Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-03-23 04:41:34 UTC |
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Update Date | 2022-03-07 03:17:57 UTC |
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HMDB ID | HMDB0062615 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 5(S),11(R)-DiHETE |
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Description | 5(S),11(R)-DiHETE, also known as 5,11-dihete, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 5(S),11(R)-dihete is considered to be an eicosanoid lipid molecule. 5(S),11(R)-DiHETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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Structure | [H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1 |
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Synonyms | Value | Source |
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(5S,6E,8Z,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoic acid | ChEBI | 5,11-DiHETE | ChEBI | 5S,11R-DiHETE | ChEBI | 5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoic acid | ChEBI | (5S,6E,8Z,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoate | Generator | 5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoate | Generator |
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Chemical Formula | C20H32O4 |
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Average Molecular Weight | 336.472 |
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Monoisotopic Molecular Weight | 336.23005951 |
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IUPAC Name | (5S,6E,8Z,11R,12E,14Z)-5,11-dihydroxyicosa-6,8,12,14-tetraenoic acid |
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Traditional Name | 5,11-diHETE |
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CAS Registry Number | Not Available |
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SMILES | [H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O |
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InChI Identifier | InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1 |
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InChI Key | GVBURXXHWSCJSI-ZZHGHEOFSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. |
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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 | Hydroxyeicosatetraenoic acids |
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Alternative Parents | |
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Substituents | - Hydroxyeicosatetraenoic acid
- Long-chain fatty acid
- Hydroxy fatty acid
- Fatty acid
- Unsaturated fatty acid
- Secondary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxide
- Organic oxygen compound
- Alcohol
- Hydrocarbon derivative
- Carbonyl group
- Organooxygen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | Not Available |
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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 | Not Available |
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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 | 0.016 g/l | ALOGPS | LogP | 5.39 | ALOGPS |
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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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5(S),11(R)-DiHETE,1TMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C | 2961.9 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,1TMS,isomer #2 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C | 2946.2 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,1TMS,isomer #3 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C | 2870.3 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C | 2994.7 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TMS,isomer #2 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2934.7 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TMS,isomer #3 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2925.7 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,3TMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C | 2953.8 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,1TBDMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3218.0 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,1TBDMS,isomer #2 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 3196.7 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,1TBDMS,isomer #3 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C | 3120.1 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TBDMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3479.5 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TBDMS,isomer #2 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3416.1 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,2TBDMS,isomer #3 | CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3410.8 | Semi standard non polar | 33892256 | 5(S),11(R)-DiHETE,3TBDMS,isomer #1 | CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3704.3 | Semi standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - 5(S),11(R)-DiHETE GC-MS (Non-derivatized) - 70eV, Positive | splash10-014i-7796000000-f59af64733a07c968fa3 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5(S),11(R)-DiHETE GC-MS (3 TMS) - 70eV, Positive | splash10-002u-9013540000-66d84a120df1b671d245 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5(S),11(R)-DiHETE GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Positive-QTOF | splash10-0gb9-0019000000-96894e347f4484cc9259 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Positive-QTOF | splash10-106r-4789000000-cd79db6788cf3f1b3dc2 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Positive-QTOF | splash10-059f-9450000000-bd7f580682376ced9e4d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Negative-QTOF | splash10-00kr-0029000000-bcf535ff1b1e95bf7a8d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Negative-QTOF | splash10-01bi-2269000000-4000d6578be1bda5ff01 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Negative-QTOF | splash10-0a4l-9340000000-05fd29ef63d0c7653273 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Negative-QTOF | splash10-000i-0109000000-34dcc056ad790fbb8af4 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Negative-QTOF | splash10-014r-2389000000-431f5f19b23d4447f003 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Negative-QTOF | splash10-004i-3490000000-45d3972751fb69d893f9 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Positive-QTOF | splash10-0gb9-0319000000-27ab4c9f1f2f57a35d77 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Positive-QTOF | splash10-0v00-4669000000-f8b78f6fde1b8f10b63a | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Positive-QTOF | splash10-014i-9510000000-421b3c403987bd2b47de | 2021-09-25 | Wishart Lab | View Spectrum |
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