ChemSpider 2D Image | [(8S)-8-Acetoxy-12-hydroxy-2-{(2S,3R)-2-methyl-3-[(1Z)-1-propen-1-yl]-2-oxiranyl}-4,11-dioxo-8,9,10,11-tetrahydro-4H-naphtho[2,3-h]chromen-5-yl]acetic acid | C27H24O9

[(8S)-8-Acetoxy-12-hydroxy-2-{(2S,3R)-2-methyl-3-[(1Z)-1-propen-1-yl]-2-oxiranyl}-4,11-dioxo-8,9,10,11-tetrahydro-4H-naphtho[2,3-h]chromen-5-yl]acetic acid

  • Molecular FormulaC27H24O9
  • Average mass492.474 Da
  • Monoisotopic mass492.142029 Da
  • ChemSpider ID4943075
  • 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

[(8S)-8-Acetoxy-12-hydroxy-2-{(2S,3R)-2-methyl-3-[(1Z)-1-propen-1-yl]-2-oxiranyl}-4,11-dioxo-8,9,10,11-tetrahydro-4H-naphtho[2,3-h]chromen-5-yl]acetic acid [ACD/IUPAC Name]
[(8S)-8-Acetoxy-12-hydroxy-2-{(2S,3R)-2-methyl-3-[(1Z)-1-propen-1-yl]-2-oxiranyl}-4,11-dioxo-8,9,10,11-tetrahydro-4H-naphtho[2,3-h]chromen-5-yl]essigsäure [German] [ACD/IUPAC Name]
4H-Anthra[1,2-b]pyran-5-acetic acid, 8-(acetyloxy)-8,9,10,11-tetrahydro-12-hydroxy-2-[(2S,3R)-2-methyl-3-[(1Z)-1-propen-1-yl]oxiranyl]-4,11-dioxo-, (8S)- [ACD/Index Name]
Acide [(8S)-8-acétoxy-12-hydroxy-2-{(2S,3R)-2-méthyl-3-[(1Z)-1-propén-1-yl]-2-oxiranyl}-4,11-dioxo-8,9,10,11-tétrahydro-4H-naphto[2,3-h]chromén-5-yl]acétique [French] [ACD/IUPAC Name]
129966-45-6 [RN]
4H-Anthra(1,2-b)pyran-5-acetic acid, 8-(acetyloxy)-8,9,10,11-tetraahydro-12-hydroxy-2-(2-methyl-3-(1-propenyl)oxiranyl)-4,11-dioxo-
Kapurimycin A3

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

Density: 1.5±0.1 g/cm3
Boiling Point: 736.5±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 112.8±3.0 kJ/mol
Flash Point: 250.4±26.4 °C
Index of Refraction: 1.682
Molar Refractivity: 125.2±0.4 cm3
#H bond acceptors: 9
#H bond donors: 2
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 3.39
ACD/LogD (pH 5.5): 1.92
ACD/BCF (pH 5.5): 5.49
ACD/KOC (pH 5.5): 31.09
ACD/LogD (pH 7.4): -0.31
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 140 Å2
Polarizability: 49.6±0.5 10-24cm3
Surface Tension: 74.8±5.0 dyne/cm
Molar Volume: 330.4±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) =  3.96

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  687.45  (Adapted Stein & Brown method)
    Melting Pt (deg C):  300.16  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.53E-017  (Modified Grain method)
    Subcooled liquid VP: 1.81E-014 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):  3.134
       log Kow used: 3.96 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  47.707 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.66E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.164E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.96  (KowWin est)
  Log Kaw used:  -19.168  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  23.128
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5447
   Biowin2 (Non-Linear Model)     :   0.1699
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2733  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5924  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3586
   Biowin6 (MITI Non-Linear Model):   0.0300
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.8612
 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):  2.41E-012 Pa (1.81E-014 mm Hg)
  Log Koa (Koawin est  ): 23.128
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.24E+006 
       Octanol/air (Koa) model:  3.3E+010 
   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 = 293.1453 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 300.7453 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   26.271 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   25.607 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.875000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    20.875000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =   118.936 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    79.053 Min (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    :  167.3
      Log Koc:  2.223 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.306E+000  L/mol-sec
  Kb Half-Life at pH 8:       6.143  days   
  Kb Half-Life at pH 7:      61.430  days   

  Total Ka (acid-catalyzed) at 25 deg C :  1.699E+009  L/mol-sec [cis-isomer]
  Total Ka (acid-catalyzed) at 25 deg C :  3.983E+008  L/mol-sec [trans-isomer]
  Ka Half-Life at pH 7:       0.004  seconds  [cis-isomer]
  Ka Half-Life at pH 7:       0.017  seconds  [trans-isomer]
 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 3.96 (estimated)

 Volatilization from Water:
    Henry LC:  1.66E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.827E+017  hours   (3.261E+016 days)
    Half-Life from Model Lake : 8.539E+018  hours   (3.558E+017 days)

 Removal In Wastewater Treatment:
    Total removal:              28.27  percent
    Total biodegradation:        0.31  percent
    Total sludge adsorption:    27.96  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       1.34e-006       0.607        1000       
   Water     11              900          1000       
   Soil      86.6            1.8e+003     1000       
   Sediment  2.36            8.1e+003     0          
     Persistence Time: 1.88e+003 hr


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