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Cyclocreatine

CAS No.:
35404-50-3
Catalog Number:
AG0037C7
Molecular Formula:
C5H9N3O2
Molecular Weight:
143.1439
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$125
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Product Description
Catalog Number:
AG0037C7
Chemical Name:
Cyclocreatine
CAS Number:
35404-50-3
Molecular Formula:
C5H9N3O2
Molecular Weight:
143.1439
MDL Number:
MFCD00134455
IUPAC Name:
2-(2-amino-4,5-dihydroimidazol-1-yl)acetic acid
InChI:
InChI=1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)
InChI Key:
AMHZIUVRYRVYBA-UHFFFAOYSA-N
SMILES:
NC1=NCCN1CC(=O)O
UNII:
6732XGX1RK
NSC Number:
707961
Properties
Complexity:
178  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
143.069g/mol
Formal Charge:
0
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
143.146g/mol
Monoisotopic Mass:
143.069g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
78.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.6  
Literature
Title Journal
Cyclocreatine treatment improves cognition in mice with creatine transporter deficiency. The Journal of clinical investigation 20120801
Reduced coupling of oxidative phosphorylation in vivo precedes electron transport chain defects due to mild oxidative stress in mice. PloS one 20110101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Creatine kinase-mediated ATP supply fuels actin-based events in phagocytosis. PLoS biology 20080301
Combinatorial approaches towards the discovery of new tryptase inhibitors. Bioorganic & medicinal chemistry letters 20050315
Elevated creatine kinase activity in primary hepatocellular carcinoma. BMC gastroenterology 20050101
Effects of creatine and cyclocreatine supplementation on kainate induced injury in pre-pubescent rats. Brain injury 20041201
Isoleucine 69 and valine 325 form a specificity pocket in human muscle creatine kinase. Biochemistry 20041102
Inhibition of the mitochondrial permeability transition by creatine kinase substrates. Requirement for microcompartmentation. The Journal of biological chemistry 20030516
Hodgkin disease-derived cell lines expressing ubiquitous mitochondrial creatine kinase show growth inhibition by cyclocreatine treatment independent of apoptosis. International journal of cancer 20011101
Mutagenesis of two acidic active site residues in human muscle creatine kinase: implications for the catalytic mechanism. Biochemistry 20010313
Cyclocreatine (1-carboxymethyl-2-iminoimidazolidine) inhibits the replication of human herpes viruses. Antiviral research 19940401
Properties