Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 00:37:01 UTC |
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Update Date | 2022-03-07 02:56:07 UTC |
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HMDB ID | HMDB0039234 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Citrusin E |
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Description | Citrusin E belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Citrusin E has been detected, but not quantified in, citrus. This could make citrusin e a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Citrusin E. |
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Structure | COC(=O)CCC1=CC(OC)=C(OC2OC(CO)C(O)C(O)C2O)C=C1 InChI=1S/C17H24O9/c1-23-11-7-9(4-6-13(19)24-2)3-5-10(11)25-17-16(22)15(21)14(20)12(8-18)26-17/h3,5,7,12,14-18,20-22H,4,6,8H2,1-2H3 |
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Synonyms | Value | Source |
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Phenyl triisopropylsilyl selenide | HMDB | TrIIsopropyl(phenylseleno)silane | HMDB | Methyl 3-(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid | Generator |
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Chemical Formula | C17H24O9 |
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Average Molecular Weight | 372.3671 |
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Monoisotopic Molecular Weight | 372.142032366 |
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IUPAC Name | methyl 3-(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoate |
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Traditional Name | methyl 3-(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoate |
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CAS Registry Number | 134860-03-0 |
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SMILES | COC(=O)CCC1=CC(OC)=C(OC2OC(CO)C(O)C(O)C2O)C=C1 |
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InChI Identifier | InChI=1S/C17H24O9/c1-23-11-7-9(4-6-13(19)24-2)3-5-10(11)25-17-16(22)15(21)14(20)12(8-18)26-17/h3,5,7,12,14-18,20-22H,4,6,8H2,1-2H3 |
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InChI Key | GPJDWVYEUMEYKE-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Phenolic glycosides |
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Alternative Parents | |
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Substituents | - Phenolic glycoside
- Hexose monosaccharide
- O-glycosyl compound
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- Fatty acid ester
- Monosaccharide
- Monocyclic benzene moiety
- Oxane
- Benzenoid
- Fatty acyl
- Methyl ester
- Carboxylic acid ester
- Secondary alcohol
- Acetal
- Oxacycle
- Carboxylic acid derivative
- Organoheterocyclic compound
- Ether
- Polyol
- Monocarboxylic acid or derivatives
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Alcohol
- Carbonyl group
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic 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 | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | |
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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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Citrusin E,1TMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1 | 2972.0 | Semi standard non polar | 33892256 | Citrusin E,1TMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1 | 2944.7 | Semi standard non polar | 33892256 | Citrusin E,1TMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1 | 2932.0 | Semi standard non polar | 33892256 | Citrusin E,1TMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1 | 2957.0 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1 | 2921.5 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1 | 2908.9 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1 | 2922.4 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1 | 2888.5 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #5 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1 | 2914.2 | Semi standard non polar | 33892256 | Citrusin E,2TMS,isomer #6 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1 | 2907.9 | Semi standard non polar | 33892256 | Citrusin E,3TMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1 | 2896.1 | Semi standard non polar | 33892256 | Citrusin E,3TMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1 | 2928.8 | Semi standard non polar | 33892256 | Citrusin E,3TMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1 | 2898.1 | Semi standard non polar | 33892256 | Citrusin E,3TMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1 | 2866.7 | Semi standard non polar | 33892256 | Citrusin E,4TMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1 | 2927.6 | Semi standard non polar | 33892256 | Citrusin E,1TBDMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1 | 3213.8 | Semi standard non polar | 33892256 | Citrusin E,1TBDMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1 | 3212.5 | Semi standard non polar | 33892256 | Citrusin E,1TBDMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1 | 3190.5 | Semi standard non polar | 33892256 | Citrusin E,1TBDMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3223.9 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1 | 3385.7 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1 | 3365.3 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3381.9 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1 | 3371.8 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #5 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3395.2 | Semi standard non polar | 33892256 | Citrusin E,2TBDMS,isomer #6 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3385.1 | Semi standard non polar | 33892256 | Citrusin E,3TBDMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(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)C2O)C(OC)=C1 | 3584.1 | Semi standard non polar | 33892256 | Citrusin E,3TBDMS,isomer #2 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3629.5 | Semi standard non polar | 33892256 | Citrusin E,3TBDMS,isomer #3 | COC(=O)CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3580.7 | Semi standard non polar | 33892256 | Citrusin E,3TBDMS,isomer #4 | COC(=O)CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3564.1 | Semi standard non polar | 33892256 | Citrusin E,4TBDMS,isomer #1 | COC(=O)CCC1=CC=C(OC2OC(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)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1 | 3797.6 | 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 - Citrusin E GC-MS (Non-derivatized) - 70eV, Positive | splash10-0c00-9368000000-b16ffa919a6dfef3d51c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Citrusin E GC-MS (4 TMS) - 70eV, Positive | splash10-0002-2121049000-f9d23f5604c1205e9b90 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Citrusin E 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 - Citrusin E 10V, Positive-QTOF | splash10-03kc-0659000000-71c2bc9c83daf974f367 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 20V, Positive-QTOF | splash10-03di-0941000000-39a98898624786cd8f69 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 40V, Positive-QTOF | splash10-000b-1910000000-05cfaaeb2dfc176a2957 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 10V, Negative-QTOF | splash10-05fr-1449000000-56b6c74c82cfadd1537a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 20V, Negative-QTOF | splash10-0a6u-2954000000-c33b8237b88ab302473e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 40V, Negative-QTOF | splash10-054o-4920000000-ca889894dff723df7e97 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 10V, Positive-QTOF | splash10-03ka-0429000000-35c0a603a1ae75dd09f9 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 20V, Positive-QTOF | splash10-000i-0944000000-b25ce3eaac23e1eccd4e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 40V, Positive-QTOF | splash10-00di-2980000000-3ea21c195d568acb8b5e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 10V, Negative-QTOF | splash10-00dr-0009000000-71bcb5367da543403237 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 20V, Negative-QTOF | splash10-006y-9647000000-d6cf0e2d93b960877360 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citrusin E 40V, Negative-QTOF | splash10-0002-2922000000-6cfa062180f5e50425f1 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
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