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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:52 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002400

Secondary Accession Numbers

HMDB02400

Metabolite Identification

Common Name

Levuglandin D2

Description

Levuglandin D2 is one of the products of a non-enzymatically rearrangement of prostaglandin H2 (PGH2) to this highly reactive gamma-keto aldehyde. PGH2 markedly accelerates the formation of dimers and higher oligomers of amyloid beta1-42. This evidence implicates cyclooxygenase activity in the pathogenesis of Alzheimer's disease, and is associated with the formation of levuglandin adducts of the peptide. 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: 12358806 , 15752459 , 3317517 , 10224068 ).

Structure

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

HMDB0002400
     RDKit          3D
Levuglandin D2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.4736    1.9804    0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288    0.7743    1.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3840    0.7475    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277   -0.4619    1.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.4694    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5073   -1.6711    1.0257 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3531   -1.4889    2.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513   -1.7231    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0255   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563   -1.1082   -1.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5583   -1.8398   -2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083   -3.2588   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -1.3083   -3.5315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    0.2134   -1.2486 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5692    1.2688   -2.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    1.1533   -3.1863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    0.1004   -1.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697    1.4460   -1.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421    1.8147   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.9305    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445    1.5096    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3955    0.6830    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    0.5293    2.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    1.0780    1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4858   -0.2635    3.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8206    2.8777    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6855    1.7827   -0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4049    2.0865    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5186    0.9104    2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3245   -0.1170    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5110    0.6031   -0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    1.6278    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -0.3396    2.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.3963    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779   -0.5355   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501    0.4435    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -2.6117    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0392   -1.9311    2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -2.3536    0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -0.3799   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -1.7604   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -3.9173   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461   -3.3690   -3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2686   -3.5773   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139    0.6242   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    2.2682   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -0.2440   -2.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1866   -0.6810   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    2.1642   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5942    2.8573   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346   -0.1035    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267    1.0068   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0761    2.5571    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477    1.5401    1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    1.1997    3.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.3202    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4580   -0.5222    3.2671 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  1  0
 11 13  2  0
 10 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  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
 12 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  1
 15 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END


  Mrv0541 02231219312D          

 25 24  0  0  1  0            999 V2000
   23.3516  -11.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2096  -13.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4951  -10.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7821  -15.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4966  -14.4729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4951  -12.4104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.2096  -11.9979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6372  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9241  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3516  -11.9979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.9227  -11.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7807  -11.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2083  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0662  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4951  -13.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4937  -11.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2096  -11.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6386  -11.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7807  -13.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3531  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3531  -13.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7792  -12.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0675  -13.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0675  -14.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7821  -14.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
  2 15  2  0  0  0  0
  3 17  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 12  1  0  0  0  0
  6 15  1  6  0  0  0
  7  9  1  0  0  0  0
  7 17  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 18  1  0  0  0  0
 10 14  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 22  1  0  0  0  0
 18 20  2  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>
HMDB0002400

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-3-4-7-11-18(23)13-14-19(16(2)22)17(15-21)10-8-5-6-9-12-20(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>
MLLWPVVMXGUOHD-QNUMDXCLSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.41950515645202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8R,9R,10E,12S)-9-acetyl-8-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>
13.87563002411219

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.506080706021572

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5973988985869347

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
100.5388

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
levuglandin D2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002400
     RDKit          3D
Levuglandin D2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.4736    1.9804    0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288    0.7743    1.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3840    0.7475    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277   -0.4619    1.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.4694    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5073   -1.6711    1.0257 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3531   -1.4889    2.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513   -1.7231    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0255   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563   -1.1082   -1.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5583   -1.8398   -2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083   -3.2588   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -1.3083   -3.5315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    0.2134   -1.2486 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5692    1.2688   -2.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    1.1533   -3.1863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    0.1004   -1.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697    1.4460   -1.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421    1.8147   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.9305    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445    1.5096    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3955    0.6830    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    0.5293    2.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    1.0780    1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4858   -0.2635    3.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8206    2.8777    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6855    1.7827   -0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4049    2.0865    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5186    0.9104    2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3245   -0.1170    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5110    0.6031   -0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    1.6278    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -0.3396    2.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.3963    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779   -0.5355   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501    0.4435    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -2.6117    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0392   -1.9311    2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -2.3536    0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -0.3799   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -1.7604   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -3.9173   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461   -3.3690   -3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2686   -3.5773   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139    0.6242   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    2.2682   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -0.2440   -2.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1866   -0.6810   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    2.1642   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5942    2.8573   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346   -0.1035    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267    1.0068   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0761    2.5571    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477    1.5401    1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    1.1997    3.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.3202    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4580   -0.5222    3.2671 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  1  0
 11 13  2  0
 10 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  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
 12 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  1
 15 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 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      43.590 -20.856   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      48.925 -25.476   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      47.591 -20.086   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      55.593 -29.326   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      56.927 -27.016   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      47.591 -23.166   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      48.925 -22.396   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.256 -23.166   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      50.258 -23.166   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.590 -22.396   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.922 -22.396   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.257 -22.396   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.589 -23.166   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      44.924 -23.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.591 -24.706   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.255 -22.396   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      48.925 -20.856   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      51.592 -22.396   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      46.257 -25.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      52.926 -23.166   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      52.926 -24.706   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.921 -23.166   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      54.259 -25.476   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      54.259 -27.016   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      55.593 -27.786   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   15                                                            
CONECT    3   17                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7   12   15                                                  
CONECT    7    6    9   17                                                  
CONECT    8   10   11                                                       
CONECT    9    7   18                                                       
CONECT   10    1    8   14                                                  
CONECT   11    8   13                                                       
CONECT   12    6   14                                                       
CONECT   13   11   16                                                       
CONECT   14   10   12                                                       
CONECT   15    2    6   19                                                  
CONECT   16   13   22                                                       
CONECT   17    3    7                                                       
CONECT   18    9   20                                                       
CONECT   19   15                                                            
CONECT   20   18   21                                                       
CONECT   21   20   23                                                       
CONECT   22   16                                                            
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    HMDB0002400
HETATM    1  C1  UNL     1      -7.474   1.980   0.903  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.729   0.774   1.435  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.384   0.748   0.719  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.628  -0.462   1.246  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.289  -0.469   0.518  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.507  -1.671   1.026  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.353  -1.489   2.401  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.151  -1.723   0.417  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.813  -1.025  -0.657  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.556  -1.108  -1.232  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.558  -1.840  -2.510  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.108  -3.259  -2.625  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.931  -1.308  -3.532  1.00  0.00           O  
HETATM   14  C12 UNL     1       1.251   0.213  -1.249  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.569   1.269  -2.032  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.197   1.153  -3.186  1.00  0.00           O  
HETATM   17  C14 UNL     1       2.732   0.100  -1.641  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.270   1.446  -1.612  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.242   1.815  -0.851  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.921   0.931   0.072  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.745   1.510   1.476  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.396   0.683   2.548  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.838   0.529   2.440  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.498   1.078   1.555  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.486  -0.263   3.369  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.821   2.878   0.987  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.686   1.783  -0.166  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.405   2.086   1.487  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.519   0.910   2.507  1.00  0.00           H  
HETATM   30  H5  UNL     1      -7.325  -0.117   1.224  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.511   0.603  -0.377  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.793   1.628   0.970  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.469  -0.340   2.331  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.198  -1.396   1.065  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.478  -0.536  -0.560  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.750   0.443   0.832  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.078  -2.612   0.888  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.039  -1.931   2.929  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.388  -2.354   0.856  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.529  -0.380  -1.139  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.163  -1.760  -0.523  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.957  -3.917  -2.897  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.746  -3.369  -3.326  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.269  -3.577  -1.618  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.314   0.624  -0.190  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.345   2.268  -1.606  1.00  0.00           H  
HETATM   47  H22 UNL     1       2.806  -0.244  -2.720  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.187  -0.681  -1.066  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.781   2.164  -2.305  1.00  0.00           H  
HETATM   50  H25 UNL     1       4.594   2.857  -0.888  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.635  -0.103   0.141  1.00  0.00           H  
HETATM   52  H27 UNL     1       6.027   1.007  -0.167  1.00  0.00           H  
HETATM   53  H28 UNL     1       5.076   2.557   1.522  1.00  0.00           H  
HETATM   54  H29 UNL     1       3.648   1.540   1.741  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.164   1.200   3.514  1.00  0.00           H  
HETATM   56  H31 UNL     1       4.878  -0.320   2.649  1.00  0.00           H  
HETATM   57  H32 UNL     1       8.458  -0.522   3.267  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   14   41
CONECT   11   12   13   13
CONECT   12   42   43   44
CONECT   14   15   17   45
CONECT   15   16   16   46
CONECT   17   18   47   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   55   56
CONECT   23   24   24   25
CONECT   25   57
END

HMDB0002400
     RDKit          3D
Levuglandin D2
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.4736    1.9804    0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288    0.7743    1.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3840    0.7475    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277   -0.4619    1.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.4694    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5073   -1.6711    1.0257 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3531   -1.4889    2.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513   -1.7231    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0255   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563   -1.1082   -1.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5583   -1.8398   -2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083   -3.2588   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314   -1.3083   -3.5315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    0.2134   -1.2486 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5692    1.2688   -2.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    1.1533   -3.1863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    0.1004   -1.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697    1.4460   -1.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421    1.8147   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.9305    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445    1.5096    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3955    0.6830    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    0.5293    2.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    1.0780    1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4858   -0.2635    3.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8206    2.8777    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6855    1.7827   -0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4049    2.0865    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5186    0.9104    2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3245   -0.1170    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5110    0.6031   -0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    1.6278    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -0.3396    2.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.3963    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779   -0.5355   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501    0.4435    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -2.6117    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0392   -1.9311    2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -2.3536    0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -0.3799   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -1.7604   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -3.9173   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461   -3.3690   -3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2686   -3.5773   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139    0.6242   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446    2.2682   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -0.2440   -2.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1866   -0.6810   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    2.1642   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5942    2.8573   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346   -0.1035    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267    1.0068   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0761    2.5571    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477    1.5401    1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    1.1997    3.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.3202    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4580   -0.5222    3.2671 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  1  0
 11 13  2  0
 10 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  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
 12 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  1
 15 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,10-Seco-9,11-dioxo-15S-hydroxy-5Z,13E-prostadienoate	ChEBI
9,10-Seco-9,11-dioxo-15S-hydroxy-5Z,13E-prostadienoic acid	ChEBI
LGD2	ChEBI
Levuglandin D2	MeSH

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.4651

Monoisotopic Molecular Weight

352.224974134

IUPAC Name

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

Traditional Name

levuglandin D2

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O5/c1-3-4-7-11-18(23)13-14-19(16(2)22)17(15-21)10-8-5-6-9-12-20(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

MLLWPVVMXGUOHD-QNUMDXCLSA-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

levuglandin (CHEBI:34820 )
Levuglandins (C13808 )
Levuglandins (LMFA03100002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0002400)
Membrane (HMDB: HMDB0002400)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.36	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.51	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	40.42 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]+	189.726	31661259
DarkChem	[M-H]-	193.765	31661259
DeepCCS	[M+H]+	188.759	30932474
DeepCCS	[M-H]-	186.364	30932474
DeepCCS	[M-2H]-	220.179	30932474
DeepCCS	[M+Na]+	195.375	30932474
AllCCS	[M+H]+	194.4	32859911
AllCCS	[M+H-H2O]+	191.7	32859911
AllCCS	[M+NH4]+	196.8	32859911
AllCCS	[M+Na]+	197.5	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 D2	CCCCC[C@H](O)\C=C\[C@H]([C@@H](C\C=C/CCCC(O)=O)C=O)C(C)=O	4069.5	Standard polar	33892256
Levuglandin D2	CCCCC[C@H](O)\C=C\[C@H]([C@@H](C\C=C/CCCC(O)=O)C=O)C(C)=O	2493.3	Standard non polar	33892256
Levuglandin D2	CCCCC[C@H](O)\C=C\[C@H]([C@@H](C\C=C/CCCC(O)=O)C=O)C(C)=O	2650.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levuglandin D2,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O)O[Si](C)(C)C	2742.4	Semi standard non polar	33892256
Levuglandin D2,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2703.3	Semi standard non polar	33892256
Levuglandin D2,1TMS,isomer #3	CCCCC[C@H](O)/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O	2780.2	Semi standard non polar	33892256
Levuglandin D2,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)[C@H](C=O)C/C=C\CCCC(=O)O	2712.9	Semi standard non polar	33892256
Levuglandin D2,1TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O	2777.7	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2700.9	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #2	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O)O[Si](C)(C)C	2830.8	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O	2727.1	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O)O[Si](C)(C)C	2789.8	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #5	CCCCC[C@H](O)/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2773.1	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #6	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2706.3	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #7	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2737.4	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #8	CCCCC[C@H](O)/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C	2958.9	Semi standard non polar	33892256
Levuglandin D2,2TMS,isomer #9	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O	2809.3	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2792.3	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2669.4	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2847.1	Standard polar	33892256
Levuglandin D2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2673.0	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2621.8	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C	2827.5	Standard polar	33892256
Levuglandin D2,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2744.8	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2600.5	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2934.9	Standard polar	33892256
Levuglandin D2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2978.6	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	2569.3	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C)O[Si](C)(C)C	3188.3	Standard polar	33892256
Levuglandin D2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O	2805.2	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O	2560.7	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #5	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O	3189.2	Standard polar	33892256
Levuglandin D2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	2938.8	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	2653.0	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C)=C(C)O[Si](C)(C)C	3261.8	Standard polar	33892256
Levuglandin D2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2775.0	Semi standard non polar	33892256
Levuglandin D2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2619.6	Standard non polar	33892256
Levuglandin D2,3TMS,isomer #7	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	3298.9	Standard polar	33892256
Levuglandin D2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	2924.1	Semi standard non polar	33892256
Levuglandin D2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	2616.7	Standard non polar	33892256
Levuglandin D2,4TMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	2919.1	Standard polar	33892256
Levuglandin D2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2765.2	Semi standard non polar	33892256
Levuglandin D2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2621.2	Standard non polar	33892256
Levuglandin D2,4TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C)C(=CO[Si](C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C	2900.0	Standard polar	33892256
Levuglandin D2,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2977.5	Semi standard non polar	33892256
Levuglandin D2,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2956.1	Semi standard non polar	33892256
Levuglandin D2,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O	3020.4	Semi standard non polar	33892256
Levuglandin D2,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)[C@H](C=O)C/C=C\CCCC(=O)O	2949.3	Semi standard non polar	33892256
Levuglandin D2,1TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O	2985.6	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3211.3	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3271.7	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O	3192.2	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3199.5	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3242.1	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #6	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3168.0	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #7	CCCCC[C@H](O)/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3171.6	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #8	CCCCC[C@H](O)/C=C/C(C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O)=C(C)O[Si](C)(C)C(C)(C)C	3399.1	Semi standard non polar	33892256
Levuglandin D2,2TBDMS,isomer #9	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O	3238.1	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3482.7	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3183.3	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(=C(C)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3048.7	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3393.5	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3127.3	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)[C@H](C=O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3011.0	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3406.1	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3100.3	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](C(C)=O)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3105.4	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3623.8	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3062.9	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3357.8	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O	3454.3	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O	3063.1	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O	3333.4	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](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	3597.9	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](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	3152.0	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/C(C(=CO[Si](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	3424.3	Standard polar	33892256
Levuglandin D2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3451.7	Semi standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3118.1	Standard non polar	33892256
Levuglandin D2,3TBDMS,isomer #7	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@@H](O)CCCCC)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3425.3	Standard polar	33892256
Levuglandin D2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3802.0	Semi standard non polar	33892256
Levuglandin D2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3267.5	Standard non polar	33892256
Levuglandin D2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/C(C(=CO[Si](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	3174.8	Standard polar	33892256
Levuglandin D2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3637.7	Semi standard non polar	33892256
Levuglandin D2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3274.6	Standard non polar	33892256
Levuglandin D2,4TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H](/C=C/[C@H](CCCCC)O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3142.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin D2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9564000000-cf59edc156e3514f021f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin D2 GC-MS (2 TMS) - 70eV, Positive	splash10-0006-9100300000-358641e026814a3e2bb2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin D2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levuglandin D2 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 D2 10V, Positive-QTOF	splash10-00kr-0019000000-ac9d125436c8ebe1d6d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 20V, Positive-QTOF	splash10-00kr-3689000000-db6e96b5efbf3a2d1871	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 40V, Positive-QTOF	splash10-05mo-9351000000-266781b5c4f7a1c5a3c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 10V, Negative-QTOF	splash10-0udi-0009000000-6fe0e46a6e71f71f26a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 20V, Negative-QTOF	splash10-0kur-1927000000-f24a9b7d4c3b925fd476	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 40V, Negative-QTOF	splash10-0a4l-9710000000-4ca7bc55cf41a0d2cd32	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 10V, Positive-QTOF	splash10-0ap0-0119000000-84661d6828bd2d227e0a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 20V, Positive-QTOF	splash10-06di-5469000000-5a66ef649f7f05ec79b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 40V, Positive-QTOF	splash10-06fr-9520000000-6ebfefadf371efa1edd3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 10V, Negative-QTOF	splash10-0udi-0009000000-8345ffd057452d01e90a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 20V, Negative-QTOF	splash10-0uec-2369000000-c08d3dde41d0bc4bedb4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levuglandin D2 40V, Negative-QTOF	splash10-0a4j-9330000000-9ed2646b0561102f4ff8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022996

KNApSAcK ID

Not Available

Chemspider ID

7827799

KEGG Compound ID

C13808

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levuglandin

METLIN ID

Not Available

PubChem Compound

9548876

PDB ID

Not Available

ChEBI ID

34820

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
Boutaud O, Ou JJ, Chaurand P, Caprioli RM, Montine TJ, Oates JA: Prostaglandin H2 (PGH2) accelerates formation of amyloid beta1-42 oligomers. J Neurochem. 2002 Aug;82(4):1003-6. [PubMed:12358806 ]
Foreman D, Zuk L, Miller DB, Salomon RG: Effects of E2 levuglandins on the contractile activity of the rat uterus. Prostaglandins. 1987 Jul;34(1):91-8. [PubMed:3317517 ]
Brame CJ, Salomon RG, Morrow JD, Roberts LJ 2nd: Identification of extremely reactive gamma-ketoaldehydes (isolevuglandins) as products of the isoprostane pathway and characterization of their lysyl protein adducts. J Biol Chem. 1999 May 7;274(19):13139-46. [PubMed:10224068 ]

Showing metabocard for Levuglandin D2 (HMDB0002400)

MOL for HMDB0002400 (Levuglandin D2)

3D MOL for HMDB0002400 (Levuglandin D2)

3D SDF for HMDB0002400 (Levuglandin D2)

3D-SDF for HMDB0002400 (Levuglandin D2)

PDB for HMDB0002400 (Levuglandin D2)

3D PDB for HMDB0002400 (Levuglandin D2)

SMILES for HMDB0002400 (Levuglandin D2)

INCHI for HMDB0002400 (Levuglandin D2)

Structure for HMDB0002400 (Levuglandin D2)

3D Structure for HMDB0002400 (Levuglandin D2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra