You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-09-30 22:18:32 UTC |
---|
Update Date | 2020-06-04 20:37:20 UTC |
---|
BMDB ID | BMDB0000020 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | p-Hydroxyphenylacetic acid |
---|
Description | 4-Hydroxyphenylacetic acid, also known as (p-hydroxyphenyl)acetate or 4-hydroxybenzeneacetate, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. 4-Hydroxyphenylacetic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 4-Hydroxyphenylacetic acid exists in all living species, ranging from bacteria to humans. 4-Hydroxyphenylacetic acid is a potentially toxic compound. 4-Hydroxyphenylacetic acid has been found to be associated with several diseases known as lung cancer, crohn's disease, spina bifida, and epilepsy; also 4-hydroxyphenylacetic acid has been linked to the inborn metabolic disorders including phenylketonuria. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
(p-Hydroxyphenyl)acetic acid | ChEBI | 4-Carboxymethylphenol | ChEBI | 4-Hydroxybenzeneacetic acid | ChEBI | 4-Hydroxyphenylacetate | ChEBI | 4-Hydroxyphenylacetic acid | Kegg | (p-Hydroxyphenyl)acetate | Generator | 4-Hydroxybenzeneacetate | Generator | p-Hydroxyphenylacetate | Generator | (4-Hydroxy-phenyl)-acetate | HMDB | (4-Hydroxy-phenyl)-acetic acid | HMDB | (4-Hydroxy-phenyl)-essigsaeure | HMDB | (4-Hydroxyphenyl)acetate | HMDB | (4-Hydroxyphenyl)acetic acid | HMDB | (p-Hydroxyphenyl)-acetate | HMDB | (p-Hydroxyphenyl)-acetic acid | HMDB | 4-Hydroxy-benzeneacetate | HMDB | 4-Hydroxy-benzeneacetic acid | HMDB | 4-Hydroxyphenyl-acetic acid | HMDB | Parahydroxy phenylacetate | HMDB | Parahydroxy phenylacetic acid | HMDB | Parahydroxyphenylacetate | HMDB | Para-hydroxyphenylacetic acid | HMDB | p-Hydroxyphenylacetic acid | ChEBI | 4'-Hydroxyphenylacetic acid | HMDB | 2-(4-Hydroxyphenyl)acetic acid | HMDB |
|
---|
Chemical Formula | C8H8O3 |
---|
Average Molecular Weight | 152.1473 |
---|
Monoisotopic Molecular Weight | 152.047344122 |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | 156-38-7 |
---|
SMILES | Not Available |
---|
InChI Identifier | InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) |
---|
InChI Key | XQXPVVBIMDBYFF-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Phenols |
---|
Sub Class | 1-hydroxy-2-unsubstituted benzenoids |
---|
Direct Parent | 1-hydroxy-2-unsubstituted benzenoids |
---|
Alternative Parents | |
---|
Substituents | - 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Status | Detected and Quantified |
---|
Origin | |
---|
Biofunction | Not Available |
---|
Application | Not Available |
---|
Cellular locations | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | 148 - 150 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 60.7 mg/mL | Not Available | LogP | 0.75 | HANSCH,C ET AL. (1995) |
|
---|
Predicted Properties | Not Available |
---|
Spectra |
---|
Spectra | |
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | - Bladder
- Epidermis
- Kidney
- Milk
- Prostate Tissue
- Ruminal Fluid
- Urine
|
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Bladder | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Epidermis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Ruminal Fluid | Detected and Quantified | 78510 +/- 12590 uM | Not Specified | Both | Normal | | details | Urine | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
|
---|
Abnormal Concentrations |
---|
| Not Available |
---|
External Links |
---|
HMDB ID | HMDB0000020 |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | 573 |
---|
FooDB ID | FDB010534 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | 124 |
---|
KEGG Compound ID | C00642 |
---|
BioCyc ID | 4-HYDROXYPHENYLACETATE |
---|
BiGG ID | 35599 |
---|
Wikipedia Link | 4-hydroxyphenylacetic_acid |
---|
METLIN ID | 130 |
---|
PubChem Compound | 127 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 18101 |
---|
References |
---|
Synthesis Reference | Qiao, Xi-long; Tian, Hui; Li, Wen; Zhao, Xiu-yun; Zhang, Jin-fang. Study of 4-hydroxyphenylacetic acid synthesis from glyoxalic acid. Hebei Gongye Keji (2005), 22(5), 264-266. |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
- Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. [PubMed:29291809 ]
|
---|