A paraben with diverse biological activities
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Ethylparaben

Item No. 37357

Technical Information
Formal Name
4-hydroxy-benzoic acid, ethyl ester
CAS Number
120-47-8
Synonyms
  • 4-Carbethoxyphenol
  • Ethyl 4-hydroxybenzoate
  • Ethyl p-hydroxybenzoate
  • Ethyl para-hydroxybenzoate
  • NSC 8510
  • NSC 23514
Molecular Formula
C9H10O3
Formula Weight
Purity
≥98%
A solid
DMF: 12 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
258 nm
SMILES
O=C(C1=CC=C(C=C1)O)OCC
InChi Code
InChI=1S/C9H10O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3
InChi Key
NUVBSKCKDOMJSU-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

    Ethylparaben is a paraben that has been found in A. bracteatus and has diverse biological activities.1,2,3,4 It selectively induces activation of estrogen receptor β (ERβ) over ERα in yeast two-hybrid assays (EC50s = 1.86 and 38.2 µM, respectively). Ethylparaben inhibits carbonic anhydrase I (CAI), CAII, CAVII, CAIX, CAXII, and CAXIV (IC50s = 7.9, 4.8, 8.7, 8.2, 8.6, and 7.7 µM, respectively, for the human enzymes).2 It is active against several strains of P. stutzeri and P. aeruginosa (MICs = 400-1,000 µg/ml).3 Ethylparaben (0.01 and 0.1%) is cytotoxic to immortalized human meibomian gland epithelial cells.4 It has been found in influent and effluent wastewater.5 Formulations containing ethylparaben have been used as preservatives in cosmetics, food, and pharmaceuticals.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cao, X., Jiang, J., Zhang, S., et alDiscovery of natural estrogen receptor modulators with structure-based virtual screening. Bioorg. Med. Chem. Lett. 23(11), 3329-3333 (2013).

    2. Carta, F., Vullo, D., Maresca, A., et alMono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV. Bioorg. Med. Chem. 21(6), 1564-1569 (2013).

    3. Tattawasart, U., Maillard, J.-Y., Furr, J.R., et alComparative responses of Pseudomonas stutzeri and Pseudomonas aeruginosa to antibacterial agents. J. Appl. Microbiol. 87(3), 323-331 (1999).

    4. Wang, J., Liu, Y., Kam, W.R., et alToxicity of the cosmetic preservatives parabens, phenoxyethanol and chlorphenesin on human meibomian gland epithelial cells. Exp. Eye Res. 196, 108057 (2020).

    5. Wang, W., and Kannan, K. Fate of parabens and their metabolites in two wastewater treatment plants in New York state, United States. Environ. Sci. Technol. 50(3), 1174-1181 (2016).