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Key Documents

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:
Poids moléculaire :
148.16
Numéro Beilstein :
1905952
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
eCl@ss :
39023931
ID de substance PubChem :

Niveau de qualité

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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Catégories apparentées

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

Mention d'avertissement

Warning

Mentions de danger

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

Point d'éclair (°C)

160 °C

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
Feng Yang et al.
Molecular pharmaceutics, 9(11), 3259-3265 (2012-09-27)
Owing to advantageous biochemical and pharmacological properties of human serum albumin (HSA), HSA-based drug carrier is playing an increasing role in the clinical setting. Since the IIA subdomain of HSA is a big hydrophobic cavity, we proposed that HSA delivers
Andrew M Lauer et al.
Organic letters, 14(19), 5138-5141 (2012-09-25)
A highly regioselective, Pd-catalyzed allylic fluorination of phosphorothioate esters is reported. This chemistry addresses several limitations of previously reported methods in which elimination and lack of reactivity were problematic. Preliminary mechanistic investigations reveal that these reactions are stereospecific and provide

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