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methyl 4-hydroxycinnamate
2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9CI)

Supplier Sponsors

CAS Number:	3943-97-3	3D/inchi
ECHA EINECS - REACH Pre-Reg:	223-531-1
FDA UNII:	P9G2H2437D
MDL:	MFCD00157167
XlogP3:	2.30 (est)
Molecular Weight:	178.18730000
Formula:	C10 H10 O3
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category:natural substances and extractives

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

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)

Organoleptic Properties:

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

None found

Suppliers:

Alfa Biotechnology

For experimental / research use only.

Methyl 4-hydroxycinnamate 98%

Matrix Scientific

For experimental / research use only.

Methyl 3-(4-hydroxyphenyl)acrylate, 95+%

Santa Cruz Biotechnology

For experimental / research use only.

Methyl 3-(4-hydroxyphenyl)acrylate

Safety Information:


Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

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.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :92203

National Institute of Allergy and Infectious Diseases:Data

methyl 3-(4-hydroxyphenyl)prop-2-enoate

Chemidplus:0003943973

References:

	methyl 3-(4-hydroxyphenyl)prop-2-enoate
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	92203
Pubchem (sid):	135049480

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
Metabolomics Database:	Search
HMDB (The Human Metabolome Database):	Search
FooDB:	FDB001825
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components note

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):note

	bamboo moso bamboo Search Trop Picture
	lentinus lepideus Search PMC Picture
	onion Search Trop Picture

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)

Articles:

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.

Notes:

isolated from rhizome of costus speciosus.

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