ChemSpider 2D Image | (1R,5R,5aS,9aS,9bS)-1,9b-Dihydroxy-6,6,9a-trimethyl-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl (2E,4E,6E)-2,4,6-octatrienoate | C23H32O5

(1R,5R,5aS,9aS,9bS)-1,9b-Dihydroxy-6,6,9a-trimethyl-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl (2E,4E,6E)-2,4,6-octatrienoate

  • Molecular FormulaC23H32O5
  • Average mass388.497 Da
  • Monoisotopic mass388.224976 Da
  • ChemSpider ID8843372

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres

More details:

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(1R,5R,5aS,9aS,9bS)-1,9b-Dihydroxy-6,6,9a-trimethyl-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl (2E,4E,6E)-2,4,6-octatrienoate [ACD/IUPAC Name]
(1R,5R,5aS,9aS,9bS)-1,9b-Dihydroxy-6,6,9a-trimethyl-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl-(2E,4E,6E)-2,4,6-octatrienoat [German] [ACD/IUPAC Name]
(2E,4E,6E)-2,4,6-Octatriénoate de (1R,5R,5aS,9aS,9bS)-1,9b-dihydroxy-6,6,9a-triméthyl-1,3,5,5a,6,7,8,9,9a,9b-décahydronaphto[1,2-c]furan-5-yle [French] [ACD/IUPAC Name]
2,4,6-Octatrienoic acid, (1R,5R,5aS,9aS,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-1,9b-dihydroxy-6,6,9a-trimethylnaphtho[1,2-c]furan-5-yl ester, (2E,4E,6E)- [ACD/Index Name]
[(1R,5R,5As,9aS,9bS)-1,9b-dihydroxy-6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl] (2E,4E,6E)-octa-2,4,6-trienoate
179118-87-7 [RN]
2,4,6-Octatrienoic acid (1R)-1α,9bα-dihydroxy-6,6,9aβ-trimethyl-1,3,5,5aα,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5β-yl ester
Antibiotic FF 8181A
ff8181-a

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

Density: 1.2±0.1 g/cm3
Boiling Point: 519.8±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.1 mmHg at 25°C
Enthalpy of Vaporization: 91.2±6.0 kJ/mol
Flash Point: 173.0±23.6 °C
Index of Refraction: 1.572
Molar Refractivity: 108.5±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 1
ACD/LogP: 5.10
ACD/LogD (pH 5.5): 3.94
ACD/BCF (pH 5.5): 579.57
ACD/KOC (pH 5.5): 3307.01
ACD/LogD (pH 7.4): 3.94
ACD/BCF (pH 7.4): 579.56
ACD/KOC (pH 7.4): 3306.92
Polar Surface Area: 76 Å2
Polarizability: 43.0±0.5 10-24cm3
Surface Tension: 49.0±5.0 dyne/cm
Molar Volume: 329.8±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) =  3.58

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  477.09  (Adapted Stein & Brown method)
    Melting Pt (deg C):  201.90  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.31E-012  (Modified Grain method)
    Subcooled liquid VP: 3.18E-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):  3.18
       log Kow used: 3.58 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  111.84 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.28E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.928E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.58  (KowWin est)
  Log Kaw used:  -9.281  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.861
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1048
   Biowin2 (Non-Linear Model)     :   0.0169
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2941  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4446  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4267
   Biowin6 (MITI Non-Linear Model):   0.0351
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.6316
 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):  4.24E-008 Pa (3.18E-010 mm Hg)
  Log Koa (Koawin est  ): 12.861
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  70.8 
       Octanol/air (Koa) model:  1.78 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.993 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 294.0473 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 300.5074 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   26.190 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   25.627 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     8.772500 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     9.341249 E-17 cm3/molecule-sec [Trans-]
      Half-Life =   188.115 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =   176.661 Min (at 7E11 mol/cm3) [Trans-isomer]
   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    :  102.7
      Log Koc:  2.011 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  2.051E-004  L/mol-sec
  Kb Half-Life at pH 8:     107.076  years  
  Kb Half-Life at pH 7:    1070.760  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 2.054 (BCF = 113.3)
       log Kow used: 3.58 (estimated)

 Volatilization from Water:
    Henry LC:  1.28E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 9.016E+007  hours   (3.757E+006 days)
    Half-Life from Model Lake : 9.835E+008  hours   (4.098E+007 days)

 Removal In Wastewater Treatment:
    Total removal:              14.98  percent
    Total biodegradation:        0.20  percent
    Total sludge adsorption:    14.78  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       0.027           0.683        1000       
   Water     17.2            900          1000       
   Soil      81.3            1.8e+003     1000       
   Sediment  1.51            8.1e+003     0          
     Persistence Time: 1.12e+003 hr

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