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 17:46:06 UTC |
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Update Date | 2022-03-07 02:53:09 UTC |
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HMDB ID | HMDB0031876 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Prenyl glucoside |
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Description | Prenyl glucoside, also known as phellamurin, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review a significant number of articles have been published on Prenyl glucoside. |
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Structure | CC(C)=CCOC1OC(CO)C(O)C(O)C1O InChI=1S/C11H20O6/c1-6(2)3-4-16-11-10(15)9(14)8(13)7(5-12)17-11/h3,7-15H,4-5H2,1-2H3 |
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Synonyms | Value | Source |
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8-Prenyldihydrokaempferol 7-glucoside | HMDB | Phellamurin | HMDB |
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Chemical Formula | C11H20O6 |
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Average Molecular Weight | 248.2729 |
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Monoisotopic Molecular Weight | 248.125988372 |
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IUPAC Name | 2-(hydroxymethyl)-6-[(3-methylbut-2-en-1-yl)oxy]oxane-3,4,5-triol |
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Traditional Name | 2-(hydroxymethyl)-6-[(3-methylbut-2-en-1-yl)oxy]oxane-3,4,5-triol |
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CAS Registry Number | 117861-55-9 |
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SMILES | CC(C)=CCOC1OC(CO)C(O)C(O)C1O |
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InChI Identifier | InChI=1S/C11H20O6/c1-6(2)3-4-16-11-10(15)9(14)8(13)7(5-12)17-11/h3,7-15H,4-5H2,1-2H3 |
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InChI Key | GQJQCKUJCHMTNF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. |
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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 | Fatty acyl glycosides |
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Direct Parent | Fatty acyl glycosides of mono- and disaccharides |
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Alternative Parents | |
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Substituents | - Fatty acyl glycoside of mono- or disaccharide
- Alkyl glycoside
- Glycosyl compound
- O-glycosyl compound
- Monosaccharide
- Oxane
- Secondary alcohol
- Acetal
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Primary alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 68 - 70 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | 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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Prenyl glucoside,1TMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O)C(O)C1O | 2090.8 | Semi standard non polar | 33892256 | Prenyl glucoside,1TMS,isomer #2 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C)C(O)C1O | 2064.9 | Semi standard non polar | 33892256 | Prenyl glucoside,1TMS,isomer #3 | CC(C)=CCOC1OC(CO)C(O)C(O[Si](C)(C)C)C1O | 2061.5 | Semi standard non polar | 33892256 | Prenyl glucoside,1TMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O)C(O)C1O[Si](C)(C)C | 2065.1 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O | 2114.8 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #2 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O | 2112.6 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #3 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C | 2113.7 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O | 2078.7 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #5 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C | 2094.9 | Semi standard non polar | 33892256 | Prenyl glucoside,2TMS,isomer #6 | CC(C)=CCOC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2089.7 | Semi standard non polar | 33892256 | Prenyl glucoside,3TMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O | 2102.9 | Semi standard non polar | 33892256 | Prenyl glucoside,3TMS,isomer #2 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C | 2129.3 | Semi standard non polar | 33892256 | Prenyl glucoside,3TMS,isomer #3 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2095.3 | Semi standard non polar | 33892256 | Prenyl glucoside,3TMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2103.5 | Semi standard non polar | 33892256 | Prenyl glucoside,4TMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2167.6 | Semi standard non polar | 33892256 | Prenyl glucoside,1TBDMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O | 2325.4 | Semi standard non polar | 33892256 | Prenyl glucoside,1TBDMS,isomer #2 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O | 2303.2 | Semi standard non polar | 33892256 | Prenyl glucoside,1TBDMS,isomer #3 | CC(C)=CCOC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O | 2294.2 | Semi standard non polar | 33892256 | Prenyl glucoside,1TBDMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C | 2310.5 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O | 2550.9 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #2 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O | 2532.1 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #3 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C | 2551.6 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O | 2538.7 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #5 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C | 2551.4 | Semi standard non polar | 33892256 | Prenyl glucoside,2TBDMS,isomer #6 | CC(C)=CCOC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 2550.3 | Semi standard non polar | 33892256 | Prenyl glucoside,3TBDMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O | 2779.5 | Semi standard non polar | 33892256 | Prenyl glucoside,3TBDMS,isomer #2 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C | 2805.8 | Semi standard non polar | 33892256 | Prenyl glucoside,3TBDMS,isomer #3 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 2776.3 | Semi standard non polar | 33892256 | Prenyl glucoside,3TBDMS,isomer #4 | CC(C)=CCOC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 2764.9 | Semi standard non polar | 33892256 | Prenyl glucoside,4TBDMS,isomer #1 | CC(C)=CCOC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 3012.1 | Semi 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 - Prenyl glucoside GC-MS (Non-derivatized) - 70eV, Positive | splash10-00lr-8950000000-156e8dc4b5ed9ffc21a4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Prenyl glucoside GC-MS (4 TMS) - 70eV, Positive | splash10-00di-5111690000-466e3f7dc0b6bbc5c2c5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Prenyl glucoside GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Prenyl glucoside 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 - Prenyl glucoside 10V, Positive-QTOF | splash10-000t-4190000000-e84f97685d3c93bff2cd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 20V, Positive-QTOF | splash10-014r-9110000000-1af267941b7d7334d6b0 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 40V, Positive-QTOF | splash10-014i-9100000000-1c2c938a59dc95324951 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 10V, Negative-QTOF | splash10-0002-6490000000-3101c4371be780ff45ef | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 20V, Negative-QTOF | splash10-03fr-8920000000-0cd169deb2cce0da6717 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 40V, Negative-QTOF | splash10-0a4u-9100000000-61737b2a39ef7c77bd2b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 10V, Positive-QTOF | splash10-0002-2290000000-25b097f679c25ad7c22e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 20V, Positive-QTOF | splash10-014i-9410000000-b8117133a9353b056ccf | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 40V, Positive-QTOF | splash10-014i-9000000000-841a2ed37f990d91bfbe | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 10V, Negative-QTOF | splash10-0002-1890000000-f3131eef315da217ba71 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 20V, Negative-QTOF | splash10-0002-9460000000-2a7999a4e50f5ca2e096 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Prenyl glucoside 40V, Negative-QTOF | splash10-0a4i-9000000000-d7d4884fd4b6c884553c | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum |
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