Page last updated: 2024-12-04

cyclocreatine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Cyclocreatine is a synthetic analogue of creatine. It is a potential ergogenic aid for improving athletic performance, as it can be phosphorylated by creatine kinase to form cyclocreatine phosphate, a high-energy phosphate compound that can be used to replenish ATP. Cyclocreatine has been shown to increase muscle creatine content and improve exercise performance in animal models. However, there is limited human research on cyclocreatine, and its safety and effectiveness in humans are not fully understood. Its potential benefits and risks are being actively studied.'

cyclocreatine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID2896
CHEMBL ID179900
SCHEMBL ID450343
MeSH IDM0059181

Synonyms (66)

Synonym
nsc707961
35404-50-3
DIVK1C_000483
KBIO1_000483
NCI60_038283
2-(2-amino-4,5-dihydroimidazol-1-yl)acetic acid
(2-amino-4,5-dihydro-imidazol-1-yl)-acetic acid
SPECTRUM_001489
IDI1_000483
SPECTRUM5_000997
cyclocreatine
nsc-707961
1h-imidazole-1-acetic acid,5-dihydro-
1-carboxymethyl-2-iminoimidazolidine
BSPBIO_003151
2-imino-1-imidazolidineacetic acid, 98%
NCGC00094958-01
NCGC00094958-02
KBIO2_004537
KBIOSS_001969
KBIOGR_000677
KBIO3_002651
KBIO2_007105
KBIO2_001969
SPECTRUM2_000925
SPBIO_000830
SPECTRUM4_000329
SPECTRUM3_001506
NINDS_000483
SPECTRUM1502085
NCGC00094958-03
HMS501I05
FT-0665314
CHEMBL179900
HMS1921J06
A822774
2-(2-iminoimidazolidin-1-yl)acetic acid
AKOS006222081
CCG-39671
6732xgx1rk ,
unii-6732xgx1rk
nsc 707961
FT-0624159
STL371238
AKOS015912660
1h-imidazole-1-aceticacid, 2-amino-4,5-dihydro-
(2-iminoimidazolidin-1-yl)acetic acid
gtpl5491
2-(2-amino-4,5-dihydro-1h-imidazol-1-yl)acetic acid
am 285
1-carboxymethyl-2-imino-imidazolidine
2-imino-1-imidazolidineacetic acid
am-285
SCHEMBL450343
mfcd00134455
1h-imidazole-1-acetic acid, 2-amino-4,5-dihydro-
DTXSID70188889
CS-W018256
AS-37200
Q27076942
2-(2-imino-1-imidazolidinyl)acetic acid
2-(2-iminoimidazolidin-1-yl)aceticacid
1-carboxymethyl-2-iminoimidazolidine; cyclocreatie
2-imino-4,5-dihydro-1h-imidazole-1-acetic acid
HY-W017540
EN300-7422282

Research Excerpts

Overview

Cyclocreatine (CCR) is a substrate analog of creatine kinase (CK) It is a poor phosphate donor in comparison with native bioenergetic molecule, creatine phosphate (Cr-P)

ExcerptReferenceRelevance
"Cyclocreatine (CCR) is a substrate analog of creatine kinase (CK), where its phosphorylated form is a poor phosphate donor in comparison with native bioenergetic molecule, creatine phosphate (Cr-P)."( Liposomal Delivery of Cyclocreatine Impairs Cancer Cell Bioenergetics Mediating Apoptosis.
Elbayoumi, T; Ganguly, S, 2021
)
1.66

Treatment

Cyclocreatine-treated Slc6a8-/y mice also exhibited a profound improvement in cognitive abilities, as seen with novel object recognition and memory tests.

ExcerptReferenceRelevance
"Cyclocreatine-treated Slc6a8-/y mice also exhibited a profound improvement in cognitive abilities, as seen with novel object recognition as well as spatial learning and memory tests."( Cyclocreatine treatment improves cognition in mice with creatine transporter deficiency.
Benoit, SC; Blanco, VM; Chambers, JB; Clark, JF; Daikoku, T; Degrauw, TJ; Kurosawa, Y; Lindquist, DM; Pyne-Geithman, GJ, 2012
)
2.54
"Cyclocreatine-treated dogs (n = 6) were injected intravenously with cyclocreatine solution (600 mg/kg) 1 h before the experiment and during ligation of the coronary artery."( Cyclocreatine inhibits neutrophil accumulation in the myocardium of a canine model of coronary artery occlusion and reperfusion.
Allam, ME; Elgebaly, SA; Forouhar, F; Hashmi, F; Houser, S; Miano, D, 1993
)
2.45

Toxicity

ExcerptReferenceRelevance
" Exposure at the no observed adverse effect level in creatine transporter-deficient (554 μg*hr/ml) mice exceeded exposure at the maximum tolerated dose in wild-type (248 μg*hr/ml) mice."( Use of an animal model of disease for toxicology enables identification of a juvenile no observed adverse effect level for cyclocreatine in creatine transporter deficiency.
Butt, M; Cavagnaro, J; Do, MT; McKew, JC; Terse, PS, 2021
)
0.83

Bioavailability

ExcerptReferenceRelevance
" Unfortunately, the clinical use of CCR against malignancies is quite limited due to its amphoteric nature, which accounts for most of its extremely low membrane permeability, as well as limited oral bioavailability (BA) and poor systemic pharmacokinetics (PK)."( Liposomal Delivery of Cyclocreatine Impairs Cancer Cell Bioenergetics Mediating Apoptosis.
Elbayoumi, T; Ganguly, S, 2021
)
0.94

Dosage Studied

ExcerptRelevanceReference
" When dosed at 300 mg/kg/day for 3 months, cyclocreatine-related mortality, convulsions, and multi-organ pathology were observed in wild-type mice whereas there were no adverse findings in creatine transporter-deficient mice."( Use of an animal model of disease for toxicology enables identification of a juvenile no observed adverse effect level for cyclocreatine in creatine transporter deficiency.
Butt, M; Cavagnaro, J; Do, MT; McKew, JC; Terse, PS, 2021
)
1.09
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID243684Percentage inhibition against tryptase at 10 uM2005Bioorganic & medicinal chemistry letters, Mar-15, Volume: 15, Issue:6
Combinatorial approaches towards the discovery of new tryptase inhibitors.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (57)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (10.53)18.7374
1990's25 (43.86)18.2507
2000's7 (12.28)29.6817
2010's14 (24.56)24.3611
2020's5 (8.77)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.19

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.19 (24.57)
Research Supply Index4.13 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index38.91 (26.88)
Search Engine Supply Index3.19 (0.95)

This Compound (25.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.64%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other60 (98.36%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]