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CYCLO(-HIS-PRO)

CAS No.:
53109-32-3
Catalog Number:
AG00DCAF
Molecular Formula:
C11H14N4O2
Molecular Weight:
234.2545
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
≥ 98% (HPLC)
1 week
United States
$155
- +
100mg
≥ 98% (HPLC)
1 week
United States
$272
- +
250mg
≥ 98% (HPLC)
1 week
United States
$491
- +
Product Description
Catalog Number:
AG00DCAF
Chemical Name:
CYCLO(-HIS-PRO)
CAS Number:
53109-32-3
Molecular Formula:
C11H14N4O2
Molecular Weight:
234.2545
MDL Number:
MFCD00133207
IUPAC Name:
(3S,8aS)-3-(1H-imidazol-5-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
InChI:
InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1
InChI Key:
NAKUGCPAQTUSBE-IUCAKERBSA-N
SMILES:
O=C1N[C@@H](Cc2cnc[nH]2)C(=O)N2[C@H]1CCC2
EC Number:
610-961-3
UNII:
Q10817UXVT
Properties
Complexity:
346  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
234.112g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
234.259g/mol
Monoisotopic Mass:
234.112g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
78.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  
Literature
Title Journal
Protective effect of cyclo(his-pro) on streptozotocin-induced cytotoxicity and apoptosis in vitro. Journal of microbiology and biotechnology 20110201
Structural analysis and the effect of cyclo(His-Pro) dipeptide on neurotoxins--a dynamics and density functional theory study. Journal of molecular modeling 20100201
Cyclo(His-Pro) up-regulates heme oxygenase 1 via activation of Nrf2-ARE signalling. Journal of neurochemistry 20091101
Body weight reduction in rats by oral treatment with zinc plus cyclo-(His-Pro). British journal of pharmacology 20090901
Cyclo(His-Pro) promotes cytoprotection by activating Nrf2-mediated up-regulation of antioxidant defence. Journal of cellular and molecular medicine 20090601
Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons. PloS one 20070101
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Raw vegetable food containing high cyclo (his-pro) improved insulin sensitivity and body weight control. Metabolism: clinical and experimental 20051101
Structure-based exploration of cyclic dipeptide chitinase inhibitors. Journal of medicinal chemistry 20041104
Anti-hyperglycemic activity of zinc plus cyclo (his-pro) in genetically diabetic Goto-Kakizaki and aged rats. Experimental biology and medicine (Maywood, N.J.) 20031201
Mice lacking the thyrotropin-releasing hormone gene: what do they tell us? Thyroid : official journal of the American Thyroid Association 20031201
Effects of cyclo (his-pro) plus zinc on glucose metabolism in genetically diabetic obese mice. Diabetes, obesity & metabolism 20030901
Cyclo (His-Pro) potentiates GABA/ethanol-mediated chloride uptake by neurosynaptosomes. Peptides 20030301
Synthesis and biological activity of novel neuroprotective diketopiperazines. Bioorganic & medicinal chemistry 20020901
Effects of arachidonic acid and cyclo (his-pro) on zinc transport across small intestine and muscle tissues. Life sciences 20011207
Role of endogenous cyclo(His-Pro) in voluntary alcohol consumption by alcohol-preferring C57BL mice. Peptides 20011201
Synergistic antidiabetic activities of zinc, cyclo (his-pro), and arachidonic acid. Metabolism: clinical and experimental 20010101
Relationship between plasma cyclo (His-Pro), a neuropeptide common to processed protein-rich food, and C-peptide/insulin molar ratio in obese women. Nutritional neuroscience 20010101
Properties