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 | 2021-09-14 15:00:41 UTC |
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HMDB ID | HMDB0010722 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (R)-3-Hydroxyoctanoic acid |
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Description | (R)-3-Hydroxyoctanoic acid, also known as (R)-3-OH-caprylic acid or (3R)-3-hydroxy-octanoate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain (R)-3-Hydroxyoctanoic acid exists in all eukaryotes, ranging from yeast to plants to humans. In humans, (R)-3-hydroxyoctanoic acid is involved in the fatty acid biosynthesis pathway (R)-3-Hydroxyoctanoic acid has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), fruits, and milk and milk products. This could make (R)-3-hydroxyoctanoic acid a potential biomarker for the consumption of these foods (R)-3-Hydroxyoctanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (R)-3-Hydroxyoctanoic acid. |
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Structure | [H][C@@](O)(CCCCC)CC(O)=O InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1 |
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Synonyms | Value | Source |
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(3R)-3-Hydroxy-octanoic acid | ChEBI | (R)-3-Hydroxycaprylic acid | ChEBI | (R)-3-OH Octanoic acid | ChEBI | (R)-3-OH-Caprylic acid | ChEBI | (R)-beta-Hydroxycaprylic acid | ChEBI | (R)-beta-Hydroxyoctanoic acid | ChEBI | (R)-beta-OH-Caprylic acid | ChEBI | (R)-beta-OH-Octanoic acid | ChEBI | (3R)-3-Hydroxy-octanoate | Generator | (R)-3-Hydroxycaprylate | Generator | (R)-3-OH Octanoate | Generator | (R)-3-OH-Caprylate | Generator | (R)-b-Hydroxycaprylate | Generator | (R)-b-Hydroxycaprylic acid | Generator | (R)-beta-Hydroxycaprylate | Generator | (R)-Β-hydroxycaprylate | Generator | (R)-Β-hydroxycaprylic acid | Generator | (R)-b-Hydroxyoctanoate | Generator | (R)-b-Hydroxyoctanoic acid | Generator | (R)-beta-Hydroxyoctanoate | Generator | (R)-Β-hydroxyoctanoate | Generator | (R)-Β-hydroxyoctanoic acid | Generator | (R)-b-OH-Caprylate | Generator | (R)-b-OH-Caprylic acid | Generator | (R)-beta-OH-Caprylate | Generator | (R)-Β-OH-caprylate | Generator | (R)-Β-OH-caprylic acid | Generator | (R)-b-OH-Octanoate | Generator | (R)-b-OH-Octanoic acid | Generator | (R)-beta-OH-Octanoate | Generator | (R)-Β-OH-octanoate | Generator | (R)-Β-OH-octanoic acid | Generator | (R)-3-Hydroxyoctanoate | Generator |
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Chemical Formula | C8H16O3 |
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Average Molecular Weight | 160.2108 |
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Monoisotopic Molecular Weight | 160.109944378 |
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IUPAC Name | (3R)-3-hydroxyoctanoic acid |
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Traditional Name | (R)-3-hydroxyoctanoic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](O)(CCCCC)CC(O)=O |
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InChI Identifier | InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1 |
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InChI Key | NDPLAKGOSZHTPH-SSDOTTSWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Hydroxy acids and derivatives |
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Sub Class | Medium-chain hydroxy acids and derivatives |
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Direct Parent | Medium-chain hydroxy acids and derivatives |
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Alternative Parents | |
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Substituents | - Medium-chain hydroxy acid
- Medium-chain fatty acid
- Beta-hydroxy acid
- Hydroxy fatty acid
- Fatty acyl
- Fatty acid
- Secondary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxide
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- Organic oxygen compound
- 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 | 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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(R)-3-Hydroxyoctanoic acid,1TMS,isomer #1 | CCCCC[C@H](CC(=O)O)O[Si](C)(C)C | 1378.0 | Semi standard non polar | 33892256 | (R)-3-Hydroxyoctanoic acid,1TMS,isomer #2 | CCCCC[C@@H](O)CC(=O)O[Si](C)(C)C | 1382.0 | Semi standard non polar | 33892256 | (R)-3-Hydroxyoctanoic acid,2TMS,isomer #1 | CCCCC[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 1471.9 | Semi standard non polar | 33892256 | (R)-3-Hydroxyoctanoic acid,1TBDMS,isomer #1 | CCCCC[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C | 1601.6 | Semi standard non polar | 33892256 | (R)-3-Hydroxyoctanoic acid,1TBDMS,isomer #2 | CCCCC[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C | 1616.6 | Semi standard non polar | 33892256 | (R)-3-Hydroxyoctanoic acid,2TBDMS,isomer #1 | CCCCC[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 1923.6 | 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-Hydroxyoctanoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-052o-9200000000-43d57763d2a30e89979b | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (R)-3-Hydroxyoctanoic acid GC-MS (2 TMS) - 70eV, Positive | splash10-00ri-9350000000-f1efc144e4aa8ba19a72 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (R)-3-Hydroxyoctanoic 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-Hydroxyoctanoic 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-Hydroxyoctanoic acid 10V, Positive-QTOF | splash10-01ox-1900000000-e5cda5e57d0fb350dc6e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 20V, Positive-QTOF | splash10-002g-8900000000-206c3ff570d17b537e39 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 40V, Positive-QTOF | splash10-052f-9000000000-c32a98aa8083b6459b4a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 10V, Negative-QTOF | splash10-0a4i-2900000000-9112efe71e9f56f43bab | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 20V, Negative-QTOF | splash10-0aos-8900000000-f482349594658282b6e5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 40V, Negative-QTOF | splash10-0a4m-9100000000-b0b3f7b33ed057654f96 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 10V, Positive-QTOF | splash10-0zna-9400000000-ba19979661ce66d42c47 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 20V, Positive-QTOF | splash10-05fr-9000000000-7a423069bad50c00a0fd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 40V, Positive-QTOF | splash10-05mo-9000000000-7c89cf68b731953f3797 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 10V, Negative-QTOF | splash10-0a4l-3900000000-ef763a7f3b584b771412 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 20V, Negative-QTOF | splash10-052b-9100000000-9b510a15a343a9e2d365 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (R)-3-Hydroxyoctanoic acid 40V, Negative-QTOF | splash10-0006-9000000000-05f3a26a1fda3e795cba | 2021-09-23 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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