ChemSpider 2D Image | Sorbicillactone A | C21H23NO8

Sorbicillactone A

  • Molecular FormulaC21H23NO8
  • Average mass417.409 Da
  • Monoisotopic mass417.142365 Da
  • ChemSpider ID10480732
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres


More details:






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

(2E)-4-({(3S,3aR,4Z,7aS)-7-Hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadien-1-yliden]-3,6,7a-trimethyl-2,5-dioxo-2,3,3a,4,5,7a-hexahydro-1-benzofuran-3-yl}amino)-4-oxo-2-butensäure [German] [ACD/IUPAC Name]
(2E)-4-({(3S,3aR,4Z,7aS)-7-Hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-2,3,3a,4,5,7a-hexahydro-1-benzofuran-3-yl}amino)-4-oxo-2-butenoic acid [ACD/IUPAC Name]
2-Butenoic acid, 4-[[(3S,3aR,4Z,7aS)-2,3,3a,4,5,7a-hexahydro-7-hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-3-benzofuranyl]amino]-4-oxo-, (2E)- [ACD/Index Name]
2-butenoic acid, 4-[[(3S,3aR,4Z,7aS)-2,3,3a,4,5,7a-hexahydro-7-hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-3-benzofuranyl]imino]-4-hydroxy-, (2E,4E)-
2-Butenoic acid, 4-[[(3S,3aR,4Z,7aS)-2,3,3a,4,5,7a-hexahydro-7-hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadienylidene]-3,6,7a-trimethyl-2,5-dioxo-3-benzofuranyl]amino]-4-oxo-, (2E)-
Acide (2E)-4-({(3S,3aR,4Z,7aS)-7-hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadién-1-ylidène]-3,6,7a-triméthyl-2,5-dioxo-2,3,3a,4,5,7a-hexahydro-1-benzofuran-3-yl}amino)-4-oxo-2-buténoïque [French] [ACD/IUPAC Name]
Sorbicillactone A [Wiki]

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point: 762.7±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±5.9 mmHg at 25°C
Enthalpy of Vaporization: 126.7±6.0 kJ/mol
Flash Point: 415.1±32.9 °C
Index of Refraction: 1.620
Molar Refractivity: 104.3±0.4 cm3
#H bond acceptors: 9
#H bond donors: 4
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 3.18
ACD/LogD (pH 5.5): -2.56
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -3.43
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 150 Å2
Polarizability: 41.3±0.5 10-24cm3
Surface Tension: 66.1±5.0 dyne/cm
Molar Volume: 296.8±5.0 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) =  0.98

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  718.88  (Adapted Stein & Brown method)
    Melting Pt (deg C):  314.84  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.19E-021  (Modified Grain method)
    Subcooled liquid VP: 3.97E-018 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):  347.3
       log Kow used: 0.98 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  199.19 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters-acid
       Vinyl/Allyl Ketones-acid
       Acrylamides-acid
       Vinyl/Allyl Alcohols-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.49E-022  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.463E-024 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.98  (KowWin est)
  Log Kaw used:  -20.215  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  21.195
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0707
   Biowin2 (Non-Linear Model)     :   0.9908
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8989  (weeks       )
   Biowin4 (Primary Survey Model) :   4.2643  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7483
   Biowin6 (MITI Non-Linear Model):   0.2143
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.2057
 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):  5.29E-016 Pa (3.97E-018 mm Hg)
  Log Koa (Koawin est  ): 21.195
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.67E+009 
       Octanol/air (Koa) model:  3.85E+008 
   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 = 179.4840 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 186.8750 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.715 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.687 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     7.058750 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     7.715000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     3.896 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     3.565 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  10
      Log Koc:  1.000 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 0.98 (estimated)

 Volatilization from Water:
    Henry LC:  1.49E-022 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.028E+018  hours   (3.345E+017 days)
    Half-Life from Model Lake : 8.758E+019  hours   (3.649E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       0.00184         1.05         1000       
   Water     34.9            360          1000       
   Soil      65.1            720          1000       
   Sediment  0.0695          3.24e+003    0          
     Persistence Time: 603 hr




                    

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