Date published: 2025-11-2

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3-Hydroxyphenylacetic Acid (CAS 621-37-4)

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Alternate Names:
3-Hydroxybenzeneacetic Acid; 2-(3-Hydroxyphenyl)acetic Acid; (m-Hydroxyphenyl)acetic Acid
CAS Number:
621-37-4
Molecular Weight:
152.15
Molecular Formula:
C8H8O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Hydroxyphenylacetic Acid (3-HPA) is an organic compound, a derivative of phenylacetic acid, characterized by the presence of a hydroxyl group attached to the benzene ring at the meta position relative to the acetic acid side chain. This structural feature imparts distinctive chemical properties to 3-Hydroxyphenylacetic Acid, such as increased polarity and reactivity compared to its parent compound, phenylacetic acid. In research applications, 3-Hydroxyphenylacetic Acid serves as a pivotal molecule for studying aromatic compound metabolism within various biological systems. Its role is particularly emphasized in investigations related to the breakdown and synthesis pathways of phenolic compounds, offering insights into microbial degradation processes and the biosynthesis of complex natural products. As a versatile intermediate, 3-Hydroxyphenylacetic Acid is also utilized in the synthesis of more complex chemical entities, enabling the exploration of novel compounds with potential applications in various fields of chemical research. This compound, therefore, not only aids in the elucidation of metabolic pathways but also facilitates the development of synthetic methodologies and the discovery of new molecules.


3-Hydroxyphenylacetic Acid (CAS 621-37-4) References

  1. Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans.  |  Olthof, MR., et al. 2003. J Nutr. 133: 1806-14. PMID: 12771321
  2. Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands.  |  Chen, W., et al. 2005. Bioorg Med Chem Lett. 15: 3201-2. PMID: 15927467
  3. Synthesis of hydroxytyrosol, 2-hydroxyphenylacetic acid, and 3-hydroxyphenylacetic acid by differential conversion of tyrosol isomers using Serratia marcescens strain.  |  Allouche, N. and Sayadi, S. 2005. J Agric Food Chem. 53: 6525-30. PMID: 16076144
  4. Catabolism of 3- and 4-hydroxyphenylacetic acid by Klebsiella pneumoniae.  |  Martín, M., et al. 1991. J Gen Microbiol. 137: 621-8. PMID: 1851804
  5. Molecular modeling study on the possible polymers formed during the electropolymerization of 3-hydroxyphenylacetic acid.  |  Ferreira, DC., et al. 2012. J Mol Graph Model. 34: 18-27. PMID: 22306414
  6. 3-Hydroxyphenylacetic acid induces the Burkholderia cenocepacia phenylacetic acid degradation pathway - toward understanding the contribution of aromatic catabolism to pathogenesis.  |  Imolorhe, IA. and Cardona, ST. 2011. Front Cell Infect Microbiol. 1: 14. PMID: 22919580
  7. Tyrosol and its analogues inhibit alpha-melanocyte-stimulating hormone induced melanogenesis.  |  Wen, KC., et al. 2013. Int J Mol Sci. 14: 23420-40. PMID: 24287915
  8. Urinary 3-(3-Hydroxyphenyl)-3-hydroxypropionic Acid, 3-Hydroxyphenylacetic Acid, and 3-Hydroxyhippuric Acid Are Elevated in Children with Autism Spectrum Disorders.  |  Xiong, X., et al. 2016. Biomed Res Int. 2016: 9485412. PMID: 27123458
  9. 3,4-Dihydroxyphenylacetic acid is a predominant biologically-active catabolite of quercetin glycosides.  |  Tang, Y., et al. 2016. Food Res Int. 89: 716-723. PMID: 28460970
  10. Single dose pharmacokinetics of intravenous 3,4-dihydroxyphenylacetic acid and 3-hydroxyphenylacetic acid in rats.  |  Zabela, V., et al. 2020. Fitoterapia. 142: 104526. PMID: 32097685
  11. Pseudomonas aeruginosa Presents Multiple Vital Changes in Its Proteome in the Presence of 3-Hydroxyphenylacetic Acid, a Promising Antimicrobial Agent.  |  Ozdemir, OO. and Soyer, F. 2020. ACS Omega. 5: 19938-19951. PMID: 32832748
  12. 3-Hydroxyphenylacetic Acid: A Blood Pressure-Reducing Flavonoid Metabolite.  |  Dias, P., et al. 2022. Nutrients. 14: PMID: 35057508
  13. A Major Intestinal Catabolite of Quercetin Glycosides, 3-Hydroxyphenylacetic Acid, Protects the Hepatocytes from the Acetaldehyde-Induced Cytotoxicity through the Enhancement of the Total Aldehyde Dehydrogenase Activity.  |  Liu, Y., et al. 2022. Int J Mol Sci. 23: PMID: 35163684
  14. Gut microbiome mediates the protective effects of exercise after myocardial infarction.  |  Zhou, Q., et al. 2022. Microbiome. 10: 82. PMID: 35637497
  15. Sulfation of Phenolic Acids: Chemoenzymatic vs. Chemical Synthesis.  |  Kolaříková, V., et al. 2022. Int J Mol Sci. 23: PMID: 36499496

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Hydroxyphenylacetic Acid, 25 g

sc-209619
25 g
$192.00