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Merck

H23007

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:
Molecular Weight:
164.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2084229
Assay:
99%
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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



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

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
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.