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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:04:28 UTC

Update Date

2022-03-07 02:51:27 UTC

HMDB ID

HMDB0012639

Secondary Accession Numbers

HMDB12639

Metabolite Identification

Common Name

20-Hydroxy-leukotriene E4

Description

20-Hydroxy-leukotriene E4 is a metabolite that can originate from the lipid oxidation of leukotriene E4 (LTE4). LTE4 is a cysteinyl leukotriene. Cysteinyl leukotrienes (CysLTs) are a family of potent inflammatory mediators that appear to contribute to the pathophysiologic features of allergic rhinitis. Nasal blockage induced by CysLTs is mainly due to dilatation of nasal blood vessels which can be induced by the nitric oxide produced through CysLT1 receptor activation. LTE4 activates contractile and inflammatory processes via specific interactions with putative seven transmembrane-spanning receptors that couple to G proteins and subsequent intracellular signaling pathways. LTE4 is metabolized from leukotriene C4 in a reaction catalyzed by gamma-glutamyl transpeptidase and a particulate dipeptidase from kidney (PMID: 12607939 , 12432945 , 6311078 ). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signaling pathways.

Structure

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


  Mrv1652302121819302D          

 31 30  0  0  0  0            999 V2000
10009.702010005.3021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10010.417710004.8904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.131110005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.846810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560210005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.275910004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.991410005.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.275910004.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710004.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.702010006.1276    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710006.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710007.3676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10009.702010007.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.986410007.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.702010008.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.131110007.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10008.986410004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.272910005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.557310004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.841810005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.127810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.302510004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.587510005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.872810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.047510004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.332510005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.617810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.903010005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.186110004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.471410005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.756410004.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  1  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  6  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  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 17 18  2  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  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0012639
     RDKit          3D
20-Hydroxy-leukotriene E4
 68 67  0  0  0  0  0  0  0  0999 V2000
   -3.5768   -3.5060    0.2079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -2.1813    0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1513   -1.6728   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8653   -0.0852   -1.5964 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111    1.3300   -0.9393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6752    1.5124   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552    0.9383   -1.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    1.1785   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.5997   -1.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    0.8207   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2373    0.3118   -1.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3203   -0.6049   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220   -0.0909    0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952   -0.7137    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -2.0103    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0863   -1.8874   -0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1396   -1.4767    0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4641   -1.3874    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4427   -0.3855   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7341   -0.4086   -1.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330    1.5400    0.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2691    2.7067    0.7797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878    1.8533    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0179    3.0957    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3621    3.3352    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3202    2.2425    0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4751    2.2271    1.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0930    1.1735    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -2.5072    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048   -3.6261    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -1.5413    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169   -4.1725   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326   -3.4768   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -1.5789    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7815   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -2.4331   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045    2.2391   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.1453   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798    0.3007   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935    1.8173   -2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7076   -0.0386   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233    1.4962   -2.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853    0.5527   -2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.6013    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -1.6381   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    0.8812    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9476   -0.2712    1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284   -2.4190   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555   -2.8025    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -1.0350   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.8272   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1914   -2.2608    1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792   -0.4998    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2803   -1.1437    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7512   -2.3804   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2549    0.6395   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7674   -0.6958   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179    0.5364   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.7038    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    2.5023    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1895    2.0513    2.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0223    0.9594    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    3.9568    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2105    3.0961   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7857    4.2632    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2449    3.4871    2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1115    1.2552   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.6076   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  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
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  1
 22 60  1  0
 23 61  1  0
 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


  Mrv1652302121819302D          

 31 30  0  0  0  0            999 V2000
10009.702010005.3021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10010.417710004.8904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.131110005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.846810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.560210005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.275910004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.991410005.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.275910004.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710004.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.702010006.1276    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710006.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.417710007.3676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10009.702010007.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.986410007.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.702010008.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.131110007.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10008.986410004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.272910005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.557310004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.841810005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.127810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.302510004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.587510005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.872810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.047510004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.332510005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.617810004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.903010005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.186110004.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.471410005.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.756410004.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  1  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  6  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  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 17 18  2  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  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012639

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](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-CMJQBAFXSA-N

> <FORMULA>
C23H37NO6S

> <MOLECULAR_WEIGHT>
455.61

> <EXACT_MASS>
455.234159089

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
51.908571079803

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-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>
141.08

> <JCHEM_REFRACTIVITY>
129.54840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-hydroxy-LTE4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012639
     RDKit          3D
20-Hydroxy-leukotriene E4
 68 67  0  0  0  0  0  0  0  0999 V2000
   -3.5768   -3.5060    0.2079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -2.1813    0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1513   -1.6728   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8653   -0.0852   -1.5964 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111    1.3300   -0.9393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6752    1.5124   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552    0.9383   -1.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    1.1785   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.5997   -1.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    0.8207   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2373    0.3118   -1.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3203   -0.6049   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220   -0.0909    0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952   -0.7137    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -2.0103    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0863   -1.8874   -0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1396   -1.4767    0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4641   -1.3874    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4427   -0.3855   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7341   -0.4086   -1.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330    1.5400    0.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2691    2.7067    0.7797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878    1.8533    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0179    3.0957    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3621    3.3352    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3202    2.2425    0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4751    2.2271    1.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0930    1.1735    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -2.5072    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048   -3.6261    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -1.5413    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169   -4.1725   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326   -3.4768   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -1.5789    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7815   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -2.4331   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045    2.2391   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.1453   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798    0.3007   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935    1.8173   -2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7076   -0.0386   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233    1.4962   -2.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853    0.5527   -2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.6013    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -1.6381   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    0.8812    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9476   -0.2712    1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284   -2.4190   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555   -2.8025    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -1.0350   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.8272   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1914   -2.2608    1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792   -0.4998    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2803   -1.1437    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7512   -2.3804   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2549    0.6395   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7674   -0.6958   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179    0.5364   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.7038    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    2.5023    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1895    2.0513    2.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0223    0.9594    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    3.9568    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2105    3.0961   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7857    4.2632    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2449    3.4871    2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1115    1.2552   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.6076   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  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
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  1
 22 60  1  0
 23 61  1  0
 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

HEADER    PROTEIN                                 12-FEB-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-FEB-18         0                                  
HETATM    1  C   UNK     0    8684.7778676.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8686.1138675.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8687.4458676.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8688.7818675.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8690.1128676.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8691.4488675.795   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8692.7848676.564   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8691.4488674.255   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8686.1138674.255   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0    8684.7778678.105   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0    8686.1138678.876   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8686.1138680.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8684.7778681.186   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8683.4418680.420   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8684.7778682.725   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0    8687.4458681.186   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8683.4418675.795   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8682.1098676.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8680.7748675.795   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8679.4388676.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8678.1058675.795   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8676.5658675.795   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8675.2308676.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8673.8968675.795   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8672.3558675.795   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8671.0218676.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8669.6868675.795   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8668.3528676.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8667.0148675.795   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8665.6808676.564   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0    8664.3458675.795   0.000  0.00  0.00           O+0
CONECT    1    2   10   17                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12                                                            
CONECT   17    1   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                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0012639
HETATM    1  N1  UNL     1      -3.577  -3.506   0.208  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.253  -2.181   0.129  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.151  -1.673  -1.289  1.00  0.00           C  
HETATM    4  S1  UNL     1      -4.865  -0.085  -1.596  1.00  0.00           S  
HETATM    5  C3  UNL     1      -4.011   1.330  -0.939  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.675   1.512  -1.516  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.555   0.938  -1.057  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.277   1.178  -1.694  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.831   0.600  -1.228  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.108   0.821  -1.840  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.237   0.312  -1.470  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.320  -0.605  -0.303  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.222  -0.091   0.732  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.295  -0.714   1.132  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.704  -2.010   0.568  1.00  0.00           C  
HETATM   16  C14 UNL     1       7.086  -1.887  -0.067  1.00  0.00           C  
HETATM   17  C15 UNL     1       8.140  -1.477   0.932  1.00  0.00           C  
HETATM   18  C16 UNL     1       9.464  -1.387   0.201  1.00  0.00           C  
HETATM   19  C17 UNL     1       9.443  -0.386  -0.905  1.00  0.00           C  
HETATM   20  O1  UNL     1      10.734  -0.409  -1.486  1.00  0.00           O  
HETATM   21  C18 UNL     1      -4.033   1.540   0.527  1.00  0.00           C  
HETATM   22  O2  UNL     1      -3.269   2.707   0.780  1.00  0.00           O  
HETATM   23  C19 UNL     1      -5.388   1.853   1.115  1.00  0.00           C  
HETATM   24  C20 UNL     1      -6.018   3.096   0.589  1.00  0.00           C  
HETATM   25  C21 UNL     1      -7.362   3.335   1.234  1.00  0.00           C  
HETATM   26  C22 UNL     1      -8.320   2.242   0.957  1.00  0.00           C  
HETATM   27  O3  UNL     1      -9.475   2.227   1.519  1.00  0.00           O  
HETATM   28  O4  UNL     1      -8.093   1.174   0.108  1.00  0.00           O  
HETATM   29  C23 UNL     1      -5.673  -2.507   0.472  1.00  0.00           C  
HETATM   30  O5  UNL     1      -6.005  -3.626   0.865  1.00  0.00           O  
HETATM   31  O6  UNL     1      -6.647  -1.541   0.348  1.00  0.00           O  
HETATM   32  H1  UNL     1      -4.217  -4.173  -0.312  1.00  0.00           H  
HETATM   33  H2  UNL     1      -2.633  -3.477  -0.205  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.747  -1.579   0.871  1.00  0.00           H  
HETATM   35  H4  UNL     1      -3.111  -1.781  -1.684  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.732  -2.433  -1.903  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.604   2.239  -1.356  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.538   2.145  -2.377  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.680   0.301  -0.199  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.194   1.817  -2.543  1.00  0.00           H  
HETATM   41  H10 UNL     1       0.708  -0.039  -0.378  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.123   1.496  -2.719  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.185   0.553  -2.026  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.297  -0.601   0.188  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.447  -1.638  -0.619  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.977   0.881   1.201  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.948  -0.271   1.932  1.00  0.00           H  
HETATM   48  H17 UNL     1       5.028  -2.419  -0.168  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.755  -2.802   1.386  1.00  0.00           H  
HETATM   50  H19 UNL     1       6.998  -1.035  -0.803  1.00  0.00           H  
HETATM   51  H20 UNL     1       7.396  -2.827  -0.532  1.00  0.00           H  
HETATM   52  H21 UNL     1       8.191  -2.261   1.735  1.00  0.00           H  
HETATM   53  H22 UNL     1       7.879  -0.500   1.355  1.00  0.00           H  
HETATM   54  H23 UNL     1      10.280  -1.144   0.920  1.00  0.00           H  
HETATM   55  H24 UNL     1       9.751  -2.380  -0.235  1.00  0.00           H  
HETATM   56  H25 UNL     1       9.255   0.640  -0.525  1.00  0.00           H  
HETATM   57  H26 UNL     1       8.767  -0.696  -1.718  1.00  0.00           H  
HETATM   58  H27 UNL     1      11.018   0.536  -1.658  1.00  0.00           H  
HETATM   59  H28 UNL     1      -3.596   0.704   1.079  1.00  0.00           H  
HETATM   60  H29 UNL     1      -2.711   2.502   1.564  1.00  0.00           H  
HETATM   61  H30 UNL     1      -5.190   2.051   2.214  1.00  0.00           H  
HETATM   62  H31 UNL     1      -6.022   0.959   1.102  1.00  0.00           H  
HETATM   63  H32 UNL     1      -5.339   3.957   0.766  1.00  0.00           H  
HETATM   64  H33 UNL     1      -6.211   3.096  -0.504  1.00  0.00           H  
HETATM   65  H34 UNL     1      -7.786   4.263   0.752  1.00  0.00           H  
HETATM   66  H35 UNL     1      -7.245   3.487   2.328  1.00  0.00           H  
HETATM   67  H36 UNL     1      -8.112   1.255  -0.916  1.00  0.00           H  
HETATM   68  H37 UNL     1      -7.277  -1.608  -0.456  1.00  0.00           H  
CONECT    1    2   32   33
CONECT    2    3   29   34
CONECT    3    4   35   36
CONECT    4    5
CONECT    5    6   21   37
CONECT    6    7    7   38
CONECT    7    8   39
CONECT    8    9    9   40
CONECT    9   10   41
CONECT   10   11   11   42
CONECT   11   12   43
CONECT   12   13   44   45
CONECT   13   14   14   46
CONECT   14   15   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   58
CONECT   21   22   23   59
CONECT   22   60
CONECT   23   24   61   62
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27   27   28
CONECT   28   67
CONECT   29   30   30   31
CONECT   31   68
END

HMDB0012639
     RDKit          3D
20-Hydroxy-leukotriene E4
 68 67  0  0  0  0  0  0  0  0999 V2000
   -3.5768   -3.5060    0.2079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -2.1813    0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1513   -1.6728   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8653   -0.0852   -1.5964 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111    1.3300   -0.9393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6752    1.5124   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552    0.9383   -1.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766    1.1785   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.5997   -1.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    0.8207   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2373    0.3118   -1.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3203   -0.6049   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220   -0.0909    0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952   -0.7137    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -2.0103    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0863   -1.8874   -0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1396   -1.4767    0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4641   -1.3874    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4427   -0.3855   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7341   -0.4086   -1.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330    1.5400    0.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2691    2.7067    0.7797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878    1.8533    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0179    3.0957    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3621    3.3352    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3202    2.2425    0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4751    2.2271    1.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0930    1.1735    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -2.5072    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048   -3.6261    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6471   -1.5413    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169   -4.1725   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326   -3.4768   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -1.5789    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7815   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -2.4331   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045    2.2391   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.1453   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798    0.3007   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935    1.8173   -2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7076   -0.0386   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233    1.4962   -2.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853    0.5527   -2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -0.6013    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -1.6381   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    0.8812    1.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9476   -0.2712    1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284   -2.4190   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555   -2.8025    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -1.0350   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.8272   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1914   -2.2608    1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792   -0.4998    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2803   -1.1437    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7512   -2.3804   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2549    0.6395   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7674   -0.6958   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179    0.5364   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.7038    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    2.5023    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1895    2.0513    2.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0223    0.9594    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    3.9568    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2105    3.0961   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7857    4.2632    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2449    3.4871    2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1115    1.2552   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.6076   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  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
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  1
 22 60  1  0
 23 61  1  0
 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

View in JSmol View Stereo Labels

Synonyms

Value	Source
20-OH-Leukotriene e4	ChEBI
20-OH-LTE4	ChEBI
20-Hydroxy-lte4	HMDB
Ω-hydroxy-lte4	HMDB
Omega-hydroxy-lte4	HMDB
Ω-hydroxyleukotriene e4	HMDB
Omega-hydroxyleukotriene e4	HMDB
20-Hydroxy-leukotriene E4	HMDB

Chemical Formula

C₂₃H₃₇NO₆S

Average Molecular Weight

455.61

Monoisotopic Molecular Weight

455.234159089

IUPAC Name

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

Traditional Name

20-hydroxy-LTE4

CAS Registry Number

111844-33-8

SMILES

N[C@@H](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-CMJQBAFXSA-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
L-cysteine-s-conjugate
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Hydroxy fatty acid
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Amino acid or derivatives
Amino acid
Thioether
Dialkylthioether
Sulfenyl compound
Carboxylic acid derivative
Carboxylic acid
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Organooxygen compound
Organosulfur compound
Carbonyl group
Primary alcohol
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

secondary alcohol (CHEBI:28700 )
non-proteinogenic L-alpha-amino acid (CHEBI:28700 )
primary alcohol (CHEBI:28700 )
amino dicarboxylic acid (CHEBI:28700 )
L-cysteine thioether (CHEBI:28700 )
Leukotrienes (C03577 )
Leukotrienes (LMFA03020025 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0012639)
Membrane (HMDB: HMDB0012639)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.0063 g/L	ALOGPS
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	51.91 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]+	209.824	30932474
DeepCCS	[M-H]-	207.466	30932474
DeepCCS	[M-2H]-	240.883	30932474
DeepCCS	[M+Na]+	216.11	30932474
AllCCS	[M+H]+	216.5	32859911
AllCCS	[M+H-H2O]+	214.6	32859911
AllCCS	[M+NH4]+	218.3	32859911
AllCCS	[M+Na]+	218.8	32859911
AllCCS	[M-H]-	212.7	32859911
AllCCS	[M+Na-2H]-	215.5	32859911
AllCCS	[M+HCOO]-	218.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
20-Hydroxy-leukotriene E4	N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O	6242.8	Standard polar	33892256
20-Hydroxy-leukotriene E4	N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O	3338.6	Standard non polar	33892256
20-Hydroxy-leukotriene E4	N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O	3976.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
20-Hydroxy-leukotriene E4,1TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O	4072.3	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TMS,isomer #2	C[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	4014.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TMS,isomer #3	C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	3984.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O	3921.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TMS,isomer #5	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O	4072.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O	3964.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #10	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C	4002.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #11	C[Si](C)(C)N([C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C	4205.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C	4057.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #3	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C	4015.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O	4113.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #5	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	3983.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C	3932.4	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O	4081.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #8	C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C	3905.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #9	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O	4050.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	3952.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	4001.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #11	C[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4197.4	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #12	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3956.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #13	C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4140.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4130.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	3915.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C	4004.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #4	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4002.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O	4109.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O	4055.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #7	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O	4217.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #8	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C	3918.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	4050.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3896.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4122.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #11	C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4058.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3983.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3930.3	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #4	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O	4119.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #5	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	4027.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #6	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	4188.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #7	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	4122.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #8	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3952.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #9	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4128.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3911.3	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3624.5	Standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	4218.8	Standard polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	4080.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	3724.9	Standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	4352.1	Standard polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	4006.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	3766.4	Standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	4406.1	Standard polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4079.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3738.6	Standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4365.7	Standard polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #5	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4028.4	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #5	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3731.2	Standard non polar	33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #5	C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4311.4	Standard polar	33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3985.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3712.5	Standard non polar	33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4051.6	Standard polar	33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O	4311.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	4257.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	4237.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O	4170.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O	4289.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O	4466.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	4461.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N([C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	4626.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4556.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4521.4	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O	4552.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O	4496.6	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4442.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O	4531.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	4413.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	4502.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4741.1	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4708.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4861.2	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4658.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4818.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4805.9	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4699.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	4709.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4782.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O	4792.8	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	4744.5	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O	4874.7	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	4691.0	Semi standard non polar	33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	4742.3	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 - 20-Hydroxy-leukotriene E4 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 20-Hydroxy-leukotriene E4 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 - 20-Hydroxy-leukotriene E4 10V, Positive-QTOF	splash10-0079-1003900000-493268a38f604066df7e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Positive-QTOF	splash10-0kgc-1349500000-521c5e33aa901138ca34	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Positive-QTOF	splash10-006x-6029000000-ec8690fcfdb723a0324a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Negative-QTOF	splash10-0v4r-0104900000-34ec95a0fc67699e8483	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Negative-QTOF	splash10-00rb-1219100000-83e18e503081a4455257	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Negative-QTOF	splash10-000i-9301000000-a23fd3dec462fedf2670	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Positive-QTOF	splash10-00kr-0029400000-f42e0dad005a2507e84a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Positive-QTOF	splash10-100a-1039100000-64bb9d07c7eb72d0c4bb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Positive-QTOF	splash10-0ayi-8930000000-ec85fd87d13ac90b109d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Negative-QTOF	splash10-0gis-1409300000-75551760487cce847298	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Negative-QTOF	splash10-0002-0319000000-4838366758fb0ae7d76a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Negative-QTOF	splash10-0f7k-5897000000-eb1e35f76a401e9b6735	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

4444215

KEGG Compound ID

C03577

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280606

PDB ID

Not Available

ChEBI ID

28700

Food Biomarker Ontology

Not Available

VMH ID

C03577

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Mizutani N: [Studies on the experimental allergic rhinitis induced by Japanese cedar pollen--role of cysteinyl leukotrienes in nasal allergic symptoms]. Yakugaku Zasshi. 2003 Jan;123(1):1-8. [PubMed:12607939 ]
Evans JF: Cysteinyl leukotriene receptors. Prostaglandins Other Lipid Mediat. 2002 Aug;68-69:587-97. [PubMed:12432945 ]
Hammarstrom S: Leukotrienes. Annu Rev Biochem. 1983;52:355-77. [PubMed:6311078 ]
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 20-Hydroxy-leukotriene E4 (HMDB0012639)

MOL for HMDB0012639 (20-Hydroxy-leukotriene E4)

3D MOL for HMDB0012639 (20-Hydroxy-leukotriene E4)

3D SDF for HMDB0012639 (20-Hydroxy-leukotriene E4)

3D-SDF for HMDB0012639 (20-Hydroxy-leukotriene E4)

PDB for HMDB0012639 (20-Hydroxy-leukotriene E4)

3D PDB for HMDB0012639 (20-Hydroxy-leukotriene E4)

SMILES for HMDB0012639 (20-Hydroxy-leukotriene E4)

INCHI for HMDB0012639 (20-Hydroxy-leukotriene E4)

Structure for HMDB0012639 (20-Hydroxy-leukotriene E4)

3D Structure for HMDB0012639 (20-Hydroxy-leukotriene E4)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra