Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:07 UTC |
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Update date | 2019-11-26 03:09:37 UTC |
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Primary ID | FDB014170 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 5-Hydroxyferulic acid |
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Description | 5-Hydroxyferulic acid, also known as trans-5-hydroxyferulate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 5-Hydroxyferulic acid has been detected, but not quantified in, several different foods, such as common chokecherries (Prunus virginiana), cupuaçus (Theobroma grandiflorum), persimmons (Diospyros), black huckleberries (Gaylussacia baccata), and climbing beans (Vigna umbellata). This could make 5-hydroxyferulic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Hydroxyferulic acid. |
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CAS Number | 1782-55-4 |
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Structure | |
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Synonyms | Synonym | Source |
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(2E)-3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoic acid | ChEBI | 3-Methoxy-4,5-dihydroxy-trans-cinnamic acid | ChEBI | trans-5-Hydroxyferulic acid | ChEBI | (2E)-3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoate | Generator | 3-Methoxy-4,5-dihydroxy-trans-cinnamate | Generator | trans-5-Hydroxyferulate | Generator | 5-Hydroxyferulate | Generator | 3,4-Dihydroxy-5-methoxycinnamoic acid | HMDB | 3-(3,4-Dihydroxy-5-methoxy)-2-propenoic acid, 9ci | HMDB | 3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoic acid | HMDB | 3-Methoxycaffeic acid | HMDB | 5-Hydroxyferulic acid | HMDB | HFL | HMDB | 5-Hydroxyferulate methyl ester | Generator | 3-(3,4-Dihydroxy-5-methoxy)-2-propenoate | Generator | 3,4-Dihydroxy-5-methoxycinnamic acid | HMDB | E-5-Hydroxyferulic acid | HMDB | 3-(3,4-Dihydroxy-5-methoxy)-2-propenoic acid | HMDB | 2-Propenoic acid, 3-(3,4-dihydroxy-5-methoxyphenyl)- | biospider | 3-(3,4-Dihydroxy-5-methoxy)-2-propenoic acid, 9CI | db_source |
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Predicted Properties | |
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Chemical Formula | C10H10O5 |
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IUPAC name | (2E)-3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoic acid |
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InChI Identifier | InChI=1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2+ |
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InChI Key | YFXWTVLDSKSYLW-NSCUHMNNSA-N |
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Isomeric SMILES | COC1=CC(\C=C\C(O)=O)=CC(O)=C1O |
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Average Molecular Weight | 210.1834 |
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Monoisotopic Molecular Weight | 210.05282343 |
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Classification |
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Description | Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Cinnamic acids and derivatives |
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Sub Class | Hydroxycinnamic acids and derivatives |
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Direct Parent | Hydroxycinnamic acids |
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Alternative Parents | |
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Substituents | - Cinnamic acid
- Hydroxycinnamic acid
- Coumaric acid or derivatives
- Methoxyphenol
- Phenoxy compound
- Anisole
- Methoxybenzene
- Styrene
- Phenol ether
- Catechol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Ether
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Biological role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 57.14%; H 4.80%; O 38.06% | DFC |
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Melting Point | Mp 182° (168-170° dec) | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | 5-Hydroxyferulic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03dl-0910000000-edb7cb180844171b184b | Spectrum | Predicted GC-MS | 5-Hydroxyferulic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03di-6039700000-818fd1c6815f0b1bf5f0 | Spectrum | Predicted GC-MS | 5-Hydroxyferulic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5-Hydroxyferulic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03dl-0970000000-6f1608973608646a6815 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-02tc-1910000000-99bedde5d4b95d2a72ea | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4s-3900000000-db5c30fefbe69f4bf23a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0290000000-25c9e8b31be5cda28840 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0950000000-6b6628733be09dd12dec | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000g-2900000000-426d3db7318485c7e916 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0aor-0690000000-3d076d9d2c8322ea32d8 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00ls-0900000000-075ce6e6c6eb242ff7c2 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052b-3920000000-b91d58bedeef6007bb24 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01ox-0910000000-198b07c641d6eb666e07 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0296-0910000000-229335782ae991df2203 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gbc-9600000000-365cec17f27513fd8043 | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 394087 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C05619 |
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Pubchem Compound ID | 446834 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB35484 |
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CRC / DFC (Dictionary of Food Compounds) ID | BJK28-F:JOL14-W |
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EAFUS ID | Not Available |
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Dr. Duke ID | 5-HYDROXY-TRANS-FERULIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | C00007336 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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