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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:54:05 UTC

Update Date

2022-03-07 03:17:38 UTC

HMDB ID

HMDB0060094

Secondary Accession Numbers

HMDB60094

Metabolite Identification

Common Name

12,20-Dioxo-leukotriene B4

Description

12,20-Dioxo-leukotriene B4, also known as 12,20-dioxo-LTB4, belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. 12,20-Dioxo-leukotriene B4 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060094
     RDKit          3D
12,20-Dioxo-leukotriene B4
 53 52  0  0  0  0  0  0  0  0999 V2000
    8.3191    2.4150   -0.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3568    2.0352    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438    0.7191    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.0941    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    0.5168   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600   -0.4363   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.1000   -2.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1880   -0.3951   -2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8249   -1.6663   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273   -1.5176   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -2.0851    0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.7317   -1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -0.6024   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636    0.2043   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672    0.3447    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    1.1638   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464    1.3667    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516    0.7897    1.9904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7279    1.6083    2.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2567   -0.6157    2.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5734   -1.0673    1.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7321   -0.9168    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0684   -1.4136   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8787   -1.8795    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3686   -1.3410   -1.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7796    2.6689    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245    0.1329    1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1630    0.7881    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -0.3101   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0141   -1.0973    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    0.7697    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3620    1.4671   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037   -1.4296   -1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466   -0.5777   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469    1.0694   -2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    0.1563   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -2.1455   -1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -2.3642   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -0.2352   -2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3719   -1.0806    0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.6831   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -0.1228    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.6350   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287    2.0284    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.8858    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    2.4836    2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2636   -0.8275    3.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -1.2997    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3736   -0.5484    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -2.1685    1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909   -1.5803   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6725    0.1196   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8837   -0.7466   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
M  END


  Mrv0541 05091313542D          

 25 24  0  0  0  0            999 V2000
    4.6184    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   10.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22 18  2  0  0  0  0
 19 23  1  6  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060094

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/C(=O)C\C=C/CCCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17,19,23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t19-/m1/s1

> <INCHI_KEY>
CPTWPKCLDUXOKW-RBQYXHKQSA-N

> <FORMULA>
C20H28O5

> <MOLECULAR_WEIGHT>
348.4333

> <EXACT_MASS>
348.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.597583976988986

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6Z,8E,10E,14Z)-5-hydroxy-12,20-dioxoicosa-6,8,10,14-tetraenoic acid

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.0580291476666672

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.473515124538757

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6463447313683455

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5452444031177106

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
102.82759999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6Z,8E,10E,14Z)-5-hydroxy-12,20-dioxoicosa-6,8,10,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060094
     RDKit          3D
12,20-Dioxo-leukotriene B4
 53 52  0  0  0  0  0  0  0  0999 V2000
    8.3191    2.4150   -0.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3568    2.0352    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438    0.7191    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.0941    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    0.5168   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600   -0.4363   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.1000   -2.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1880   -0.3951   -2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8249   -1.6663   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273   -1.5176   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -2.0851    0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.7317   -1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -0.6024   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636    0.2043   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672    0.3447    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    1.1638   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464    1.3667    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516    0.7897    1.9904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7279    1.6083    2.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2567   -0.6157    2.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5734   -1.0673    1.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7321   -0.9168    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0684   -1.4136   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8787   -1.8795    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3686   -1.3410   -1.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7796    2.6689    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245    0.1329    1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1630    0.7881    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -0.3101   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0141   -1.0973    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    0.7697    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3620    1.4671   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037   -1.4296   -1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466   -0.5777   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469    1.0694   -2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    0.1563   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -2.1455   -1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -2.3642   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -0.2352   -2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3719   -1.0806    0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.6831   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -0.1228    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.6350   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287    2.0284    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.8858    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    2.4836    2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2636   -0.8275    3.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -1.2997    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3736   -0.5484    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -2.1685    1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909   -1.5803   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6725    0.1196   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8837   -0.7466   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       8.621  12.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.621  14.217   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.287  11.907   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955  14.987   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.955  16.527   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.621   9.597   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.287   7.287   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.288  17.297   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.621   8.057   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.288  18.837   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.955   7.287   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   17                                                       
CONECT   11   15   16                                                       
CONECT   12    7   18                                                       
CONECT   13    8   18                                                       
CONECT   14    9   19                                                       
CONECT   15   11   19                                                       
CONECT   16   11   20                                                       
CONECT   17   10   21                                                       
CONECT   18   12   13   22                                                  
CONECT   19   14   15   23                                                  
CONECT   20   16   24   25                                                  
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

COMPND    HMDB0060094
HETATM    1  O1  UNL     1       8.319   2.415  -0.256  1.00  0.00           O  
HETATM    2  C1  UNL     1       8.357   2.035   0.892  1.00  0.00           C  
HETATM    3  C2  UNL     1       7.844   0.719   1.275  1.00  0.00           C  
HETATM    4  C3  UNL     1       7.247  -0.094   0.182  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.057   0.517  -0.498  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.560  -0.436  -1.585  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.397   0.100  -2.291  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.188  -0.395  -2.399  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.825  -1.666  -1.763  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.727  -1.518  -0.782  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.828  -2.085   0.326  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.567  -0.732  -1.102  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.418  -0.602  -0.215  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.564   0.204  -0.598  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.567   0.345   0.287  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.692   1.164  -0.147  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.746   1.367   0.649  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.852   0.790   1.990  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.728   1.608   2.744  1.00  0.00           O  
HETATM   20  C17 UNL     1      -5.257  -0.616   2.134  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.573  -1.067   1.633  1.00  0.00           C  
HETATM   22  C19 UNL     1      -6.732  -0.917   0.167  1.00  0.00           C  
HETATM   23  C20 UNL     1      -8.068  -1.414  -0.306  1.00  0.00           C  
HETATM   24  O4  UNL     1      -8.879  -1.880   0.507  1.00  0.00           O  
HETATM   25  O5  UNL     1      -8.369  -1.341  -1.641  1.00  0.00           O  
HETATM   26  H1  UNL     1       8.780   2.669   1.690  1.00  0.00           H  
HETATM   27  H2  UNL     1       8.725   0.133   1.675  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.163   0.788   2.168  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.996  -0.310  -0.630  1.00  0.00           H  
HETATM   30  H5  UNL     1       7.014  -1.097   0.610  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.241   0.770   0.209  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.362   1.467  -0.972  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.404  -1.430  -1.153  1.00  0.00           H  
HETATM   34  H9  UNL     1       6.447  -0.578  -2.283  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.547   1.069  -2.818  1.00  0.00           H  
HETATM   36  H11 UNL     1       2.409   0.156  -2.986  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.668  -2.145  -1.297  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.448  -2.364  -2.558  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.486  -0.235  -2.078  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.372  -1.081   0.762  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.627   0.683  -1.555  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.509  -0.123   1.249  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.708   1.635  -1.132  1.00  0.00           H  
HETATM   44  H19 UNL     1      -5.529   2.028   0.237  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.846   0.886   2.529  1.00  0.00           H  
HETATM   46  H21 UNL     1      -5.275   2.484   2.859  1.00  0.00           H  
HETATM   47  H22 UNL     1      -5.264  -0.827   3.254  1.00  0.00           H  
HETATM   48  H23 UNL     1      -4.464  -1.300   1.715  1.00  0.00           H  
HETATM   49  H24 UNL     1      -7.374  -0.548   2.219  1.00  0.00           H  
HETATM   50  H25 UNL     1      -6.647  -2.169   1.880  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.991  -1.580  -0.328  1.00  0.00           H  
HETATM   52  H27 UNL     1      -6.673   0.120  -0.160  1.00  0.00           H  
HETATM   53  H28 UNL     1      -7.884  -0.747  -2.312  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   37   38
CONECT   10   11   11   12
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17   43
CONECT   17   18   44
CONECT   18   19   20   45
CONECT   19   46
CONECT   20   21   47   48
CONECT   21   22   49   50
CONECT   22   23   51   52
CONECT   23   24   24   25
CONECT   25   53
END

HMDB0060094
     RDKit          3D
12,20-Dioxo-leukotriene B4
 53 52  0  0  0  0  0  0  0  0999 V2000
    8.3191    2.4150   -0.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3568    2.0352    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438    0.7191    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.0941    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    0.5168   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600   -0.4363   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.1000   -2.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1880   -0.3951   -2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8249   -1.6663   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273   -1.5176   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -2.0851    0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.7317   -1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -0.6024   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636    0.2043   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672    0.3447    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    1.1638   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464    1.3667    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516    0.7897    1.9904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7279    1.6083    2.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2567   -0.6157    2.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5734   -1.0673    1.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7321   -0.9168    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0684   -1.4136   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8787   -1.8795    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3686   -1.3410   -1.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7796    2.6689    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245    0.1329    1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1630    0.7881    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -0.3101   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0141   -1.0973    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2412    0.7697    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3620    1.4671   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037   -1.4296   -1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466   -0.5777   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469    1.0694   -2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    0.1563   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -2.1455   -1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -2.3642   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -0.2352   -2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3719   -1.0806    0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.6831   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -0.1228    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.6350   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287    2.0284    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.8858    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    2.4836    2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2636   -0.8275    3.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -1.2997    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3736   -0.5484    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -2.1685    1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909   -1.5803   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6725    0.1196   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8837   -0.7466   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12,20-Dioxo-LTB4	ChEBI

Chemical Formula

C₂₀H₂₈O₅

Average Molecular Weight

348.4333

Monoisotopic Molecular Weight

348.193674006

IUPAC Name

(5S,6Z,8E,10E,14Z)-5-hydroxy-12,20-dioxoicosa-6,8,10,14-tetraenoic acid

Traditional Name

(5S,6Z,8E,10E,14Z)-5-hydroxy-12,20-dioxoicosa-6,8,10,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/C(=O)C\C=C/CCCCC=O

InChI Identifier

InChI=1S/C20H28O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17,19,23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t19-/m1/s1

InChI Key

CPTWPKCLDUXOKW-RBQYXHKQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Leukotrienes

Alternative Parents

Substituents

Leukotriene
Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Keto fatty acid
Fatty acid
Unsaturated fatty acid
Acryloyl-group
Alpha-hydrogen aldehyde
Enone
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060094)

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
Water Solubility	0.017 g/L	ALOGPS
logP	3.72	ALOGPS
logP	3.06	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.83 m³·mol⁻¹	ChemAxon
Polarizability	38.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	185.176	30932474
DeepCCS	[M-H]-	182.818	30932474
DeepCCS	[M-2H]-	216.871	30932474
DeepCCS	[M+Na]+	192.099	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.4	32859911
AllCCS	[M+NH4]+	190.6	32859911
AllCCS	[M+Na]+	191.4	32859911
AllCCS	[M-H]-	188.2	32859911
AllCCS	[M+Na-2H]-	189.9	32859911
AllCCS	[M+HCOO]-	192.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12,20-Dioxo-leukotriene B4	O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/C(=O)C\C=C/CCCCC=O	4874.8	Standard polar	33892256
12,20-Dioxo-leukotriene B4	O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/C(=O)C\C=C/CCCCC=O	2601.7	Standard non polar	33892256
12,20-Dioxo-leukotriene B4	O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/C(=O)C\C=C/CCCCC=O	3162.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12,20-Dioxo-leukotriene B4,1TMS,isomer #1	C[Si](C)(C)O[C@H](/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O)CCCC(=O)O	3243.7	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCC[C@H](O)/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O	3167.7	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TMS,isomer #3	C[Si](C)(C)OC(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O)=C/C=C\CCCCC=O	3357.9	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TMS,isomer #4	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O	3342.3	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O)O[Si](C)(C)C	3205.1	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #2	C[Si](C)(C)OC(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C)=C/C=C\CCCCC=O	3394.4	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #3	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C	3382.2	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #4	C[Si](C)(C)OC(=O)CCC[C@H](O)/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C	3296.4	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #5	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C	3281.7	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TMS,isomer #6	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O)O[Si](C)(C)C	3472.3	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C)O[Si](C)(C)C	3338.6	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C)O[Si](C)(C)C	3082.6	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C)O[Si](C)(C)C	3221.7	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #2	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3300.3	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #2	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3083.2	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #2	C[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3246.3	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #3	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3475.5	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #3	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3183.3	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #3	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3491.1	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #4	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3393.4	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #4	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3199.7	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TMS,isomer #4	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3529.4	Standard polar	33892256
12,20-Dioxo-leukotriene B4,4TMS,isomer #1	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3400.7	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,4TMS,isomer #1	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3170.5	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,4TMS,isomer #1	C[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3244.8	Standard polar	33892256
12,20-Dioxo-leukotriene B4,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O)CCCC(=O)O	3474.3	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O	3403.5	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O)=C/C=C\CCCCC=O	3580.5	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O	3573.5	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=O)C/C=C\CCCCC=O)O[Si](C)(C)C(C)(C)C	3685.4	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C/C=C\CCCCC=O	3859.6	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3832.4	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C(C)(C)C	3791.6	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3757.6	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3943.3	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4075.8	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3649.8	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@@H](/C=C\C=C\C=C\C(=C/C=C\CCCCC=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3360.9	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4024.2	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3617.7	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\CC(=O)/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3374.1	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4202.5	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3742.4	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3647.6	Standard polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4144.2	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3772.5	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3681.7	Standard polar	33892256
12,20-Dioxo-leukotriene B4,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4380.6	Semi standard non polar	33892256
12,20-Dioxo-leukotriene B4,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3890.2	Standard non polar	33892256
12,20-Dioxo-leukotriene B4,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCCC/C=C\C=C(/C=C/C=C/C=C\[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3429.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12,20-Dioxo-leukotriene B4 GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-4495000000-5f1ecc9531ae49388c38	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,20-Dioxo-leukotriene B4 GC-MS (2 TMS) - 70eV, Positive	splash10-004i-5406900000-aa69450c6a6ddf5c101f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,20-Dioxo-leukotriene B4 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 - 12,20-Dioxo-leukotriene B4 10V, Positive-QTOF	splash10-01q9-0019000000-73ea58c749233769181a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,20-Dioxo-leukotriene B4 20V, Positive-QTOF	splash10-03e9-3689000000-6fb4a17ab1c622ec563e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,20-Dioxo-leukotriene B4 40V, Positive-QTOF	splash10-02ou-6981000000-bcc86a75fa8af61740eb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,20-Dioxo-leukotriene B4 10V, Negative-QTOF	splash10-002b-0009000000-0232b0d05e2515ddd7a3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,20-Dioxo-leukotriene B4 20V, Negative-QTOF	splash10-0fba-2339000000-98174cdf3bc46d8f92b9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,20-Dioxo-leukotriene B4 40V, Negative-QTOF	splash10-0006-9220000000-7e1caf9a1de32c1b16f5	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

122164848

PDB ID

Not Available

ChEBI ID

134520

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 12,20-Dioxo-leukotriene B4 (HMDB0060094)

MOL for HMDB0060094 (12,20-Dioxo-leukotriene B4)

3D MOL for HMDB0060094 (12,20-Dioxo-leukotriene B4)

3D SDF for HMDB0060094 (12,20-Dioxo-leukotriene B4)

3D-SDF for HMDB0060094 (12,20-Dioxo-leukotriene B4)

PDB for HMDB0060094 (12,20-Dioxo-leukotriene B4)

3D PDB for HMDB0060094 (12,20-Dioxo-leukotriene B4)

SMILES for HMDB0060094 (12,20-Dioxo-leukotriene B4)

INCHI for HMDB0060094 (12,20-Dioxo-leukotriene B4)

Structure for HMDB0060094 (12,20-Dioxo-leukotriene B4)

3D Structure for HMDB0060094 (12,20-Dioxo-leukotriene B4)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra