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Merck

133760

trans-Cinnamic acid

97%

Synonyme(s) :

trans-3-Phenylacrylic acid, Cinnamic acid

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A propos de cet article

Formule linéaire :
C6H5CH=CHCOOH
Numéro CAS:
Poids moléculaire :
148.16
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39023931
UNSPSC Code:
12352100
EC Number:
205-398-1
MDL number:
Beilstein/REAXYS Number:
1905952
Assay:
97%
Form:
solid
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InChI key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

InChI

1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

SMILES string

OC(=O)\C=C\c1ccccc1

assay

97%

form

solid

bp

300 °C (lit.)

mp

132-135 °C (lit.)

functional group

carboxylic acid, phenyl

Quality Level

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Application

trans-Cinnamic acid was used to establish library of phenolic compounds by liquid chromatography/ultraviolet and mass spectrometry/mass spectrometry.

Biochem/physiol Actions

trans-cinnamic acid has inhibitory effect on phorbol-12-myristate-13-acetate-induced invasion of human lung adenocarcinoma A549 cells. It is a potential agent which can prevent lung tumor cells from metastasizing. It induces intracellular release of Ca2+ from the vacuole to the cytoplasm which triggers phytotoxicity in cucumber.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

wgk

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Classe de stockage

11 - Combustible Solids


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Jingquan Yu et al.
Journal of chemical ecology, 35(12), 1471-1477 (2010-01-12)
To obtain insight into interspecies interactions mediated by allelochemicals, the response of cucumber (Cucumis sativus L. cv Jinyan No.4) and figleaf gourd (Cucurbita ficifolia Bouché) seedlings to trans-cinnamic acid (CA) (1) was investigated. While trans-CA is an autotoxin in cucumber
Chiung-Man Tsai et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(3), 494-501 (2012-12-12)
Dietary polyphenols have been reported as an effective phytochemical for health protection and cinnamic acid (CA) is one of the polyphenols that has been demonstrated having chemopreventive potential. It was known that the early and distal metastasis might lead to
Barbara Speranza et al.
Microorganisms, 8(6) (2020-06-25)
Twelve fungal strains were assayed to investigate their resistance to cinnamic and vanillic acids and their ability to remove these compounds from a liquid medium. In a first step, the effect of the two aromatic acids (1 g/L) on the
Jianping Sun et al.
Molecules (Basel, Switzerland), 12(3), 679-693 (2007-09-14)
Liquid chromatography/ultraviolet (LC/UV) and mass spectrometry/mass spectrometry (MS/MS) libraries containing 39 phenolic compounds were established by coupling a LC and an ion trap MS with an electrospray ionization (ESI) source, operated in negative ion mode. As a result, the deprotonated
Bianca C Pérez et al.
Journal of medicinal chemistry, 56(2), 556-567 (2013-01-01)
The control of malaria is challenged by drug resistance, and new antimalarial drugs are needed. New drug discovery efforts include consideration of hybrid compounds as potential multitarget antimalarials. Previous work from our group has demonstrated that hybrid structures resulting from

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