METHYL 4-HYDROXYBENZOATE REAGENTPLUS(R) (C005B-092576)

Application

Methyl 4-hydroxybenzoate has been used:

• in sex-linked recessive lethal (SLRL) test in Drosophila melanogaster
• as a constituent in cream formulation
• as an antifungal agent in Drosophila melanogaster culture

Biochem/physiol Actions

Methyl 4-hydroxybenzoate, also called methyl paraben or nipagin, comprises the ester of p-hydroxybenzoic acid. It is present naturally in cloudberry, white wine and bourbon vanilla. Methyl 4-hydroxybenzoate has antimicrobial and antifungal functionality and is commercially used as a preservative in the food, cosmetic and pharmaceutical industry. Methyl 4-hydroxybenzoate has cytotoxic effects on keratinocytes in the presence of sunlight. Methyl 4-hydroxybenzoate upon solar irradiation mediates DNA damage and modulates esterase metabolism resulting in skin damage and favors cancer progression. Methyl 4-hydroxybenzoate has estrogenic functionality and upregulates estrogen-related genes.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Molecular Weight: 152.15. Empirical Formula: C₈H₈O₃. linearFormula: HOC₆H₄CO₂CH₃. Quality Level: 200. product line: ReagentPlus^®. . Assay: ≥. 99.0%. form: crystalline. mp: 125-128 . °C (lit.). SMILES string: COC(: O)c1ccc(O)cc1. InChI: 1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3. InChI key: LXCFILQKKLGQFO-UHFFFAOYSA-N. Pictograms: GHS09. Hazard Statements: H411. Precautionary Statements: P273 - P391 - P501. Hazard Classifications: Aquatic Chronic 2. Storage Class Code: 13 - Non Combustible Solids. WGK: WGK 1. Flash Point(F): 334.4 °F. Flash Point(C): 168 °C. Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves.