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 17:53:05 UTC |
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Update Date | 2022-03-07 02:53:32 UTC |
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HMDB ID | HMDB0032984 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Mahaleboside |
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Description | Mahaleboside belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Mahaleboside has been detected, but not quantified in, fruits. This could make mahaleboside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mahaleboside. |
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Structure | OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)22-9-3-1-2-8-7(9)4-5-11(17)21-8/h1-5,10,12-16,18-20H,6H2 |
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Synonyms | Not Available |
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Chemical Formula | C15H16O8 |
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Average Molecular Weight | 324.2827 |
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Monoisotopic Molecular Weight | 324.084517488 |
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IUPAC Name | 5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one |
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Traditional Name | 5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one |
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CAS Registry Number | Not Available |
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SMILES | OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O |
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InChI Identifier | InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)22-9-3-1-2-8-7(9)4-5-11(17)21-8/h1-5,10,12-16,18-20H,6H2 |
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InChI Key | UMXDJWMIEHQSHF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Coumarins and derivatives |
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Sub Class | Coumarin glycosides |
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Direct Parent | Coumarin glycosides |
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Alternative Parents | |
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Substituents | - Coumarin o-glycoside
- Coumarin-5-o-glycoside
- Phenolic glycoside
- Hexose monosaccharide
- Glycosyl compound
- O-glycosyl compound
- Benzopyran
- 1-benzopyran
- Pyranone
- Monosaccharide
- Oxane
- Benzenoid
- Pyran
- Heteroaromatic compound
- Lactone
- Secondary alcohol
- Polyol
- Organoheterocyclic compound
- Acetal
- Oxacycle
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Primary alcohol
- Organic oxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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 | Property | Value | Reference |
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Melting Point | 268 °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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Mahaleboside,1TMS,isomer #1 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O | 3071.3 | Semi standard non polar | 33892256 | Mahaleboside,1TMS,isomer #2 | C[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O | 3066.7 | Semi standard non polar | 33892256 | Mahaleboside,1TMS,isomer #3 | C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C1O | 3057.3 | Semi standard non polar | 33892256 | Mahaleboside,1TMS,isomer #4 | C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O | 3065.6 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #1 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O)C1O | 3001.3 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #2 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C)C1O | 3017.9 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #3 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O[Si](C)(C)C | 2997.2 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #4 | C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C1O | 2985.1 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #5 | C[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O[Si](C)(C)C | 2982.8 | Semi standard non polar | 33892256 | Mahaleboside,2TMS,isomer #6 | C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O[Si](C)(C)C | 2975.7 | Semi standard non polar | 33892256 | Mahaleboside,3TMS,isomer #1 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O | 2959.3 | Semi standard non polar | 33892256 | Mahaleboside,3TMS,isomer #2 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C | 2984.6 | Semi standard non polar | 33892256 | Mahaleboside,3TMS,isomer #3 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2961.9 | Semi standard non polar | 33892256 | Mahaleboside,3TMS,isomer #4 | C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2947.9 | Semi standard non polar | 33892256 | Mahaleboside,4TMS,isomer #1 | C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C | 2972.9 | Semi standard non polar | 33892256 | Mahaleboside,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O | 3343.9 | Semi standard non polar | 33892256 | Mahaleboside,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O | 3343.2 | Semi standard non polar | 33892256 | Mahaleboside,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C1O | 3345.3 | Semi standard non polar | 33892256 | Mahaleboside,1TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O | 3335.2 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O | 3548.4 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O | 3569.3 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O[Si](C)(C)C(C)(C)C | 3554.9 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C1O | 3549.7 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #5 | CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C | 3555.8 | Semi standard non polar | 33892256 | Mahaleboside,2TBDMS,isomer #6 | CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O[Si](C)(C)C(C)(C)C | 3545.4 | Semi standard non polar | 33892256 | Mahaleboside,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O | 3745.1 | Semi standard non polar | 33892256 | Mahaleboside,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C | 3772.8 | Semi standard non polar | 33892256 | Mahaleboside,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 3759.7 | Semi standard non polar | 33892256 | Mahaleboside,3TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 3740.1 | Semi standard non polar | 33892256 | Mahaleboside,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)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 | 3955.3 | 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 - Mahaleboside GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-9873000000-b0d8ebe63c6a87fc2b92 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mahaleboside GC-MS (4 TMS) - 70eV, Positive | splash10-0002-1211290000-f408d70e689c77ea82a1 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mahaleboside 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 - Mahaleboside 10V, Positive-QTOF | splash10-03fr-0906000000-5a42a8b2417a5047dd36 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Positive-QTOF | splash10-03di-0900000000-8fb91e0109a9bd756c95 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Positive-QTOF | splash10-03di-2900000000-33c53a696fe7ebb011b3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Negative-QTOF | splash10-0229-1729000000-1db6aef92dc546fcb787 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Negative-QTOF | splash10-03di-1911000000-2b6cab93cdcb8cf78030 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Negative-QTOF | splash10-02t9-2900000000-d51685983e41a3973217 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Positive-QTOF | splash10-03fr-0905000000-3df51d51016d634db68b | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Positive-QTOF | splash10-03di-2985000000-a00f47dd5ba271451636 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Positive-QTOF | splash10-03y0-3910000000-5601a139ce0bca008a28 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Negative-QTOF | splash10-00di-0229000000-415b459992f9322626a9 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Negative-QTOF | splash10-03di-2931000000-d944706c48b4a1517dc5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Negative-QTOF | splash10-02u4-2910000000-30810f25e56518877875 | 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) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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