1      -9.579  -0.464  -0.297  1.00  0.00           H  
HETATM   30  H4  UNL     1      -8.623   1.578   1.742  1.00  0.00           H  
HETATM   31  H5  UNL     1      -8.255  -0.194   1.570  1.00  0.00           H  
HETATM   32  H6  UNL     1      -7.479   2.116  -0.469  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.501   0.913  -0.742  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.814  -1.472  -0.190  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.656  -1.109   1.344  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.738   0.336   2.155  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.714  -0.798   1.849  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.016  -3.119   0.832  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.318  -2.568  -0.180  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.326  -2.998  -1.515  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.979  -1.284  -2.126  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.380   0.553   0.024  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.564   0.933  -1.457  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.109  -0.296   0.777  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.431   0.441  -2.151  1.00  0.00           H  
HETATM   46  H20 UNL     1       2.350   0.393   0.227  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.603   0.385  -2.950  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.936   0.329  -2.666  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.201   0.414   0.379  1.00  0.00           H  
HETATM   50  H24 UNL     1       5.462  -0.608  -0.299  1.00  0.00           H  
HETATM   51  H25 UNL     1       5.399   2.519  -0.366  1.00  0.00           H  
HETATM   52  H26 UNL     1       7.669   2.361   0.013  1.00  0.00           H  
HETATM   53  H27 UNL     1       8.669   0.183  -0.725  1.00  0.00           H  
HETATM   54  H28 UNL     1       7.285  -0.773  -0.117  1.00  0.00           H  
HETATM   55  H29 UNL     1       9.218   0.850   1.488  1.00  0.00           H  
HETATM   56  H30 UNL     1       7.728   0.096   2.179  1.00  0.00           H  
HETATM   57  H31 UNL     1      11.059  -2.063   0.755  1.00  0.00           H  
HETATM   58  H32 UNL     1      -0.550   2.162   2.442  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   25   44
CONECT   13   14   14   45
CONECT   14   15   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   19   51
CONECT   19   20   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   23   24
CONECT   24   57
CONECT   25   26
CONECT   26   58
END

HMDB0062285
     RDKit          3D
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.6722    0.5164    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4222    0.7284    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3704    1.1893    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2650    0.5332   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -0.7503    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6689   -0.4687    1.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -1.1123    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -2.1535    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -2.0717   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.1083   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588    0.1875   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    0.4568    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    0.4324   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835    0.4004   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0020    0.3768   -1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    0.3456   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9354    0.3320   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    1.5156   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108    1.4057   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348    0.1436    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5132    0.0117    1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090   -1.2900    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5233   -2.3237    1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5694   -1.3378    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.6980    0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063    1.5875    1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6858    1.3345   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5530    0.6031    0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5793   -0.4640   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6226    1.5784    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2554   -0.1945    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.1163   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9133   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8144   -1.4718   -0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6561   -1.1090    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378    0.3358    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.7981    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1191    0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3176   -2.5683   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256   -2.9984   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787   -1.2835   -2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3802    0.5533    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641    0.9332   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1089   -0.2961    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    0.4405   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498    0.3934    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.3853   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    0.3286   -2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2011    0.4145    0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4618   -0.6080   -0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3986    2.5191   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6687    2.3615    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6692    0.1834   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850   -0.7732   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2181    0.8498    1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278    0.0958    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592   -2.0630    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.1625    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 12 25  1  0
 25 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 24 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoate	Generator
(4Z,7Z,13Z,16Z,19Z)-11-Hydroperoxydocosa-4,7,9,13,16,19-hexaenoate	HMDB
11-Hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoic acid	HMDB
11-Hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoate	HMDB
11-HPDoHE	HMDB
11-Peroxy-docosahexaenoic acid	HMDB
11-Peroxy-docosahexaenoate	HMDB

Chemical Formula

C₂₂H₃₂O₄

Average Molecular Weight

360.494

Monoisotopic Molecular Weight

360.23005951

IUPAC Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

Traditional Name

(4Z,7Z,9E,13Z,16Z,19Z)-11-hydroperoxydocosa-4,7,9,13,16,19-hexaenoic acid

CAS Registry Number

121694-97-1

SMILES

CC\C=C/C\C=C/C\C=C/CC(OO)\C=C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C22H32O4/c1-2-3-4-5-6-7-9-12-15-18-21(26-25)19-16-13-10-8-11-14-17-20-22(23)24/h3-4,6-7,10-16,19,21,25H,2,5,8-9,17-18,20H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+

InChI Key

HSHRTZVKQSPCGR-BGKMTWLOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Hydroperoxy fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Alkyl hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062285)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.97	ALOGPS
logP	5.97	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.85	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	114.25 m³·mol⁻¹	ChemAxon
Polarizability	40.59 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	189.693	30932474
DeepCCS	[M-H]-	187.335	30932474
DeepCCS	[M-2H]-	221.256	30932474
DeepCCS	[M+Na]+	196.483	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	5.23 minutes	32390414
Predicted by Siyang on May 30, 2022	25.5339 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3376.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	437.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	339.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	616.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1104.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	544.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2289.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	813.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1811.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	805.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	354.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	522.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid	CC\C=C/C\C=C/C\C=C/CC(OO)\C=C\C=C/C\C=C/CCC(O)=O	4577.9	Standard polar	33892256
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid	CC\C=C/C\C=C/C\C=C/CC(OO)\C=C\C=C/C\C=C/CCC(O)=O	2554.5	Standard non polar	33892256
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid	CC\C=C/C\C=C/C\C=C/CC(OO)\C=C\C=C/C\C=C/CCC(O)=O	2845.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid,1TMS,isomer #1	CC/C=C\C/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)OO	2972.5	Semi standard non polar	33892256
(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid,1TBDMS,isomer #1	CC/C=C\C/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)OO	3206.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 10V, Positive-QTOF	splash10-0006-0009000000-6d439fe7ca7f7e34a01a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 20V, Positive-QTOF	splash10-014l-2739000000-16ae300432973c536720	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 40V, Positive-QTOF	splash10-00kn-6940000000-1ac0b9f0cf09cb7b9ce6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 10V, Negative-QTOF	splash10-0a4i-0109000000-010ab25df7288da83f85	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 20V, Negative-QTOF	splash10-052g-0529000000-bbfe37faeddbeb67c0a9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 40V, Negative-QTOF	splash10-0a4m-9722000000-5471d40d5d2970a23973	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 10V, Positive-QTOF	splash10-01t9-0019000000-4d3c8836334c05c2de62	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 20V, Positive-QTOF	splash10-054o-9358000000-03b95692e8d5305b6f6c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 40V, Positive-QTOF	splash10-054o-9430000000-349199cdb660c9c70d34	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 10V, Negative-QTOF	splash10-0a4i-0009000000-351927440746180f62c4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 20V, Negative-QTOF	splash10-0a6r-0209000000-ec83fce824419caef865	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid 40V, Negative-QTOF	splash10-05n3-3971000000-99b37d197520dfd6e48d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156908063

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid (HMDB0062285)

MOL for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D MOL for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D SDF for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D-SDF for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

PDB for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D PDB for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

SMILES for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

INCHI for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

Structure for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

3D Structure for HMDB0062285 ((4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra