Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2006-05-22 14:17:48 UTC |
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Update Date | 2022-03-07 02:49:14 UTC |
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HMDB ID | HMDB0002341 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 8-iso-15-keto-PGE2 |
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Description | 8-iso-15-keto-PGE2 is an isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states (PMID: 14504139 ). Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype (PMID: 16978535 ). 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. |
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Structure | CCCCCC(=O)\C=C\[C@H]1C(O)CC(=O)[C@H]1C\C=C/CCCC(O)=O InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17+,19?/m0/s1 |
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Synonyms | Value | Source |
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(5Z,8b,11a,13E)-11-Hydroxy-9,15-dioxo-prosta-5,13-dien-1-Oate | HMDB | (5Z,8b,11a,13E)-11-Hydroxy-9,15-dioxo-prosta-5,13-dien-1-Oic acid | HMDB | 8-Iso-15-keto-prostaglandine e2 | HMDB | (5Z)-7-[(1S,2R)-3-Hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoate | HMDB |
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Chemical Formula | C20H30O5 |
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Average Molecular Weight | 350.4492 |
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Monoisotopic Molecular Weight | 350.20932407 |
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IUPAC Name | (5Z)-7-[(1S,2R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid |
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Traditional Name | 8-iso-15-keto-PGE2 |
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CAS Registry Number | 914804-63-0 |
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SMILES | CCCCCC(=O)\C=C\[C@H]1C(O)CC(=O)[C@H]1C\C=C/CCCC(O)=O |
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InChI Identifier | InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17+,19?/m0/s1 |
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InChI Key | YRTJDWROBKPZNV-LSAJIUQUSA-N |
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Chemical Taxonomy |
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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. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Eicosanoids |
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Direct Parent | Prostaglandins and related compounds |
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Alternative Parents | |
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Substituents | - Prostaglandin skeleton
- Long-chain fatty acid
- Hydroxy fatty acid
- Cyclopentanol
- Unsaturated fatty acid
- Fatty acid
- Alpha,beta-unsaturated ketone
- Cyclic alcohol
- Acryloyl-group
- Enone
- Secondary alcohol
- Cyclic ketone
- Ketone
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organooxygen compound
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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8-iso-15-keto-PGE2,1TMS,isomer #1 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O | 2774.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TMS,isomer #2 | CCCCCC(=O)/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 2829.7 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TMS,isomer #3 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O | 2853.8 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TMS,isomer #4 | CCCCC=C(/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 3110.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TMS,isomer #5 | CCCCCC(=O)/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O | 2761.1 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #1 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 2704.6 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #2 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C | 2836.5 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #3 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 3000.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #4 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O | 2755.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #5 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O | 2826.3 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #6 | CCCCC=C(/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3022.5 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #7 | CCCCCC(=O)/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 2728.3 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #8 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O)O[Si](C)(C)C | 3090.5 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TMS,isomer #9 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 3015.5 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C | 2782.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C | 2853.0 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C | 2998.3 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2964.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2887.2 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3079.9 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 2749.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 2792.7 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C | 3062.3 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 3054.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 2844.5 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 3320.9 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 3008.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 2771.7 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C | 3339.4 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O)O[Si](C)(C)C | 3043.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O)O[Si](C)(C)C | 2882.3 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O)O[Si](C)(C)C | 3381.7 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2971.6 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2818.2 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3462.7 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 3012.2 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 2905.9 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C | 3016.4 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2984.1 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2793.3 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3070.5 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,1TBDMS,isomer #1 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O | 2997.2 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TBDMS,isomer #2 | CCCCCC(=O)/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3089.1 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TBDMS,isomer #3 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O | 3112.1 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TBDMS,isomer #4 | CCCCC=C(/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3353.5 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,1TBDMS,isomer #5 | CCCCCC(=O)/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O | 3003.8 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #1 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3201.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #2 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C | 3286.0 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #3 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3460.1 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #4 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O | 3247.6 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #5 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O | 3337.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #6 | CCCCC=C(/C=C/[C@H]1C(O)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3518.8 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #7 | CCCCCC(=O)/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3241.2 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #8 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O)O[Si](C)(C)C(C)(C)C | 3569.7 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,2TBDMS,isomer #9 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3490.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C | 3483.2 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C | 3391.4 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #1 | CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C | 3189.6 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3664.7 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3434.1 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)CC(=O)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3253.6 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3454.4 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3257.0 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #3 | CCCCCC(=O)/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 3226.2 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3723.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3348.2 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #4 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3463.7 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3703.3 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3169.1 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #5 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3491.4 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O)O[Si](C)(C)C(C)(C)C | 3761.8 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O)O[Si](C)(C)C(C)(C)C | 3410.8 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #6 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O)O[Si](C)(C)C(C)(C)C | 3502.5 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3692.7 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3240.7 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,3TBDMS,isomer #7 | CCCCC=C(/C=C/[C@H]1C(O)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3581.2 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3896.0 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3543.8 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #1 | CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3256.4 | Standard polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3881.9 | Semi standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3315.9 | Standard non polar | 33892256 | 8-iso-15-keto-PGE2,4TBDMS,isomer #2 | CCCCC=C(/C=C/[C@H]1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3288.5 | Standard polar | 33892256 |
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