ChemSpider 2D Image | (1S,5S,6R,8aS)-5-[(3R)-3-Hydroxy-3-methyl-4-penten-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid | C20H32O3

(1S,5S,6R,8aS)-5-[(3R)-3-Hydroxy-3-methyl-4-penten-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid

  • Molecular FormulaC20H32O3
  • Average mass320.466 Da
  • Monoisotopic mass320.235138 Da
  • ChemSpider ID553036

  • defined stereocentres - 5 of 5 defined stereocentres

More details:

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

(1S,5S,6R,8aS)-5-[(3R)-3-Hydroxy-3-methyl-4-penten-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid [ACD/IUPAC Name]
(1S,5S,6R,8aS)-5-[(3R)-3-Hydroxy-3-methyl-4-penten-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydro-1-naphthalincarbonsäure [German] [ACD/IUPAC Name]
(1S,5S,6R,8aS)-5-[(3R)-3-Hydroxy-3-methylpent-4-en-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
1-Naphthalenecarboxylic acid, 1,2,3,5,6,7,8,8a-octahydro-5-[(3R)-3-hydroxy-3-methyl-4-penten-1-yl]-1,5,6-trimethyl-, (1S,5S,6R,8aS)- [ACD/Index Name]
Acide (1S,5S,6R,8aS)-5-[(3R)-3-hydroxy-3-méthyl-4-pentén-1-yl]-1,5,6-triméthyl-1,2,3,5,6,7,8,8a-octahydro-1-naphtalènecarboxylique [French] [ACD/IUPAC Name]
(13R)-13-Hydroxy-1(10),14-ent-halimadien-18-oic acid
1-naphthalenecarboxylic acid, 1,2,3,5,6,7,8,8a-octahydro-5-[(3R)-3-hydroxy-3-methyl-4-pentenyl]-1,5,6-trimethyl-, (1S,5S,6R,8aS)-
5-(3-Hydroxy-3-methyl-pent-4-enyl)-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid
rel-(1R,5R,6S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-en-1-yl]-1,5,6-trimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid

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

Density: 1.1±0.1 g/cm3
Boiling Point: 452.9±33.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 82.2±6.0 kJ/mol
Flash Point: 241.8±21.9 °C
Index of Refraction: 1.528
Molar Refractivity: 93.2±0.4 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 1
ACD/LogP: 5.27
ACD/LogD (pH 5.5): 4.17
ACD/BCF (pH 5.5): 539.32
ACD/KOC (pH 5.5): 1780.55
ACD/LogD (pH 7.4): 2.37
ACD/BCF (pH 7.4): 8.53
ACD/KOC (pH 7.4): 28.18
Polar Surface Area: 58 Å2
Polarizability: 36.9±0.5 10-24cm3
Surface Tension: 41.7±5.0 dyne/cm
Molar Volume: 302.6±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) =  5.78

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  416.83  (Adapted Stein & Brown method)
    Melting Pt (deg C):  171.48  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.81E-009  (Modified Grain method)
    Subcooled liquid VP: 5.91E-008 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):  0.8708
       log Kow used: 5.78 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.1102 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.94E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.765E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.78  (KowWin est)
  Log Kaw used:  -7.695  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.475
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1159
   Biowin2 (Non-Linear Model)     :   0.0023
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2192  (months      )
   Biowin4 (Primary Survey Model) :   3.3106  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3718
   Biowin6 (MITI Non-Linear Model):   0.0656
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9414
 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):  7.88E-006 Pa (5.91E-008 mm Hg)
  Log Koa (Koawin est  ): 13.475
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.381 
       Octanol/air (Koa) model:  7.33 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.932 
       Mackay model           :  0.968 
       Octanol/air (Koa) model:  0.998 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 131.9152 E-12 cm3/molecule-sec
      Half-Life =     0.081 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.973 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     7.568750 E-17 cm3/molecule-sec
      Half-Life =     0.151 Days (at 7E11 mol/cm3)
      Half-Life =      3.634 Hrs
   Fraction sorbed to airborne particulates (phi): 0.95 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  935.7
      Log Koc:  2.971 

 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 = 0.750 (BCF = 5.623)
       log Kow used: 5.78 (estimated)

 Volatilization from Water:
    Henry LC:  4.94E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.122E+006  hours   (8.84E+004 days)
    Half-Life from Model Lake : 2.315E+007  hours   (9.644E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              90.94  percent
    Total biodegradation:        0.76  percent
    Total sludge adsorption:    90.18  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       0.0101          1.27         1000       
   Water     3.52            1.44e+003    1000       
   Soil      46.7            2.88e+003    1000       
   Sediment  49.8            1.3e+004     0          
     Persistence Time: 3.89e+003 hr

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