Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 21:29:27 UTC |
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Update Date | 2022-03-07 02:54:53 UTC |
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HMDB ID | HMDB0036356 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | [12]-Gingerol |
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Description | [12]-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. [12]-Gingerol has been detected, but not quantified in, gingers (Zingiber officinale) and herbs and spices. This could make [12]-gingerol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on [12]-Gingerol. |
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Structure | CCCCCCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1 InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-20(24)18-21(25)15-13-19-14-16-22(26)23(17-19)27-2/h14,16-17,20,24,26H,3-13,15,18H2,1-2H3 |
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Synonyms | Value | Source |
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5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-hexadecanone, 9ci | HMDB |
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Chemical Formula | C23H38O4 |
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Average Molecular Weight | 378.5454 |
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Monoisotopic Molecular Weight | 378.277009704 |
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IUPAC Name | 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)hexadecan-3-one |
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Traditional Name | 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)hexadecan-3-one |
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CAS Registry Number | 104264-55-3 |
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SMILES | CCCCCCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1 |
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InChI Identifier | InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-20(24)18-21(25)15-13-19-14-16-22(26)23(17-19)27-2/h14,16-17,20,24,26H,3-13,15,18H2,1-2H3 |
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InChI Key | HQXJXOYLPWCMGL-UHFFFAOYSA-N |
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Chemical Taxonomy |
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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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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Not Available |
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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 | 0.2 mg/L @ 25 °C (est) | The Good Scents Company Information System | 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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[12]-Gingerol,1TMS,isomer #1 | CCCCCCCCCCCC(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C | 2942.8 | Semi standard non polar | 33892256 | [12]-Gingerol,1TMS,isomer #2 | CCCCCCCCCCCC(O)CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1 | 3052.3 | Semi standard non polar | 33892256 | [12]-Gingerol,1TMS,isomer #3 | CCCCCCCCCCCC(O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C | 3166.3 | Semi standard non polar | 33892256 | [12]-Gingerol,1TMS,isomer #4 | CCCCCCCCCCCC(O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C | 3085.1 | Semi standard non polar | 33892256 | [12]-Gingerol,2TMS,isomer #1 | CCCCCCCCCCCC(CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C | 2961.6 | Semi standard non polar | 33892256 | [12]-Gingerol,2TMS,isomer #2 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 3095.4 | Semi standard non polar | 33892256 | [12]-Gingerol,2TMS,isomer #3 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 3039.7 | Semi standard non polar | 33892256 | [12]-Gingerol,2TMS,isomer #4 | CCCCCCCCCCCC(O)CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C | 3171.3 | Semi standard non polar | 33892256 | [12]-Gingerol,2TMS,isomer #5 | CCCCCCCCCCCC(O)C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C | 3077.5 | Semi standard non polar | 33892256 | [12]-Gingerol,3TMS,isomer #1 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 3109.4 | Semi standard non polar | 33892256 | [12]-Gingerol,3TMS,isomer #1 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 2969.1 | Standard non polar | 33892256 | [12]-Gingerol,3TMS,isomer #2 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 3029.6 | Semi standard non polar | 33892256 | [12]-Gingerol,3TMS,isomer #2 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C | 2912.1 | Standard non polar | 33892256 | [12]-Gingerol,1TBDMS,isomer #1 | CCCCCCCCCCCC(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3179.0 | Semi standard non polar | 33892256 | [12]-Gingerol,1TBDMS,isomer #2 | CCCCCCCCCCCC(O)CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3296.5 | Semi standard non polar | 33892256 | [12]-Gingerol,1TBDMS,isomer #3 | CCCCCCCCCCCC(O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3407.9 | Semi standard non polar | 33892256 | [12]-Gingerol,1TBDMS,isomer #4 | CCCCCCCCCCCC(O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3334.4 | Semi standard non polar | 33892256 | [12]-Gingerol,2TBDMS,isomer #1 | CCCCCCCCCCCC(CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3433.5 | Semi standard non polar | 33892256 | [12]-Gingerol,2TBDMS,isomer #2 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3566.9 | Semi standard non polar | 33892256 | [12]-Gingerol,2TBDMS,isomer #3 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3532.3 | Semi standard non polar | 33892256 | [12]-Gingerol,2TBDMS,isomer #4 | CCCCCCCCCCCC(O)CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3658.5 | Semi standard non polar | 33892256 | [12]-Gingerol,2TBDMS,isomer #5 | CCCCCCCCCCCC(O)C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C | 3579.9 | Semi standard non polar | 33892256 | [12]-Gingerol,3TBDMS,isomer #1 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3798.8 | Semi standard non polar | 33892256 | [12]-Gingerol,3TBDMS,isomer #1 | CCCCCCCCCCCC(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3455.2 | Standard non polar | 33892256 | [12]-Gingerol,3TBDMS,isomer #2 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3765.7 | Semi standard non polar | 33892256 | [12]-Gingerol,3TBDMS,isomer #2 | CCCCCCCCCCCC(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3395.3 | 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 - [12]-Gingerol GC-MS (Non-derivatized) - 70eV, Positive | splash10-004r-3921000000-4b3a5ae3d8d0abfe1e20 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - [12]-Gingerol GC-MS (2 TMS) - 70eV, Positive | splash10-0a4i-9181030000-6f1269f21795e6e46c26 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - [12]-Gingerol 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 - [12]-Gingerol 10V, Positive-QTOF | splash10-03fr-0209000000-afe72d36419991d18233 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 20V, Positive-QTOF | splash10-01ti-1912000000-d594182d010d93205ca1 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 40V, Positive-QTOF | splash10-000f-4920000000-becce587369370556a9c | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 10V, Negative-QTOF | splash10-004i-0209000000-8c01a3a0f07af54238b1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 20V, Negative-QTOF | splash10-004l-0913000000-7bc2a581e8ae340ff0f1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 40V, Negative-QTOF | splash10-0a6r-3910000000-5b78dca20fbfcbda3d89 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 10V, Positive-QTOF | splash10-01t9-0309000000-3bfccc4616549209162f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 20V, Positive-QTOF | splash10-000m-1966000000-48f3ba27c02da83f88ac | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 40V, Positive-QTOF | splash10-000i-5900000000-f82a224101fdeceaad7b | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 10V, Negative-QTOF | splash10-0a4i-0009000000-7771a6c1aa6817d3ff7b | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 20V, Negative-QTOF | splash10-0a6u-5926000000-788c833cbcbb4c4db5fc | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - [12]-Gingerol 40V, Negative-QTOF | splash10-0ab9-7931000000-05051480f94455a74734 | 2021-09-25 | Wishart Lab | View Spectrum |
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