Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-22 16:36:16 UTC |
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Update Date | 2021-09-22 16:36:16 UTC |
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HMDB ID | HMDB0301717 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Ferulic acid 4-glucoside |
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Description | Ferulic acid 4-glucoside is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides 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. Ferulic acid 4-glucoside is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Ferulic acid 4-glucoside can be found in a number of food items such as redcurrant, gooseberry, highbush blueberry, and blackcurrant, which makes ferulic acid 4-glucoside a potential biomarker for the consumption of these food products. |
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Structure | COC1=CC(\C=C\C(O)=O)=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O InChI=1S/C16H20O9/c1-23-10-6-8(3-5-12(18)19)2-4-9(10)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3+/t11-,13-,14+,15-,16-/m1/s1 |
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Synonyms | Value | Source |
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(2E)-3-(3-Methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate | Generator | Ferulate 4-glucoside | Generator | (2E)-3-[4-(beta-D-Glucopyranosyloxy)-3-methoxyphenyl]-2-propenoic acid | PhytoBank | (2E)-3-[4-(β-D-Glucopyranosyloxy)-3-methoxyphenyl]-2-propenoic acid | PhytoBank | (E)-Ferulic acid 4-O-beta-D-glucoside | PhytoBank | (E)-Ferulic acid 4-O-β-D-glucoside | PhytoBank | Ferulic acid 4-O-glucoside | PhytoBank | Ferulic acid 4-O-beta-glucopyranoside | PhytoBank | Ferulic acid 4-O-β-glucopyranoside | PhytoBank | Lavandoside | PhytoBank | trans-4-O-beta-D-Glucopyranosylferulic acid | PhytoBank | trans-4-O-β-D-Glucopyranosylferulic acid | PhytoBank | trans-Ferulic acid 4-beta-D-glucoside | PhytoBank | trans-Ferulic acid 4-β-D-glucoside | PhytoBank | trans-Ferulic acid-4-beta-glucoside | PhytoBank | trans-Ferulic acid-4-β-glucoside | PhytoBank | trans-p-Feruloyl-beta-D-glucopyranoside | PhytoBank | trans-p-Feruloyl-β-D-glucopyranoside | PhytoBank | Ferulic acid 4-O-beta-D-glucopyranoside | PhytoBank | Ferulic acid 4-O-β-D-glucopyranoside | PhytoBank |
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Chemical Formula | C16H20O9 |
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Average Molecular Weight | 356.3246 |
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Monoisotopic Molecular Weight | 356.110732238 |
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IUPAC Name | (2E)-3-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid |
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Traditional Name | (2E)-3-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid |
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CAS Registry Number | 537-98-4 |
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SMILES | COC1=CC(\C=C\C(O)=O)=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |
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InChI Identifier | InChI=1S/C16H20O9/c1-23-10-6-8(3-5-12(18)19)2-4-9(10)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3+/t11-,13-,14+,15-,16-/m1/s1 |
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InChI Key | IEMIRSXOYFWPFD-BJGSYIFTSA-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
- Cinnamic acid
- Cinnamic acid or derivatives
- Coumaric acid or derivatives
- Hexose monosaccharide
- O-glycosyl compound
- Phenoxy compound
- Anisole
- Methoxybenzene
- Styrene
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Monosaccharide
- Oxane
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Ether
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid
- Carboxylic acid derivative
- Acetal
- Polyol
- Alcohol
- Carbonyl group
- Organic oxide
- Primary alcohol
- Hydrocarbon derivative
- 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 | Not Available |
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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 | 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 IndicesNot Available |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 10V, Positive-QTOF | splash10-054t-0916000000-ebc1cc4896fdc64a458c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 20V, Positive-QTOF | splash10-002b-0900000000-6a902dabbbf78442f23e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 40V, Positive-QTOF | splash10-004s-1900000000-e4ad1acd6f4850f0bc2e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 10V, Negative-QTOF | splash10-0a4l-1819000000-eba6f8f85bf8d5d53934 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 20V, Negative-QTOF | splash10-002f-1911000000-77f2053078c1eb574d28 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 40V, Negative-QTOF | splash10-004l-2900000000-2ff1d99e129350f50621 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 10V, Positive-QTOF | splash10-052s-0219000000-b7234cdb53b60902464c | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 20V, Positive-QTOF | splash10-01y2-0914000000-a18d425b2a03a2eee99b | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 40V, Positive-QTOF | splash10-001j-1920000000-3cd8ce35afe706d70b23 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 10V, Negative-QTOF | splash10-0a4i-0109000000-be106f09d2f43d279f4f | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 20V, Negative-QTOF | splash10-0002-2893000000-9a4389f84bbaed564315 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferulic acid 4-glucoside 40V, Negative-QTOF | splash10-0002-3902000000-98c283edf136c4ee19bf | 2021-10-21 | Wishart Lab | View Spectrum |
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