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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
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
Disposition

Biological location

Source

Process

Naturally occurring process

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

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 ]