CREATINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(CC(O)=O)C(N)=N

InChI

InChIKey=CVSVTCORWBXHQV-UHFFFAOYSA-N

InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/68003401 | http://www.hmdb.ca/metabolites/HMDB0000064

Creatine is an amino acid that occurs in vertebrate tissues and in urine. It is synthesized mainly in the liver from three different amino acids: arginine, glycine, and methionine. In skeletal muscles, which store 95% of it, creatine generally occurs as phosphocreatine. The rest is stored in the brain, heart, and testes. Creatine functions as part of the cell's energy shuttle. It is excreted as creatinine in the urine.

Approval Year

PubMed

Title	Date	PubMed
Acute quadriceps compartment syndrome and rhabdomyolysis in a weight lifter using high-dose creatine supplementation.	2000 Mar-Apr	10764196
A dimeric creatine kinase from a sponge: implications in terms of phosphagen kinase evolution.	2000 May	10825659
Evolution and physiological roles of phosphagen systems.	2001	11181958
Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.	2001 Feb	11181825
Phosphorylation-dependent alteration in myofilament ca2+ sensitivity but normal mitochondrial function in septic heart.	2001 Feb	11179107
Parkinsonism and neck extensor myopathy: a new syndrome or coincidental findings?	2001 Feb	11176961
Quantitative short echo time proton magnetic resonance spectroscopic imaging study of malformations of cortical development causing epilepsy.	2001 Feb	11157569
Emergency department evaluation of chest pain using exercise stress echocardiography.	2001 Feb	11157301
Mouse model of myocardial remodelling after ischemia: role of intercellular adhesion molecule-1.	2001 Feb 1	11164850
Structure of an intermediate in the unfolding of creatine kinase.	2001 Feb 1	11119651
The crystal structure of the fab fragment of the monoclonal antibody MAK33. Implications for folding and interaction with the chaperone bip.	2001 Feb 2	11036070
Deterioration in renal function associated with fibrate therapy.	2001 Jan	11200866
Rhabdomyolysis secondary to a drug interaction between simvastatin and clarithromycin.	2001 Jan	11197581
Effects of EGF receptor ligands on fetal ovine myoblasts.	2001 Jan	11164331
Regional differences and metabolic changes in normal aging of the human brain: proton MR spectroscopic imaging study.	2001 Jan	11158897
Temporal lobe epilepsy: qualitative reading of 1H MR spectroscopic images for presurgical evaluation.	2001 Jan	11152793
Effect of abciximab on cardiac enzyme elevation after transluminal extraction atherectomy (TEC) in high-risk saphenous vein graft lesions: comparison with a historical control group.	2001 Jan	11146520
Type 2 iodothyronin deiodinase transgene expression in the mouse heart causes cardiac-specific thyrotoxicosis.	2001 Jan	11145561
Role of exercise and ascorbate on plasma antioxidant capacity in thoroughbred race horses.	2001 Jan	11137442
Creatine supplementation increases renal disease progression in Han:SPRD-cy rats.	2001 Jan	11136170
Validity of NIR spectroscopy for quantitatively measuring muscle oxidative metabolic rate in exercise.	2001 Jan	11133927
Direct activation of mitochondrial K(ATP) channels mimics preconditioning but protein kinase C activation is less effective in middle-aged rat hearts.	2001 Jan	11121796
Varicella myocarditis in an adult.	2001 Jan	11119480
Axonal damage in multiple sclerosis plaques: a combined magnetic resonance imaging and 1H-magnetic resonance spectroscopy study.	2001 Jan 1	11137520
Muscle-specific promoters may be necessary for adeno-associated virus-mediated gene transfer in the treatment of muscular dystrophies.	2001 Jan 20	11177557
Myotoxicity studies of injectable biodegradable in-situ forming drug delivery systems.	2001 Jan 5	11165816
Assessment of coronary reperfusion in patients with myocardial infarction using fatty acid binding protein concentrations in plasma.	2001 Mar	11179265
IGF-I differentially regulates Bcl-xL and Bax and confers myocardial protection in the rat heart.	2001 Mar	11179063
An (1)H-MRS evaluation of the phosphocreatine/creatine pool (tCr) in human muscle.	2001 Mar	11171670
Mechanical load increases muscle IGF-I and androgen receptor mRNA concentrations in humans.	2001 Mar	11171591

Patents

Name

Type

Language

CREATINE

Official Name

English

COSMOCAIR C 100

Common Name

English

CREATINE [VANDF]

Common Name

English

(N-(AMIDINO)-N-METHYLAMINO)ACETIC ACID

Systematic Name

English

NSC-8752

Code

English

CREATINE [USP-RS]

Common Name

English

(.ALPHA.-METHYLGUANIDO)ACETIC ACID

Common Name

English

GLYCINE, N-(AMINOIMINOMETHYL)-N-METHYL-

Systematic Name

English

Creatine [WHO-DD]

Common Name

English

NEOTINE

Common Name

English

CREATINE [MI]

Common Name

English

CREATINE [HSDB]

Common Name

English

KREATINUM

Common Name

English

CREATINE [II]

Common Name

English

N-AMIDINOSARCOSINE

Systematic Name

English

N-(AMINOIMINOMETHYL)-N-METHYLGLYCINE

Systematic Name

English

CREATINE [INCI]

Common Name

English

N-METHYL-N-GUANYLGLYCINE

Systematic Name

English

METHYLGLYCOCYAMINE

Systematic Name

English

Classification Tree Code System Code

LOINC

53074-1