Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2017-03-16 03:41:45 UTC |
---|
Update Date | 2022-03-07 03:17:52 UTC |
---|
HMDB ID | HMDB0062287 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid |
---|
Description | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid, also known as 12-S-HETE or Acid, 12-S-hydroxyeicosatetraenoic, is classified as a member of the Hydroxyeicosatetraenoic acids. Hydroxyeicosatetraenoic acids are eicosanoic acids with an attached hydroxyl group and four CC double bonds. 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid is considered to be practically insoluble (in water) and acidic. 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid is an eicosanoid lipid molecule |
---|
Structure | [H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])C([H])=C([H])[C@@]([H])(O)C\C([H])=C(\[H])CCCCC InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7+,11-8?,13-10-,17-14?/t19-/m0/s1 |
---|
Synonyms | Value | Source |
---|
(5E,12S,14Z)-12-Hydroxyicosa-5,8,10,14-tetraenoate | Generator | 12S-Hydroxy-5E,8Z,10Z,14Z-eicosatetraenoate | Generator | 12 S Hydroxyeicosatetraenoic acid | HMDB | 12-HETE | HMDB | 12-Hydroxy-5,8,10,14-eicosatetraenoic acid | HMDB | 12-R-HETE | HMDB | 12-S-HETE | HMDB | 12-S-Hydroxyeicosatetraenoic acid | HMDB | Acid, 12-S-hydroxyeicosatetraenoic | HMDB |
|
---|
Chemical Formula | C20H32O3 |
---|
Average Molecular Weight | 320.473 |
---|
Monoisotopic Molecular Weight | 320.23514489 |
---|
IUPAC Name | (5E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid |
---|
Traditional Name | (5E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])C([H])=C([H])[C@@]([H])(O)C\C([H])=C(\[H])CCCCC |
---|
InChI Identifier | InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7+,11-8?,13-10-,17-14?/t19-/m0/s1 |
---|
InChI Key | ZNHVWPKMFKADKW-SEXNTHKDSA-N |
---|
Chemical Taxonomy |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Eicosanoids |
---|
Direct Parent | Hydroxyeicosatetraenoic acids |
---|
Alternative Parents | |
---|
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
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | Not Available |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0017 g/l | ALOGPS | LogP | 5.86 | ALOGPS |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,1TMS,isomer #1 | CCCCC/C=C\C[C@H](O)C=CC=CC/C=C/CCCC(=O)O[Si](C)(C)C | 2633.5 | Semi standard non polar | 33892256 | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,1TMS,isomer #2 | CCCCC/C=C\C[C@@H](C=CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C | 2737.0 | Semi standard non polar | 33892256 | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,2TMS,isomer #1 | CCCCC/C=C\C[C@@H](C=CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2706.2 | Semi standard non polar | 33892256 | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,1TBDMS,isomer #1 | CCCCC/C=C\C[C@H](O)C=CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C | 2875.1 | Semi standard non polar | 33892256 | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,1TBDMS,isomer #2 | CCCCC/C=C\C[C@@H](C=CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 2983.3 | Semi standard non polar | 33892256 | 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid,2TBDMS,isomer #1 | CCCCC/C=C\C[C@@H](C=CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3192.4 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0k96-9682000000-3d0587aa644521928ce5 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid GC-MS (2 TMS) - 70eV, Positive | splash10-00b9-9214200000-eed18646199bed4a6431 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 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 |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 10V, Positive-QTOF | splash10-0udi-0149000000-74c8a329f23fadacb126 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 20V, Positive-QTOF | splash10-1170-5894000000-64209b422fb0758bc6fe | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 40V, Positive-QTOF | splash10-05mo-9630000000-04b83893c8c26c8e5a7e | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 10V, Negative-QTOF | splash10-014i-0019000000-a230e97019aecf4548b9 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 20V, Negative-QTOF | splash10-0uxr-1249000000-f91706196bc952f52fe5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 40V, Negative-QTOF | splash10-0a4l-9830000000-fb14870af49ed2b68478 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 10V, Negative-QTOF | splash10-014i-0009000000-6256931c61a3add16e83 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 20V, Negative-QTOF | splash10-0gb9-0239000000-a17ea0bea562b61dc708 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 40V, Negative-QTOF | splash10-052f-9440000000-1881f139597265fdda5f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 10V, Positive-QTOF | splash10-0uk9-2329000000-5fdf4fb096e2b9c13da8 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 20V, Positive-QTOF | splash10-0f7c-5942000000-17d22db7e5c4882a7225 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12S-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid 40V, Positive-QTOF | splash10-00l6-9510000000-6714e0af28b839029cb5 | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|