| Record Information |
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| Version | 1.0 |
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| Creation date | 2011-09-21 00:22:36 UTC |
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| Update date | 2015-07-21 06:57:27 UTC |
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| Primary ID | FDB022971 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | 5,6-DHET |
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| Description | 5,6-DHET is an epoxide intermediate in the oxygenation of arachidonic acid by hepatic monooxygenases pathway. 5,6-DHET is the hydrolysis metabolite of cis-5(6)Epoxy-cis-8,11,14-eicosatrienoic acid by epoxide hydrolases. Many drugs, chemicals, and endogenous compounds are oxygenated in mammalian tissues and in some instances reactive and potentially toxic or carcinogenic epoxides are formed. Naturally occurring olefins may also be oxygenated by mammalian enzymes. The most well known are lipoxygenases and microsomal cytochrome P-450-linked monooxygenases. The epoxides may be chemically labile or may be enzymatically hydrolyzed. When arene or olefinic epoxides are formed by microsomal P-450-linked monooxygenases, they are often rapidly converted to less reactive trans-diols through the action of microsomal epoxide hydrolases. (PMID: 6801052, 6548162) [HMDB] |
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| CAS Number | 213382-49-1 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 5,6-Dihydroxy-8,11,14-eicosatrienoic acid | MeSH | | 5,6-DE-3-a | MeSH | | (+/-)5,6-DiHETrE | hmdb | | (8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoate | hmdb | | (8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoic acid | hmdb | | (8Z,11Z,14Z)-5,6-Dihydroxyicosa-8,11,14-trienoate | hmdb | | (8Z,11Z,14Z)-5,6-Dihydroxyicosa-8,11,14-trienoic acid | hmdb | | 5,6-Dhet | hmdb | | 5,6-DiHETrE | hmdb | | 5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoate | hmdb | | 5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoic acid | hmdb | | 5,6-Dihydroxy-8Z,11Z,14Z-icosatrienoate | Generator | | 5,6-Dihydroxy-8Z,11Z,14Z-icosatrienoic acid | ChEBI |
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| Predicted Properties | |
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| Chemical Formula | C20H34O4 |
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| IUPAC name | 5,6-dihydroxyicosa-8,11,14-trienoic acid |
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| InChI Identifier | InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24) |
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| InChI Key | GFNYAPAJUNPMGH-UHFFFAOYSA-N |
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| Isomeric SMILES | CCCCCC=CCC=CCC=CCC(O)C(O)CCCC(O)=O |
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| Average Molecular Weight | 338.4816 |
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| Monoisotopic Molecular Weight | 338.245709576 |
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| Classification |
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| Description | Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three 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 | Hydroxyeicosatrienoic acids |
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| Alternative Parents | |
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| Substituents | - Hydroxyeicosatrienoic acid
- Long-chain fatty acid
- Hydroxy fatty acid
- Unsaturated fatty acid
- Fatty acid
- Secondary alcohol
- 1,2-diol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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| Ontology | No ontology term |
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| Physico-Chemical Properties |
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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 | Not Available |
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| External Links |
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| ChemSpider ID | 4446266 |
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| ChEMBL ID | Not Available |
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| KEGG Compound ID | C14772 |
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| Pubchem Compound ID | 5283142 |
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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 | HMDB02343 |
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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 | |
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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 | Not Available |
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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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