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[ CAS No. 109425-55-0 ] {[proInfo.proName]}

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Chemical Structure| 109425-55-0
Chemical Structure| 109425-55-0
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Product Citations

Product Citations

Kotynia, Aleksandra ; Wiatrak, Benita ; Kamysz, Wojciech , et al. DOI: PubMed ID:

Abstract: Antimicrobial peptides are a promising group of compounds used for the treatment of infections. In some cases, metal ions are essential to activate these mols. Examples of metalloantibiotics are, for instance, bleomycin and dermcidin. This study is focused on three new pseudopeptides with potential biol. activity. The coordination behavior of all ligands with Cu(II) and Ni(II) ions has been examined Various anal. methods such as potentiometric titration, UV-Vis and CD spectroscopies, and mass spectrometry were used. All compounds are convenient chelators for metal ion-binding. Two of the ligands tested have histidine residues. Surprisingly, imidazole nitrogen is not involved in the coordination of the metal ion. The N-terminal amino group, Dab side chains, and amide nitrogen atoms of the peptide bonds coordinated Cu(II) and Ni(II) in all the complexes formed. The cytotoxicity of three pseudopeptides and their complexes was evaluated. Moreover, their other model allowed for assessing the attenuation of LPS-induced cytotoxicity and anti-inflammatory activities were also evaluated, the results of which revealed to be very promising.

Keywords: Cu(II) complexes ; LPS-neutralization ; Ni(II) complexes ; anti-inflammatory ; cationic peptides ; potentiometric titration ; spectroscopic methods

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Product Details of [ 109425-55-0 ]

CAS No. :109425-55-0 MDL No. :MFCD00065668
Formula : C25H30N2O6 Boiling Point : No data available
Linear Structure Formula :- InChI Key :JOOIZTMAHNLNHE-NRFANRHFSA-N
M.W : 454.52 Pubchem ID :2756114
Synonyms :

Calculated chemistry of [ 109425-55-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 33
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.4
Num. rotatable bonds : 13
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 123.33
TPSA : 113.96 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.16 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.04
Log Po/w (XLOGP3) : 4.1
Log Po/w (WLOGP) : 4.28
Log Po/w (MLOGP) : 2.6
Log Po/w (SILICOS-IT) : 3.39
Consensus Log Po/w : 3.48

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -4.65
Solubility : 0.0101 mg/ml ; 0.0000223 mol/l
Class : Moderately soluble
Log S (Ali) : -6.2
Solubility : 0.000287 mg/ml ; 0.000000633 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -6.56
Solubility : 0.000125 mg/ml ; 0.000000275 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 4.41

Safety of [ 109425-55-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 109425-55-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 109425-55-0 ]

[ 109425-55-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 71989-31-6 ]
  • [ 108-24-7 ]
  • [ 77128-73-5 ]
  • [ 109425-55-0 ]
  • FMOC-D-Cha-OH [ No CAS ]
  • Fmoc-L-Arg(pbf)-Wang resin [ No CAS ]
  • Ac-Phe-Orn-Pro-dCha-(N-Me-Phe)-Arg-OH [ No CAS ]
  • 2
  • [ 143726-85-6 ]
  • [ 109425-55-0 ]
  • [ 1350629-58-1 ]
  • 3
  • [ 18523-48-3 ]
  • Fmoc-Ile-Wang resin [ No CAS ]
  • [ 29022-11-5 ]
  • [ 71989-31-6 ]
  • [ 71989-33-8 ]
  • [ 77128-73-5 ]
  • [ 109425-55-0 ]
  • (3aS,7aS)-octahydroindole-2-carboxylic acid [ No CAS ]
  • N-[(9-fluorenyl)methoxycarbonyl]-3-(2-naphthyl)-D-alanine [ No CAS ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • C68H99N17O15 [ No CAS ]
  • 4
  • Fmoc-Ile-Wang resin [ No CAS ]
  • [ 29022-11-5 ]
  • [ 71989-31-6 ]
  • [ 71989-33-8 ]
  • [ 77128-73-5 ]
  • [ 109425-55-0 ]
  • (3aS,7aS)-octahydroindole-2-carboxylic acid [ No CAS ]
  • N-[(9-fluorenyl)methoxycarbonyl]-3-(2-naphthyl)-D-alanine [ No CAS ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • [ 137076-54-1 ]
  • C82H124N18O21 [ No CAS ]
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Technical Information

Historical Records

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[ 109425-55-0 ]

Daptomycin Related Intermediates

Chemical Structure| 29022-11-5

[ 29022-11-5 ]

2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)acetic acid

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