All Photos(3)
Synonym(s):
trans-3-Phenylacrylic acid, Cinnamic acid
Linear Formula:
C6H5CH=CHCOOH
CAS Number:
Molecular Weight:
148.16
Beilstein/REAXYS Number:
1905952
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39023931
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
97%
form
solid
bp
300 °C (lit.)
mp
132-135 °C (lit.)
SMILES string
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+
InChI key
WBYWAXJHAXSJNI-VOTSOKGWSA-N
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Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
wgk_germany
WGK 1
ppe
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
Marie S Prevost et al.
Journal of medicinal chemistry, 56(11), 4619-4630 (2013-05-21)
Pentameric ligand gated ion channels (pLGICs) mediate signal transduction. The binding of an extracellular ligand is coupled to the transmembrane channel opening. So far, all known agonists bind at the interface between subunits in a topologically conserved "orthosteric site" whose
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