methyl 4-hydroxycinnamate
2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9CI)
Identification
| Name | methyl 4-hydroxycinnamate |
| CAS Number | 3943-97-3 |
| EINECS | 223-531-1 |
| FDA UNII | P9G2H2437D |
| Molecular Formula | C10 H10 O3 |
| Molecular Weight | 178.18730000 |
| MDL Number | MFCD00157167 |
| XlogP3 | 2.30 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 306.62 °C. @ 760.00 mm Hg (est) |
| Flash Point | 271.00 °F. TCC ( 132.80 °C. ) (est) |
| logP (o/w) | 2.252 (est) |
| Soluble in | water, 5332 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for methyl 4-hydroxycinnamate usage levels up to | not for fragrance use. |
| Recommendation for methyl 4-hydroxycinnamate flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
cinnamic acid, p-hydroxy-, methyl ester (8CI)
4-
coumaric acid methyl ester
p-
hydroxy methyl cinnamate
4-
hydroxycinnamic acid methyl ester
para-
hydroxycinnamic acid methyl ester
p-
hydroxycinnamic acid methyl ester
3-(4-
hydroxyphenyl)-2-propenoic acid methyl ester
methyl 3-(4-hydroxyphenyl)prop-2-enoate
methyl p-coumarate
methyl p-hydroxycinnamate
methyl para-coumarate
methyl para-hydroxycinnamate
2-
propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9CI)
PubMed:
Application of two newly identified and characterized feruloyl esterases from Streptomyces sp. in the enzymatic production of ferulic acid from agricultural biomass.
PubMed:
Overexpression of Aspergillus tubingensis faeA in protease-deficient Aspergillus niger enables ferulic acid production from plant material.
PubMed:
Methyl p-Hydroxycinnamate Suppresses Lipopolysaccharide-Induced Inflammatory Responses through Akt Phosphorylation in RAW264.7 Cells.
PubMed:
A feruloyl esterase (FAE) characterized by relatively high thermostability from the edible mushroom Russula virescens.
PubMed:
Excited state dynamics of Photoactive Yellow Protein chromophores elucidated by high-resolution spectroscopy and ab initio calculations.
PubMed:
Expression, purification and characterization of a feruloyl esterase A from Aspergillus flavus.
PubMed:
Characterization of a feruloyl esterase from Lactobacillus plantarum.
PubMed:
[Phenolic constituents from Lysimachia patungensis].
PubMed:
Metagenomic mining of feruloyl esterases from termite enteric flora.
PubMed:
Conformational heterogeneity of methyl 4-hydroxycinnamate: a gas-phase UV-IR spectroscopic study.
PubMed:
An esterase from the basidiomycete Pleurotus sapidus hydrolyzes feruloylated saccharides.
PubMed:
Nonradiative decay dynamics of methyl-4-hydroxycinnamate and its hydrated complex revealed by picosecond pump-probe spectroscopy.
PubMed:
Comparison of the antimelanogenic effects of p-coumaric acid and its methyl ester and their skin permeabilities.
PubMed:
Influence of organic co-solvents on the activity and substrate specificity of feruloyl esterases.
PubMed:
Spectroscopy and dynamics of methyl-4-hydroxycinnamate: the influence of isotopic substitution and water complexation.
PubMed:
[Purification and characterization of ferulic acid esterase from Penicillium citrinum].
PubMed:
A new cytotoxic 1-azaanthraquinone from the stems of Goniothalamus laoticus.
PubMed:
Thermostable feruloyl esterase for the bioproduction of ferulic acid from triticale bran.
PubMed:
Production and biochemical characterization of a type B ferulic acid esterase from Streptomyces ambofaciens.
PubMed:
Characterization of two distinct feruloyl esterases, AoFaeB and AoFaeC, from Aspergillus oryzae.
PubMed:
A potential role for sinapyl p-coumarate as a radical transfer mechanism in grass lignin formation.
PubMed:
Chemical constituents from leaves of Palicourea coriacea (Rubiaceae).
PubMed:
High-resolution spectroscopy of methyl 4-hydroxycinnamate and its hydrogen-bonded water complex.
PubMed:
[Analysis of the chemical constituents of Hedyotis diffusa].
PubMed:
Formation of syringyl-rich lignins in maize as influenced by feruloylated xylans and p-coumaroylated monolignols.
PubMed:
Nitrification Inhibitors from the root tissues of Brachiaria humidicola, a tropical grass.
PubMed:
Methyl p-coumarate, a melanin formation inhibitor in B16 mouse melanoma cells.
PubMed:
Determination of three compounds in Aloe vera by capillary electrophoresis.
PubMed:
A novel iridoid from Boschniakia rossica.
PubMed:
Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells.
PubMed:
Purification and characterization of a type B feruloyl esterase (StFAE-A) from the thermophilic fungus Sporotrichum thermophile.
PubMed:
A new anthraquinone from Gladiolus gandavensis.
PubMed:
Purification and properties of a feruloyl esterase involved in lignocellulose degradation by Aureobasidium pullulans.
PubMed:
Antioxidant constituents from the stem of Sorghum bicolor.
PubMed:
Aristolochic acids, aristolactam alkaloids and amides from Aristolochia kankauensis.
PubMed:
Investigations on lignins and lignification. XXI. Identification of phenolic esters in the culture medium of Lentinus lepideus and the O-methylation of methyl P-coumarate to methyl P-methoxycinnamate in vivo.
PubMed:
Identification of methyl-p-coumarate as a metabolic product of Lentinus lepideus.