Creatine ethyl ester

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Creatine ethyl ester
IUPAC name Ethyl N-(aminoiminomethyl)-N-methylglycine
Identifiers
CAS number	15366-29-7 Y
PubChem	10197817
ChemSpider	8373317 Y
Jmol-3D images	Image 1 Image 2
SMILES NC(N(C)CC(OCC)=O)=N O=C(OCC)CN(C(=[N@H])N)C
InChI InChI=1S/C6H13N3O2/c1-3-11-5(10)4-9(2)6(7)8/h3-4H2,1-2H3,(H3,7,8) Y Key: UFUWQSYRGLMLKP-UHFFFAOYSA-N Y InChI=1/C6H13N3O2/c1-3-11-5(10)4-9(2)6(7)8/h3-4H2,1-2H3,(H3,7,8) Key: UFUWQSYRGLMLKP-UHFFFAOYAK
Properties
Molecular formula	C6H13N3O2
Molar mass	159.19 g/mol
Acidity (pKa)	2.67, 11.2, 6
Y ethyl ester (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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 bodybuilding. It is an ethyl ester derivative of creatine, from which it is made. In the body, CEE is converted back into creatine.^{[citation needed]} CEE is said to have a much better absorption rate and a longer half-life in the body than regular creatine monohydrate, because it is slightly more lipophilic.^{[citation needed]} 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. ^[1] 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.^[1]

As a supplement, the compound was developed, patented and licensed through UNeMed, the technology transfer entity of the University of Nebraska Medical Center, and is sold under numerous brand names.

See Also

• Creatine supplements
• Creatine hydrochloride

References

1. ^ ^{a b} Spillane, Mike; Schoch, Ryan; Cooke, Matt; Harvey, Travis; Greenwood, Mike; Kreider, Richard; Willoughby, Darryn S (2009). "The effects of creatine ethyl ester supplementation combined with heavy resistance training on body composition, muscle performance, and serum and muscle creatine levels". Journal of the International Society of Sports Nutrition 6: 6. doi:10.1186/1550-2783-6-6. PMC 2649889. PMID 19228401. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2649889.