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 |
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{{Refimprove|date=July 2009}} |
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{{Use dmy dates|date=August 2021}} |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 402114497 |
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| verifiedrevid = 407488762 |
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| Name = Ethyl cinnamate |
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| Name = Ethyl cinnamate |
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| ImageFile = Ethyl_cinnamate.png |
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| ImageFile = Ethyl-cinnamate.svg |
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| ImageSize = 200px |
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| ImageSize = 200px |
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| ImageName = Skeletal formula |
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| ImageFile1 = Ethyl-cinnamate-3D-balls.png |
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| ImageAlt = Skeletal formula of ethyl cinnamate |
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| ImageFile1 = Ethyl cinnamate 3D spacefill.png |
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| ImageSize1 = 210px |
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| ImageSize1 = 210px |
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| ImageName1 = Ball-and-stick model |
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| ImageAlt1 = Ball-and-stick model of ethyl cinnamate |
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| IUPACName = Ethyl 3-phenylprop-2-enoate |
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| PIN = Ethyl (2''E'')-3-phenylprop-2-enoate |
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| Section1 = {{Chembox Identifiers |
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| OtherNames = Ethyl cinnamate |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 553344 |
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| ChemSpiderID = 553344 |
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| PubChem = 637758 |
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| 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+ |
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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+ |
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| InChIKey = KBEBGUQPQBELIU-CMDGGOBGBD |
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| InChIKey = KBEBGUQPQBELIU-CMDGGOBGBD |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 318196 |
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| ChEMBL = 318196 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 103-36-6 |
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| CASNo = 103-36-6 |
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| SMILES = CCOC(=O)/C=C/c1ccccc1 |
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| SMILES = CCOC(=O)/C=C/c1ccccc1 |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>11</sub>H<sub>12</sub>O<sub>2</sub> |
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| Formula = C<sub>11</sub>H<sub>12</sub>O<sub>2</sub> |
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| MolarMass = 176.21 g/mol |
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| MolarMass = 176.21 g/mol |
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| Density = 1.046 g/cm<sup>3</sup> |
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| Density = 1.046 g/cm<sup>3</sup> |
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| MeltingPt = 6.5-8 °C |
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| MeltingPtC = 6.5 to 8 |
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| BoilingPt = 271 °C |
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| BoilingPtC = 271 |
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| MagSus = -107.5·10<sup>−6</sup> cm<sup>3</sup>/mol |
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'''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>. |
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'''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> |
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<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>. |
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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. |
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==List of plants that contain the chemical== |
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==List of plants that contain the chemical== |
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* ] <ref name=ceor>{{cite journal |
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* '']''<ref name=ceor>{{cite journal |
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| last = Wong |
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| last1 = Wong |
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| first = K. C. ''et al.'' |
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| first1 = K. C. |
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| authorlink = |
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| authorlink = |
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| title = Composition of the essential oil of rhizomes of kaempferia galanga L |
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| coauthors = |
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| title = Compositon of the essential oil of rhizomes of kaempferia galanga L. |
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| journal = Flavour and Fragrance Journal |
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| journal = Flavour and Fragrance Journal |
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| volume = 7 |
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| volume = 7 |
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| issue = 5 |
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| issue = 5 |
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| pages = 263–266 |
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| pages = 263–266 |
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| publisher = |
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| year = 2006 |
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| location = |
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| date = 2006 |
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| url = |
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| url = |
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| issn = |
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| issn = |
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| doi = 10.1002/ffj.2730070506 |
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| doi = 10.1002/ffj.2730070506 |
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| id = |
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| id = |
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| accessdate = 2 July 2009 |
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| last2 = Ong |
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| last2 = Ong |
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| first2 = K. S. |
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| first2 = K. S. |
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| last3 = Lim |
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| last3 = Lim |
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| first3 = C. L.}}</ref><sup>,</sup> <ref name=biva>{{cite journal |
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| first3 = C. L. |
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| display-authors = 1}}</ref><ref name=biva>{{cite journal |
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| last = Othman |
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| first = R. ''et al.'' |
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| last1 = Othman |
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| first1 = R. |
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| authorlink = |
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| authorlink = |
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| title = Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L |
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| coauthors = |
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| title = Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L. |
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| journal = Phytomedicine |
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| journal = Phytomedicine |
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| volume = 13 |
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| volume = 13 |
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| issue = 1 - 2 |
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| issue = 1–2 |
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| pages = 61–66 |
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| pages = 61–66 |
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| publisher = |
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| year = 2006 |
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| location = |
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| date = 2006 |
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| url = |
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| url = |
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| issn = |
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| issn = |
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| doi = 10.1016/j.phymed.2004.07.004 |
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| doi = 10.1016/j.phymed.2004.07.004 |
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| id = |
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| id = |
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| accessdate = 2 July 2009 |
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| pmid = 16360934 |
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| pmid = 16360934 |
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| last2 = Ibrahim |
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| last2 = Ibrahim |
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| first4 = MR |
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| first4 = MR |
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| last5 = Awang |
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| last5 = Awang |
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| first5 = K}}</ref> |
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| first5 = K |
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| display-authors = 1}}</ref> |
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==Toxicology== |
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== References == |
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{{reflist}} |
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{{Empty section|date=September 2009}} |
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==Notes and references== |
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{{Citation style|date=September 2007}} |
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<div style="font-size:88%;"> |
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<references /> |
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</div> |
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{{Use dmy dates|date=January 2011}} |
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{{DEFAULTSORT:Ethyl Cinnamate}} |
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{{DEFAULTSORT:Ethyl Cinnamate}} |
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