Methyl 4-hydroxybenzoate
SIAL/H5501 - ReagentPlus®, ≥99.0%, crystalline
Synonym: p-Hydroxybenzoic acid methyl ester; Methyl paraben; NIPAGIN
CAS Number: 99-76-3
Empirical Formula (Hill Notation): C8H8O3
Molecular Weight: 152.15
EC Number: 202-785-7
MDL Number: MFCD00002352
Linear Formula: HOC6H4CO2CH3
Product Type: Chemical
assay | ≥99.0% |
form | crystalline |
InChI | 1S/C8H8O3/c1-11-8(10)6-2- |
InChI key | LXCFILQKKLGQFO-UHFFFAOYSA |
mp | 125-128 °C (lit.) |
product line | ReagentPlus® |
Quality Level | 200 |
SMILES string | COC(=O)c1ccc(O)cc1 |
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 |
Packaging: | 1 kg in poly bottle |
Packaging: | 100, 500 g in poly bottle |
Packaging: | 5 kg in poly drum |
Symbol | GHS09 |
Hazard statements | H411 |
Precautionary statements | P273 - P391 - P501 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 1 |
Flash Point(F) | 334.4 °F |
Flash Point(C) | 168 °C |
Purity | ≥99.0% |
mp | 125-128 °C (lit.) |
UNSPSC | 12352200 |