An active metabolite of polyphenols
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3-(3-Hydroxyphenyl)propanoic Acid

Item No. 36268

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-benzenepropanoic acid
CAS Number
621-54-5
Synonyms
  • Dihydro-3-coumaric Acid
  • 3-Hydroxy-dihydro-3-coumaric Acid
  • 3-Hydroxyphenylpropanoate
  • m-Hydroxyphenylpropionic Acid
  • NSC 33135
  • NSC 39468
Molecular Formula
C9H10O3
Formula Weight
166.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: Slightly solubleDMSO: 1 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
217, 276 nm
SMILES
O=C(CCC1=CC(O)=CC=C1)O
InChi Code
InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)
InChi Key
QVWAEZJXDYOKEH-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-(3-Hydroxyphenyl)propanoic acid is an active metabolite of various polyphenols, including dihydrocaffeic acid (Item No. 28390) and chlorogenic acid (Item No. 70930).1,2 It is formed from these polyphenols by gut microbiota.1,3 It reduces bone resorption activity and the number of RANKL-differentiated RAW 264.7 osteoclasts in a hydroxyapatite model of resorption when used at a concentration of 0.1 mg/ml.4 3-(3-Hydroxyphenyl)propanoic acid inhibits amyloid-β (1-42) (Aβ42) peptide aggregation in a cell-free assay when used at a concentration of 100 µM and accumulates in the brain of rats fed grape seed polyphenol extract.3 It also reduces hemolysis, restores disruptions to membrane integrity, and reverses increases in malondialdehyde (MDA) activity and decreases in catalase (CAT) and superoxide dismutase (SOD) activities induced by cadmium in isolated rat erythrocytes when used at a concentration of 500 nM and in rat erythrocytes ex vivo after administration of an 80 mg/kg dose.2 It also prevents increases in intracellular cadmium levels in these in the same cells in vitro and in vivo.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Peppercorn, M.A., and Goldman, P. Caffeic acid metabolism by bacteria of the human gastrointestinal tract. J. Bacteriol. 108(3), 996-1000 (1971).

    2. Cheng, D., Song, Q., Ding, Y., et al. Comparative study on the protective effect of chlorogenic acid and 3-(3-hydroxyphenyl) propionic acid against cadmium-induced erythrocyte cytotoxicity: In vitro and in vivo evaluation. J. Agric. Food Chem. 69(13), 3859-3870 (2021).

    3. Wang, D., Ho, L., Faith, J., et al. Role of intestinal microbiota in the generation of polyphenol-derived phenolic acid mediated attenuation of Alzheimer’s disease β-amyloid oligomerization. Mol. Nutr. Food Res. 59(6), 1025-1040 (2015).

    4. Zhao, H., Lazarenko, O.P., and Chen, J.-R. Hippuric acid and 3-(3-hydroxyphenyl) propionic acid inhibit murine osteoclastogenesis through RANKL-RANK independent pathway. J. Cell. Physiol. 235(1), 599-610 (2020).