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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:50 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002363

Secondary Accession Numbers

HMDB02363

Metabolite Identification

Common Name

Levuglandin E2

Description

Levuglandin E2 is a levuglandin generated in the cyclooxygenase (COX) pathway. Levuglandins (LGs) and their stereo and structural isomers are extraordinarily reactive γ-ketoaldehydes that are generated by rearrangements of prostanoid endoperoxide intermediates of polyene cyclooxygenation. Their rapid adduction with biological nucleophiles results, inter alia, in pathological modifications of proteins and DNA. It also complicates their detection. Cyclooxygenase-promoted lipid oxidation is a pivotal step in the biosynthesis of an array of physiologically active metabolites. COX fosters a highly regio and stereoselective cyclooxygenation of arachidonic acid (AA) to deliver a single, enantiomerically pure endoperoxide, PGH2, that is a branch point in the biosynthesis of numerous hormone-like mediators of cellular activities. Spontaneous rearrangements of PGH2 were known to generate prostaglandins (PG) PGD2 and PGE2. (PMID: 15752459 ).

Structure

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

HMDB0002363
     RDKit          3D
Levuglandin E2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.3875    3.7150    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6633    2.2499    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3258    1.5152    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    0.0575    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986   -0.7303    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -0.2596   -0.2947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9994   -0.3739   -1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -1.0040   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463   -1.9785   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -2.7991   -1.2933 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6577   -2.9905   -2.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -3.9116   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.5187   -0.5543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3877   -1.3084   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895    0.0292   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9817    0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000    0.7297    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    1.4680    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373    2.9473    0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686    3.5704   -0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433    2.9782   -1.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647    4.9139   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -3.7021   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396   -5.0085   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989   -3.5943   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    3.9222    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1845    4.3543    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    4.0131    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    2.1496    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2533    1.8062    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    1.9127    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    1.7025    1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -0.0660   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2664   -0.3728    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -0.5197    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.8177    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554    0.7987   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.0340   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564   -0.7493    0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210   -2.1794   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -3.8710   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630   -2.2440   -3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -2.5217    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -1.4249   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4249   -1.3937   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641    0.3226   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    1.9288    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9827    1.0623    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573   -0.3657    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.2200   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257    1.1444    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0341    3.2949    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627    3.4328    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    5.5515    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -4.9159    0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647   -5.6335   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069   -5.5518    0.2076 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
M  END

  Mrv0541 02231219302D          

 25 24  0  0  1  0            999 V2000
   22.0216  -13.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1651  -13.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8796  -16.0863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4521  -18.1489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1666  -16.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8796  -14.4363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.1651  -14.8488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.5941  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3072  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0216  -14.4363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5927  -14.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4507  -14.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8783  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8796  -13.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7362  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3086  -14.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1637  -14.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1651  -15.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5941  -13.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0231  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0231  -15.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4492  -14.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7375  -16.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7375  -16.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4521  -17.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
  2 14  2  0  0  0  0
  3 18  2  0  0  0  0
  4 25  1  0  0  0  0
  5 25  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  1  0  0  0
  6 14  1  0  0  0  0
  7 12  1  0  0  0  0
  7 18  1  6  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 13  1  0  0  0  0
 12 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002363

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-3-4-7-10-18(23)14-13-17(15-21)19(16(2)22)11-8-5-6-9-12-20(24)25/h5,8,13-15,17-19,23H,3-4,6-7,9-12H2,1-2H3,(H,24,25)/b8-5-,14-13+/t17-,18-,19+/m0/s1

> <INCHI_KEY>
WJWAORNTZNRHBP-LBONXFAWSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.28229374523442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.3629953593333335

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.686776433495918

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.352560214539637

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5973966128193928

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
100.53880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002363
     RDKit          3D
Levuglandin E2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.3875    3.7150    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6633    2.2499    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3258    1.5152    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    0.0575    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986   -0.7303    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -0.2596   -0.2947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9994   -0.3739   -1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -1.0040   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463   -1.9785   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -2.7991   -1.2933 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6577   -2.9905   -2.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -3.9116   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.5187   -0.5543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3877   -1.3084   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895    0.0292   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9817    0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000    0.7297    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    1.4680    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373    2.9473    0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686    3.5704   -0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433    2.9782   -1.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647    4.9139   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -3.7021   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396   -5.0085   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989   -3.5943   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    3.9222    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1845    4.3543    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    4.0131    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    2.1496    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2533    1.8062    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    1.9127    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    1.7025    1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -0.0660   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2664   -0.3728    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -0.5197    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.8177    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554    0.7987   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.0340   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564   -0.7493    0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210   -2.1794   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -3.8710   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630   -2.2440   -3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -2.5217    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -1.4249   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4249   -1.3937   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641    0.3226   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    1.9288    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9827    1.0623    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573   -0.3657    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.2200   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257    1.1444    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0341    3.2949    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627    3.4328    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    5.5515    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -4.9159    0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647   -5.6335   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069   -5.5518    0.2076 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  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  O   UNK     0      41.107 -25.408   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      45.108 -24.638   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      46.442 -30.028   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      53.111 -33.878   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      54.444 -31.568   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      46.442 -26.948   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      45.108 -27.718   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.776 -27.718   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      39.773 -27.718   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.107 -26.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.440 -26.948   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.775 -26.948   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.106 -27.718   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.442 -25.408   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.441 -27.718   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      49.109 -26.948   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.772 -26.948   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      45.108 -29.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      47.776 -24.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      50.443 -27.718   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.443 -29.258   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.439 -27.718   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      51.777 -30.028   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      51.777 -31.568   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      53.111 -32.338   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3   18                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7    8   14                                                  
CONECT    7    6   12   18                                                  
CONECT    8    6   16                                                       
CONECT    9   10   11                                                       
CONECT   10    1    9   15                                                  
CONECT   11    9   13                                                       
CONECT   12    7   15                                                       
CONECT   13   11   17                                                       
CONECT   14    2    6   19                                                  
CONECT   15   10   12                                                       
CONECT   16    8   20                                                       
CONECT   17   13   22                                                       
CONECT   18    3    7                                                       
CONECT   19   14                                                            
CONECT   20   16   21                                                       
CONECT   21   20   23                                                       
CONECT   22   17                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25    4    5   24                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

COMPND    HMDB0002363
HETATM    1  C1  UNL     1      -5.388   3.715   1.299  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.663   2.250   1.064  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.326   1.515   1.040  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.575   0.057   0.810  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.299  -0.730   0.793  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.404  -0.260  -0.295  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.999  -0.374  -1.564  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.094  -1.004  -0.301  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.846  -1.978  -1.142  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.356  -2.799  -1.293  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.658  -2.991  -2.782  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.295  -3.912  -3.213  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.587  -2.519  -0.554  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.388  -1.308  -0.827  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.889   0.029  -0.717  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.316   0.982   0.106  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.400   0.730   1.036  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.669   1.468   0.910  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.537   2.947   0.958  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.869   3.570  -0.176  1.00  0.00           C  
HETATM   21  O3  UNL     1       3.643   2.978  -1.262  1.00  0.00           O  
HETATM   22  O4  UNL     1       3.465   4.914  -0.013  1.00  0.00           O  
HETATM   23  C19 UNL     1       2.520  -3.702  -0.744  1.00  0.00           C  
HETATM   24  C20 UNL     1       2.040  -5.009  -0.265  1.00  0.00           C  
HETATM   25  O5  UNL     1       3.599  -3.594  -1.257  1.00  0.00           O  
HETATM   26  H1  UNL     1      -5.389   3.922   2.403  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.185   4.354   0.866  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.392   4.013   0.882  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.146   2.150   0.082  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.253   1.806   1.891  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.753   1.913   0.173  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.757   1.703   1.962  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.079  -0.066  -0.195  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.266  -0.373   1.576  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.768  -0.520   1.763  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.492  -1.818   0.676  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.155   0.799  -0.151  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.344   0.034  -2.190  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.356  -0.749   0.438  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.721  -2.179  -1.836  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.020  -3.871  -1.015  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.263  -2.244  -3.437  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.366  -2.522   0.567  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.685  -1.425  -1.950  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.425  -1.394  -0.372  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.064   0.323  -1.419  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.790   1.929   0.081  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.983   1.062   2.078  1.00  0.00           H  
HETATM   49  H24 UNL     1       3.557  -0.366   1.253  1.00  0.00           H  
HETATM   50  H25 UNL     1       5.233   1.220  -0.030  1.00  0.00           H  
HETATM   51  H26 UNL     1       5.326   1.144   1.766  1.00  0.00           H  
HETATM   52  H27 UNL     1       4.034   3.295   1.905  1.00  0.00           H  
HETATM   53  H28 UNL     1       5.563   3.433   1.023  1.00  0.00           H  
HETATM   54  H29 UNL     1       4.236   5.552   0.146  1.00  0.00           H  
HETATM   55  H30 UNL     1       1.205  -4.916   0.466  1.00  0.00           H  
HETATM   56  H31 UNL     1       1.765  -5.634  -1.136  1.00  0.00           H  
HETATM   57  H32 UNL     1       2.907  -5.552   0.208  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   13   41
CONECT   11   12   12   42
CONECT   13   14   23   43
CONECT   14   15   44   45
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   21   22
CONECT   22   54
CONECT   23   24   25   25
CONECT   24   55   56   57
END

HMDB0002363
     RDKit          3D
Levuglandin E2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.3875    3.7150    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6633    2.2499    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3258    1.5152    1.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    0.0575    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986   -0.7303    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043   -0.2596   -0.2947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9994   -0.3739   -1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -1.0040   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463   -1.9785   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -2.7991   -1.2933 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6577   -2.9905   -2.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -3.9116   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.5187   -0.5543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3877   -1.3084   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895    0.0292   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9817    0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000    0.7297    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    1.4680    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373    2.9473    0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686    3.5704   -0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433    2.9782   -1.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647    4.9139   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -3.7021   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396   -5.0085   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989   -3.5943   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    3.9222    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1845    4.3543    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    4.0131    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    2.1496    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2533    1.8062    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    1.9127    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    1.7025    1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -0.0660   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2664   -0.3728    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -0.5197    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.8177    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554    0.7987   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.0340   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564   -0.7493    0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210   -2.1794   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -3.8710   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630   -2.2440   -3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -2.5217    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -1.4249   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4249   -1.3937   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641    0.3226   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    1.9288    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9827    1.0623    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573   -0.3657    1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    1.2200   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257    1.1444    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0341    3.2949    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627    3.4328    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    5.5515    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -4.9159    0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647   -5.6335   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069   -5.5518    0.2076 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Seco-9,11-dioxo-15S-hydroxy-5Z,13E-prostadienoate	HMDB
10,11-Seco-9,11-dioxo-15S-hydroxy-5Z,13E-prostadienoic acid	HMDB
LGE2	HMDB

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.4651

Monoisotopic Molecular Weight

352.224974134

IUPAC Name

(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

Traditional Name

(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

CAS Registry Number

91712-41-3

SMILES

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

InChI Identifier

InChI=1S/C20H32O5/c1-3-4-7-10-18(23)14-13-17(15-21)19(16(2)22)11-8-5-6-9-12-20(24)25/h5,8,13-15,17-19,23H,3-4,6-7,9-12H2,1-2H3,(H,24,25)/b8-5-,14-13+/t17-,18-,19+/m0/s1

InChI Key

WJWAORNTZNRHBP-LBONXFAWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Levuglandins (LMFA03100008 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0002363)
Membrane (HMDB: HMDB0002363)

Source

Exogenous

Exogenous (HMDB: HMDB0002363)

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: HMDB0002363)

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	0.024 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.36	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	100.54 m³·mol⁻¹	ChemAxon
Polarizability	40.28 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]+	187.58	31661259
DarkChem	[M-H]-	192.043	31661259
DeepCCS	[M+H]+	191.687	30932474
DeepCCS	[M-H]-	189.291	30932474
DeepCCS	[M-2H]-	222.463	30932474
DeepCCS	[M+Na]+	197.599	30932474
AllCCS	[M+H]+	194.4	32859911
AllCCS	[M+H-H2O]+	191.7	32859911
AllCCS	[M+NH4]+	196.9	32859911
AllCCS	[M+Na]+	197.6	32859911
AllCCS	[M-H]-	190.2	32859911
AllCCS	[M+Na-2H]-	191.8	32859911
AllCCS	[M+HCOO]-	193.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Levuglandin E2	CCCCC[C@H](O)\C=C\[C@@H](C=O)[C@H](C\C=C/CCCC(O)=O)C(C)=O	4111.4	Standard polar	33892256
Levuglandin E2	CCCCC[C@H](O)\C=C\[C@@H](C=O)[C@H](C\C=C/CCCC(O)=O)C(C)=O	2485.4	Standard non polar	33892256
Levuglandin E2	CCCCC[C@H](O)\C=C\[C@@H](C=O)[C@H](C\C=C/CCCC(O)=O)C(C)=O	2659.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levuglandin E2,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O)C(C)=O)O[Si](C)(C)C	2725.2	Semi standard non polar	33892256
Levuglandin E2,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O	2681.8	Semi standard non polar	33892256
Levuglandin E2,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C	2733.2	Semi standard non polar	33892256
Levuglandin E2,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)[C@H](C=O)/C=C/[C@@H](O)CCCCC	2705.0	Semi standard non polar	33892256
Levuglandin E2,1TMS,isomer #5	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O)C(C)=O	2827.8	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O)O[Si](C)(C)C	2691.0	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2787.1	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2737.9	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O)C(C)=O)O[Si](C)(C)C	2888.2	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	2719.7	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #6	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@H](C=O)/C=C/[C@@H](O)CCCCC	2710.7	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #7	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O	2812.9	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #8	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C	2976.8	Semi standard non polar	33892256
Levuglandin E2,2TMS,isomer #9	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C)/C=C/[C@@H](O)CCCCC	2883.1	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2741.0	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2652.8	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2725.8	Standard polar	33892256
Levuglandin E2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2700.1	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2631.9	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2760.1	Standard polar	33892256
Levuglandin E2,3TMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O)O[Si](C)(C)C	2862.8	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O)O[Si](C)(C)C	2596.9	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(C)=O)O[Si](C)(C)C	2929.3	Standard polar	33892256
Levuglandin E2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	3020.2	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2569.2	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	3159.4	Standard polar	33892256
Levuglandin E2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2925.6	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2543.8	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	3209.3	Standard polar	33892256
Levuglandin E2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	2956.2	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	2645.1	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	3229.2	Standard polar	33892256
Levuglandin E2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@@H](O)CCCCC	2868.2	Semi standard non polar	33892256
Levuglandin E2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@@H](O)CCCCC	2621.0	Standard non polar	33892256
Levuglandin E2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@@H](O)CCCCC	3286.7	Standard polar	33892256
Levuglandin E2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2964.4	Semi standard non polar	33892256
Levuglandin E2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2631.0	Standard non polar	33892256
Levuglandin E2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2880.5	Standard polar	33892256
Levuglandin E2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2893.0	Semi standard non polar	33892256
Levuglandin E2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2609.3	Standard non polar	33892256
Levuglandin E2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C)C(=CO[Si](C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C	2913.4	Standard polar	33892256
Levuglandin E2,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O)C(C)=O)O[Si](C)(C)C(C)(C)C	2964.4	Semi standard non polar	33892256
Levuglandin E2,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O	2936.4	Semi standard non polar	33892256
Levuglandin E2,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C	2963.6	Semi standard non polar	33892256
Levuglandin E2,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)[C@H](C=O)/C=C/[C@@H](O)CCCCC	2943.6	Semi standard non polar	33892256
Levuglandin E2,1TBDMS,isomer #5	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O)C(C)=O	3047.1	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O)O[Si](C)(C)C(C)(C)C	3213.7	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3222.8	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3191.1	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O)C(C)=O)O[Si](C)(C)C(C)(C)C	3309.9	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	3178.9	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #6	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@H](C=O)/C=C/[C@@H](O)CCCCC	3171.3	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #7	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O	3265.0	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #8	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C	3429.6	Semi standard non polar	33892256
Levuglandin E2,2TBDMS,isomer #9	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@@H](O)CCCCC	3319.9	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3450.9	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3162.6	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C=O)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2958.3	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3405.3	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3145.0	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@H](C=O)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	2972.5	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O)O[Si](C)(C)C(C)(C)C	3528.9	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O)O[Si](C)(C)C(C)(C)C	3097.0	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=O)O[Si](C)(C)C(C)(C)C	3113.8	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3669.0	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3072.8	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3333.4	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3560.3	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3054.1	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3353.5	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	3627.3	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	3158.9	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C	3393.0	Standard polar	33892256
Levuglandin E2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@@H](O)CCCCC	3534.4	Semi standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@@H](O)CCCCC	3131.5	Standard non polar	33892256
Levuglandin E2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@@H](O)CCCCC	3422.4	Standard polar	33892256
Levuglandin E2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3850.0	Semi standard non polar	33892256
Levuglandin E2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3270.0	Standard non polar	33892256
Levuglandin E2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=CO[Si](C)(C)C(C)(C)C)C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3149.9	Standard polar	33892256
Levuglandin E2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3750.6	Semi standard non polar	33892256
Levuglandin E2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3253.2	Standard non polar	33892256
Levuglandin E2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C	3166.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin E2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9263000000-296c4cb7515a1b701ad6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin E2 GC-MS (2 TMS) - 70eV, Positive	splash10-009x-9211700000-b71612e5c817a13ff0ec	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin E2 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 - Levuglandin E2 10V, Positive-QTOF	splash10-00kr-0019000000-126b7b23bc39fcdf3250	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 20V, Positive-QTOF	splash10-00kr-4589000000-1ae21424ce78470e10f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 40V, Positive-QTOF	splash10-05mo-9351000000-c53c0dbb0d045d1c9b2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 10V, Negative-QTOF	splash10-0udi-0009000000-9ccba837b9402891d62b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 20V, Negative-QTOF	splash10-0fsi-1927000000-5696407cfccd87b39eee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 40V, Negative-QTOF	splash10-0aou-9510000000-72d76c85a734ac002076	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 10V, Positive-QTOF	splash10-0ap0-0129000000-7e6a9daa4876d6b8223f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 20V, Positive-QTOF	splash10-0avj-9365000000-1c01e58986a6aa66a04e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 40V, Positive-QTOF	splash10-05r0-9410000000-e23687ff0d093af89b31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 10V, Negative-QTOF	splash10-0ue9-0019000000-b418a2943f101d719110	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 20V, Negative-QTOF	splash10-0uec-3459000000-fcf04b5aafdc13ca87cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin E2 40V, Negative-QTOF	splash10-0abc-9641000000-6c6e011bd1ef9ed2b717	2021-09-23	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

FDB022979

KNApSAcK ID

Not Available

Chemspider ID

30776554

KEGG Compound ID

C13807

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levuglandin

METLIN ID

Not Available

PubChem Compound

5282261

PDB ID

Not Available

ChEBI ID

34821

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Miller, Donald B.; Raychaudhuri, Swadesh R.; Avasthi, Kamlakar; Lal, Kasturi; Levison, Bruce; Salomon, Robert G. Prostaglandin endoperoxides. 25 Levuglandin E2: enantiocontrolled total synthesis of a biologically active rearrangement product from the prostaglandin endoperoxide PGH2. J. Org. Chem. 1990(55) 3164-3175

Material Safety Data Sheet (MSDS)

Not Available

General References

Salomon RG: Distinguishing levuglandins produced through the cyclooxygenase and isoprostane pathways. Chem Phys Lipids. 2005 Mar;134(1):1-20. Epub 2005 Jan 16. [PubMed:15752459 ]

Showing metabocard for Levuglandin E2 (HMDB0002363)

MOL for HMDB0002363 (Levuglandin E2)

3D MOL for HMDB0002363 (Levuglandin E2)

3D SDF for HMDB0002363 (Levuglandin E2)

3D-SDF for HMDB0002363 (Levuglandin E2)

PDB for HMDB0002363 (Levuglandin E2)

3D PDB for HMDB0002363 (Levuglandin E2)

SMILES for HMDB0002363 (Levuglandin E2)

INCHI for HMDB0002363 (Levuglandin E2)

Structure for HMDB0002363 (Levuglandin E2)

3D Structure for HMDB0002363 (Levuglandin E2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra