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Key Documents

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133760

Sigma-Aldrich

trans-Cinnamic acid

97%

Synonyme(s) :

trans-3-Phenylacrylic acid, Cinnamic acid

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About This Item

Formule linéaire :
C6H5CH=CHCOOH
Numéro CAS:
140-10-3
Poids moléculaire :
148.16
Numéro Beilstein :
1905952
Numéro CE :
205-398-1
Numéro MDL:
MFCD00004369
Code UNSPSC :
12352100
eCl@ss :
39023931
ID de substance PubChem :
24848120
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Point d'ébullition

300 °C (lit.)

Pf

132-135 °C (lit.)

Chaîne SMILES 

OC(=O)\C=C\c1ccccc1

InChI

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

Clé InChI

WBYWAXJHAXSJNI-VOTSOKGWSA-N

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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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

320.0 °F - closed cup

Point d'éclair (°C)

160 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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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