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Revision as of 16:07, 12 January 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL ChEMBL.← Previous edit Latest revision as of 14:21, 16 August 2021 edit undoSSSB (talk | contribs)Extended confirmed users, Pending changes reviewers58,158 editsm date formats per MOS:DATEFORMAT by script 
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{{Refimprove|date=July 2009}} {{Use dmy dates|date=August 2021}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 402114497 | verifiedrevid = 407488762
| Name = Ethyl cinnamate | Name = Ethyl cinnamate
| ImageFile = Ethyl_cinnamate.png | ImageFile = Ethyl-cinnamate.svg
| ImageSize = 200px | ImageSize = 200px
| ImageName = Skeletal formula
| ImageFile1 = Ethyl-cinnamate-3D-balls.png | ImageAlt = Skeletal formula of ethyl cinnamate
| ImageFile1 = Ethyl cinnamate 3D spacefill.png
| ImageSize1 = 210px | ImageSize1 = 210px
| ImageName1 = Ball-and-stick model | ImageAlt1 = Ball-and-stick model of ethyl cinnamate
| IUPACName = Ethyl 3-phenylprop-2-enoate | PIN = Ethyl (2''E'')-3-phenylprop-2-enoate
| Section1 = {{Chembox Identifiers
| OtherNames = Ethyl cinnamate
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 553344 | ChemSpiderID = 553344
| PubChem = 637758 | PubChem = 637758
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| InChI = 1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+ | InChI = 1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+
| InChIKey = KBEBGUQPQBELIU-CMDGGOBGBD | InChIKey = KBEBGUQPQBELIU-CMDGGOBGBD
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 318196 | ChEMBL = 318196
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 103-36-6 | CASNo = 103-36-6
| SMILES = CCOC(=O)/C=C/c1ccccc1 | SMILES = CCOC(=O)/C=C/c1ccccc1
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>11</sub>H<sub>12</sub>O<sub>2</sub> | Formula = C<sub>11</sub>H<sub>12</sub>O<sub>2</sub>
| MolarMass = 176.21 g/mol | MolarMass = 176.21 g/mol
| Density = 1.046 g/cm<sup>3</sup> | Density = 1.046 g/cm<sup>3</sup>
| MeltingPt = 6.5-8 °C | MeltingPtC = 6.5 to 8
| BoilingPt = 271 °C | BoilingPtC = 271
| MagSus = -107.5·10<sup>−6</sup> cm<sup>3</sup>/mol
}} }}
}} }}


'''Ethyl cinnamate''' is the ] of ] and ]. It is present in the essential oil of ] {{Citation needed|date=July 2009}}; pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note" <ref name="Merck-Index">{{cite journal | author=Budavari, Susan | title=Merck Index 13th Ed. | journal=Merck & co., Inc | year=2001}}</ref>. '''Ethyl cinnamate''' is the ] of ] and ]. It is present in the essential oil of ].{{Citation needed|date=July 2009}} Pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note".<ref name="Merck-Index">{{cite journal | author=Budavari, Susan | title=] 13th Ed. | journal=Merck & Co., Inc | year=2001}}</ref>

<br/>The ''p''-methoxy substitute is reported to be a ]<ref name="Monoamine-oxidase-Noro">{{cite journal | author=Noro T, Miyase T, Kuroyanagi M, Ueno A, Fukushima S. | title=Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L. | journal=Chem Pharm Bull (Tokyo). | year=1983 | pages=2708–11 | volume=31 | issue=8 | pmid=6652816}}</ref>. The ''p''-methoxy ] is reported to be a ].<ref name="Monoamine-oxidase-Noro">{{cite journal |vauthors=Noro T, Miyase T, Kuroyanagi M, Ueno A, Fukushima S | title=Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L | journal=Chem Pharm Bull | year=1983 | pages=2708–11 | volume=31 | issue=8 | doi=10.1248/cpb.31.2708 | pmid=6652816| doi-access=free }}</ref> It can be synthesized by the esterification reaction involving ethanol and cinnamic acid in the presence of sulfuric acid.


==List of plants that contain the chemical== ==List of plants that contain the chemical==
* ] <ref name=ceor>{{cite journal * '']''<ref name=ceor>{{cite journal
| last = Wong | last1 = Wong
| first = K. C. ''et al.'' | first1 = K. C.
| authorlink = | authorlink =
| title = Composition of the essential oil of rhizomes of kaempferia galanga L
| coauthors =
| title = Compositon of the essential oil of rhizomes of kaempferia galanga L.
| journal = Flavour and Fragrance Journal | journal = Flavour and Fragrance Journal
| volume = 7 | volume = 7
| issue = 5 | issue = 5
| pages = 263–266 | pages = 263–266
| publisher = | year = 2006
| location =
| date = 2006
| url = | url =
| issn = | issn =
| doi = 10.1002/ffj.2730070506 | doi = 10.1002/ffj.2730070506
| id = | id =
| accessdate = 2 July 2009
| last2 = Ong | last2 = Ong
| first2 = K. S. | first2 = K. S.
| last3 = Lim | last3 = Lim
| first3 = C. L.}}</ref><sup>,</sup> <ref name=biva>{{cite journal | first3 = C. L.
| display-authors = 1}}</ref><ref name=biva>{{cite journal
| last = Othman
| first = R. ''et al.'' | last1 = Othman
| first1 = R.
| authorlink = | authorlink =
| title = Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L
| coauthors =
| title = Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L.
| journal = Phytomedicine | journal = Phytomedicine
| volume = 13 | volume = 13
| issue = 1 - 2 | issue = 1–2
| pages = 61–66 | pages = 61–66
| publisher = | year = 2006
| location =
| date = 2006
| url = | url =
| issn = | issn =
| doi = 10.1016/j.phymed.2004.07.004 | doi = 10.1016/j.phymed.2004.07.004
| id = | id =
| accessdate = 2 July 2009
| pmid = 16360934 | pmid = 16360934
| last2 = Ibrahim | last2 = Ibrahim
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| first4 = MR | first4 = MR
| last5 = Awang | last5 = Awang
| first5 = K}}</ref> | first5 = K
| display-authors = 1}}</ref>


==Toxicology== == References ==
{{reflist}}
{{Empty section|date=September 2009}}

==Notes and references==
{{Citation style|date=September 2007}}
<div style="font-size:88%;">
<references />
</div>

{{Use dmy dates|date=January 2011}}


{{DEFAULTSORT:Ethyl Cinnamate}} {{DEFAULTSORT:Ethyl Cinnamate}}
] ]
] ]
] ]
] ]
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{{ester-stub}} {{ester-stub}}

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