CREATINE MONOHYDRATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N3O2.H2O
Molecular Weight	149.1484
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=MEJYXFHCRXAUIL-UHFFFAOYSA-N

InChI=1S/C4H9N3O2.H2O/c1-7(4(5)6)2-3(8)9;/h2H2,1H3,(H3,5,6)(H,8,9);1H2

HIDE SMILES / InChI

Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Evolution and physiological roles of phosphagen systems.	2001	11181958
Decreased anterior cingulate myo-inositol/creatine spectroscopy resonance with lithium treatment in children with bipolar disorder.	2001 Apr	11182531
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
Thrombectomy with the X-SIZER catheter system in the coronary circulation: initial results from a multi-center study.	2001 Feb	11176013
Plasma levels of matrix metalloproteinase-9 and tissue inhibitor of metalloproteinase-1 are increased in the coronary circulation in patients with acute coronary syndrome.	2001 Feb	11174334
A controlled trial of topical nitroglycerin in a New Zealand white rabbit model of brown recluse spider envenomation.	2001 Feb	11174233
The three-dimensional structure of cytosolic bovine retinal creatine kinase.	2001 Feb	11173463
Tubular cell senescence and expression of TGF-beta1 and p21(WAF1/CIP1) in tubulointerstitial fibrosis of aging rats.	2001 Feb	11170790
Protection against cellular damage in the rat heart by iodoacetate.	2001 Feb	11170788
Release of muscle proteins after downhill running in male and female subjects.	2001 Feb	11169232
Serum concentrations of collagen degrading enzymes and their inhibitors after downhill running.	2001 Feb	11169229
Uremic concentrations of guanidino compounds inhibit neutrophil superoxide production.	2001 Feb	11168990
Cardiac troponins and creatine kinase content of striated muscle in common laboratory animals.	2001 Feb	11165200
Altered activities of rat brain metabolic enzymes caused by pentylenetetrazol kindling and pentylenetetrazol--induced seizures.	2001 Feb	11164705
Benefits of micronised Fenofibrate in type 2 diabetes mellitus subjects with good glycemic control.	2001 Feb 1	11166781
Mouse model of myocardial remodelling after ischemia: role of intercellular adhesion molecule-1.	2001 Feb 1	11164850
Use of Doppler ultrasonography to predict the outcome of therapy for renal-artery stenosis.	2001 Feb 8	11172177
Deterioration in renal function associated with fibrate therapy.	2001 Jan	11200866
Rhabdomyolysis secondary to a drug interaction between simvastatin and clarithromycin.	2001 Jan	11197581
Exercise training increases creatine kinase capacity in canine myocardium.	2001 Jan	11194118
Creatine supplementation affects muscle creatine during energy restriction.	2001 Jan	11194113
Treatment of exercise-induced muscle injury via hyperbaric oxygen therapy.	2001 Jan	11194109
Effect of elbow joint angle on the magnitude of muscle damage to the elbow flexors.	2001 Jan	11194107
Oxygen free radical generation in healthy blood donors and cardiac patients: the protective effect of allopurinol.	2001 Jan	11192309
Leukocyte filtration in the early reperfusion phase on cardiopulmonary bypass reduces myocardial injury.	2001 Jan	11192307
Evidence of axonal damage in the early stages of multiple sclerosis and its relevance to disability.	2001 Jan	11176938
Clinical, electrocardiographic, and biochemical data for immediate risk stratification in acute coronary syndromes.	2001 Jan	11174865
Improving diagnostic yield in brain biopsy: coupling spectroscopic targeting with real-time needle placement.	2001 Jan	11169797
Plasma lipids and urinary albumin excretion rate in Type 1 diabetes mellitus: the EURODIAB IDDM Complications Study.	2001 Jan	11168343
Systemic effects of hyperthermic isolated lower limb perfusion with carboplatin and interferon-beta.	2001 Jan	11167557
Evaluation of the dystrophin-glycoprotein complex, alpha-actinin, dysferlin and calpain 3 in an autosomal recessive muscular dystrophy in Labrador retrievers.	2001 Jan	11166165
Mild phenotype of nemaline myopathy with sleep hypoventilation due to a mutation in the skeletal muscle alpha-actin (ACTA1) gene.	2001 Jan	11166164
Effects of EGF receptor ligands on fetal ovine myoblasts.	2001 Jan	11164331
Alterations in myocardial creatinine kinase (CK) and lactate dehydrogenase (LDH) isoenzyme-distribution in a model of left ventricular dysfunction.	2001 Jan	11163728
Pretreatment of human myocardium with adenosine.	2001 Jan	11163559
Validation of NACB and IFCC guidelines for the use of cardiac markers for early diagnosis and risk assessment in patients with acute coronary syndromes.	2001 Jan	11163037
Muscle-specific promoters may be necessary for adeno-associated virus-mediated gene transfer in the treatment of muscular dystrophies.	2001 Jan 20	11177557
Expression and purification of polyhistidine-tagged firefly luciferase in insect cells--a potential alternative for process scale-up.	2001 Jan 23	11164962
Endogenous synthesis and transport of creatine in the rat brain: an in situ hybridization study.	2001 Jan 31	11165387
Myotoxicity studies of injectable biodegradable in-situ forming drug delivery systems.	2001 Jan 5	11165816
Visualisation of presence, location, and transmural extent of healed Q-wave and non-Q-wave myocardial infarction.	2001 Jan 6	11197356
Use of ergogenic aids by athletes.	2001 Jan-Feb	11174164
Dysarthria as the leading symptom of hypothyroidism.	2001 Jan-Feb	11172218
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
Creatine transporter protein content, localization, and gene expression in rat skeletal muscle.	2001 Mar	11171559

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:36:37 GMT 2023` Edited by `admin` on `Fri Dec 15 18:36:37 GMT 2023`
Record UNII	9603LN7R2Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CREATINE MONOHYDRATE

Systematic Name

English

CREAPURE

Brand Name

English

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

Systematic Name

English

GLYCINE, N-(AMINOIMINOMETHYL)-N-METHYL-, HYDRATE (1:1)

Systematic Name

English

Creatine monohydrate [WHO-DD]

Common Name

English

CREATINE, MONOHYDRATE

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

298309