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 22:45:08 UTC |
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Update Date | 2022-03-07 02:55:22 UTC |
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HMDB ID | HMDB0037501 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Dihydroisorhamnetin |
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Description | Dihydroisorhamnetin belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Dihydroisorhamnetin has been detected, but not quantified in, beverages and fruits. This could make dihydroisorhamnetin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dihydroisorhamnetin. |
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Structure | COC1=C(O)C=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O InChI=1S/C16H14O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3 |
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Synonyms | Value | Source |
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(+)-Dihydroisorhamnetin | HMDB | 3,4',5,7-Tetrahydroxy-3'-methoxyflavanone | HMDB | 4',5,7-Trihydroxy-3'-methoxydihydroflavonol | HMDB |
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Chemical Formula | C16H14O7 |
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Average Molecular Weight | 318.2782 |
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Monoisotopic Molecular Weight | 318.073952802 |
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IUPAC Name | 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
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Traditional Name | 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one |
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CAS Registry Number | 55812-91-4 |
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SMILES | COC1=C(O)C=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O |
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InChI Identifier | InChI=1S/C16H14O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3 |
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InChI Key | JWYULKXTGMJKKM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | O-methylated flavonoids |
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Direct Parent | 3'-O-methylated flavonoids |
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Alternative Parents | |
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Substituents | - 3p-methoxyflavonoid-skeleton
- 3-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Flavanone
- Flavanonol
- Hydroxyflavonoid
- Flavan
- Chromone
- Chromane
- Benzopyran
- Methoxyphenol
- 1-benzopyran
- Phenoxy compound
- Anisole
- Methoxybenzene
- Aryl alkyl ketone
- Aryl ketone
- Phenol ether
- Phenol
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- 1-hydroxy-4-unsubstituted benzenoid
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Ketone
- Secondary alcohol
- Polyol
- Organoheterocyclic compound
- Ether
- Oxacycle
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- Alcohol
- Hydrocarbon derivative
- 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 | 230 °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 | | Show more...
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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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Dihydroisorhamnetin,1TMS,isomer #1 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C | 3127.5 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TMS,isomer #2 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC=C1O | 3143.2 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC=C1O | 3143.5 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TMS,isomer #4 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O | 3033.4 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C | 3043.1 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #2 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C | 3040.6 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C | 2952.7 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #4 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC=C1O | 3064.3 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #5 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O | 2936.2 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TMS,isomer #6 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O | 2986.9 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C | 3009.1 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TMS,isomer #2 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C | 2874.5 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C | 2910.3 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TMS,isomer #4 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O | 2925.3 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,4TMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C | 2928.2 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TBDMS,isomer #1 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C | 3390.9 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TBDMS,isomer #2 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC=C1O | 3396.9 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TBDMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC=C1O | 3401.1 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,1TBDMS,isomer #4 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O | 3337.5 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C | 3564.9 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #2 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C | 3561.6 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C | 3494.3 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #4 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC=C1O | 3565.7 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #5 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O | 3457.4 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,2TBDMS,isomer #6 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O | 3509.5 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TBDMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C | 3718.6 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TBDMS,isomer #2 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C | 3621.9 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TBDMS,isomer #3 | COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C | 3634.4 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,3TBDMS,isomer #4 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O | 3645.1 | Semi standard non polar | 33892256 | Dihydroisorhamnetin,4TBDMS,isomer #1 | COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C | 3809.1 | Semi standard non polar | 33892256 |
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Spectra |
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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 - Dihydroisorhamnetin GC-MS (Non-derivatized) - 70eV, Positive | splash10-000i-0942000000-57811e5eec5201eb8d6f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (4 TMS) - 70eV, Positive | splash10-002f-2430090000-e78153eb3884bd8edb1a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_5) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_2_6) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TMS_3_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_1_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroisorhamnetin GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | 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 - Dihydroisorhamnetin 10V, Positive-QTOF | splash10-014i-0109000000-6512e191ad0c8e1578ee | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 20V, Positive-QTOF | splash10-0uy0-0924000000-97ccf7e06e5020b2e391 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 40V, Positive-QTOF | splash10-0udr-1900000000-3c8b71e78f32dcfe1389 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 10V, Negative-QTOF | splash10-014i-0309000000-191235f550efe44cfc87 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 20V, Negative-QTOF | splash10-0uxr-0924000000-971d8605acbcf85c52e2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 40V, Negative-QTOF | splash10-0a70-3920000000-5a543a61c5b30ca43adf | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 10V, Negative-QTOF | splash10-014i-0009000000-bf47ad651d2af1b09144 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 20V, Negative-QTOF | splash10-014i-0309000000-b5af2cb7c640f3f479eb | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroisorhamnetin 40V, Negative-QTOF | splash10-0udi-0900000000-ffb3231c8a5825b5a768 | 2021-09-25 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Abnormal Concentrations |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB016576 |
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KNApSAcK ID | C00008579 |
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Chemspider ID | 24958721 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 56658060 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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