ChemSpider 2D Image | (-)-Lipstatin | C29H49NO5

(-)-Lipstatin

  • Molecular FormulaC29H49NO5
  • Average mass491.703 Da
  • Monoisotopic mass491.361084 Da
  • ChemSpider ID7981411

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 4 of 4 defined stereocentres

More details:

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

(-)-Lipstatin
(2S-(2a(1R*,3Z,6Z),3b))-N-Formyl-L-leucine 1-((3-Hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl Ester
(2S-(2α(1R*,3Z,6Z),3β))-N-Formyl-L-leucine 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester
(2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]-4,7-tridecadien-2-yl N-formyl-L-leucinate [ACD/IUPAC Name]
(2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]-4,7-tridecadien-2-yl-N-formyl-L-leucinat [German] [ACD/IUPAC Name]
(2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxooxetan-2-yl]trideca-4,7-dien-2-yl N-formyl-L-leucinate
96829-59-3 [RN]
lipstatin [Wiki]
L-Leucine, N-formyl-, (1S,3Z,6Z)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]-3,6-dodecadien-1-yl ester [ACD/Index Name]
N-Formyl-L-leucinate de (2S,4Z,7Z)-1-[(2S,3S)-3-hexyl-4-oxo-2-oxétanyl]-4,7-tridécadién-2-yle [French] [ACD/IUPAC Name]
More...

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

    Density: 1.0±0.1 g/cm3
    Boiling Point: 627.4±55.0 °C at 760 mmHg
    Vapour Pressure: 0.0±1.8 mmHg at 25°C
    Enthalpy of Vaporization: 92.9±3.0 kJ/mol
    Flash Point: 333.2±31.5 °C
    Index of Refraction: 1.485
    Molar Refractivity: 141.7±0.3 cm3
    #H bond acceptors: 6
    #H bond donors: 1
    #Freely Rotating Bonds: 21
    #Rule of 5 Violations: 1
    ACD/LogP: 8.05
    ACD/LogD (pH 5.5): 7.51
    ACD/BCF (pH 5.5): 299354.84
    ACD/KOC (pH 5.5): 289353.13
    ACD/LogD (pH 7.4): 7.51
    ACD/BCF (pH 7.4): 299354.84
    ACD/KOC (pH 7.4): 289353.13
    Polar Surface Area: 82 Å2
    Polarizability: 56.2±0.5 10-24cm3
    Surface Tension: 36.4±3.0 dyne/cm
    Molar Volume: 494.8±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) =  7.76

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  617.08  (Adapted Stein & Brown method)
    Melting Pt (deg C):  267.29  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.77E-014  (Modified Grain method)
    Subcooled liquid VP: 2.64E-011 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):  0.0001895
       log Kow used: 7.76 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.00073738 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.77E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.970E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  7.76  (KowWin est)
  Log Kaw used:  -7.445  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.205
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2888
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9354  (weeks       )
   Biowin4 (Primary Survey Model) :   4.3398  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6051
   Biowin6 (MITI Non-Linear Model):   0.3375
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7167
 Ready Biodegradability Prediction:   YES

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  3.52E-009 Pa (2.64E-011 mm Hg)
  Log Koa (Koawin est  ): 15.205
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  852 
       Octanol/air (Koa) model:  394 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 151.3341 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 166.5341 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.848 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.771 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    26.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    40.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.058 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     0.688 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4.772E+005
      Log Koc:  5.679 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 2.263 (BCF = 183.4)
       log Kow used: 7.76 (estimated)

 Volatilization from Water:
    Henry LC:  8.77E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  1.48E+006  hours   (6.168E+004 days)
    Half-Life from Model Lake : 1.615E+007  hours   (6.729E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              94.00  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.22  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       0.0243          0.652        1000       
   Water     3.81            360          1000       
   Soil      28.6            720          1000       
   Sediment  67.6            3.24e+003    0          
     Persistence Time: 1.24e+003 hr

    Click to predict properties on the Chemicalize site


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