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H23007

Sigma-Aldrich

trans-3-Hydroxycinnamic acid

99%

Synonym(s):

(E)-3-(3-Hydroxyphenyl)acrylic acid, m-Coumaric acid

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About This Item

Linear Formula:
HOC6H4CH=CHCO2H
CAS Number:
14755-02-3
Molecular Weight:
164.16
Beilstein:
2084229
MDL number:
MFCD00004390
UNSPSC Code:
12352100
PubChem Substance ID:
24895159
NACRES:
NA.22

Assay

99%

mp

193-195 °C (lit.)

SMILES string

OC(/C=C/C1=CC=CC(O)=C1)=O

InChI

1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+

InChI key

KKSDGJDHHZEWEP-SNAWJCMRSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alexis Eugene et al.
Biotechnology for biofuels, 13(1), 202-202 (2020-12-12)
Arabinoxylan in grass cell walls is acylated to varying extents by ferulate and p-coumarate at the 5-hydroxy position of arabinosyl residues branching off the xylan backbone. Some of these hydroxycinnamate units may then become involved in cell wall radical coupling
Seigo Baba et al.
Life sciences, 75(2), 165-178 (2004-05-04)
Rosmarinic acid (RA) is contained in various Lamiaceae herbs used commonly as culinary herbs. Although RA has various potent physiological actions, little is known on its bioavailability. We therefore investigated the absorption and metabolism of orally administered RA in rats.
J Cabanes et al.
Biochimica et biophysica acta, 790(2), 101-107 (1984-10-23)
The inhibition by m-coumaric acid of oxidation of L-dopa by epidermis tyrosinase (monophenol,dihydroxy-L-phenylalanine:oxygen oxidoreductase, EC 1.14.18.1) is characterized by a prolonged transient phase. Kinetic data correspond to that for a postulated mechanism that involves rapid formation of a reduced enzyme-m-coumaric
Antonia Nostro et al.
Natural product research, 26(22), 2132-2136 (2011-10-22)
This study reported the antimicrobial activity and phenolic content of natural site and micropropagated Limonium avei (De Not.) Brullo & Erben inflorescences. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of ethanolic extracts were determined according to the
Yutaka Konishi et al.
Journal of agricultural and food chemistry, 52(21), 6418-6424 (2004-10-14)
It was previously reported that m-coumaric acid, m-hydroxyphenylpropionic acid (mHPP), and 3,4-dihydroxyphenylpropionic acid (DHPP) are major metabolites of ingested caffeic acid formed by gut microflora and would be transported by the monocarboxylic acid transporter (MCT). We have directly measured their
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