Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2009-07-25 00:03:40 UTC |
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Update Date | 2022-03-07 02:51:27 UTC |
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HMDB ID | HMDB0012598 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 17-HETE |
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Description | Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±)17-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid that has stereospecific effects on sodium transport in the kidney. At a concentration of 2 ¬µM the (S)-enantiomer of 17-HETE inhibits proximal tubule ATPase activity by as much as 70%, whereas the (R)-isomer is inactive. |
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Structure | CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O InChI=1S/C20H32O3/c1-2-16-19(21)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18-20(22)23/h3,5-6,8-9,11-12,14,19,21H,2,4,7,10,13,15-18H2,1H3,(H,22,23)/b5-3-,8-6-,11-9-,14-12- |
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Synonyms | Value | Source |
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(5Z,8Z,11Z,14Z)-17-Hydroxyeicosa-5,8,11,14-tetraenoic acid | ChEBI | (all-cis)-17-Hydroxy-5,8,11,14-eicosatetraenoic acid | ChEBI | (all-cis)-17-Hydroxy-5,8,11,14-icosatetraenoic acid | ChEBI | 17-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid | ChEBI | 17-Hydroxyarachidonic acid | ChEBI | 17-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoic acid | ChEBI | (5Z,8Z,11Z,14Z)-17-Hydroxyeicosa-5,8,11,14-tetraenoate | Generator | (all-cis)-17-Hydroxy-5,8,11,14-eicosatetraenoate | Generator | (all-cis)-17-Hydroxy-5,8,11,14-icosatetraenoate | Generator | 17-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate | Generator | 17-Hydroxyarachidonate | Generator | 17-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoate | Generator | 17-Hydroxyeicosatetraenate | HMDB |
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Chemical Formula | C20H32O3 |
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Average Molecular Weight | 320.4663 |
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Monoisotopic Molecular Weight | 320.23514489 |
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IUPAC Name | (5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoic acid |
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Traditional Name | 17-hete |
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CAS Registry Number | Not Available |
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SMILES | CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O |
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InChI Identifier | InChI=1S/C20H32O3/c1-2-16-19(21)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18-20(22)23/h3,5-6,8-9,11-12,14,19,21H,2,4,7,10,13,15-18H2,1H3,(H,22,23)/b5-3-,8-6-,11-9-,14-12- |
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InChI Key | OPPIPPRXLIDJKN-JPURVOHMSA-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 | |
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Process | |
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Role | |
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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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17-HETE,1TMS,isomer #1 | CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C | 2670.8 | Semi standard non polar | 33892256 | 17-HETE,1TMS,isomer #2 | CCCC(O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C | 2529.4 | Semi standard non polar | 33892256 | 17-HETE,2TMS,isomer #1 | CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2590.2 | Semi standard non polar | 33892256 | 17-HETE,1TBDMS,isomer #1 | CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 2912.2 | Semi standard non polar | 33892256 | 17-HETE,1TBDMS,isomer #2 | CCCC(O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C | 2793.0 | Semi standard non polar | 33892256 | 17-HETE,2TBDMS,isomer #1 | CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3078.4 | 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 - 17-HETE GC-MS (Non-derivatized) - 70eV, Positive | splash10-0f6y-9271000000-8423eea37c3794f89938 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 17-HETE GC-MS (2 TMS) - 70eV, Positive | splash10-00fs-9225400000-a91c94dc9a1b97118b96 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 17-HETE GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 17-HETE 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 - 17-HETE 10V, Negative-QTOF | splash10-014i-0019000000-39231757575202d15957 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 20V, Negative-QTOF | splash10-0uxr-2059000000-f9f8abb82d8447c81c38 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 40V, Negative-QTOF | splash10-0a4l-9030000000-390a30e106741b467513 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 10V, Negative-QTOF | splash10-0gb9-0019000000-d8283375059aec5bd0c2 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 20V, Negative-QTOF | splash10-0uxr-1059000000-c7e54aa865d55d301d1e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 40V, Negative-QTOF | splash10-006x-9251000000-0e98a540aaabc694071c | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 10V, Positive-QTOF | splash10-0udi-0059000000-dde59914350d45dfd47d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 20V, Positive-QTOF | splash10-0zg3-3193000000-4674045d279ee6e15a09 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 40V, Positive-QTOF | splash10-000l-9750000000-b2c2270e45e9ce5f4c27 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 10V, Positive-QTOF | splash10-0uk9-2259000000-344db94740abed46caae | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 20V, Positive-QTOF | splash10-0fri-4952000000-e555ef9dfa0f703ba524 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 17-HETE 40V, Positive-QTOF | splash10-00l6-9700000000-f72ccc0042ead8ae3414 | 2021-09-23 | Wishart Lab | View Spectrum |
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