A phenolic acid with diverse biological activities
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3-Hydroxyphenylacetic Acid

Item No. 36436

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-benzeneacetic acid
CAS Number
621-37-4
Synonyms
  • 3-HPAA
  • m-HPAA
  • meta-HPAA
  • m-Hydroxyphenylacetic Acid
  • meta-Hydroxyphenylacetic Acid
  • NSC 14360
Molecular Formula
C8H8O3
Formula Weight
152.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: insolDMSO: 1 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
217 nm
SMILES
O=C(CC1=CC(O)=CC=C1)O
InChi Code
InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
InChi Key
FVMDYYGIDFPZAX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    3-Hydroxyphenylacetic acid is a phenolic acid with diverse biological activities.1,2,3,4 It is formed via microbial metabolism of polyphenolic compounds, including the flavonoid quercetin (Item No. 10005169), by gut microbiota.5 3-Hydroxyphenylacetic acid binds to the γ-hydroxybutyrate receptor (GHBR; IC50 = 12 µM) and GABAA receptors in rat cerebrocortical membranes.1 It increases the activity of aldehyde dehydrogenase (ALDH) in Hepa-1c1c7 and HepG2 cells and protects Hepa-1c1c7 cells from acetaldehyde-induced cytotoxicity when used at a concentration of 10 µM.2 3-Hydroxyphenylacetic acid is active against P. aeruginosa (MIC = 2.1 mg/ml).3 It induces ataxia and decreases locomotor activity in mice (ED50s = 1,677.3 and 1,441.3 mg/kg, respectively), as well as decreases systolic and diastolic blood pressure in spontaneously hypertensive rats when administered at doses ranging from 0.1 to 10 mg/kg.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carter, L.P., Wu, H., Chen, W., et al. Novel gamma-hydroxybutyric acid (GHB) analogs share some, but not all, of the behavioral effects of GHB and GABAB receptor agonists. J. Pharmacol. Exp. Ther. 313(3), 1314-1323 (2005).

    2. Liu, Y., Myojin, T., Li, K., et al. 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. Int. J. Mol. Sci. 23(3), 1762 (2022).

    3. Ozdemir, O.O., and Soyer, F. Pseudomonas aeruginosa presents multiple vital changes in its proteome in the presence of 3-Hydroxyphenylacetic acid, a promising antimicrobial agent. ACS Omega 5(32), 19938-19951 (2020).

    4. Dias, P., Pourová, J., Vopršalová, M., et al. 3-Hydroxyphenylacetic acid: A blood pressure-reducing flavonoid metabolite. Nutrients 14(2), 328 (2022).

    5. Kim, D.-H., Jung, E.-A., Sohng, I.-S., et al. Intestinal bacterial metabolism of flavonoids and its relation to some biological activities. Arch. Pharm. Res. 21(1), 17-23 (1998).