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[ CAS No. 214750-75-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 214750-75-1
Chemical Structure| 214750-75-1
Structure of 214750-75-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 214750-75-1 ]

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Product Details of [ 214750-75-1 ]

CAS No. :214750-75-1 MDL No. :MFCD00798639
Formula : C25H28N2O6 Boiling Point : -
Linear Structure Formula :- InChI Key :OJBNDXHENJDCBA-JOCHJYFZSA-N
M.W : 452.50 Pubchem ID :51340505
Synonyms :
Chemical Name :Fmoc-D-Lys(Aloc)-OH

Calculated chemistry of [ 214750-75-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 33
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.32
Num. rotatable bonds : 15
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 122.82
TPSA : 113.96 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.0
Log Po/w (XLOGP3) : 4.12
Log Po/w (WLOGP) : 4.06
Log Po/w (MLOGP) : 2.52
Log Po/w (SILICOS-IT) : 3.7
Consensus Log Po/w : 3.48

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.52
Solubility : 0.0137 mg/ml ; 0.0000302 mol/l
Class : Moderately soluble
Log S (Ali) : -6.22
Solubility : 0.000273 mg/ml ; 0.000000603 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -6.61
Solubility : 0.000112 mg/ml ; 0.000000247 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 4.35

Safety of [ 214750-75-1 ]

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

Application In Synthesis of [ 214750-75-1 ]

* 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 [ 214750-75-1 ]

[ 214750-75-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 214750-75-1 ]
  • [ 494797-87-4 ]
  • rink amide resin [ No CAS ]
  • [ 35661-38-2 ]
  • [ 104091-08-9 ]
  • DOTA-D-Ala-D-Lys(HSG)-D-Glu-D-Lys(HSG)-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized (NB Ref. CN 2-34) by solid phase peptide synthesis on Rink Amide resin (2.0159 g, 0.7 mmol/g) using standard Fmoc synthesis methodology. The following amino acids (6 equivalents per coupling) were added in the order shown; Fmoc-D-Lys(Aloc)-OH, Fmoc-D-Glu(OBut)-OH, Fmoc-D-Lys(Aloc)-OH, Fmoc-D-Ala-OH and DOTA-tris(t-Butyl) ester. Each amino acid was double coupled with two hour couplings first using diisopropylcarbodiimide followed by a coupling using O-Benzotriazole-N,N,N',N'-tetramethyl-uronium-hexafluoro-phosphate (HBTU) as the activating agents. The Aloc side chains were then removed with the Pd catalyst in the usual way and the trityl-HSG-OH was double coupled to the lysine side chains. The peptide was cleaved from the resin with TFA, precipitated in ether, and purified by HPLC to obtain the desired peptide. Successful synthesis was confirmed by ESMS analysis, MH+: 1361. The total yield of desired product was 298.8 mg in 6 fractions. Out of these 6 fractions, 4 contain pure peptide amounting to 201.3 mg while the remaining two fractions contain a slight impurity with a total mass of 97.5 mg.
  • 2
  • [ 214750-75-1 ]
  • Sieber Amide resin [ No CAS ]
  • [ 494797-87-4 ]
  • [ 104091-08-9 ]
  • DOTA-D-Glu-D-Lys(HSG)-D-Glu-D-Lys(HSG)-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized by solid phase peptide synthesis on Sieber Amide resin using the Fmoc procedure. The following amino acids were added in the order shown; Fmoc-D-Lys(Aloc)-OH, Fmoc-D-Glu(OBut)-OH, Fmoc-D-Lys(Aloc)-OH, Fmoc-D-Glu(OBut)-OH, DOTA-tris(tBu) ester. Each amino acid was double coupled with two hour couplings first using diisopropylcarbodiimide followed by a coupling using O-Benzotriazole-N,N,N',N'-tetramethyl-uronium-hexafluoro-phosphate (HBTU) as the activating agents. The Aloc side chains were then remove with the Pd catalyst in the usual way and the trityl-HSG-OH was double coupled to the lysine side chains. The peptide was cleaved from the resin with TFA, precipitated in ether, and purified by HPLC to obtain the desired peptide
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