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Sigma-Aldrich

Ethyl cinnamate

99%

Synonym(s):

3-Phenyl-2-propenoic acid ethyl ester, Ethyl 3-phenyl-2-propenoate, NSC 6773

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About This Item

Linear Formula:
C6H5CH=CHCOOC2H5
CAS Number:
103-36-6
Molecular Weight:
176.21
Beilstein:
775541
EC Number:
203-104-6
MDL number:
MFCD00009189
UNSPSC Code:
12352100
PubChem Substance ID:
24847091
NACRES:
NA.22

Assay

99%

impurities

may contain alpha-tocopherol (synthetic)

refractive index

n20/D 1.558 (lit.)

bp

271 °C (lit.)

mp

6-8 °C (lit.)

density

1.049 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)\C=C\c1ccccc1

InChI

1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+

InChI key

KBEBGUQPQBELIU-CMDGGOBGSA-N

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Application

  • Antimicrobial and antiproliferative effects: Essential oils including Ethyl cinnamate derived from Zingiberaceae family show promising antimicrobial and antiproliferative properties, suggesting their potential application in oral healthcare products. This study provides insight into the utilization of natural products for medical and pharmaceutical applications (Amil et al., 2024).
  • Biodistribution and cellular interactions in medical research: Ethyl cinnamate could be investigated for its role in enhancing the permeability and imaging contrast in studies like those investigating the biodistribution of intravenously delivered mesenchymal stromal cells. Such applications could improve understanding in cellular therapies and regenerative medicine (Pichardo et al., 2022).

Biochem/physiol Actions

Ethyl cinnamate inhibits the growth of Chlorella pyrenoidosa.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gessica D Gonçalves et al.
Anatomical record (Hoboken, N.J. : 2007), 303(10), 2668-2678 (2020-01-28)
Fetal hypoxia is a common complication of pregnancy. We have previously reported that maternal hypoxia in late gestation in mice gives rise to male offspring with reduced nephron number, while females have normal nephron number. Male offspring later develop proteinuria
Li-Li Gao et al.
Huan jing ke xue= Huanjing kexue, 34(1), 156-162 (2013-03-16)
The effects of ethyl cinnamate on the growth and physiological characteristics of Chlorella pyrenoidosa were studied. The allelopathic mechanisms were explored, from views of chlorophyll a content, antioxidant enzyme activities, reactive oxygen species (ROS) level, malondialdehyde (MDA) content and photosynthetic
Nam-Jin Kim et al.
Pest management science, 64(8), 857-862 (2008-03-08)
This study was aimed at assessing the toxicity of ethyl cinnamate and ethyl p-methoxycinnamate (EMC) identified in Kaempferia galangal L. (Zingiberaceae) rhizome and another 12 known compounds to third-instar larvae from laboratory-reared Culex pipiens pallens Forskal, Aedes aegypti L. and
Rozana Othman et al.
Planta medica, 68(7), 655-657 (2002-07-27)
From the rhizomes of Kaempferia galanga, ethyl cinnamate (EC) was isolated and its vasorelaxant effect was examined on the rat aorta. EC inhibited the tonic contractions induced by high K+ and phenylephrine (PE) in a concentration-dependent manner, with respective IC50
K Bratt et al.
Journal of chemical ecology, 27(11), 2253-2262 (2002-01-31)
Pine weevils (Hylobius abietis) fed less on bark of lodgepole pine (Pinus contorta) than on bark of Scots pine (P. sylvestris). Two pine weevil antifeedants, ethyl trans-cinnamate and ethyl 2,3-dibromo-3-phenyl-propanoate, were isolated from bark of lodgepole pine. These two compounds
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