| Record Information |
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| Version | 1.0 |
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| Creation date | 2011-09-21 01:23:18 UTC |
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| Update date | 2015-07-21 06:59:05 UTC |
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| Primary ID | FDB027364 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | 15-HEPE |
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| Description | 15-HEPE has been identified as a possible anti-inflammatory metabolite, and its elevated presence in the epidermis of animals fed oils rich in 20:5(n-3) or 18:3(n-6) may provide a mechanism for the beneficial effects of these oils on inflammatory conditions. 15-HEPE is a metabolite of eicosapentaenoic acid (EPA) which has anti-inflammatory properties and plays an important role in the resolution phase of inflammation. 15-HEPE is deposited in the epidermis, particularly in the metabolically active basal layer. This is considered advantageous in psoriasis therapy. (PMID: 17540633, 2106017) [HMDB] |
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| CAS Number | 97850-14-1 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| (15R)-15-hydroxyeicosa-5Z,8Z,11Z,13E,17Z-pentaenoate | hmdb | | (15R)-15-hydroxyeicosa-5Z,8Z,11Z,13E,17Z-pentaenoic acid | hmdb | | (15S)-15-hydroxyeicosa-5Z,8Z,11Z,13E,17Z-pentaenoate | hmdb | | (15S)-15-hydroxyeicosa-5Z,8Z,11Z,13E,17Z-pentaenoic acid | hmdb | | 15-Hydroxy-5,8,11,13,17-eicosapentaenoate | hmdb | | 15-Hydroxy-5,8,11,13,17-eicosapentaenoic acid | hmdb | | 15-Hydroxyeicosapentaenoate | hmdb | | 15-Hydroxyeicosapentaenoic acid | hmdb | | 15(R)-HEPE | hmdb | | 15(S)-HEPE | hmdb |
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| Predicted Properties | |
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| Chemical Formula | C20H30O3 |
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| IUPAC name | 16-hydroxyicosa-5,8,11,13,17-pentaenoic acid |
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| InChI Identifier | InChI=1S/C20H30O3/c1-2-3-16-19(21)17-14-12-10-8-6-4-5-7-9-11-13-15-18-20(22)23/h3-5,8-12,14,16,19,21H,2,6-7,13,15,17-18H2,1H3,(H,22,23) |
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| InChI Key | UDXLGBLAJBYLSZ-UHFFFAOYSA-N |
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| Isomeric SMILES | CCC=CC(O)CC=CC=CCC=CCC=CCCCC(O)=O |
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| Average Molecular Weight | 318.4504 |
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| Monoisotopic Molecular Weight | 318.219494826 |
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| Classification |
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| Description | Belongs to the class of organic compounds known as hydroxyeicosapentaenoic acids. These are eicosanoic acids with an attached hydroxyl group and five 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 | Hydroxyeicosapentaenoic acids |
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| Alternative Parents | |
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| Substituents | - Hydroxyeicosapentaenoic 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
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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 - 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 | Not Available |
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| External Links |
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| ChemSpider ID | Not Available |
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| ChEMBL ID | Not Available |
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| KEGG Compound ID | Not Available |
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| Pubchem Compound ID | 53480357 |
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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 | HMDB10209 |
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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 | 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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