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Showing metabocard for 6-Ketoprostaglandin E1 (HMDB0004241)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-13 15:01:54 UTC
Update Date2022-03-07 02:49:20 UTC
HMDB IDHMDB0004241
Secondary Accession Numbers
  • HMDB04241
Metabolite Identification
Common Name6-Ketoprostaglandin E1
Description6-Ketoprostaglandin E1 (6-keto PGE1) is a biologically active and stable prostacyclin (PGI2) metabolite and a substrate for Adenylate cyclase type III. 6-keto PGE1 is a potent coronary vasodilator. 6-keto PGE1 could be elevated in plasma of patients with primary thrombocythaemia. 6-keto-PGE1 has approximately four times less potent antiplatelet activity than PGI2 on a molar basis in man. The cardiovascular and plasma renin activity (PRA) changes are less prominent for 6-keto-PGE1 than PGI2. Salt loading slightly increases urinary 6-keto PGE1. 6-keto-PGE1 elicits the same biological effects as PGI2 in human platelets and in rabbit aorta and mesenteric artery, being, however, less potent. 6-keto-PGE1 dose-dependently stimulates adenylate cyclase activity in membranes of human platelets and cultured myocytes from rabbit aorta and mesenteric artery. The extent of stimulation of the enzyme by 6-keto-PGE1 is the same as elicited by PGI2, while the apparent affinity is lower than that of prostacyclin, both in platelets and in vascular smooth muscle cells. At the level of platelet membranes, 6-keto-PGE1 interacts with the binding sites labelled by PGI2. However, in platelets as well as in mesenteric artery myocytes, 6-keto-PGE1 interacts with only one class of sites as demonstrated either by binding or by adenylate cyclase studies, whereas PGI2 in the same conditions recognizes two different classes. (PMID: 3186779 , 3075239 , 3472253 , 3912001 , 3881881 , 6391491 )Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
Structure
Data?1582752304
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004241 (6-Ketoprostaglandin E1)


  Mrv0541 02231219542D          

 26 26  0  0  1  0            999 V2000
   32.8629  -14.9689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5133  -16.6759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5171  -16.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -12.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1523  -16.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5939  -15.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -14.7390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.7433  -15.2239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.0782  -15.2239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.8233  -16.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9983  -16.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9587  -14.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -13.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3456  -15.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1252  -13.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5609  -15.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1252  -12.6764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.8397  -12.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9478  -15.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8397  -11.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1632  -15.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5543  -11.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5543  -10.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5501  -16.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2687   -9.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7654  -15.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 14  2  0  0  0  0
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 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
Download

3D MOL for HMDB0004241 (6-Ketoprostaglandin E1)

HMDB0004241
     RDKit          3D
6-Ketoprostaglandin E1
 58 58  0  0  0  0  0  0  0  0999 V2000
   -7.0751   -0.7235    1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0880    0.3379    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7742    0.9081   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7431    0.0288   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887   -1.1302   -0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.8857   -0.8935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7641   -2.9616   -0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362   -0.9388   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161   -0.3951   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144    0.5290   -0.5539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4760    1.8307    0.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7621    2.7842   -0.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    2.1513    0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032    1.3570    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982    1.7005   -0.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    0.0612   -0.0630 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7402   -0.7590   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -1.3037   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -1.9759   -1.8027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8958   -1.1320    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2772   -0.6047   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0943   -0.4184    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.1137    0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4579    1.4344    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4626    1.9489   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751    2.1561    0.1622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9615   -0.5479    1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1439   -0.7117    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -1.7192    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7178    1.1858    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6550   -0.0345   -0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3912    1.4326    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9934    1.8002   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    0.6918   -1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0688   -0.2980   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896   -1.8984   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6003   -2.1973   -1.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -3.7689   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -0.6642   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -0.6244    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634    0.6750   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3383    1.7602    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8003    2.3961   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178    3.2162    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6994    1.6273    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -0.5018    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339   -0.1510   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514   -1.6446   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224   -0.6224    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -2.1865    0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2229    0.3033   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663   -1.4082   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2755   -1.4063    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429    0.2419    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0819    0.2359    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0410   -0.6221    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2135    3.1301   -0.1327 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  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  6
 11 43  1  1
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
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 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END
Download

3D SDF for HMDB0004241 (6-Ketoprostaglandin E1)


  Mrv0541 02231219542D          

 26 26  0  0  1  0            999 V2000
   32.8629  -14.9689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5133  -16.6759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5171  -16.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -12.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1523  -16.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5939  -15.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -14.7390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.7433  -15.2239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.0782  -15.2239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.8233  -16.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9983  -16.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9587  -14.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4108  -13.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3456  -15.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1252  -13.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5609  -15.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1252  -12.6764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.8397  -12.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9478  -15.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8397  -11.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1632  -15.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5543  -11.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5543  -10.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5501  -16.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2687   -9.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7654  -15.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  2 11  2  0  0  0  0
  3 14  2  0  0  0  0
 17  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  1  0  0  0
  8 11  1  0  0  0  0
  8 12  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004241

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-18,21,23H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+/m0/s1

> <INCHI_KEY>
ROUDCKODIMKLNO-CTBSXBMHSA-N

> <FORMULA>
C20H32O6

> <MOLECULAR_WEIGHT>
368.4645

> <EXACT_MASS>
368.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.053318836350265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]-6-oxoheptanoic acid

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
2.407974068333333

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.660021138791254

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.095565204456448

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263171149981344

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
98.9599

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-Keto-PGE1

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004241 (6-Ketoprostaglandin E1)

HMDB0004241
     RDKit          3D
6-Ketoprostaglandin E1
 58 58  0  0  0  0  0  0  0  0999 V2000
   -7.0751   -0.7235    1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0880    0.3379    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7742    0.9081   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7431    0.0288   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887   -1.1302   -0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.8857   -0.8935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7641   -2.9616   -0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362   -0.9388   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161   -0.3951   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144    0.5290   -0.5539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4760    1.8307    0.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7621    2.7842   -0.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    2.1513    0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032    1.3570    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982    1.7005   -0.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    0.0612   -0.0630 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7402   -0.7590   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -1.3037   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -1.9759   -1.8027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8958   -1.1320    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2772   -0.6047   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0943   -0.4184    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.1137    0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4579    1.4344    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4626    1.9489   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751    2.1561    0.1622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9615   -0.5479    1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1439   -0.7117    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -1.7192    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7178    1.1858    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6550   -0.0345   -0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3912    1.4326    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9934    1.8002   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    0.6918   -1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0688   -0.2980   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896   -1.8984   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8769   -0.8019    0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6003   -2.1973   -1.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -3.7689   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -0.6642   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -0.6244    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634    0.6750   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3383    1.7602    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8003    2.3961   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178    3.2162    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6994    1.6273    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -0.5018    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339   -0.1510   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514   -1.6446   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224   -0.6224    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -2.1865    0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2229    0.3033   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663   -1.4082   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2755   -1.4063    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429    0.2419    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0819    0.2359    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0410   -0.6221    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2135    3.1301   -0.1327 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  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  6
 11 43  1  1
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END
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PDB for HMDB0004241 (6-Ketoprostaglandin E1)

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      61.344 -27.942   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      56.958 -31.128   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      55.099 -30.479   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      58.633 -22.893   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      46.951 -30.636   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      47.775 -28.099   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      58.633 -27.513   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      57.387 -28.418   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      59.879 -28.418   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      59.403 -29.883   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      57.863 -29.883   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      55.923 -27.942   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      58.633 -25.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      54.778 -28.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      59.967 -25.203   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.314 -28.497   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      59.967 -23.663   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      61.301 -22.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      52.169 -29.527   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      61.301 -21.353   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.705 -29.051   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      62.635 -20.583   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      62.635 -19.043   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      49.560 -30.082   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      63.968 -18.273   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      48.095 -29.606   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   11                                                            
CONECT    3   14                                                            
CONECT    4   17                                                            
CONECT    5   26                                                            
CONECT    6   26                                                            
CONECT    7    8    9   13                                                  
CONECT    8    7   11   12                                                  
CONECT    9    1    7   10                                                  
CONECT   10    9   11                                                       
CONECT   11    2    8   10                                                  
CONECT   12    8   14                                                       
CONECT   13    7   15                                                       
CONECT   14    3   12   16                                                  
CONECT   15   13   17                                                       
CONECT   16   14   19                                                       
CONECT   17    4   15   18                                                  
CONECT   18   17   20                                                       
CONECT   19   16   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   24                                                       
CONECT   22   20   23                                                       
CONECT   23   22   25                                                       
CONECT   24   21   26                                                       
CONECT   25   23                                                            
CONECT   26    5    6   24                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END
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3D PDB for HMDB0004241 (6-Ketoprostaglandin E1)

COMPND    HMDB0004241
HETATM    1  C1  UNL     1      -7.075  -0.723   1.048  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.088   0.338   0.013  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.774   0.908  -0.337  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.743   0.029  -0.935  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.289  -1.130  -0.139  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.169  -1.886  -0.893  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.764  -2.962  -0.143  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.036  -0.939  -1.188  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.316  -0.395  -0.212  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.214   0.529  -0.554  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.476   1.831   0.185  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.762   2.784  -0.765  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.803   2.151   0.947  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.803   1.357   0.188  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.898   1.701  -0.144  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.146   0.061  -0.063  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.740  -0.759  -1.153  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.072  -1.304  -0.904  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.573  -1.976  -1.803  1.00  0.00           O  
HETATM   20  C16 UNL     1       3.896  -1.132   0.318  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.277  -0.605  -0.044  1.00  0.00           C  
HETATM   22  C18 UNL     1       6.094  -0.418   1.184  1.00  0.00           C  
HETATM   23  C19 UNL     1       7.474   0.114   0.868  1.00  0.00           C  
HETATM   24  C20 UNL     1       7.458   1.434   0.200  1.00  0.00           C  
HETATM   25  O5  UNL     1       8.463   1.949  -0.339  1.00  0.00           O  
HETATM   26  O6  UNL     1       6.275   2.156   0.162  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.962  -0.548   1.740  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.144  -0.712   1.609  1.00  0.00           H  
HETATM   29  H3  UNL     1      -7.291  -1.719   0.571  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.718   1.186   0.406  1.00  0.00           H  
HETATM   31  H5  UNL     1      -7.655  -0.034  -0.902  1.00  0.00           H  
HETATM   32  H6  UNL     1      -5.391   1.433   0.590  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.993   1.800  -1.017  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.840   0.692  -1.136  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.069  -0.298  -1.969  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.090  -1.898  -0.072  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.877  -0.802   0.817  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.600  -2.197  -1.846  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.293  -3.769  -0.335  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.768  -0.664  -2.203  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.536  -0.624   0.836  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.163   0.675  -1.648  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.338   1.760   0.883  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.800   2.396  -1.688  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.018   3.216   1.027  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.699   1.627   1.938  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.009  -0.502   0.889  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.734  -0.151  -2.082  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.051  -1.645  -1.287  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.422  -0.622   1.141  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.085  -2.186   0.683  1.00  0.00           H  
HETATM   52  H26 UNL     1       5.223   0.303  -0.647  1.00  0.00           H  
HETATM   53  H27 UNL     1       5.766  -1.408  -0.642  1.00  0.00           H  
HETATM   54  H28 UNL     1       6.275  -1.406   1.698  1.00  0.00           H  
HETATM   55  H29 UNL     1       5.643   0.242   1.951  1.00  0.00           H  
HETATM   56  H30 UNL     1       8.082   0.236   1.790  1.00  0.00           H  
HETATM   57  H31 UNL     1       8.041  -0.622   0.225  1.00  0.00           H  
HETATM   58  H32 UNL     1       6.214   3.130  -0.133  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    8   38
CONECT    7   39
CONECT    8    9    9   40
CONECT    9   10   41
CONECT   10   11   16   42
CONECT   11   12   13   43
CONECT   12   44
CONECT   13   14   45   46
CONECT   14   15   15   16
CONECT   16   17   47
CONECT   17   18   48   49
CONECT   18   19   19   20
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   26
CONECT   26   58
END
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SMILES for HMDB0004241 (6-Ketoprostaglandin E1)

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O
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INCHI for HMDB0004241 (6-Ketoprostaglandin E1)

InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-18,21,23H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
6-Keto-pge1ChEBI
6-Keto-prostaglandin e1ChEBI
6-oxo-PGE1ChEBI
6-Oxoprostaglandin e1ChEBI, HMDB, MeSH
6,9-dioxo-11R,15S-Dihydroxy-13E-prostenoateHMDB
6,9-dioxo-11R,15S-Dihydroxy-13E-prostenoic acidHMDB
6-keto PGE1HMDB
6-KPGE1HMDB
6-oxo-Prostaglandin e1HMDB
Chemical FormulaC20H32O6
Average Molecular Weight368.4645
Monoisotopic Molecular Weight368.219888756
IUPAC Name7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]-6-oxoheptanoic acid
Traditional Name6-Keto-PGE1
CAS Registry Number67786-53-2
SMILES
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O
InChI Identifier
InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-18,21,23H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+/m0/s1
InChI KeyROUDCKODIMKLNO-CTBSXBMHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentProstaglandins and related compounds
Alternative Parents
Substituents
  • Prostaglandin skeleton
  • Long-chain fatty acid
  • Fatty alcohol
  • Hydroxy fatty acid
  • Keto fatty acid
  • Cyclopentanol
  • Cyclic alcohol
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.02ALOGPS
logP2.41ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.9 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity98.96 m³·mol⁻¹ChemAxon
Polarizability42.05 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+190.25331661259
DarkChem[M-H]-191.89531661259
DeepCCS[M+H]+199.27430932474
DeepCCS[M-H]-196.87830932474
DeepCCS[M-2H]-230.50730932474
DeepCCS[M+Na]+205.39630932474
AllCCS[M+H]+195.632859911
AllCCS[M+H-H2O]+193.132859911
AllCCS[M+NH4]+198.032859911
AllCCS[M+Na]+198.732859911
AllCCS[M-H]-193.732859911
AllCCS[M+Na-2H]-194.932859911
AllCCS[M+HCOO]-196.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Ketoprostaglandin E1CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O4595.9Standard polar33892256
6-Ketoprostaglandin E1CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O2791.0Standard non polar33892256
6-Ketoprostaglandin E1CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O2955.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Ketoprostaglandin E1,1TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C2926.4Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O2842.7Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C2885.4Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #4CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O2874.1Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O2823.8Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C3002.0Semi standard non polar33892256
6-Ketoprostaglandin E1,1TMS,isomer #7CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)C(=O)C[C@H]1O2982.4Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C2849.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #10CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C2956.0Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #11CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C2943.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #12CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O2903.0Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #13CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C2826.5Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #14CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2972.3Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #15CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O2961.0Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #16CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O3003.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #17CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O3024.4Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #18CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C2943.3Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #19CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C2974.7Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2907.6Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #3CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2945.9Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C2864.1Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #5CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2997.7Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)C(=O)C[C@H]1O)O[Si](C)(C)C2989.3Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #7CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C2824.1Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #8CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2914.0Semi standard non polar33892256
6-Ketoprostaglandin E1,2TMS,isomer #9CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O2863.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2821.3Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C3003.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #11CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C3040.4Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2952.6Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #13CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2983.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2895.3Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C2847.2Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2918.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #17CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C2919.3Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #18CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2985.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #19CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C3028.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #2CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2919.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #20CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C2955.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #21CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C3003.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #22CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O2976.2Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #23CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O3010.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #24CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2928.2Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #25CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2970.6Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C2876.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2934.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2928.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2931.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2854.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2975.4Semi standard non polar33892256
6-Ketoprostaglandin E1,3TMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O)O[Si](C)(C)C2975.3Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2908.6Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2962.8Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3096.0Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2976.4Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2909.1Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C3449.8Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2950.9Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2850.4Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3521.0Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2978.0Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2816.4Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3575.5Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2929.4Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2987.7Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C3433.5Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2962.6Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2911.5Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C3485.3Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2937.1Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2844.1Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3481.4Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2985.7Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2807.1Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3537.6Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2872.2Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2798.3Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3179.8Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2926.3Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2856.9Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3073.2Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2906.3Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2837.0Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3104.3Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2972.1Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2934.8Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3312.6Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2991.0Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2850.2Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3389.0Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2962.4Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2768.7Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3380.5Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3009.0Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2732.8Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3451.7Standard polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2969.1Semi standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2990.6Standard non polar33892256
6-Ketoprostaglandin E1,4TMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C3401.8Standard polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2969.4Semi standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3000.8Standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3041.7Standard polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #2CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2976.8Semi standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #2CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2912.5Standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #2CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C3114.8Standard polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2963.9Semi standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2808.2Standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3125.6Standard polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3022.4Semi standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2777.1Standard non polar33892256
6-Ketoprostaglandin E1,5TMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3199.1Standard polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3192.5Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O3072.1Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C3157.6Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3148.2Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O3059.9Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3246.0Semi standard non polar33892256
6-Ketoprostaglandin E1,1TBDMS,isomer #7CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O3219.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3355.5Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #10CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3418.7Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #11CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C3389.9Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #12CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3393.3Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #13CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C3306.4Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #14CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3454.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #15CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O3428.3Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #16CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3478.6Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #17CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3462.9Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #18CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3408.4Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #19CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3440.8Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3440.6Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3423.9Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3324.6Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #5CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3482.5Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3458.4Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #7CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C3306.2Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #8CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3367.1Semi standard non polar33892256
6-Ketoprostaglandin E1,2TBDMS,isomer #9CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O3306.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3599.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3715.1Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #11CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3691.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3650.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #13CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3683.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3582.1Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C3543.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3634.9Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #17CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C3606.3Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #18CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3655.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #19CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3656.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3633.1Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #20CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3631.2Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #21CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3674.0Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #22CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3688.1Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #23CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O3657.2Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #24CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3639.1Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #25CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3668.6Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O)O[Si](C)(C)C(C)(C)C3586.8Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #4CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3671.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3636.5Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3680.6Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3580.4Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3716.7Semi standard non polar33892256
6-Ketoprostaglandin E1,3TBDMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3693.5Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3840.0Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3547.0Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@@H]1C(CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3400.5Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3868.9Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3476.6Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #10CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3626.4Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3854.1Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3331.8Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #11CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3669.7Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3887.8Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3302.9Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #12CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3719.7Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3862.3Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3563.2Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #13CCCCC[C@H](O)/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3617.6Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3842.9Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3458.4Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #14CCCCC[C@H](O)/C=C/[C@@H]1C(C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3659.6Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3846.0Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3307.5Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #15CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3654.3Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3877.6Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3275.6Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #16CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3706.6Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3790.7Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3283.4Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3431.3Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3852.6Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3504.2Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3360.9Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3822.6Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3473.4Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #4CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C=C(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3371.4Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3884.7Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3515.0Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #5CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3535.0Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3866.3Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3405.4Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #6CCCCC[C@@H](/C=C/[C@@H]1C(C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3588.9Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3865.9Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3245.5Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #7CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3575.6Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3903.2Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3214.3Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #8CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C=C(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3635.6Standard polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3920.2Semi standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3577.8Standard non polar33892256
6-Ketoprostaglandin E1,4TBDMS,isomer #9CCCCC[C@@H](/C=C/[C@@H]1C(CC(=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3592.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (1 MEOX; 4 TMS)splash10-005l-5920000000-5d82d8d407a98a19595a2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (1 MEOX; 4 TMS)splash10-0040-5920000000-b930e702a5edfe6a21b82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (Non-derivatized)splash10-005l-5920000000-5d82d8d407a98a19595a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (Non-derivatized)splash10-0040-5920000000-b930e702a5edfe6a21b82017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fbc-9785000000-e00c3d94ffc45296f22a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (3 TMS) - 70eV, Positivesplash10-00xu-9010370000-39dd50540f235321f2af2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Ketoprostaglandin E1 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 10V, Positive-QTOFsplash10-0ue9-0019000000-45e089848974d223c8172017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 20V, Positive-QTOFsplash10-0ff0-4259000000-5a1d119bcb0808abb1672017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 40V, Positive-QTOFsplash10-0zg3-9420000000-67d99bbd6776618bd2a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 10V, Negative-QTOFsplash10-014j-0009000000-f8af87f67576792f65d12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 20V, Negative-QTOFsplash10-052b-2289000000-d9d9ce800ce279bd0e232017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 40V, Negative-QTOFsplash10-0a4i-9531000000-3a8f481b219ca74ab2542017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 10V, Negative-QTOFsplash10-001j-0009000000-01c968c8cd4c28bf567a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 20V, Negative-QTOFsplash10-000t-0295000000-093a8b0ed51f2cecd4422021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 40V, Negative-QTOFsplash10-0a6r-9630000000-d9c29be766e2f8baf56e2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 10V, Positive-QTOFsplash10-001i-0019000000-dfb0d2876bb26fdeafb32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 20V, Positive-QTOFsplash10-053r-7289000000-d599ab945a6d037940da2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Ketoprostaglandin E1 40V, Positive-QTOFsplash10-0a4l-9500000000-62acdce350cfcd26aebf2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023346
KNApSAcK IDNot Available
Chemspider ID4444412
KEGG Compound IDC05962
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID7036
PubChem Compound5280889
PDB IDNot Available
ChEBI ID28269
Food Biomarker OntologyNot Available
VMH IDM01167
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceTanaka, T.; Hazato, A.; Bannai, K.; Okamura, N.; Sugiura, S.; Manabe, K.; Kurozumi, S.; Suzuki, M.; Noyori, R. Prostaglandin chemistry. XXIII. Short synthesis of 6-oxoprostaglandin E1 and 6-oxoprostaglandin F1a Tetrahedron Letters (1984), 25(43), 4947-50.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mastacchi R, Fadda S, Tomasi V, Barnabei O: The effect of 6-keto-prostaglandin E1 on human lymphocyte cAMP levels. Prostaglandins Med. 1980 Dec;5(6):487-94. [PubMed:6258185 ]
  2. Stanton BJ, Coupar IM: Influence of the thromboxane-mimetic U-46619 and the prostacyclin metabolite 6-keto prostaglandin E1 on vasoconstriction induced by noradrenaline and 5-HT in rat mesenteric vasculature. Prostaglandins Leukot Essent Fatty Acids. 1988 Jul;33(1):7-12. [PubMed:3186779 ]
  3. Panzenbeck MJ, Hintze TH, Kaley G: 6-Keto-prostaglandin E1 is a potent coronary vasodilator and stimulates a vagal reflex in dogs. J Pharmacol Exp Ther. 1988 Mar;244(3):814-9. [PubMed:3075239 ]
  4. Gibson BE, Buchanan MR, Barr RD, White JG: Primary thrombocythaemia in childhood: symptomatic episodes and their relationship to thromboxane A2, 6-keto-PGE1 and 12-hydroxy-eicosatetraenoic acid production: a case report. Prostaglandins Leukot Med. 1987 Mar;26(3):221-31. [PubMed:3472253 ]
  5. Miyamori I, Morise T, Yasuhara S, Takeda Y, Koshida H, Takeda R: Single-blind study of epoprostenol and 6-keto-prostaglandin E1 in man: effects of platelet aggregation and plasma renin. Br J Clin Pharmacol. 1985 Dec;20(6):681-3. [PubMed:3912001 ]
  6. Ogihara T, Gotoh S, Tabuchi Y, Kumahara Y: Involvement of endogenous prostaglandins in salt-induced hypertension. Acta Endocrinol (Copenh). 1985 Jan;108(1):114-8. [PubMed:3881881 ]
  7. Oliva D, Bernini F, Corsini A, Nicosia S: 6-Keto-prostaglandin E1-sensitive adenylate cyclase and binding sites in membranes from platelets and cultured smooth muscle cells. Biochem Pharmacol. 1984 Dec 1;33(23):3755-8. [PubMed:6391491 ]