Ethyl cinnamate

Ethyl cinnamate
Names


IUPAC name Ethyl 3-phenylprop-2-enoate
Identifiers
CAS Registry Number	103-36-6^Y
ChEMBL	ChEMBL318196^Y
ChemSpider	553344^Y
InChI InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+^Y Key: KBEBGUQPQBELIU-CMDGGOBGSA-N^Y InChI=1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+ Key: KBEBGUQPQBELIU-CMDGGOBGBD
Jmol-3D images	Image
PubChem	637758
SMILES CCOC(=O)/C=C/c1ccccc1
UNII	C023P3M5JJ^Y
Properties
Chemical formula	C₁₁H₁₂O₂
Molar mass	176.21 g/mol
Density	1.046 g/cm³
Melting point	6.5 °C (43.7 °F; 279.6 K)
Boiling point	271 °C (520 °F; 544 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
Infobox references

Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon. Pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note".^[1]

The p-methoxy derivative is reported to be a monoamine oxidase inhibitor.^[2]

List of plants that contain the chemical

Kaempferia galanga ^[3]^[4]

References

↑ Budavari, Susan (2001). "Merck Index 13th Ed.". Merck & co., Inc.
↑ Noro T, Miyase T, Kuroyanagi M, Ueno A, Fukushima S. (1983). "Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L". Chem Pharm Bull (Tokyo). 31 (8): 2708–11. PMID 6652816.
↑ Wong, K. C. et al. (2006). "Composition of the essential oil of rhizomes of kaempferia galanga L". Flavour and Fragrance Journal 7 (5): 263–266. doi:10.1002/ffj.2730070506.
↑ Othman, R. et al. (2006). "Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L". Phytomedicine 13 (1 – 2): 61–66. doi:10.1016/j.phymed.2004.07.004. PMID 16360934.