ChemSpider 2D Image | aloxistatin | C17H30N2O5

aloxistatin

  • Molecular FormulaC17H30N2O5
  • Average mass342.431 Da
  • Monoisotopic mass342.215485 Da
  • ChemSpider ID59098

  • defined stereocentres - 3 of 3 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2S-(2a,3b(R*)))-3-(((3-Methyl-1-(((3-methylbutyl)amino)carbonyl)butyl)amino)carbonyl)oxiranecarboxylic Acid Ethyl Ester
(2S,3S)-3-({(2S)-4-Méthyl-1-[(3-méthylbutyl)amino]-1-oxo-2-pentanyl}carbamoyl)-2-oxiranecarboxylate d'éthyle [French] [ACD/IUPAC Name]
(2S,3S)-3-(Ethoxycarbonyl)-N-{(1Z,2S)-1-hydroxy-4-methyl-1-[(3-methylbutyl)imino]-2-pentanyl}-2-oxirancarboximidsäure [German] [ACD/IUPAC Name]
(2S,3S)-3-(Ethoxycarbonyl)-N-{(1Z,2S)-1-hydroxy-4-methyl-1-[(3-methylbutyl)imino]-2-pentanyl}-2-oxiranecarboximidic acid [ACD/IUPAC Name]
(2S,3S)-trans-epoxysuccinyl-L-leucylamido-3-methylbutane ethyl ester
2-Oxiranecarboxylic acid, 3-[(Z)-hydroxy[[(1S)-1-[(Z)-hydroxy[(3-methylbutyl)imino]methyl]-3-methylbutyl]imino]methyl]-, ethyl ester, (2S,3S)- [ACD/Index Name]
2-Oxiranecarboxylic acid, 3-[[[(1S)-3-methyl-1-[[(3-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-, ethyl ester, (2S,3S)- [ACD/Index Name]
88321-09-9 [RN]
Acide (2S,3S)-3-(éthoxycarbonyl)-N-{(1Z,2S)-1-hydroxy-4-méthyl-1-[(3-méthylbutyl)imino]-2-pentanyl}-2-oxiranecarboximidique [French] [ACD/IUPAC Name]
aloxistatin [INN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

6138 [DBID]
5354546 [DBID]
Bio1_000167 [DBID]
Bio1_000656 [DBID]
Bio1_001145 [DBID]
BRN 5354546 [DBID]
CBiol_001881 [DBID]
CCRIS 1934 [DBID]
E8640_SIGMA [DBID]
EP 453 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      An <stereo>L</stereo>-leucine derivative that is the amide obtained by formal condensation of the carboxy group of (2<stereo>S</stereo>,3<stereo>S</stereo>)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid with the amino group of <element>N</element>-(3-methylbutyl)-<stereo>L</stereo>-leucinamide. ChEBI CHEBI:101381
      An L-leucine derivative that is the amide obtained by formal condensation of the carboxy group of (2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid with the amino group of N-(3-methylbutyl)-L-leucin amide. ChEBI CHEBI:101381
      An L-leucine derivative that is the amide obtained by formal condensation of the carboxy group of (2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid; with the amino group of N-(3-methylbutyl)-L-leuc inamide. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:101381

    • Bio Activity:

      Cathepsin Tocris Bioscience 4545
      Cathepsin inhibitor; interferes with autolysosomal digestion Tocris Bioscience 4545
      Enzymes Tocris Bioscience 4545
      Inhibitor of cathepsins B and L; also thought to inhibit calpain. Inhibits lysosomal proteases and interferes with autolysosomal digestion when used in combination with pepstatin A (Cat. No. 1190). Ly sosome and cell permeable. Tocris Bioscience 4545
      Inhibitor of cathepsins B and L; also thought to inhibit calpain. Inhibits lysosomal proteases and interferes with autolysosomal digestion when used in combination with pepstatin A (Cat. No. 1190). Lysosome and cell permeable. Tocris Bioscience 4545
      Proteases Tocris Bioscience 4545

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.1±0.1 g/cm3
Boiling Point: 538.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 81.5±3.0 kJ/mol
Flash Point: 279.2±30.1 °C
Index of Refraction: 1.485
Molar Refractivity: 89.0±0.3 cm3
#H bond acceptors: 7
#H bond donors: 2
#Freely Rotating Bonds: 11
#Rule of 5 Violations: 0
ACD/LogP: 2.36
ACD/LogD (pH 5.5): 1.48
ACD/BCF (pH 5.5): 7.85
ACD/KOC (pH 5.5): 152.14
ACD/LogD (pH 7.4): 1.48
ACD/BCF (pH 7.4): 7.85
ACD/KOC (pH 7.4): 152.14
Polar Surface Area: 97 Å2
Polarizability: 35.3±0.5 10-24cm3
Surface Tension: 40.6±3.0 dyne/cm
Molar Volume: 310.6±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.68

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  510.62  (Adapted Stein & Brown method)
    Melting Pt (deg C):  217.56  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.3E-010  (Modified Grain method)
    Subcooled liquid VP: 1.48E-008 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  35.56
       log Kow used: 2.68 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.0551e+005 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Epoxides
       Esters

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.46E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.647E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.68  (KowWin est)
  Log Kaw used:  -10.578  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.258
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8316
   Biowin2 (Non-Linear Model)     :   0.9849
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4655  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.9838  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3644
   Biowin6 (MITI Non-Linear Model):   0.1200
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0976
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  1.97E-006 Pa (1.48E-008 mm Hg)
  Log Koa (Koawin est  ): 13.258
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.52 
       Octanol/air (Koa) model:  4.45 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.982 
       Mackay model           :  0.992 
       Octanol/air (Koa) model:  0.997 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  36.5489 E-12 cm3/molecule-sec
      Half-Life =     0.293 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.512 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.987 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  146
      Log Koc:  2.164 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.534E-001  L/mol-sec
  Kb Half-Life at pH 8:      52.298  days   
  Kb Half-Life at pH 7:       1.432  years  

  Total Ka (acid-catalyzed) at 25 deg C :  6.982E-010  L/mol-sec
  Ka Half-Life at pH 7: 3.146E+008  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.362 (BCF = 23)
       log Kow used: 2.68 (estimated)

 Volatilization from Water:
    Henry LC:  6.46E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.677E+009  hours   (6.988E+007 days)
    Half-Life from Model Lake :  1.83E+010  hours   (7.623E+008 days)

 Removal In Wastewater Treatment:
    Total removal:               3.73  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.62  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.00045         7.02         1000       
   Water     14.5            900          1000       
   Soil      85.3            1.8e+003     1000       
   Sediment  0.168           8.1e+003     0          
     Persistence Time: 1.71e+003 hr

Click to predict properties on the Chemicalize site


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