Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:07 UTC |
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Update date | 2019-11-26 03:06:35 UTC |
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Primary ID | FDB012331 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | 2-Hydroxyphenylacetic acid |
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Description | ortho-Hydroxyphenylacetic acid, also known as (O-hydroxyphenyl)acetate or 2-hydroxybenzeneacetic acid, belongs to the class of organic compounds known as 2(hydroxyphenyl)acetic acids. These are phenylacetic acids that carry a hydroxyl group at the 2-position. ortho-Hydroxyphenylacetic acid exists in all living organisms, ranging from bacteria to humans. ortho-Hydroxyphenylacetic acid has been detected, but not quantified in, several different foods, such as sweet cherries (Prunus avium), elliott's blueberries (Vaccinium elliottii), malabar spinaches (Basella alba), dandelions (Taraxacum officinale), and grapefruit/pummelo hybrids (Citrus paradisi X Citrus maxima). This could make ortho-hydroxyphenylacetic acid a potential biomarker for the consumption of these foods. ortho-Hydroxyphenylacetic acid, with regard to humans, has been found to be associated with several diseases such as irritable bowel syndrome and eosinophilic esophagitis; ortho-hydroxyphenylacetic acid has also been linked to the inborn metabolic disorder phenylketonuria. Based on a literature review a significant number of articles have been published on ortho-Hydroxyphenylacetic acid. |
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CAS Number | 614-75-5 |
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Structure | |
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Synonyms | Synonym | Source |
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(O-Hydroxyphenyl)acetic acid | ChEBI | 2'-Hydroxyphenylacetic acid | ChEBI | 2-Hydroxybenzeneacetic acid | ChEBI | 2-Hydroxyphenylacetic acid | ChEBI | O-Hydroxyphenylacetic acid | ChEBI | (O-Hydroxyphenyl)acetate | Generator | 2'-Hydroxyphenylacetate | Generator | 2-Hydroxybenzeneacetate | Generator | 2-Hydroxyphenylacetate | Generator | O-Hydroxyphenylacetate | Generator | Ortho-hydroxyphenylacetate | Generator | (2-Hydroxyphenyl)acetate | HMDB | (2-Hydroxyphenyl)acetic acid | HMDB | (O-Hydroxyphenyl)-acetate | HMDB | (O-Hydroxyphenyl)-acetic acid | HMDB | 2-HPAA | HMDB | Hydroxyphenylacetate | HMDB | Hydroxyphenylacetic acid | HMDB | O-Hydroxyphenyl acetic acid | HMDB | Ortho-hydroxyphenylacetic acid | MeSH | 2-Hydroxybenzeneacetic acid, 9CI | db_source | o-Hydroxy-a-toluic acid | db_source |
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Predicted Properties | |
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Chemical Formula | C8H8O3 |
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IUPAC name | 2-(2-hydroxyphenyl)acetic acid |
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InChI Identifier | InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11) |
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InChI Key | CCVYRRGZDBSHFU-UHFFFAOYSA-N |
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Isomeric SMILES | OC(=O)CC1=CC=CC=C1O |
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Average Molecular Weight | 152.1473 |
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Monoisotopic Molecular Weight | 152.047344122 |
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Classification |
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Description | Belongs to the class of organic compounds known as 2(hydroxyphenyl)acetic acids. These are phenylacetic acids that carry a hydroxyl group at the 2-position. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Phenylacetic acids |
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Direct Parent | 2(hydroxyphenyl)acetic acids |
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Alternative Parents | |
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Substituents | - 2(hydroxyphenyl)acetic acid
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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: Biological location: Source: |
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Foods | Cocoa and cocoa products Grains: Nuts and legumes: Fruits and vegetables: Fats and oils: Beverages: |
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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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 63.15%; H 5.30%; O 31.55% | DFC |
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Melting Point | Not Available | |
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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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GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, GC-MS Spectrum | splash10-0002-0920000000-ca3851c9928227913a97 | Spectrum | GC-MS | 2-Hydroxyphenylacetic acid, 2 TMS, GC-MS Spectrum | splash10-0w29-1970000000-de8569a7d279b97680a4 | Spectrum | GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, GC-MS Spectrum | splash10-0002-0960000000-1018d2254ff44190f41a | Spectrum | GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, GC-MS Spectrum | splash10-0002-0920000000-ca3851c9928227913a97 | Spectrum | GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, GC-MS Spectrum | splash10-0w29-1970000000-de8569a7d279b97680a4 | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4i-1900000000-0a090cff04cd89d36022 | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004i-6930000000-1903392fd44f061e93eb | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Hydroxyphenylacetic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-000i-0900000000-c0378212353f9c247060 | Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-0a4i-0900000000-2e1d10888e4b882683d4 | Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0a4i-1900000000-87d962f7cd6aa06c4832 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-0a4i-0900000000-e7c99cfd03a6c025cf2c | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0a4i-0900000000-e7c99cfd03a6c025cf2c | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-69f9fe8670d9a6ce3b78 | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-77bc386fb6ce14ec2dd1 | Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-004i-9000000000-7fb7c81915195d105078 | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-8f1c3458a31199029d71 | Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-5900000000-b7dfc901d3e6c4db398b | Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-004i-9100000000-e31e91ce81a098f17944 | Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-e7bfeba3bf5179c0cbfb | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-0c76ffcb76d341ed2f1d | Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0a6r-7900000000-1b46df694de9c5dd84ca | Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0a4i-0900000000-81d25cd8f42ea4104dc9 | Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-004i-9000000000-4ad240d4583d43a1ec3e | Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-1900000000-bd8c8286e031da5cb96c | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-8900000000-1c3e198c05d77bf0541f | Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-17130a549d9e41fac3f6 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-6a2b0b911cb357174c27 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-06436376438e44718bb7 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-056r-9300000000-19f4bd2f314d6c0b49bd | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0zfr-0900000000-c00a2e1956529eb24b43 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0pc0-0900000000-a60511b0d00662895871 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a59-4900000000-68a51d2b15b093ce1545 | Spectrum |
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NMR | |
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External Links |
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ChemSpider ID | 11476 |
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ChEMBL ID | CHEMBL240714 |
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KEGG Compound ID | C05852 |
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Pubchem Compound ID | 11970 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 953 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00669 |
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CRC / DFC (Dictionary of Food Compounds) ID | HGJ50-U:HGJ50-U |
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EAFUS ID | Not Available |
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Dr. Duke ID | O-HYDROXYPHENYLACETIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | OHP |
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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 | 953 |
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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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