ChemSpider 2D Image | (1alpha,2beta,4aalpha,4bbeta,10beta)-2-Hydroxy-1-methyl-8-methylenegibbane-1,4a,10-tricarboxylic acid | C20H26O7

(1α,2β,4aα,4bβ,10β)-2-Hydroxy-1-methyl-8-methylenegibbane-1,4a,10-tricarboxylic acid

  • Molecular FormulaC20H26O7
  • Average mass378.416 Da
  • Monoisotopic mass378.167847 Da
  • ChemSpider ID9058644
  • defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(1α,2β,4aα,4bβ,10β)-2-Hydroxy-1-methyl-8-methylenegibbane-1,4a,10-tricarboxylic acid [ACD/IUPAC Name]
(1α,2β,4aα,4bβ,10β)-2-Hydroxy-1-methyl-8-methylengibban-1,4a,10-tricarbonsäure [German] [ACD/IUPAC Name]
(1α,2β,4aα,4bβ,10β)-2-hydroxy-1-methyl-8-methylidenegibbane-1,4a,10-tricarboxylic acid
Acide (1α,2β,4aα,4bβ,10β)-2-hydroxy-1-méthyl-8-méthylènegibbane-1,4a,10-tricarboxylique [French] [ACD/IUPAC Name]
Gibbane-1,4a,10-tricarboxylic acid, 2-hydroxy-1-methyl-8-methylene-, (1α,2β,4aα,4bβ,10β)- [ACD/Index Name]
(1S,2S,4aR,4bR,7R,9aR,10S,10aS)-2-hydroxy-1-methyl-8-methylenedodecahydro-4aH-7,9a-methanobenzo[a]azulene-1,4a,10-tricarboxylic acid; (1α,2β,4aα,4bβ,10β)-2-hydroxy-1-methyl-8-methylen
(1S,2S,4aR,4bR,7R,9aR,10S,10aS)-2-hydroxy-1-methyl-8-methylenedodecahydro-4aH-7,9a-methanobenzo[a]azulene-1,4a,10-tricarboxylic acid; (1α,2β,4aα,4bβ,10β)-2-hydroxy-1-methyl-8-methylenegibbane-1,4a,10-tricarboxylic acid
2922-24-9 [RN]
egibbane-1,4a,10-tricarboxylic acid
  • Miscellaneous
    • Chemical Class:

      A C<smallsub>20</smallsub>-gibberellin that is gibberellin A<smallsub>12</smallsub> in which the 4a-methyl group is oxidised to the corresponding carboxylic acid and a hydroxy substituent is present a t the 2<stereo>beta</stereo>-position. ChEBI CHEBI:72598
      A C20-gibberellin that is gibberellin A12 in which the 4a-methyl group is oxidised to the corresponding carboxylic acid and a hydroxy substituent is present a; t the 2beta-position. ChEBI

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

Density: 1.4±0.1 g/cm3
Boiling Point: 545.2±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.3 mmHg at 25°C
Enthalpy of Vaporization: 94.7±6.0 kJ/mol
Flash Point: 297.6±26.6 °C
Index of Refraction: 1.623
Molar Refractivity: 92.4±0.4 cm3
#H bond acceptors: 7
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 2.03
ACD/LogD (pH 5.5): -1.89
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -3.96
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 132 Å2
Polarizability: 36.6±0.5 10-24cm3
Surface Tension: 71.2±5.0 dyne/cm
Molar Volume: 262.0±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) =  2.49

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  563.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  242.03  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.5E-015  (Modified Grain method)
    Subcooled liquid VP: 2.12E-012 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):  251.3
       log Kow used: 2.49 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  18.377 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.43E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.882E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.49  (KowWin est)
  Log Kaw used:  -18.853  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  21.343
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3924
   Biowin2 (Non-Linear Model)     :   0.0111
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9803  (weeks       )
   Biowin4 (Primary Survey Model) :   4.1276  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6872
   Biowin6 (MITI Non-Linear Model):   0.1250
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2230
 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):  2.83E-010 Pa (2.12E-012 mm Hg)
  Log Koa (Koawin est  ): 21.343
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.06E+004 
       Octanol/air (Koa) model:  5.41E+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 =  78.7398 E-12 cm3/molecule-sec
      Half-Life =     0.136 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.630 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.200000 E-17 cm3/molecule-sec
      Half-Life =     0.955 Days (at 7E11 mol/cm3)
      Half-Life =     22.920 Hrs
   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    :  1.036E+004
      Log Koc:  4.015 

 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: 2.49 (estimated)

 Volatilization from Water:
    Henry LC:  3.43E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.321E+017  hours   (1.384E+016 days)
    Half-Life from Model Lake : 3.622E+018  hours   (1.509E+017 days)

 Removal In Wastewater Treatment:
    Total removal:               3.07  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.97  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       4.21e-008       2.85         1000       
   Water     18.7            360          1000       
   Soil      81.1            720          1000       
   Sediment  0.128           3.24e+003    0          
     Persistence Time: 752 hr


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