NP-MRD: Showing NP-Card for 20-Hydroxy-leukotriene E4 (NP0092156)

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Record Information

Version

2.0

Created at

2022-05-11 18:58:51 UTC

Updated at

2022-05-11 18:58:51 UTC

NP-MRD ID

NP0092156

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-Hydroxy-leukotriene E4

Description

20-Hydroxy-leukotriene E4 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. Thus, 20-hydroxy-leukotriene E4 is considered to be an eicosanoid lipid molecule. 20-Hydroxy-leukotriene E4 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02251208092D          

 31 30  0  0  1  0            999 V2000
   14.9701  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -9.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -9.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -7.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -7.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -6.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -5.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -5.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8266   -5.8230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8266   -6.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -7.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -7.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9701   -7.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556   -9.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -5.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -4.5855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -4.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -3.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -2.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266   -3.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -2.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6846  -10.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  1  0  0  0
 16 17  1  0  0  0  0
 16 23  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 31  1  1  0  0  0  0
M  END

     RDKit          3D

 68 67  0  0  0  0  0  0  0  0999 V2000
   -4.5952   -4.7701    0.2776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1816   -4.7879    1.6757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1582   -3.7413    1.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039   -2.0529    1.7082 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0124   -1.6389   -0.0051 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.8709    1.3043   -1.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1209    1.6524   -1.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1540    0.7326   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8026    1.2962    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4485    2.6046   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1576    3.1739    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675    3.4339    2.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1972    4.3366    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9572   -0.4585   -0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1960   -0.8298    0.4903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    0.7698    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4388    1.8874    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5752    2.3125   -0.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2882    2.8216   -1.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9879    3.0186   -2.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805    3.1334   -0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3923   -4.6523    2.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5448   -4.5815    2.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3431   -4.5962    3.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065   -5.7101    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7489   -4.6960   -0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7552   -5.7904    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2960   -3.9155    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -3.8539    3.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6798   -2.5029   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345   -2.0139   -1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345   -0.8098    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -1.6933   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8435   -0.5066   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.4290   -3.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113   -0.7164   -3.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -0.7040   -0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706    0.1378   -0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    2.0179   -2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4572    2.6740   -1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0329    0.7420   -1.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286   -0.3200   -1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9759    1.4975    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997    0.5722    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6932    3.3540   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1682    2.5076   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757    2.3711    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7073    4.1029    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6503    2.5127    2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6962    3.9050    2.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3031    5.2355    2.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2631   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9516   -0.5219   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    0.4775    1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717    1.0361    0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4405    1.6111    0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5783   -4.2329    4.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  8  9  2  0
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 13 14  2  0
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 26 28  1  0
 26 27  2  0
  2 29  1  0
 29 31  1  0
 29 30  2  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  5 37  1  6
  6 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
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 14 47  1  0
 15 48  1  0
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 19 56  1  0
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 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 28 67  1  0
 31 68  1  0
M  END


  Mrv0541 02251208092D          

 31 30  0  0  1  0            999 V2000
   14.9701  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977  -10.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -9.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -9.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -7.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -7.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -6.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -5.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -5.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8266   -5.8230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8266   -6.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -7.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -7.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9701   -7.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2556   -9.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5412   -5.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -4.5855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -4.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3977   -3.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -2.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266   -3.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -2.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6832   -2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6846  -10.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
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 15 24  1  1  0  0  0
 16 17  1  0  0  0  0
 16 23  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 20 22  1  0  0  0  0
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 26 30  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 31  1  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0092156

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H37NO6S/c24-19(23(29)30)18-31-21(20(26)14-13-16-22(27)28)15-11-9-7-5-3-1-2-4-6-8-10-12-17-25/h2-5,7,9,11,15,19-21,25-26H,1,6,8,10,12-14,16-18,24H2,(H,27,28)(H,29,30)/b4-2-,5-3-,9-7+,15-11+/t19?,20-,21+/m0/s1

> <INCHI_KEY>
BJRMBXPQAMDCMG-QHZDNRHLSA-N

> <FORMULA>
C23H37NO6S

> <MOLECULAR_WEIGHT>
455.608

> <EXACT_MASS>
455.234158611

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
52.01332000292596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5,20-dihydroxyicosa-7,9,11,14-tetraenoic acid

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
0.5843965106519243

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.456034343879344

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3851479119362895

> <JCHEM_PKA_STRONGEST_BASIC>
9.130042934246712

> <JCHEM_POLAR_SURFACE_AREA>
141.07999999999998

> <JCHEM_REFRACTIVITY>
129.54839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5,20-dihydroxyicosa-7,9,11,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      27.944 -19.340   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.610 -20.110   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.277 -19.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.943 -20.110   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.609 -19.340   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.276 -20.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.942 -19.340   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.942 -17.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.608 -17.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.608 -15.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.942 -14.720   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.942 -13.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.276 -12.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.276 -10.870   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.609 -10.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.943 -10.870   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.943 -12.410   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.277 -13.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.277 -14.720   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.610 -15.490   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      27.944 -14.720   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      26.610 -17.030   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.277 -10.100   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0      22.609  -8.560   0.000  0.00  0.00           S+0
HETATM   25  C   UNK     0      21.276  -7.790   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.276  -6.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.609  -5.480   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      23.943  -6.250   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      22.609  -3.940   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0      19.942  -5.480   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0      29.278 -20.110   0.000  0.00  0.00           O+0
CONECT    1    2   31                                                       
CONECT    2    1    3                                                       
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   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   16                                                            
CONECT   24   15   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26                                                            
CONECT   31    1                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-oxo-4-Hydroxyvalerate	HMDB
2-oxo-4S-Hydroxypentanoate	HMDB
2-oxo-4S-Hydroxypentanoic acid	HMDB
20-Hydroxyleukotriene e4	HMDB
20-OH-Leukotriene e4	HMDB
4-Hydroxy-2-keto-pentanoate	HMDB
4-Hydroxy-2-keto-pentanoic acid	HMDB
4-Hydroxy-2-ketovalerate	HMDB
4-Hydroxy-2-ketovaleric acid	HMDB
4-Hydroxy-2-oxo-pentanoate	HMDB
4-Hydroxy-2-oxo-pentanoic acid	HMDB
4-Hydroxy-2-oxo-valerate	HMDB
4-Hydroxy-2-oxo-valeric acid	HMDB
4-Hydroxy-2-oxopentanoate	HMDB
4-Hydroxy-2-oxopentanoic acid	HMDB
4-Hydroxy-2-oxovaleric acid	HMDB
HKP	HMDB

Chemical Formula

C₂₃H₃₇NO₆S

Average Mass

455.6080 Da

Monoisotopic Mass

455.23416 Da

IUPAC Name

(5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5,20-dihydroxyicosa-7,9,11,14-tetraenoic acid

Traditional Name

(5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5,20-dihydroxyicosa-7,9,11,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

NC(CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C23H37NO6S/c24-19(23(29)30)18-31-21(20(26)14-13-16-22(27)28)15-11-9-7-5-3-1-2-4-6-8-10-12-17-25/h2-5,7,9,11,15,19-21,25-26H,1,6,8,10,12-14,16-18,24H2,(H,27,28)(H,29,30)/b4-2-,5-3-,9-7+,15-11+/t19?,20-,21+/m0/s1

InChI Key

BJRMBXPQAMDCMG-QHZDNRHLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Hydroxy fatty acid
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Unsaturated fatty acid
Amino acid or derivatives
Amino acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary alcohol
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.3	ALOGPS
logP	0.58	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	2.39	ChemAxon
pKa (Strongest Basic)	9.13	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.08 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	129.55 m³·mol⁻¹	ChemAxon
Polarizability	52.01 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029162

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

53481511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 20-Hydroxy-leukotriene E4 (NP0092156)

MOL for NP0092156 (20-Hydroxy-leukotriene E4)

3D MOL for NP0092156 (20-Hydroxy-leukotriene E4)

3D SDF for NP0092156 (20-Hydroxy-leukotriene E4)

3D-SDF for NP0092156 (20-Hydroxy-leukotriene E4)

PDB for NP0092156 (20-Hydroxy-leukotriene E4)

3D PDB for NP0092156 (20-Hydroxy-leukotriene E4)

SMILES for NP0092156 (20-Hydroxy-leukotriene E4)

INCHI for NP0092156 (20-Hydroxy-leukotriene E4)

Structure for NP0092156 (20-Hydroxy-leukotriene E4)

3D Structure for NP0092156 (20-Hydroxy-leukotriene E4)