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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:49 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002355

Secondary Accession Numbers

HMDB02355

Metabolite Identification

Common Name

Leukotriene E3

Description

Leukotriene E3 is an eicosanoid derived from 8,11,14-Eicosatrienoic acid by the 5-Lipoxygenase-Leukotriene Pathway. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. Taken together, these findings indicate that the enzymatic conversion of eicosatrienoic acid to specific signaling molecules can occur in the nucleus, that it is regulated, and that the synthesized products may act within the nucleus. Leukotriene E3 is also a by-product of the metabolism of leukotriene C3. Although they are primarily known for their roles in asthma, pain, fever and vascular responses, present evidence indicates that eicosanoids exert relevant effects on immune/inflammatory, as well as structural, cells pertinent to fibrogenesis. (PMID: 7306127 , 8142566 , 16574479 , 15896193 )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, 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 signalling pathways.

Structure

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


  Mrv0541 02231219302D          

 30 29  0  0  1  0            999 V2000
   23.7491  -14.8033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -12.7408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4622  -13.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1767  -12.7408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3201  -17.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057  -16.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7491  -16.4533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -13.5658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3201  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4650  -16.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7491  -13.9783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.4650  -17.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7506  -16.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1795  -17.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7506  -15.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1795  -18.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0360  -14.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8912  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4636  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -15.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -16.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.8940  -18.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0360  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1781  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1767  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3216  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8926  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6071  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3201  -16.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 21  1  0  0  0  0
  8  2  1  6  0  0  0
  3 26  1  0  0  0  0
  4 26  2  0  0  0  0
  5 30  1  0  0  0  0
  6 30  2  0  0  0  0
 22  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 20  1  1  0  0  0
 12 15  1  0  0  0  0
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 14 19  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 23  1  0  0  0  0
 18 24  1  0  0  0  0
 19 26  1  0  0  0  0
 20 25  2  0  0  0  0
 21 22  1  0  0  0  0
 22 30  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

HMDB0002355
     RDKit          3D
Leukotriene E3
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.7864    0.4914    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1584   -0.9241    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -1.7861    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.1691   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965   -1.9480   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275   -2.0088    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.6835    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    0.0873   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2640    1.3733    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430    1.7928    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.9851   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.5022    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566    0.6877   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.1357   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.4515   -0.3804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5645    1.2170   -1.8961 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397    2.9047   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114    2.8670   -0.5358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2790    2.1492   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6378    4.2482   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    4.9894    0.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9154    4.6471   -0.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -1.0416   -0.5127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4685   -1.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.6804    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -1.4104    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188   -1.8285    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -3.2786    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642   -3.7404    1.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -4.1179    1.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748    0.4857    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    1.0788   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6380    0.9582    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7343   -0.8915   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8290   -1.3918    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3524   -1.7024    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1461   -2.8338   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6820   -1.2252   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0332   -2.9721   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4994   -2.5069    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -2.6064   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3347   -0.0869    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -0.8670    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.2572   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -0.5280   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970    2.0404    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    2.7528    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.0159   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    2.4568    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -0.2672   -0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    2.1390    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882    0.6755    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2412    3.5069   -1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4336    3.4210   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8634    2.3394    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6604    2.8015   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8117    1.3731   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3976    5.2996    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -1.3444   -0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794   -0.9911   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771   -1.2855    1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170   -2.7590    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.9277    2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4061   -0.3278    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9660   -5.1248    1.5348 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 15 23  1  0
 23 24  1  0
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  1 31  1  0
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  2 34  1  0
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  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
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 13 52  1  0
 14 53  1  0
 15 54  1  1
 17 55  1  0
 17 56  1  0
 18 57  1  1
 19 58  1  0
 19 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 30 69  1  0
M  END


  Mrv0541 02231219302D          

 30 29  0  0  1  0            999 V2000
   23.7491  -14.8033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -12.7408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4622  -13.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1767  -12.7408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3201  -17.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057  -16.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7491  -16.4533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -13.5658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3201  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4650  -16.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7491  -13.9783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.4650  -17.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7506  -16.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1795  -17.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7506  -15.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1795  -18.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0360  -14.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8912  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4636  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -15.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0347  -16.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.8940  -18.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0360  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1781  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1767  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3216  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8926  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6071  -13.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3201  -16.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 21  1  0  0  0  0
  8  2  1  6  0  0  0
  3 26  1  0  0  0  0
  4 26  2  0  0  0  0
  5 30  1  0  0  0  0
  6 30  2  0  0  0  0
 22  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 20  1  1  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 19  1  0  0  0  0
 15 17  1  0  0  0  0
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 17 23  1  0  0  0  0
 18 24  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 30  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002355

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H39NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h9-13,16,19-21,25H,2-8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1

> <INCHI_KEY>
KRTWHKZMWCZCIK-VRZYSOTLSA-N

> <FORMULA>
C23H39NO5S

> <MOLECULAR_WEIGHT>
441.624

> <EXACT_MASS>
441.254894053

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
52.53943832159875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,7E,9E,11Z)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11-trienoic acid

> <ALOGPS_LOGP>
1.70

> <JCHEM_LOGP>
2.3830010095114944

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.4560341891834945

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3851298535648553

> <JCHEM_PKA_STRONGEST_BASIC>
9.130042934243436

> <JCHEM_POLAR_SURFACE_AREA>
120.85000000000001

> <JCHEM_REFRACTIVITY>
126.50309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leukotriene E3

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002355
     RDKit          3D
Leukotriene E3
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.7864    0.4914    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1584   -0.9241    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -1.7861    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.1691   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965   -1.9480   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275   -2.0088    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.6835    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    0.0873   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2640    1.3733    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430    1.7928    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.9851   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.5022    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566    0.6877   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.1357   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.4515   -0.3804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5645    1.2170   -1.8961 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397    2.9047   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114    2.8670   -0.5358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2790    2.1492   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6378    4.2482   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    4.9894    0.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9154    4.6471   -0.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -1.0416   -0.5127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4685   -1.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.6804    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -1.4104    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188   -1.8285    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -3.2786    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642   -3.7404    1.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -4.1179    1.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748    0.4857    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    1.0788   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6380    0.9582    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7343   -0.8915   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8290   -1.3918    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3524   -1.7024    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1461   -2.8338   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6820   -1.2252   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988   -0.1270   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2639   -1.4668   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332   -2.9721   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4994   -2.5069    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -2.6064   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3347   -0.0869    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -0.8670    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.2572   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -0.5280   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970    2.0404    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    2.7528    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.0159   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    2.4568    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -0.2672   -0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    2.1390    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882    0.6755    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2412    3.5069   -1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4336    3.4210   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8634    2.3394    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6604    2.8015   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8117    1.3731   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3976    5.2996    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -1.3444   -0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794   -0.9911   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771   -1.2855    1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170   -2.7590    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.9277    2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4061   -0.3278    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3112   -1.5936    2.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4009   -1.2185    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660   -5.1248    1.5348 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  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
 18 20  1  0
 20 21  2  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  1
 17 55  1  0
 17 56  1  0
 18 57  1  1
 19 58  1  0
 19 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 30 69  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      44.332 -27.633   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      42.998 -23.783   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      36.329 -26.093   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      37.663 -23.783   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      41.664 -32.253   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      40.331 -29.943   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      44.332 -30.713   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      42.998 -25.323   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.664 -26.093   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      55.001 -30.713   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.332 -26.093   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      55.001 -32.253   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      53.668 -29.943   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.331 -25.323   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      56.335 -33.023   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.668 -28.403   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      56.335 -34.563   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      52.334 -27.633   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.997 -26.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      45.665 -25.323   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      42.998 -28.403   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      42.998 -29.943   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      57.669 -35.333   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      52.334 -26.093   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.999 -26.093   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.663 -25.323   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      51.000 -25.323   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      48.333 -25.323   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      49.667 -26.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      41.664 -30.713   0.000  0.00  0.00           C+0
CONECT    1   11   21                                                       
CONECT    2    8                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7   22                                                            
CONECT    8    2    9   11                                                  
CONECT    9    8   14                                                       
CONECT   10   12   13                                                       
CONECT   11    1    8   20                                                  
CONECT   12   10   15                                                       
CONECT   13   10   16                                                       
CONECT   14    9   19                                                       
CONECT   15   12   17                                                       
CONECT   16   13   18                                                       
CONECT   17   15   23                                                       
CONECT   18   16   24                                                       
CONECT   19   14   26                                                       
CONECT   20   11   25                                                       
CONECT   21    1   22                                                       
CONECT   22    7   21   30                                                  
CONECT   23   17                                                            
CONECT   24   18   27                                                       
CONECT   25   20   28                                                       
CONECT   26    3    4   19                                                  
CONECT   27   24   29                                                       
CONECT   28   25   29                                                       
CONECT   29   27   28                                                       
CONECT   30    5    6   22                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0002355
HETATM    1  C1  UNL     1       8.786   0.491   0.617  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.158  -0.924   0.261  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.910  -1.786   0.123  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.071  -1.169  -0.981  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.796  -1.948  -1.209  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.927  -2.009   0.001  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.472  -0.684   0.516  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.660   0.087  -0.509  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.264   1.373   0.104  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.043   1.793   0.297  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.914   0.985  -0.097  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.293   1.502   0.143  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.457   0.688  -0.253  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.662   1.136  -0.045  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.895   0.451  -0.380  1.00  0.00           C  
HETATM   16  S1  UNL     1      -4.565   1.217  -1.896  1.00  0.00           S  
HETATM   17  C16 UNL     1      -5.040   2.905  -1.517  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.211   2.867  -0.536  1.00  0.00           C  
HETATM   19  N1  UNL     1      -7.279   2.149  -1.212  1.00  0.00           N  
HETATM   20  C18 UNL     1      -6.638   4.248  -0.187  1.00  0.00           C  
HETATM   21  O1  UNL     1      -5.818   4.989   0.403  1.00  0.00           O  
HETATM   22  O2  UNL     1      -7.915   4.647  -0.529  1.00  0.00           O  
HETATM   23  C19 UNL     1      -3.847  -1.042  -0.513  1.00  0.00           C  
HETATM   24  O3  UNL     1      -2.986  -1.469  -1.513  1.00  0.00           O  
HETATM   25  C20 UNL     1      -3.483  -1.680   0.797  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.404  -1.410   1.912  1.00  0.00           C  
HETATM   27  C22 UNL     1      -5.819  -1.829   1.775  1.00  0.00           C  
HETATM   28  C23 UNL     1      -6.021  -3.279   1.581  1.00  0.00           C  
HETATM   29  O4  UNL     1      -7.164  -3.740   1.420  1.00  0.00           O  
HETATM   30  O5  UNL     1      -4.921  -4.118   1.581  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.875   0.486   1.254  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.546   1.079  -0.292  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.638   0.958   1.151  1.00  0.00           H  
HETATM   34  H4  UNL     1       9.734  -0.892  -0.686  1.00  0.00           H  
HETATM   35  H5  UNL     1       9.829  -1.392   1.014  1.00  0.00           H  
HETATM   36  H6  UNL     1       7.352  -1.702   1.082  1.00  0.00           H  
HETATM   37  H7  UNL     1       8.146  -2.834  -0.055  1.00  0.00           H  
HETATM   38  H8  UNL     1       7.682  -1.225  -1.906  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.899  -0.127  -0.714  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.264  -1.467  -2.053  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.033  -2.972  -1.523  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.499  -2.507   0.811  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.024  -2.606  -0.239  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.335  -0.087   0.881  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.798  -0.867   1.375  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.268   0.257  -1.443  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.816  -0.528  -0.831  1.00  0.00           H  
HETATM   48  H18 UNL     1       4.097   2.040   0.428  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.910   2.753   0.755  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.994   0.016  -0.560  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.407   2.457   0.600  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.297  -0.267  -0.711  1.00  0.00           H  
HETATM   53  H23 UNL     1      -2.704   2.139   0.436  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.688   0.675   0.407  1.00  0.00           H  
HETATM   55  H25 UNL     1      -4.241   3.507  -1.071  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.434   3.421  -2.422  1.00  0.00           H  
HETATM   57  H27 UNL     1      -5.863   2.339   0.365  1.00  0.00           H  
HETATM   58  H28 UNL     1      -7.660   2.802  -1.956  1.00  0.00           H  
HETATM   59  H29 UNL     1      -6.812   1.373  -1.763  1.00  0.00           H  
HETATM   60  H30 UNL     1      -8.398   5.300   0.104  1.00  0.00           H  
HETATM   61  H31 UNL     1      -4.864  -1.344  -0.861  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.079  -0.991  -2.351  1.00  0.00           H  
HETATM   63  H33 UNL     1      -2.477  -1.285   1.093  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.317  -2.759   0.612  1.00  0.00           H  
HETATM   65  H35 UNL     1      -3.999  -1.928   2.832  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.406  -0.328   2.207  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.311  -1.594   2.768  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.401  -1.219   1.046  1.00  0.00           H  
HETATM   69  H39 UNL     1      -4.966  -5.125   1.535  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   10   48
CONECT   10   11   49
CONECT   11   12   12   50
CONECT   12   13   51
CONECT   13   14   14   52
CONECT   14   15   53
CONECT   15   16   23   54
CONECT   16   17
CONECT   17   18   55   56
CONECT   18   19   20   57
CONECT   19   58   59
CONECT   20   21   21   22
CONECT   22   60
CONECT   23   24   25   61
CONECT   24   62
CONECT   25   26   63   64
CONECT   26   27   65   66
CONECT   27   28   67   68
CONECT   28   29   29   30
CONECT   30   69
END

HMDB0002355
     RDKit          3D
Leukotriene E3
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.7864    0.4914    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1584   -0.9241    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -1.7861    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.1691   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965   -1.9480   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275   -2.0088    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.6835    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    0.0873   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2640    1.3733    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430    1.7928    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    0.9851   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.5022    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566    0.6877   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.1357   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.4515   -0.3804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5645    1.2170   -1.8961 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397    2.9047   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114    2.8670   -0.5358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2790    2.1492   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6378    4.2482   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    4.9894    0.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9154    4.6471   -0.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -1.0416   -0.5127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4685   -1.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.6804    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4044   -1.4104    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188   -1.8285    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -3.2786    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642   -3.7404    1.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -4.1179    1.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748    0.4857    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    1.0788   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6380    0.9582    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7343   -0.8915   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8290   -1.3918    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3524   -1.7024    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1461   -2.8338   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6820   -1.2252   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988   -0.1270   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2639   -1.4668   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332   -2.9721   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4994   -2.5069    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -2.6064   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3347   -0.0869    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7975   -0.8670    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.2572   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -0.5280   -0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970    2.0404    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    2.7528    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.0159   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    2.4568    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -0.2672   -0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    2.1390    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882    0.6755    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2412    3.5069   -1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4336    3.4210   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8634    2.3394    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6604    2.8015   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8117    1.3731   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3976    5.2996    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -1.3444   -0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794   -0.9911   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771   -1.2855    1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170   -2.7590    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.9277    2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4061   -0.3278    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3112   -1.5936    2.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4009   -1.2185    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660   -5.1248    1.5348 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  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
 18 20  1  0
 20 21  2  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  1
 17 55  1  0
 17 56  1  0
 18 57  1  1
 19 58  1  0
 19 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 30 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14,15-Dihydro-leukotriene e4	ChEBI
14,15-Dihydro-lte4	ChEBI
LTE3	ChEBI
(5S,6R,7E,9E,11Z)-6-[[(2R)-2-Amino-2-carboxyethyl]thio]-5-hydroxy-7,9,11-eicosatrienoate	HMDB
(5S,6R,7E,9E,11Z)-6-[[(2R)-2-Amino-2-carboxyethyl]thio]-5-hydroxy-7,9,11-eicosatrienoic acid	HMDB
[5S-[5R,6S(s*),7E,9E,11Z]]-6-[(2-amino-2-carboxyethyl)thio]-5-hydroxy-7,9,11-eicosatrienoate	HMDB
[5S-[5R,6S(s*),7E,9E,11Z]]-6-[(2-amino-2-carboxyethyl)thio]-5-hydroxy-7,9,11-eicosatrienoic acid	HMDB

Chemical Formula

C₂₃H₃₉NO₅S

Average Molecular Weight

441.624

Monoisotopic Molecular Weight

441.254894053

IUPAC Name

(5S,6R,7E,9E,11Z)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11-trienoic acid

Traditional Name

leukotriene E3

CAS Registry Number

79494-05-6

SMILES

CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O

InChI Identifier

InChI=1S/C23H39NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h9-13,16,19-21,25H,2-8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1

InChI Key

KRTWHKZMWCZCIK-VRZYSOTLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic 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
Amino acid or derivatives
Amino acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

secondary alcohol (CHEBI:74018 )
non-proteinogenic L-alpha-amino acid (CHEBI:74018 )
leukotriene (CHEBI:74018 )
amino dicarboxylic acid (CHEBI:74018 )
L-cysteine thioether (CHEBI:74018 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0002355)
Membrane (HMDB: HMDB0002355)

Source

Exogenous

Exogenous (HMDB: HMDB0002355)

Food

Animal origin

Poultry

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0002355)

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	0.0016 g/L	ALOGPS
logP	1.7	ALOGPS
logP	2.38	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	2.39	ChemAxon
pKa (Strongest Basic)	9.13	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.85 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	126.5 m³·mol⁻¹	ChemAxon
Polarizability	52.54 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
DarkChem	[M+H]+	213.983	31661259
DarkChem	[M-H]-	206.674	31661259
DeepCCS	[M+H]+	219.777	30932474
DeepCCS	[M-H]-	217.381	30932474
DeepCCS	[M-2H]-	250.375	30932474
DeepCCS	[M+Na]+	226.739	30932474
AllCCS	[M+H]+	216.6	32859911
AllCCS	[M+H-H2O]+	214.6	32859911
AllCCS	[M+NH4]+	218.4	32859911
AllCCS	[M+Na]+	219.0	32859911
AllCCS	[M-H]-	211.5	32859911
AllCCS	[M+Na-2H]-	214.2	32859911
AllCCS	[M+HCOO]-	217.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.55 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8566 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	69.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2913.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	235.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	702.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	536.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	363.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1526.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	603.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1614.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	275.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	137.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leukotriene E3	CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	5783.6	Standard polar	33892256
Leukotriene E3	CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	3320.0	Standard non polar	33892256
Leukotriene E3	CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	3704.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leukotriene E3,1TMS,isomer #1	CCCCCCCC/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	3684.6	Semi standard non polar	33892256
Leukotriene E3,1TMS,isomer #2	CCCCCCCC/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	3768.2	Semi standard non polar	33892256
Leukotriene E3,1TMS,isomer #3	CCCCCCCC/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	3736.3	Semi standard non polar	33892256
Leukotriene E3,1TMS,isomer #4	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O)[C@@H](O)CCCC(=O)O	3818.1	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #1	CCCCCCCC/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	3698.3	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #2	CCCCCCCC/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	3677.7	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O	3761.4	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #4	CCCCCCCC/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	3748.9	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #5	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C	3838.1	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #6	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C	3800.5	Semi standard non polar	33892256
Leukotriene E3,2TMS,isomer #7	CCCCCCCC/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	3955.2	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #1	CCCCCCCC/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	3690.6	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #2	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C	3763.8	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C	3726.0	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #4	CCCCCCCC/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	3887.1	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #5	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3800.3	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #6	CCCCCCCC/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	3952.4	Semi standard non polar	33892256
Leukotriene E3,3TMS,isomer #7	CCCCCCCC/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	3896.8	Semi standard non polar	33892256
Leukotriene E3,4TMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3736.0	Semi standard non polar	33892256
Leukotriene E3,4TMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3463.8	Standard non polar	33892256
Leukotriene E3,4TMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4059.8	Standard polar	33892256
Leukotriene E3,4TMS,isomer #2	CCCCCCCC/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	3890.1	Semi standard non polar	33892256
Leukotriene E3,4TMS,isomer #2	CCCCCCCC/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	3550.9	Standard non polar	33892256
Leukotriene E3,4TMS,isomer #2	CCCCCCCC/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	4193.5	Standard polar	33892256
Leukotriene E3,4TMS,isomer #3	CCCCCCCC/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	3831.1	Semi standard non polar	33892256
Leukotriene E3,4TMS,isomer #3	CCCCCCCC/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	3581.3	Standard non polar	33892256
Leukotriene E3,4TMS,isomer #3	CCCCCCCC/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	4244.1	Standard polar	33892256
Leukotriene E3,4TMS,isomer #4	CCCCCCCC/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	3882.7	Semi standard non polar	33892256
Leukotriene E3,4TMS,isomer #4	CCCCCCCC/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	3562.3	Standard non polar	33892256
Leukotriene E3,4TMS,isomer #4	CCCCCCCC/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	4206.3	Standard polar	33892256
Leukotriene E3,5TMS,isomer #1	CCCCCCCC/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	3816.3	Semi standard non polar	33892256
Leukotriene E3,5TMS,isomer #1	CCCCCCCC/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	3552.9	Standard non polar	33892256
Leukotriene E3,5TMS,isomer #1	CCCCCCCC/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	3899.0	Standard polar	33892256
Leukotriene E3,1TBDMS,isomer #1	CCCCCCCC/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	3935.0	Semi standard non polar	33892256
Leukotriene E3,1TBDMS,isomer #2	CCCCCCCC/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	4023.7	Semi standard non polar	33892256
Leukotriene E3,1TBDMS,isomer #3	CCCCCCCC/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	3993.8	Semi standard non polar	33892256
Leukotriene E3,1TBDMS,isomer #4	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[C@@H](O)CCCC(=O)O	4038.7	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #1	CCCCCCCC/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	4214.4	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #2	CCCCCCCC/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	4190.2	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O	4221.0	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #4	CCCCCCCC/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	4270.2	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #5	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4284.0	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #6	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4259.0	Semi standard non polar	33892256
Leukotriene E3,2TBDMS,isomer #7	CCCCCCCC/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	4385.8	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #1	CCCCCCCC/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[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4468.7	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #2	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4474.6	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4440.2	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #4	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O	4589.2	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #5	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4513.1	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #6	CCCCCCCC/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](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4639.8	Semi standard non polar	33892256
Leukotriene E3,3TBDMS,isomer #7	CCCCCCCC/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[Si](C)(C)C(C)(C)C	4606.1	Semi standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](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	4632.5	Semi standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](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	4131.0	Standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #1	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](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	4197.8	Standard polar	33892256
Leukotriene E3,4TBDMS,isomer #2	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4816.6	Semi standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #2	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4201.2	Standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #2	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4283.7	Standard polar	33892256
Leukotriene E3,4TBDMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4767.9	Semi standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4241.5	Standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #3	CCCCCCCC/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	4328.9	Standard polar	33892256
Leukotriene E3,4TBDMS,isomer #4	CCCCCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4833.5	Semi standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #4	CCCCCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4200.5	Standard non polar	33892256
Leukotriene E3,4TBDMS,isomer #4	CCCCCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4287.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leukotriene E3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-8109100000-968c43e73de471d06bf5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leukotriene E3 GC-MS (3 TMS) - 70eV, Positive	splash10-000f-9513147000-f368586365d65d23a53f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leukotriene E3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leukotriene E3 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 - Leukotriene E3 10V, Positive-QTOF	splash10-05i0-1006900000-561084e1c95e0584de51	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 20V, Positive-QTOF	splash10-0077-2629200000-97861a43d70e4a6f80c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 40V, Positive-QTOF	splash10-00bl-8139000000-bb833ddd51dbd9261eff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 10V, Negative-QTOF	splash10-006x-0206900000-1104f81b48b60d56a0fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 20V, Negative-QTOF	splash10-0079-1329000000-551e21502df8833c7b09	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 40V, Negative-QTOF	splash10-000i-9311000000-5d0c7d05d8ec240850b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 10V, Positive-QTOF	splash10-0fkc-0209200000-737160c7902cf6ba5bcf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 20V, Positive-QTOF	splash10-006x-2905200000-23dfd6b1c89f93497b7d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 40V, Positive-QTOF	splash10-0abc-5900000000-2b5d912b3d037afc8a45	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 10V, Negative-QTOF	splash10-0006-0004900000-dc30126e48fda8b4dc15	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 20V, Negative-QTOF	splash10-000i-0119000000-9a026786c2ba9bba1e4d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E3 40V, Negative-QTOF	splash10-000i-8395000000-e6bdac925338f1d8a88d	2021-09-24	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

FDB022976

KNApSAcK ID

Not Available

Chemspider ID

4944898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6440643

PDB ID

Not Available

ChEBI ID

74018

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

Loick HM, Theissen JL: [Eicosanoids as mediators in ARDS]. Anasthesiol Intensivmed Notfallmed Schmerzther. 1994 Feb;29(1):3-9. [PubMed:8142566 ]
Luo M, Flamand N, Brock TG: Metabolism of arachidonic acid to eicosanoids within the nucleus. Biochim Biophys Acta. 2006 May-Jun;1761(5-6):618-25. Epub 2006 Mar 20. [PubMed:16574479 ]
Charbeneau RP, Peters-Golden M: Eicosanoids: mediators and therapeutic targets in fibrotic lung disease. Clin Sci (Lond). 2005 Jun;108(6):479-91. [PubMed:15896193 ]
Hammarstrom S, Bernstrom K, Orning L, Dahlen SE, Hedqvist P: Rapid in vivo metabolism of leukotriene C3 in the monkey Macaca irus. Biochem Biophys Res Commun. 1981 Aug 31;101(4):1109-15. [PubMed:7306127 ]

Showing metabocard for Leukotriene E3 (HMDB0002355)

MOL for HMDB0002355 (Leukotriene E3)

3D MOL for HMDB0002355 (Leukotriene E3)

3D SDF for HMDB0002355 (Leukotriene E3)

3D-SDF for HMDB0002355 (Leukotriene E3)

PDB for HMDB0002355 (Leukotriene E3)

3D PDB for HMDB0002355 (Leukotriene E3)

SMILES for HMDB0002355 (Leukotriene E3)

INCHI for HMDB0002355 (Leukotriene E3)

Structure for HMDB0002355 (Leukotriene E3)

3D Structure for HMDB0002355 (Leukotriene E3)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra