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[ CAS No. 84624-17-9 ] {[proInfo.proName]}

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Chemical Structure| 84624-17-9
Chemical Structure| 84624-17-9
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Product Citations

Product Citations

Jiang, Hanjie ; Miller, Bryant D ; Viennet, Thibault , et al. DOI: PubMed ID:

Abstract: Lys ubiquitination is catalysed by and is central to the regulation of stability and cell signalling in normal and disease states. There are gaps in our understanding of E3 mechanisms, and here we use semisynthesis, chemical rescue, microscale thermophoresis and other biochemical approaches to dissect the role of catalytic base/acid function and conformational interconversion in HECT-domain E3 catalysis. We demonstrate that there is plasticity in the use of the terminal side chain or backbone carboxylate for proton transfer in HECT reactions, with yeast Rsp5 orthologues appearing to be possible evolutionary intermediates. We also show that the HECT-domain covalent intermediate appears to eject the E2 conjugating enzyme, promoting catalytic turnover. These fndings provide key mechanistic insights into how ubiquitination occurs and provide a framework for understanding E3 functions and regulation.

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Product Details of [ 84624-17-9 ]

CAS No. :84624-17-9 MDL No. :MFCD00062953
Formula : C20H21NO4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :UGNIYGNGCNXHTR-GOSISDBHSA-N
M.W : 339.39 Pubchem ID :1549479
Synonyms :

Calculated chemistry of [ 84624-17-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 25
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.3
Num. rotatable bonds : 7
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 94.79
TPSA : 75.63 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.52 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.45
Log Po/w (XLOGP3) : 4.02
Log Po/w (WLOGP) : 3.63
Log Po/w (MLOGP) : 2.78
Log Po/w (SILICOS-IT) : 3.15
Consensus Log Po/w : 3.21

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.37
Solubility : 0.0145 mg/ml ; 0.0000427 mol/l
Class : Moderately soluble
Log S (Ali) : -5.31
Solubility : 0.00166 mg/ml ; 0.00000489 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.31
Solubility : 0.00165 mg/ml ; 0.00000485 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.78

Safety of [ 84624-17-9 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 84624-17-9 ]

* 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 [ 84624-17-9 ]

[ 84624-17-9 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 35661-60-0 ]
  • [ 35661-39-3 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • Fmoc-D-Trp [ No CAS ]
  • (R)-4-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-{(S)-1-[(R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester [ No CAS ]
  • 2
  • [ 35661-60-0 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • [ 147-85-3 ]
  • Fmoc-D-Trp [ No CAS ]
  • (R)-4-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-5-{(S)-2-[(R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-pyrrolidin-1-yl}-5-oxo-pentanoic acid tert-butyl ester [ No CAS ]
  • 3
  • [ 71989-33-8 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • pentanedioic acid mono-(2-{ethyl-[4-(4-nitrophenylazo)-phenyl]amino}-ethyl) ester [ No CAS ]
  • 2-(3-<i>tert</i>-butoxy-2-{4-<i>tert</i>-butoxycarbonyl-2-[4-(2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethoxycarbonyl)-butyrylamino]-butyrylamino}-propionylamino)-3-methyl-butyric acid [ No CAS ]
  • 4
  • [ 1160862-48-5 ]
  • [ 35661-38-2 ]
  • [ 35661-60-0 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
  • N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
  • C36H56N8O11 [ No CAS ]
  • 5
  • [ 1160862-48-5 ]
  • [ 35661-38-2 ]
  • [ 35661-60-0 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
  • N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
  • [ 1160862-39-4 ]
  • 6
  • [ 1160862-48-5 ]
  • [ 35661-38-2 ]
  • [ 35661-60-0 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
  • N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
  • C33H59N11O10 [ No CAS ]
  • 7
  • [ 1160862-48-5 ]
  • [ 35661-38-2 ]
  • [ 104091-08-9 ]
  • [ 84624-17-9 ]
  • Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
  • N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
  • N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
  • C36H57N11O11 [ No CAS ]
  • 8
  • [ 353491-47-1 ]
  • [ 67-56-1 ]
  • [ 1730-89-8 ]
  • [ 178924-05-5 ]
  • [ 68858-20-8 ]
  • [ 118904-37-3 ]
  • [ 71989-35-0 ]
  • [ 109425-55-0 ]
  • [ 71989-31-6 ]
  • [ 84624-17-9 ]
  • (4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr(H-Phe-(Z)Dhb-Val)(Me)-D-aIle-D-Val-OH [ No CAS ]
  • 9
  • [ 353491-47-1 ]
  • [ 1730-89-8 ]
  • [ 178924-05-5 ]
  • [ 68858-20-8 ]
  • [ 118904-37-3 ]
  • [ 71989-35-0 ]
  • [ 109425-55-0 ]
  • [ 71989-31-6 ]
  • [ 84624-17-9 ]
  • (4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr(H-Phe-(Z)Dhb-Val)-D-aIle-D-Val-OH [ No CAS ]
  • 10
  • [ 1730-89-8 ]
  • [ 178924-05-5 ]
  • [ 68858-20-8 ]
  • [ 118904-37-3 ]
  • [ 71989-35-0 ]
  • [ 109425-55-0 ]
  • [ 71989-31-6 ]
  • [ 84624-17-9 ]
  • (4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr-D-aIle-D-Val-OH [ No CAS ]
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