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{{Redirect|CE2|the French elementary school grade|Education in France|the year|AD 2}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477003063
| ImageFile = creatine ethyl ester.png
| ImageSize =
| IUPACName = Ethyl ''N''-(aminoiminomethyl)-''N''-methylglycine
| OtherNames =
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 8373317
| InChI = 1/C6H13N3O2/c1-3-11-5(10)4-9(2)6(7)8/h3-4H2,1-2H3,(H3,7,8)
| InChIKey = UFUWQSYRGLMLKP-UHFFFAOYAK
| SMILES1 = O=C(OCC)CN(C(=)N)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H13N3O2/c1-3-11-5(10)4-9(2)6(7)8/h3-4H2,1-2H3,(H3,7,8)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UFUWQSYRGLMLKP-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 15366-29-7
| PubChem = 10197817
| SMILES = NC(N(C)CC(OCC)=O)=N
}}
|Section2={{Chembox Properties
| C=6|H=13|N=3|O=2
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
| pKa = 2.67, 11.2, 6
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
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}}

'''Creatine ethyl ester''', also known as '''creatine ester''', '''cre-ester''' and '''CEE''', is a substance sold as an aid for athletic performance and for muscle development in ]. It is an ] ] derivative of ], from which it is made. In the body, CEE is converted back into creatine.{{Citation needed|date=April 2010}} CEE is said to have a much better absorption rate and a longer ] in the body than regular ], because it is slightly more ].{{Citation needed|date=April 2010}} It is also proposed to bypass the creatine transporter, thereby increasing skeletal muscle uptake of creatine and leading to an increased ability to regenerate ATP.<ref name="Spillane2009">{{cite journal | doi = 10.1186/1550-2783-6-6 | pmc = 2649889 | title = The effects of creatine ethyl ester supplementation combined with heavy resistance training on body composition, muscle performance, and serum and muscle creatine levels | pmid = 19228401 | year = 2009 | last1 = Spillane | first1 = Mike | last2 = Schoch | first2 = Ryan | last3 = Cooke | first3 = Matt | last4 = Harvey | first4 = Travis | last5 = Greenwood | first5 = Mike | last6 = Kreider | first6 = Richard | last7 = Willoughby | first7 = Darryn S | journal = Journal of the International Society of Sports Nutrition | volume = 6 | pages = 6}}</ref> However, in a published study comparing the two, CEE was not as effective at increasing serum and muscle creatine levels or in improving body composition, muscle mass, strength, and power.<ref name="Spillane2009" /> The same study found CEE to be comparable to placebo.

Research published in 2013 found that creatine ethyl ester is likely to be no better than taking creatine.<ref>{{cite journal|doi=10.1016/j.bbrc.2009.06.037|title=Non-enzymatic hydrolysis of creatine ethyl ester|year=2009|last1=Katseres|first1=Nicholas S.|last2=Reading|first2=David W.|last3=Shayya|first3=Luay|last4=Dicesare|first4=John C.|last5=Purser|first5=Gordon H.|journal=Biochemical and Biophysical Research Communications|volume=386|issue=2|pages=363–7|pmid=19524547}}</ref> <ref>{{cite news|publisher=University of Tulsa|title=Analysis of Creatine Ethyl Ester: TU researchers bust myth on popular nutritional supplement|url=http://www.utulsa.edu/academics/colleges/college-of-engineering-and-natural-sciences/departments-and-schools/Department-of-Chemistry-and-Biochemistry/Research/analysis-of-creatine-ethyl-ester.aspx|deadurl=yes|archiveurl=https://web.archive.org/web/20140126014121/http://www.utulsa.edu/academics/colleges/college-of-engineering-and-natural-sciences/departments-and-schools/Department-of-Chemistry-and-Biochemistry/Research/analysis-of-creatine-ethyl-ester.aspx|archivedate=2014-01-26|df=}}</ref>

As a supplement, the compound was developed, patented and licensed through ], the technology transfer entity of the ], and is sold under numerous brand names.

==See also==
* ]

==References==
{{Reflist}}

]
]
]

Revision as of 13:23, 8 May 2018

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