You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:41 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002200

Secondary Accession Numbers

HMDB0062487
HMDB02200
HMDB62487

Metabolite Identification

Common Name

Leukotriene E4

Description

Leukotriene E4 (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 interaction 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


  Mrv1652302121818022D          

 30 29  0  0  0  0            999 V2000
 9985.7554 9983.8047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.4692 9984.2153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9987.1853 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8992 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6151 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3312 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0451 9983.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3312 9985.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4692 9985.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7554 9982.9773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4754 9982.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4754 9981.7525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9985.7615 9981.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0456 9981.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7615 9980.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1915 9981.3386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0394 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3233 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.6095 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8914 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.1764 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9981.3506 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.6353 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.9202 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.0944 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.3791 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.6639 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.9487 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.2336 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.5182 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  6  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  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  6  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
M  END

HMDB0002200
     RDKit          3D
Leukotriene E4
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.2156   -1.8411    0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5079   -2.0728   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8529   -0.9159   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9022    0.1822   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4351    0.9620   -0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.0466   -1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    2.1185   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245    1.1480    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435    1.7565    1.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    1.6708    1.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8392    1.0127    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214    0.9738    1.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972    0.2981    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681    0.2185    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.4850    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5808   -1.6871    1.0374 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -3.0570    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -4.1262    0.6362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4543   -5.0920    1.3792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -3.7786   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167   -3.8661   -0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -3.3060   -1.6774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235    0.5720   -0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5549   -0.0875   -1.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842    1.2804    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2576    2.3405    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6313    3.4124   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077    4.3714   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172    5.3567   -1.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0213    4.1913   -0.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5709   -2.7287    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083   -1.0027    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1286   -1.8008    0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4082   -2.7666   -0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6983   -2.7190   -1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0935   -1.3221   -2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.5522   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3910    0.9013   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923   -0.1467   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    1.5802   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1663    0.4463    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210    2.8351   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    2.9374   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    0.3706    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    0.5293   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8181    2.2914    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562    2.1450    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.5455    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.4382    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.1647   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.6789    1.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846   -0.9430   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1944   -3.5337    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863   -2.6687    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442   -4.7229    0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8244   -5.6158    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275   -5.6809    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5301   -3.6314   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    1.2985   -1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -0.1207   -2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    1.7035    1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8759    0.5457    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0916    1.8196   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6860    2.8173    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471    2.9850   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263    3.9811   -0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3936    4.6734    0.1474 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  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
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 22 58  1  0
 23 59  1  6
 24 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 30 67  1  0
M  END


  Mrv1652302121818022D          

 30 29  0  0  0  0            999 V2000
 9985.7554 9983.8047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.4692 9984.2153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9987.1853 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8992 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6151 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3312 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0451 9983.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3312 9985.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4692 9985.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7554 9982.9773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4754 9982.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4754 9981.7525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9985.7615 9981.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0456 9981.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7615 9980.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1915 9981.3386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0394 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3233 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.6095 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8914 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.1764 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9981.3506 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.6353 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.9202 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.0944 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.3791 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.6639 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.9487 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.2336 9984.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.5182 9983.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  6  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  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  6  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
M  END
> <DATABASE_ID>
HMDB0002200

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\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/C23H37NO5S/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/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1

> <INCHI_KEY>
OTZRAYGBFWZKMX-FRFVZSDQSA-N

> <FORMULA>
C23H37NO5S

> <MOLECULAR_WEIGHT>
439.61

> <EXACT_MASS>
439.239244469

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
50.83128436501617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
2.021079352844827

> <ALOGPS_LOGS>
-5.39

> <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>
127.61970000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leukotriene E4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002200
     RDKit          3D
Leukotriene E4
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.2156   -1.8411    0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5079   -2.0728   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8529   -0.9159   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9022    0.1822   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4351    0.9620   -0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.0466   -1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    2.1185   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245    1.1480    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435    1.7565    1.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    1.6708    1.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8392    1.0127    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214    0.9738    1.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972    0.2981    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681    0.2185    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.4850    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5808   -1.6871    1.0374 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -3.0570    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -4.1262    0.6362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4543   -5.0920    1.3792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -3.7786   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167   -3.8661   -0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -3.3060   -1.6774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235    0.5720   -0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5549   -0.0875   -1.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842    1.2804    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2576    2.3405    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6313    3.4124   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077    4.3714   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172    5.3567   -1.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0213    4.1913   -0.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5709   -2.7287    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083   -1.0027    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1286   -1.8008    0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4082   -2.7666   -0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6983   -2.7190   -1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0935   -1.3221   -2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.5522   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3910    0.9013   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923   -0.1467   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    1.5802   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1663    0.4463    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210    2.8351   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    2.9374   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    0.3706    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    0.5293   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8181    2.2914    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562    2.1450    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.5455    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.4382    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.1647   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.6789    1.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846   -0.9430   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1944   -3.5337    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863   -2.6687    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442   -4.7229    0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8244   -5.6158    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275   -5.6809    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5301   -3.6314   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    1.2985   -1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -0.1207   -2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    1.7035    1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8759    0.5457    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0916    1.8196   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6860    2.8173    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471    2.9850   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263    3.9811   -0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3936    4.6734    0.1474 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  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
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 22 58  1  0
 23 59  1  6
 24 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 30 67  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    8640.0778636.435   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8641.4098637.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8642.7468636.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8644.0788637.202   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8645.4158636.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8646.7528637.202   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8648.0848636.435   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8646.7528638.743   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8641.4098638.743   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0    8640.0778634.891   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0    8641.4218634.146   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8641.4218632.605   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8640.0888631.832   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8638.7528632.605   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8640.0888630.290   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0    8642.7578631.832   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8638.7408637.202   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8637.4048636.435   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8636.0718637.202   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8634.7318636.435   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8633.3968637.202   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8631.8558637.202   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8630.5198636.435   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8629.1848637.202   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8627.6438637.202   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8626.3088636.435   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8624.9738637.202   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8623.6388636.435   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8622.3038637.202   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8620.9678636.435   0.000  0.00  0.00           C+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                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0002200
HETATM    1  C1  UNL     1       7.216  -1.841   0.529  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.508  -2.073  -0.914  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.853  -0.916  -1.750  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.902   0.182  -1.945  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.435   0.962  -0.770  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.474   2.047  -1.186  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.231   2.118  -0.769  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.624   1.148   0.154  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.144   1.757   1.403  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.876   1.671   1.724  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.839   1.013   0.950  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.421   0.974   1.366  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.397   0.298   0.537  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.668   0.218   0.896  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.675  -0.485   0.029  1.00  0.00           C  
HETATM   16  S1  UNL     1      -4.581  -1.687   1.037  1.00  0.00           S  
HETATM   17  C16 UNL     1      -3.620  -3.057   1.609  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.290  -4.126   0.636  1.00  0.00           C  
HETATM   19  N1  UNL     1      -2.454  -5.092   1.379  1.00  0.00           N  
HETATM   20  C18 UNL     1      -2.743  -3.779  -0.651  1.00  0.00           C  
HETATM   21  O1  UNL     1      -1.517  -3.866  -0.974  1.00  0.00           O  
HETATM   22  O2  UNL     1      -3.578  -3.306  -1.677  1.00  0.00           O  
HETATM   23  C19 UNL     1      -4.623   0.572  -0.518  1.00  0.00           C  
HETATM   24  O3  UNL     1      -5.555  -0.088  -1.333  1.00  0.00           O  
HETATM   25  C20 UNL     1      -5.284   1.280   0.619  1.00  0.00           C  
HETATM   26  C21 UNL     1      -6.258   2.341   0.147  1.00  0.00           C  
HETATM   27  C22 UNL     1      -5.631   3.412  -0.685  1.00  0.00           C  
HETATM   28  C23 UNL     1      -6.708   4.371  -1.068  1.00  0.00           C  
HETATM   29  O4  UNL     1      -6.417   5.357  -1.768  1.00  0.00           O  
HETATM   30  O5  UNL     1      -8.021   4.191  -0.663  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.571  -2.729   1.160  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.808  -1.003   0.936  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.129  -1.801   0.784  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.408  -2.767  -0.932  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.698  -2.719  -1.327  1.00  0.00           H  
HETATM   36  H6  UNL     1       8.093  -1.322  -2.787  1.00  0.00           H  
HETATM   37  H7  UNL     1       8.878  -0.552  -1.416  1.00  0.00           H  
HETATM   38  H8  UNL     1       7.391   0.901  -2.680  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.992  -0.147  -2.537  1.00  0.00           H  
HETATM   40  H10 UNL     1       7.360   1.580  -0.454  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.166   0.446   0.123  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.821   2.835  -1.882  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.617   2.937  -1.123  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.376   0.371   0.490  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.850   0.529  -0.338  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.818   2.291   2.093  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.556   2.145   2.678  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.071   0.546   0.016  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.665   1.438   2.288  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.123  -0.165  -0.401  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.913   0.679   1.838  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.085  -0.943  -0.783  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.194  -3.534   2.467  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.686  -2.669   2.135  1.00  0.00           H  
HETATM   55  H25 UNL     1      -4.244  -4.723   0.425  1.00  0.00           H  
HETATM   56  H26 UNL     1      -1.824  -5.616   0.740  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.028  -5.681   1.994  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.530  -3.631  -1.665  1.00  0.00           H  
HETATM   59  H29 UNL     1      -4.109   1.299  -1.153  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.231  -0.121  -2.267  1.00  0.00           H  
HETATM   61  H31 UNL     1      -4.511   1.704   1.281  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.876   0.546   1.199  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.092   1.820  -0.347  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.686   2.817   1.057  1.00  0.00           H  
HETATM   65  H35 UNL     1      -5.147   2.985  -1.590  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.926   3.981  -0.057  1.00  0.00           H  
HETATM   67  H37 UNL     1      -8.394   4.673   0.147  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    7   42
CONECT    7    8   43
CONECT    8    9   44   45
CONECT    9   10   10   46
CONECT   10   11   47
CONECT   11   12   12   48
CONECT   12   13   49
CONECT   13   14   14   50
CONECT   14   15   51
CONECT   15   16   23   52
CONECT   16   17
CONECT   17   18   53   54
CONECT   18   19   20   55
CONECT   19   56   57
CONECT   20   21   21   22
CONECT   22   58
CONECT   23   24   25   59
CONECT   24   60
CONECT   25   26   61   62
CONECT   26   27   63   64
CONECT   27   28   65   66
CONECT   28   29   29   30
CONECT   30   67
END

HMDB0002200
     RDKit          3D
Leukotriene E4
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.2156   -1.8411    0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5079   -2.0728   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8529   -0.9159   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9022    0.1822   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4351    0.9620   -0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742    2.0466   -1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    2.1185   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245    1.1480    0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435    1.7565    1.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    1.6708    1.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8392    1.0127    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214    0.9738    1.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972    0.2981    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681    0.2185    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.4850    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5808   -1.6871    1.0374 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -3.0570    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -4.1262    0.6362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4543   -5.0920    1.3792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -3.7786   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167   -3.8661   -0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -3.3060   -1.6774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235    0.5720   -0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5549   -0.0875   -1.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842    1.2804    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2576    2.3405    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6313    3.4124   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077    4.3714   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172    5.3567   -1.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0213    4.1913   -0.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5709   -2.7287    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083   -1.0027    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1286   -1.8008    0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4082   -2.7666   -0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6983   -2.7190   -1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0935   -1.3221   -2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.5522   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3910    0.9013   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923   -0.1467   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    1.5802   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1663    0.4463    0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210    2.8351   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    2.9374   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    0.3706    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    0.5293   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8181    2.2914    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562    2.1450    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.5455    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.4382    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.1647   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.6789    1.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846   -0.9430   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1944   -3.5337    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863   -2.6687    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442   -4.7229    0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8244   -5.6158    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275   -5.6809    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5301   -3.6314   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    1.2985   -1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -0.1207   -2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    1.7035    1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8759    0.5457    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0916    1.8196   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6860    2.8173    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471    2.9850   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263    3.9811   -0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3936    4.6734    0.1474 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  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
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 22 58  1  0
 23 59  1  6
 24 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 30 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5S-(5R,6S(s*),7E,9E,11Z,14Z))-6-((2-amino-2-carboxyethyl)thio)-5-hydroxy-7,9,11,14-eicosatetraenoic acid	ChEBI
(7E,9E,11Z,14Z)-(5S,6R)-6-(Cystein-S-yl)-5-hydroxyeicosa-7,9,11,14-tetraenoate	ChEBI
(7E,9E,11Z,14Z)-(5S,6R)-6-(Cystein-S-yl)-5-hydroxyicosa-7,9,11,14-tetraenoate	ChEBI
5S-Hydroxy,6R-(S-cysteinyl),7E,9E,11Z,14Z-eicosatetraenoic acid	ChEBI
LTE4	ChEBI
(5S-(5R,6S(s*),7E,9E,11Z,14Z))-6-((2-amino-2-carboxyethyl)thio)-5-hydroxy-7,9,11,14-eicosatetraenoate	Generator
(7E,9E,11Z,14Z)-(5S,6R)-6-(Cystein-S-yl)-5-hydroxyeicosa-7,9,11,14-tetraenoic acid	Generator
(7E,9E,11Z,14Z)-(5S,6R)-6-(Cystein-S-yl)-5-hydroxyicosa-7,9,11,14-tetraenoic acid	Generator
5S-Hydroxy,6R-(S-cysteinyl),7E,9E,11Z,14Z-eicosatetraenoate	Generator
Leukotriene e	HMDB
Leukotriene e-4	HMDB
Leukotrienes e	HMDB
Leukotriene e 4	HMDB

Chemical Formula

C₂₃H₃₇NO₅S

Average Molecular Weight

439.61

Monoisotopic Molecular Weight

439.239244469

IUPAC Name

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

Traditional Name

leukotriene E4

CAS Registry Number

75715-89-8

SMILES

CCCCC\C=C/C\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/C23H37NO5S/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/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

secondary alcohol (CHEBI:15650 )
non-proteinogenic L-alpha-amino acid (CHEBI:15650 )
leukotriene (CHEBI:15650 )
amino dicarboxylic acid (CHEBI:15650 )
L-cysteine thioether (CHEBI:15650 )
Leukotrienes (C05952 )
Leukotrienes (LMFA03020002 )

Ontology

Not Available

Smooth Muscle (HMDB: HMDB0002200)

Excreta

Biofluid or Excreta

Urine (PMID: 11166796)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16757158)
Cerebrospinal Fluid (CSF) (PMID: 9820300)

Cellular substructure

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

Naturally occurring process

Biological process

Biochemical pathway

Protein pathway

Fc Epsilon Receptor I Signaling in Mast Cells (PathBank: SMP0000358)

Role

Industrial application

Pharmaceutical industry

Biomarker

Eczema (MarkerDB: MDB00000384)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	213.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001905
[M+H]+	Not Available	213.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001905

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	1.57	ALOGPS
logP	2.02	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	18	ChemAxon
Refractivity	127.62 m³·mol⁻¹	ChemAxon
Polarizability	50.83 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]+	215.87	31661259
DarkChem	[M-H]-	211.68	31661259
DeepCCS	[M+H]+	217.326	30932474
DeepCCS	[M-H]-	214.93	30932474
DeepCCS	[M-2H]-	247.863	30932474
DeepCCS	[M+Na]+	224.226	30932474
AllCCS	[M+H]+	215.8	32859911
AllCCS	[M+H-H2O]+	213.7	32859911
AllCCS	[M+NH4]+	217.7	32859911
AllCCS	[M+Na]+	218.2	32859911
AllCCS	[M-H]-	211.0	32859911
AllCCS	[M+Na-2H]-	213.6	32859911
AllCCS	[M+HCOO]-	216.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leukotriene E4	CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	5882.9	Standard polar	33892256
Leukotriene E4	CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	3261.8	Standard non polar	33892256
Leukotriene E4	CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O	3694.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leukotriene E4,1TMS,isomer #1	CCCCC/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	3681.3	Semi standard non polar	33892256
Leukotriene E4,1TMS,isomer #2	CCCCC/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	3756.7	Semi standard non polar	33892256
Leukotriene E4,1TMS,isomer #3	CCCCC/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	3723.7	Semi standard non polar	33892256
Leukotriene E4,1TMS,isomer #4	CCCCC/C=C\C/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	3814.1	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #1	CCCCC/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	3696.6	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #2	CCCCC/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	3666.8	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #3	CCCCC/C=C\C/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	3755.4	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #4	CCCCC/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	3741.7	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #5	CCCCC/C=C\C/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	3838.6	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #6	CCCCC/C=C\C/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	3794.7	Semi standard non polar	33892256
Leukotriene E4,2TMS,isomer #7	CCCCC/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	3941.7	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #1	CCCCC/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	3686.5	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #2	CCCCC/C=C\C/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	3760.5	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #3	CCCCC/C=C\C/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	3716.1	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #4	CCCCC/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	3879.9	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #5	CCCCC/C=C\C/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	3795.9	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #6	CCCCC/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	3945.4	Semi standard non polar	33892256
Leukotriene E4,3TMS,isomer #7	CCCCC/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	3880.5	Semi standard non polar	33892256
Leukotriene E4,4TMS,isomer #1	CCCCC/C=C\C/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	3712.6	Semi standard non polar	33892256
Leukotriene E4,4TMS,isomer #1	CCCCC/C=C\C/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	3469.8	Standard non polar	33892256
Leukotriene E4,4TMS,isomer #1	CCCCC/C=C\C/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	4036.4	Standard polar	33892256
Leukotriene E4,4TMS,isomer #2	CCCCC/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	3876.7	Semi standard non polar	33892256
Leukotriene E4,4TMS,isomer #2	CCCCC/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	3560.7	Standard non polar	33892256
Leukotriene E4,4TMS,isomer #2	CCCCC/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	4182.3	Standard polar	33892256
Leukotriene E4,4TMS,isomer #3	CCCCC/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	3804.3	Semi standard non polar	33892256
Leukotriene E4,4TMS,isomer #3	CCCCC/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	3585.6	Standard non polar	33892256
Leukotriene E4,4TMS,isomer #3	CCCCC/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	4232.9	Standard polar	33892256
Leukotriene E4,4TMS,isomer #4	CCCCC/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	3868.1	Semi standard non polar	33892256
Leukotriene E4,4TMS,isomer #4	CCCCC/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	3571.2	Standard non polar	33892256
Leukotriene E4,4TMS,isomer #4	CCCCC/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	4197.3	Standard polar	33892256
Leukotriene E4,5TMS,isomer #1	CCCCC/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	3781.6	Semi standard non polar	33892256
Leukotriene E4,5TMS,isomer #1	CCCCC/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	3567.2	Standard non polar	33892256
Leukotriene E4,5TMS,isomer #1	CCCCC/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	3870.2	Standard polar	33892256
Leukotriene E4,1TBDMS,isomer #1	CCCCC/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	3919.6	Semi standard non polar	33892256
Leukotriene E4,1TBDMS,isomer #2	CCCCC/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	4005.8	Semi standard non polar	33892256
Leukotriene E4,1TBDMS,isomer #3	CCCCC/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	3981.6	Semi standard non polar	33892256
Leukotriene E4,1TBDMS,isomer #4	CCCCC/C=C\C/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	4032.6	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #1	CCCCC/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	4206.1	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #2	CCCCC/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	4172.7	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #3	CCCCC/C=C\C/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	4212.5	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #4	CCCCC/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	4261.0	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #5	CCCCC/C=C\C/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	4288.7	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #6	CCCCC/C=C\C/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	4248.6	Semi standard non polar	33892256
Leukotriene E4,2TBDMS,isomer #7	CCCCC/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	4366.5	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #1	CCCCC/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[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4458.4	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #2	CCCCC/C=C\C/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	4458.4	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #3	CCCCC/C=C\C/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	4402.5	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #4	CCCCC/C=C\C/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	4562.3	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #5	CCCCC/C=C\C/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	4494.4	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #6	CCCCC/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](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	4615.7	Semi standard non polar	33892256
Leukotriene E4,3TBDMS,isomer #7	CCCCC/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[Si](C)(C)C(C)(C)C	4572.2	Semi standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #1	CCCCC/C=C\C/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	4593.0	Semi standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #1	CCCCC/C=C\C/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	4146.5	Standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #1	CCCCC/C=C\C/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	4156.2	Standard polar	33892256
Leukotriene E4,4TBDMS,isomer #2	CCCCC/C=C\C/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	4787.7	Semi standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #2	CCCCC/C=C\C/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	4229.1	Standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #2	CCCCC/C=C\C/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	4263.0	Standard polar	33892256
Leukotriene E4,4TBDMS,isomer #3	CCCCC/C=C\C/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	4723.3	Semi standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #3	CCCCC/C=C\C/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	4275.3	Standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #3	CCCCC/C=C\C/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	4308.9	Standard polar	33892256
Leukotriene E4,4TBDMS,isomer #4	CCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4797.0	Semi standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #4	CCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4227.0	Standard non polar	33892256
Leukotriene E4,4TBDMS,isomer #4	CCCCC/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](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4267.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leukotriene E4 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 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 - Leukotriene E4 10V, Positive-QTOF	splash10-00dl-1006900000-d68d18c7b1314c206f8a	2018-11-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 20V, Positive-QTOF	splash10-000i-2729200000-8a82a9c9671eeade77f6	2018-11-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 40V, Positive-QTOF	splash10-00bc-8139000000-7d6806220d99255232f0	2018-11-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 10V, Negative-QTOF	splash10-000i-0003900000-b47de87fd8f2e68c72bc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 20V, Negative-QTOF	splash10-0f89-0019000000-1a1077cfaeb6986463cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 40V, Negative-QTOF	splash10-001r-7394000000-62b6156e2c3999245d3c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 10V, Positive-QTOF	splash10-0uy3-1419200000-b5cfed69cbf94d9bec66	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 20V, Positive-QTOF	splash10-00ku-3902000000-73d24883cf695b053406	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leukotriene E4 40V, Positive-QTOF	splash10-05nf-3900000000-962d440d8077c0a892e2	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Smooth Muscle

Pathways

Name	SMPDB/PathBank	KEGG
Fc Epsilon Receptor I Signaling in Mast Cells		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00002 +/- 0.00001 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.0300 +/- 0.00182 uM	Infant (0-1 year old)	Not Specified	Normal	9820300	details
Blood	Detected and Quantified	0.000072 +/- 0.000082 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	<0.0006 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000031 +/- 0.000015 uM	Adult (>18 years old)	Both	Normal	16757158	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00008 +/- 0.0000323 uM	Infant (0-1 year old)	Not Specified	Normal	9820300	details
Urine	Detected and Quantified	0.00003 +/- 0.000008 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	11166796	details
Urine	Detected and Quantified	0.0000322 +/- 0.0000086 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	9820300	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.00001137 uM	Infant (0-1 year old)	Female	Leukotriene C4-Synthesis Deficiency	9820300	details
Blood	Detected and Quantified	0.00013 +/- 0.00005 uM	Adult (>18 years old)	Both	Eczema	16757158	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	<0.00001137 uM	Infant (0-1 year old)	Female	Leukotriene C4-Synthesis Deficiency	9820300	details
Urine	Detected and Quantified	0.00003 +/- 0.000009 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Sjögren-Larsson syndrome	11166796	details
Urine	Detected and Quantified	<0.000000005 umol/mmol creatinine	Infant (0-1 year old)	Female	Leukotriene C4-Synthesis Deficiency	9820300	details

Associated Disorders and Diseases

Disease References

Eczema
Hua Z, Fei H, Mingming X: Evaluation and interference of serum and skin lesion levels of leukotrienes in patients with eczema. Prostaglandins Leukot Essent Fatty Acids. 2006 Jul;75(1):51-5. Epub 2006 Jun 6. [PubMed:16757158 ]
Leukotriene C4-Synthesis Deficiency
Mayatepek E, Flock B: Leukotriene C4-synthesis deficiency: a new inborn error of metabolism linked to a fatal developmental syndrome. Lancet. 1998 Nov 7;352(9139):1514-7. [PubMed:9820300 ]
Sjögren-Larsson syndrome
Willemsen MA, Rotteveel JJ, de Jong JG, Wanders RJ, IJlst L, Hoffmann GF, Mayatepek E: Defective metabolism of leukotriene B4 in the Sjogren-Larsson syndrome. J Neurol Sci. 2001 Jan 15;183(1):61-7. [PubMed:11166796 ]

Associated OMIM IDs

603165 (Eczema)
614037 (Leukotriene C4-Synthesis Deficiency)
270200 (Sjögren-Larsson syndrome)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022901

KNApSAcK ID

Not Available

Chemspider ID

4444402

KEGG Compound ID

C05952

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Leukotriene E4

METLIN ID

Not Available

PubChem Compound

5280879

PDB ID

Not Available

ChEBI ID

15650

Food Biomarker Ontology

Not Available

VMH ID

LEUKTRE4

MarkerDB ID

MDB00000384

Good Scents ID

Not Available

References

Synthesis Reference

Rosenberger, Michael; Newkom, Christian; Aig, Edward R. Total synthesis of leukotriene E4, a member of the SRS-A family. Journal of the American Chemical Society (1983), 105(11), 3656-61.

Material Safety Data Sheet (MSDS)

Not Available

General References

Lambiase A, Bonini S, Rasi G, Coassin M, Bruscolini A, Bonini S: Montelukast, a leukotriene receptor antagonist, in vernal keratoconjunctivitis associated with asthma. Arch Ophthalmol. 2003 May;121(5):615-20. [PubMed:12742837 ]
Denzlinger C, Tetzloff W, Gerhartz HH, Pokorny R, Sagebiel S, Haberl C, Wilmanns W: Differential activation of the endogenous leukotriene biosynthesis by two different preparations of granulocyte-macrophage colony-stimulating factor in healthy volunteers. Blood. 1993 Apr 15;81(8):2007-13. [PubMed:8386025 ]
Uemura M, Buchholz U, Kojima H, Keppler A, Hafkemeyer P, Fukui H, Tsujii T, Keppler D: Cysteinyl leukotrienes in the urine of patients with liver diseases. Hepatology. 1994 Oct;20(4 Pt 1):804-12. [PubMed:7927219 ]
Keppler D: [The Heinrich-Wieland Prize presentation. Metabolism and analysis of leukotrienes in vivo]. Klin Wochenschr. 1988 Oct 17;66(20):997-1005. [PubMed:3070147 ]
Depre M, Friedman B, Van Hecken A, de Lepeleire I, Tanaka W, Dallob A, Shingo S, Porras A, Lin C, de Schepper PJ: Pharmacokinetics and pharmacodynamics of multiple oral doses of MK-0591, a 5-lipoxygenase-activating protein inhibitor. Clin Pharmacol Ther. 1994 Jul;56(1):22-30. [PubMed:8033491 ]
Samuelsson B: Arachidonic acid metabolism: role in inflammation. Z Rheumatol. 1991;50 Suppl 1:3-6. [PubMed:1907059 ]
Mayatepek E, Badiou S, Bellet H, Lehmann WD: A patient with neurological symptoms and abnormal leukotriene metabolism: a new defect in leukotriene biosynthesis. Ann Neurol. 2005 Dec;58(6):968-70. [PubMed:16315285 ]
Jacques CA, Spur BW, Johnson M, Lee TH: The mechanism of LTE4-induced histamine hyperresponsiveness in guinea-pig tracheal and human bronchial smooth muscle, in vitro. Br J Pharmacol. 1991 Dec;104(4):859-66. [PubMed:1667288 ]
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.

Enzymes

Enzyme Details

1. Dipeptidase 2

General function:: Involved in metalloexopeptidase activity
Specific function:: Probable metalloprotease which hydrolyzes leukotriene D4 (LTD4) into leukotriene E4 (LTE4)
Gene Name:: DPEP2
Uniprot ID:: Q9H4A9
Molecular weight:: 53305.5

Showing metabocard for Leukotriene E4 (HMDB0002200)

MOL for HMDB0002200 (Leukotriene E4)

3D MOL for HMDB0002200 (Leukotriene E4)

3D SDF for HMDB0002200 (Leukotriene E4)

3D-SDF for HMDB0002200 (Leukotriene E4)

PDB for HMDB0002200 (Leukotriene E4)

3D PDB for HMDB0002200 (Leukotriene E4)

SMILES for HMDB0002200 (Leukotriene E4)

INCHI for HMDB0002200 (Leukotriene E4)

Structure for HMDB0002200 (Leukotriene E4)

3D Structure for HMDB0002200 (Leukotriene E4)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes