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H23007

Sigma-Aldrich

trans-3-Hydroxycinnamic acid

99%

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Synonym(s):
(E)-3-(3-Hydroxyphenyl)acrylic acid, m-Coumaric acid
Linear Formula:
HOC6H4CH=CHCO2H
CAS Number:
Molecular Weight:
164.16
Beilstein/REAXYS Number:
2084229
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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1 of 4

This Item
H22809PHL83258PHL82343
trans-3-Hydroxycinnamic acid 99%

H23007

trans-3-Hydroxycinnamic acid

trans-m-Coumaric acid phyproof® Reference Substance

PHL83258

trans-m-Coumaric acid

trans-o-Coumaric acid phyproof® Reference Substance

PHL82343

trans-o-Coumaric acid

mp

193-195 °C (lit.)

mp

217 °C (dec.) (lit.)

mp

193-195 °C (lit.)

mp

~210 °C (dec.)

pictograms

Exclamation mark

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
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
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
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

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