| Record Information |
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| Version | 1.0 |
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| Creation date | 2011-09-21 00:21:29 UTC |
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| Update date | 2015-07-21 06:57:25 UTC |
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| Primary ID | FDB022904 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | 3-Hydroxycapric acid |
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| Description | 3-hydroxycapric acid is a normally occurring carboxylic acid in human blood plasma. Medium- and long-chain 3-hydroxymonocarboxylic acids represent intermediates in the beta-oxidation of fatty acids. They accumulate in the plasma of patients with an inherited deficiency of long-chain 3-hydroxyacylCoA dehydrogenase [EC 1.1.1.35]. (PMID: 1912723)
3-hydroxyacyl-CoA dehydrogenase deficiency (HADH) has been described in diverse clinical cases: in cases of juvenile-onset recurrent myoglobinuria, hypoketotic hypoglycemic encephalopathy, in hypertrophic/dilatative cardiomyopathy, in sudden infant death, and in fulminant hepatic failure. (OMIM 231530)
3-hydroxycapric acid has some shape-transforming action on the membrane of intact human erythrocytes. (PMID: 7318031) [HMDB] |
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| CAS Number | 14292-26-3 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 3-Hydroxy-decanoic acid | ChEBI | | beta-Hydroxycapric acid | ChEBI | | beta-Hydroxydecanoic acid | ChEBI | | Myrmicacin | ChEBI | | 3-Hydroxy-decanoate | Generator | | b-Hydroxycaprate | Generator | | b-Hydroxycapric acid | Generator | | beta-Hydroxycaprate | Generator | | Β-hydroxycaprate | Generator | | Β-hydroxycapric acid | Generator | | b-Hydroxydecanoate | Generator | | b-Hydroxydecanoic acid | Generator | | beta-Hydroxydecanoate | Generator | | Β-hydroxydecanoate | Generator | | Β-hydroxydecanoic acid | Generator | | 3-Hydroxycaprate | Generator | | (+/-)3-hydroxy-decanoate | HMDB | | (+/-)3-hydroxy-decanoic acid | HMDB | | 10:0(3-OH) | HMDB | | 3-HDA | HMDB | | 3-Hydroxydecanoate | HMDB | | 3-Hydroxydecanoic acid | HMDB | | Myrmicacin, (R)-isomer | HMDB | | Myrmicacin monosodium (+-)-isomer | HMDB | | Myrmicacin, (+-)-isomer | HMDB | | 3-Hydroxycapric acid | ChEBI | | 3-hydroxy-decanoate | hmdb | | 3-hydroxy-decanoic acid | hmdb | | Beta-hydroxydecanoate | hmdb | | Beta-hydroxydecanoic acid | hmdb |
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| Predicted Properties | |
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| Chemical Formula | C10H20O3 |
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| IUPAC name | 3-hydroxydecanoic acid |
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| InChI Identifier | InChI=1S/C10H20O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13) |
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| InChI Key | FYSSBMZUBSBFJL-UHFFFAOYSA-N |
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| Isomeric SMILES | CCCCCCCC(O)CC(O)=O |
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| Average Molecular Weight | 188.264 |
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| Monoisotopic Molecular Weight | 188.141244506 |
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| Classification |
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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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| Disposition | Source: Biological location: |
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| Physico-Chemical Properties - Experimental |
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| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
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| Physical state | Solid | |
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| Physical Description | Not Available | |
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| Mass Composition | Not Available | |
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| Melting Point | Not Available | |
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| Boiling Point | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Experimental logP | Not Available | |
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| Experimental pKa | Not Available | |
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| Isoelectric point | Not Available | |
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| Charge | Not Available | |
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| Optical Rotation | Not Available | |
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| Spectroscopic UV Data | Not Available | |
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| Density | Not Available | |
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| Refractive Index | Not Available | |
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| Spectra |
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| Spectra | |
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| EI-MS/GC-MS | | Type | Description | Splash Key | View |
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| GC-MS | 3-Hydroxycapric acid, 2 TMS, GC-MS Spectrum | splash10-0f89-3950000000-4dc7506e884d7c6679d5 | Spectrum | | GC-MS | 3-Hydroxycapric acid, non-derivatized, GC-MS Spectrum | splash10-0f89-3950000000-4dc7506e884d7c6679d5 | Spectrum | | Predicted GC-MS | 3-Hydroxycapric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-000l-9200000000-87336f9a233c4a22a71a | Spectrum | | Predicted GC-MS | 3-Hydroxycapric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-010c-9041000000-b9b51f3624f22e4b6c9d | Spectrum |
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| MS/MS | | Type | Description | Splash Key | View |
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| MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , negative | splash10-0a4i-9000000000-616c6c1304ee3dc8333d | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0900000000-2aeff09f10b14edd7378 | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0fmr-3900000000-4fee904b5c2c92d5299b | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9100000000-24d622ab91e6ab095c78 | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-2784bb235cdb92debdaa | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05p6-2900000000-14df7f9a17a729590ee0 | Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-054o-9400000000-0be6c38aa7ce73ab790d | Spectrum |
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| NMR | Not Available |
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| External Links |
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| ChemSpider ID | 24790 |
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| ChEMBL ID | Not Available |
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| KEGG Compound ID | Not Available |
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| Pubchem Compound ID | 26612 |
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| Pubchem Substance ID | Not Available |
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| ChEBI ID | Not Available |
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| Phenol-Explorer ID | Not Available |
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| DrugBank ID | Not Available |
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| HMDB ID | HMDB02203 |
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| CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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| EAFUS ID | Not Available |
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| Dr. Duke ID | Not Available |
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| BIGG ID | Not Available |
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| KNApSAcK ID | Not Available |
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| HET ID | Not Available |
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| Food Biomarker Ontology | Not Available |
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| VMH ID | Not Available |
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| Flavornet ID | Not Available |
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| GoodScent ID | Not Available |
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| SuperScent ID | Not Available |
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| Wikipedia ID | Not Available |
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| Phenol-Explorer Metabolite ID | Not Available |
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| Duplicate IDS | Not Available |
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| Old DFC IDS | Not Available |
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| Associated Foods |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Biological Effects and Interactions |
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| Health Effects / Bioactivities | Not Available |
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| Enzymes | Not Available |
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| Pathways | Not Available |
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| Metabolism | Not Available |
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| Biosynthesis | Not Available |
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| Organoleptic Properties |
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| Flavours | Not Available |
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| Files |
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| MSDS | show |
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| References |
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| Synthesis Reference | Not Available |
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| General Reference | Not Available |
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| Content Reference | |
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