ChemSpider 2D Image | Rotenonone | C23H18O7

Rotenonone

  • Molecular FormulaC23H18O7
  • Average mass406.385 Da
  • Monoisotopic mass406.105255 Da
  • ChemSpider ID391138

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

(2R)-1,2-Dihydro-8,9-dimethoxy-2-(1-methylethenyl)[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6,12-dione
(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydrochromeno[3,4-b]furo[2,3-h]chromen-6,12-dion [German] [ACD/IUPAC Name]
(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydrochromeno[3,4-b]furo[2,3-h]chromene-6,12-dione [ACD/IUPAC Name]
(2R)-2-Isopropényl-8,9-diméthoxy-1,2-dihydrochroméno[3,4-b]furo[2,3-h]chromène-6,12-dione [French] [ACD/IUPAC Name]
4439-62-7 [RN]
Furo[2',3':7,8][1]benzopyrano[2,3-c][1]benzopyran-6,12-dione, 1,2-dihydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R)- [ACD/Index Name]
Rotenonone
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6,12-dione, 1,2-dihydro-8,9-dimethoxy-2-(1-methylethenyl)-, (R)-
(2R)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2-dihydrochromeno[3,4-b]furo[2,3-h]chromene-6,12-dione

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

8LO3PH2R0J [DBID]
C10525 [DBID]
CHEBI:8898 [DBID]
UNII:8LO3PH2R0J [DBID]

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

Density: 1.4±0.1 g/cm3
Boiling Point: 615.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 91.3±3.0 kJ/mol
Flash Point: 269.2±31.5 °C
Index of Refraction: 1.656
Molar Refractivity: 104.1±0.4 cm3
#H bond acceptors: 7
#H bond donors: 0
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 2.96
ACD/LogD (pH 5.5): 3.83
ACD/BCF (pH 5.5): 482.05
ACD/KOC (pH 5.5): 2898.42
ACD/LogD (pH 7.4): 3.83
ACD/BCF (pH 7.4): 482.05
ACD/KOC (pH 7.4): 2898.42
Polar Surface Area: 80 Å2
Polarizability: 41.3±0.5 10-24cm3
Surface Tension: 61.7±5.0 dyne/cm
Molar Volume: 283.5±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) =  3.74

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  561.63  (Adapted Stein & Brown method)
    Melting Pt (deg C):  241.39  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.33E-012  (Modified Grain method)
    Subcooled liquid VP: 7.31E-010 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):  1.784
       log Kow used: 3.74 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.018333 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Acrylates
       Vinyl/Allyl Ketones
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.33E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.981E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.74  (KowWin est)
  Log Kaw used:  -11.265  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.005
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.3174
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.1115  (months      )
   Biowin4 (Primary Survey Model) :   3.7081  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7487
   Biowin6 (MITI Non-Linear Model):   0.4270
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4783
 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):  9.75E-008 Pa (7.31E-010 mm Hg)
  Log Koa (Koawin est  ): 15.005
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  30.8 
       Octanol/air (Koa) model:  248 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.999 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 276.7212 E-12 cm3/molecule-sec
      Half-Life =     0.039 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    27.830 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    11.700000 E-17 cm3/molecule-sec
      Half-Life =     0.098 Days (at 7E11 mol/cm3)
      Half-Life =      2.351 Hrs
   Fraction sorbed to airborne particulates (phi): 0.999 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2.813E+004
      Log Koc:  4.449 

 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 = 1.341 (BCF = 21.91)
       log Kow used: 3.74 (estimated)

 Volatilization from Water:
    Henry LC:  1.33E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.874E+009  hours   (3.698E+008 days)
    Half-Life from Model Lake : 9.681E+010  hours   (4.034E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              19.74  percent
    Total biodegradation:        0.24  percent
    Total sludge adsorption:    19.50  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       0.00116         0.665        1000       
   Water     9.13            1.44e+003    1000       
   Soil      89.4            2.88e+003    1000       
   Sediment  1.44            1.3e+004     0          
     Persistence Time: 2.75e+003 hr

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