ChemSpider 2D Image | Methyl (2S,4aR,6aR,9S,10R,10aR,10bR)-9-acetoxy-2-(3-furyl)-10-hydroxy-6a,10b-dimethyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-2H-benzo[f]isochromene-7-carboxylate | C23H28O8

Methyl (2S,4aR,6aR,9S,10R,10aR,10bR)-9-acetoxy-2-(3-furyl)-10-hydroxy-6a,10b-dimethyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-2H-benzo[f]isochromene-7-carboxylate

  • Molecular FormulaC23H28O8
  • Average mass432.464 Da
  • Monoisotopic mass432.178406 Da
  • ChemSpider ID9904430
  • defined stereocentres - 7 of 7 defined stereocentres

More details:

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

(2S,4aR,6aR,9S,10R,10aR,10bR)-9-Acétoxy-2-(3-furyl)-10-hydroxy-6a,10b-diméthyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-décahydro-2H-benzo[f]isochromène-7-carboxylate de méthyle [French] [ACD/IUPAC Name]
2H-Naphtho[2,1-c]pyran-7-carboxylic acid, 9-(acetyloxy)-2-(3-furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-10-hydroxy-6a,10b-dimethyl-4-oxo-, methyl ester, (2S,4aR,6aR,9S,10R,10aR,10bR)- [ACD/Index Name]
methyl (2S,4aR,6aR,9S,10R,10aR,10bR)-9-(acetyloxy)-2-(furan-3-yl)-10-hydroxy-6a,10b-dimethyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-2H-benzo[f]isochromene-7-carboxylate
Methyl (2S,4aR,6aR,9S,10R,10aR,10bR)-9-acetoxy-2-(3-furyl)-10-hydroxy-6a,10b-dimethyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-2H-benzo[f]isochromene-7-carboxylate [ACD/IUPAC Name]
Methyl-(2S,4aR,6aR,9S,10R,10aR,10bR)-9-acetoxy-2-(3-furyl)-10-hydroxy-6a,10b-dimethyl-4-oxo-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-2H-benzo[f]isochromen-7-carboxylat [German] [ACD/IUPAC Name]
(3S,4aR,4bR,5R,6S,8aR,10aR)-6-Acetoxy-3-furan-3-yl-5-hydroxy-4a,8a-dimethyl-1-oxo-3,4,4a,4b,5,6,8a,9,10,10a-decahydro-1H-2-oxa-phenanthrene-8-carboxylic acid methyl ester
salvinorin E

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

Density: 1.3±0.1 g/cm3
Boiling Point: 567.2±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.6 mmHg at 25°C
Enthalpy of Vaporization: 89.6±3.0 kJ/mol
Flash Point: 296.8±30.1 °C
Index of Refraction: 1.568
Molar Refractivity: 107.8±0.4 cm3
#H bond acceptors: 8
#H bond donors: 1
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 1.86
ACD/LogD (pH 5.5): 2.53
ACD/BCF (pH 5.5): 49.37
ACD/KOC (pH 5.5): 567.24
ACD/LogD (pH 7.4): 2.53
ACD/BCF (pH 7.4): 49.37
ACD/KOC (pH 7.4): 567.24
Polar Surface Area: 112 Å2
Polarizability: 42.7±0.5 10-24cm3
Surface Tension: 53.6±5.0 dyne/cm
Molar Volume: 329.6±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) =  1.79

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  517.07  (Adapted Stein & Brown method)
    Melting Pt (deg C):  205.96  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.79E-013  (Modified Grain method)
    Subcooled liquid VP: 5.6E-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):  183.8
       log Kow used: 1.79 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  40.75 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.16E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.102E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.79  (KowWin est)
  Log Kaw used:  -12.769  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.559
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8551
   Biowin2 (Non-Linear Model)     :   0.9989
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3998  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7332  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.8848
   Biowin6 (MITI Non-Linear Model):   0.5255
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0313
 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):  7.47E-009 Pa (5.6E-011 mm Hg)
  Log Koa (Koawin est  ): 14.559
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  402 
       Octanol/air (Koa) model:  88.9 
   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 = 153.9017 E-12 cm3/molecule-sec
      Half-Life =     0.069 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.834 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.137500 E-17 cm3/molecule-sec
      Half-Life =     1.007 Days (at 7E11 mol/cm3)
      Half-Life =     24.179 Hrs
   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    :  1.804E+004
      Log Koc:  4.256 

 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 = 0.679 (BCF = 4.772)
       log Kow used: 1.79 (estimated)

 Volatilization from Water:
    Henry LC:  4.16E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.927E+011  hours   (1.22E+010 days)
    Half-Life from Model Lake : 3.193E+012  hours   (1.33E+011 days)

 Removal In Wastewater Treatment:
    Total removal:               2.09  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     2.00  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       0.000918        1.56         1000       
   Water     27.2            900          1000       
   Soil      72.8            1.8e+003     1000       
   Sediment  0.0844          8.1e+003     0          
     Persistence Time: 1.31e+003 hr


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