Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:09:47 UTC |
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Update date | 2019-11-26 03:05:18 UTC |
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Primary ID | FDB011703 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | (S)-[8]-Gingerol |
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Description | (S)-[8]-Gingerol belongs to the class of organic compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one (S)-[8]-Gingerol is found, on average, in the highest concentration within gingers (Zingiber officinale) (S)-[8]-Gingerol has also been detected, but not quantified in, herbs and spices. This could make (S)-[8]-gingerol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-[8]-Gingerol. |
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CAS Number | 23513-08-8 |
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Structure | |
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Synonyms | Synonym | Source |
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(8)-Gingerol | HMDB | (S)-(+)-[8]-Gingerol | HMDB | (S)-8-Gingerol | HMDB |
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Predicted Properties | |
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Chemical Formula | C19H30O4 |
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IUPAC name | 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one |
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InChI Identifier | InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3 |
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InChI Key | BCIWKKMTBRYQJU-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1 |
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Average Molecular Weight | 322.4391 |
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Monoisotopic Molecular Weight | 322.214409448 |
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Classification |
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Description | Belongs to the class of organic compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenols |
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Sub Class | Methoxyphenols |
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Direct Parent | Gingerols |
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Alternative Parents | |
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Substituents | - Gingerol
- Fatty alcohol
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Monocyclic benzene moiety
- Beta-hydroxy ketone
- Fatty acyl
- Ketone
- Secondary alcohol
- Ether
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Organic oxygen compound
- Alcohol
- Organooxygen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Disposition | Route of exposure: Biological location: Source: |
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Role | Biological role: |
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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 | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 70.77%; H 9.38%; O 19.85% | DFC |
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Melting Point | Mp 29-30° | DFC |
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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 | [a]D +26 (c, 0.9 in CHCl3) | DFC |
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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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Predicted GC-MS | (S)-[8]-Gingerol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004i-6900000000-4f27e9897e4d1c2b5d76 | Spectrum | Predicted GC-MS | (S)-[8]-Gingerol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udi-9082400000-2144ce64c6b83bb33935 | Spectrum | Predicted GC-MS | (S)-[8]-Gingerol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (S)-[8]-Gingerol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ab9-0309000000-587122b082c72bab3531 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-06vr-2901000000-8414f641b78f94d194b7 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052o-9710000000-af839b85cb673a545239 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0309000000-46d6a39f29323fcb357b | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0096-0902000000-ce49f082d455f2acad95 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-056r-3900000000-8907ef945fcc1b59801d | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0109000000-77e68dc4f0c25ccd3388 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05g0-3904000000-fb3e4fb55be0a5420939 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a70-6900000000-2f078562dae9f88f595a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-05g0-0539000000-24ea957f0bc366cb6c26 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-1961000000-a92af492b4f7ef7d2cbd | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0k9i-4900000000-92cc86691469f07313e6 | 2021-09-23 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4439826 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C17495 |
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Pubchem Compound ID | 5275725 |
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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 | HMDB33615 |
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CRC / DFC (Dictionary of Food Compounds) ID | GYB81-B:GYH45-X |
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EAFUS ID | Not Available |
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Dr. Duke ID | 8-GINGEROL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00031475 |
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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 | Descriptor | ID | Definition | Reference |
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anti 5-hydroxytryptamine | 48279 | Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. | DUKE | anti histaminic | 37956 | Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. | DUKE | cardiotonic | 38070 | A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. | DUKE | enteromotility enhancer | | | DUKE | thermogenic | | | DUKE |
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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 | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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