Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2008-10-15 12:12:16 UTC |
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Update Date | 2022-03-07 02:51:02 UTC |
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HMDB ID | HMDB0010734 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (R)-3-Hydroxy-hexadecanoic acid |
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Description | In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-hexadecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC: 2.3.1.41). |
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Structure | [H][C@@](O)(CCCCCCCCCCCCC)CC(O)=O InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m1/s1 |
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Synonyms | Value | Source |
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(R)-3-Hydroxy-hexadecanoate | Generator | (R)-beta-Hydroxypalmitic acid | ChEBI | (R)-b-Hydroxypalmitate | Generator | (R)-b-Hydroxypalmitic acid | Generator | (R)-beta-Hydroxypalmitate | Generator | (R)-β-hydroxypalmitate | Generator | (R)-β-hydroxypalmitic acid | Generator | 3-Hydroxypalmitic acid | MeSH, HMDB | beta-Hydroxypalmitic acid | MeSH, HMDB | 3-Hydroxypalmitic acid, (+-)-isomer | MeSH, HMDB | beta-Hydroxypalmitate | MeSH, HMDB |
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Chemical Formula | C16H32O3 |
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Average Molecular Weight | 272.4235 |
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Monoisotopic Molecular Weight | 272.23514489 |
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IUPAC Name | (3R)-3-hydroxyhexadecanoic acid |
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Traditional Name | (R)-3-hydroxypalmitic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](O)(CCCCCCCCCCCCC)CC(O)=O |
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InChI Identifier | InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m1/s1 |
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InChI Key | CBWALJHXHCJYTE-OAHLLOKOSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
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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 | Fatty acids and conjugates |
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Direct Parent | Long-chain fatty acids |
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Alternative Parents | |
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Substituents | - Long-chain fatty acid
- Hydroxy fatty acid
- Beta-hydroxy acid
- Hydroxy acid
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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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(R)-3-Hydroxy-hexadecanoic acid,1TMS,isomer #1 | CCCCCCCCCCCCC[C@H](CC(=O)O)O[Si](C)(C)C | 2181.6 | Semi standard non polar | 33892256 | (R)-3-Hydroxy-hexadecanoic acid,1TMS,isomer #2 | CCCCCCCCCCCCC[C@@H](O)CC(=O)O[Si](C)(C)C | 2161.4 | Semi standard non polar | 33892256 | (R)-3-Hydroxy-hexadecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCCC[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2249.9 | Semi standard non polar | 33892256 | (R)-3-Hydroxy-hexadecanoic acid,1TBDMS,isomer #1 | CCCCCCCCCCCCC[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C | 2426.9 | Semi standard non polar | 33892256 | (R)-3-Hydroxy-hexadecanoic acid,1TBDMS,isomer #2 | CCCCCCCCCCCCC[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C | 2413.1 | Semi standard non polar | 33892256 | (R)-3-Hydroxy-hexadecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCCC[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2717.7 | 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 - (R)-3-Hydroxy-hexadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-000f-9340000000-7f3268f819048bc0fb4c | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid GC-MS (2 TMS) - 70eV, Positive | splash10-009i-9231100000-2ee529fc9d520d001aee | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (R)-3-Hydroxy-hexadecanoic 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 |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 10V, Positive-QTOF | splash10-0ab9-0090000000-170f4b78f38f50653281 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 20V, Positive-QTOF | splash10-0a4i-3590000000-72735537a44743fc49f3 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 40V, Positive-QTOF | splash10-052f-9600000000-18c6bb5829efbdfd8324 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 10V, Negative-QTOF | splash10-00di-0090000000-69dd00738d6e82b5a71a | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 20V, Negative-QTOF | splash10-0adi-2090000000-a29b15501f484eac1a95 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 40V, Negative-QTOF | splash10-0a4l-9240000000-34c29dc88bb32e93e509 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 10V, Negative-QTOF | splash10-00di-1090000000-b8b5369541b20493e1ab | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 20V, Negative-QTOF | splash10-0a4i-9020000000-0763938b2406df6b3db3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 40V, Negative-QTOF | splash10-052f-9020000000-405e88be7cf7e93b3269 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 10V, Positive-QTOF | splash10-05fr-2190000000-13586bde632215e51549 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 20V, Positive-QTOF | splash10-0ab9-9430000000-96b8600a3183721e0024 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxy-hexadecanoic acid 40V, Positive-QTOF | splash10-0a4i-9100000000-ac851687758f1e0f9afd | 2021-09-23 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-20 | Wishart Lab | View Spectrum |
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