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H23007

Sigma-Aldrich

trans-3-Hydroxycinnamic acid

99%

Sinónimos:

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

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About This Item

Fórmula lineal:
HOC6H4CH=CHCO2H
Número de CAS:
14755-02-3
Peso molecular:
164.16
Beilstein/REAXYS Number:
2084229
MDL number:
MFCD00004390
UNSPSC Code:
12352100
PubChem Substance ID:
24895159
NACRES:
NA.22

Quality Level

100

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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.
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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