ChemSpider 2D Image | ilicicolin H | C27H31NO4

ilicicolin H

  • Molecular FormulaC27H31NO4
  • Average mass433.539 Da
  • Monoisotopic mass433.225311 Da
  • ChemSpider ID8518297

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres

More details:

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

2(1H)-Pyridinone, 4-hydroxy-5-(4-hydroxyphenyl)-3-[[(1R,2S,4aS,7S,8aR)-1,2,4a,5,6,7,8,8a-octahydro-4,7-dimethyl-1-[(1E)-1-propen-1-yl]-2-naphthalenyl]carbonyl]- [ACD/Index Name]
3-({(1R,2S,4aS,7S,8aR)-4,7-Diméthyl-1-[(1E)-1-propén-1-yl]-1,2,4a,5,6,7,8,8a-octahydro-2-naphtalényl}carbonyl)-4-hydroxy-5-(4-hydroxyphényl)-2(1H)-pyridinone [French] [ACD/IUPAC Name]
3-({(1R,2S,4aS,7S,8aR)-4,7-Dimethyl-1-[(1E)-1-propen-1-yl]-1,2,4a,5,6,7,8,8a-octahydro-2-naphthalenyl}carbonyl)-4-hydroxy-5-(4-hydroxyphenyl)-2(1H)-pyridinone [ACD/IUPAC Name]
3-({(1R,2S,4aS,7S,8aR)-4,7-Dimethyl-1-[(1E)-1-propen-1-yl]-1,2,4a,5,6,7,8,8a-octahydro-2-naphthalinyl}carbonyl)-4-hydroxy-5-(4-hydroxyphenyl)-2(1H)-pyridinon [German] [ACD/IUPAC Name]
ilicicolin H
12689-26-8 [RN]
3-({(1R,2S,4aS,7S,8aR)-4,7-dimethyl-1-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl}carbonyl)-4-hydroxy-5-(4-hydroxyphenyl)pyridin-2(1H)-one
  • Miscellaneous

    • Chemical Class:

      A carbobicyclic compound that is isolated from the from the "imperfect" fungus <ital>Cylindrocladium iliciola</ital> strain MFC-870. ChEBI CHEBI:77772
      A carbobicyclic compound that is isolated from the from the "imperfect" fungus Cylindrocladium iliciola strain MFC-870. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:77772
      An aromatic ketone in which the ketone carbonyl group is attached to a (1R,2R,4aS,7S,8aR)-4,7-dimethyl-1-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl group and a 4-hydroxy-5-(4-hyd roxyphenyl)-2-oxo-1,2-dihydropyridin-3-yl group. Isolated from the from the "imperfect" fungus Cylindrocladium iliciola strain MFC-870. ChEBI CHEBI:77772

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

Density: 1.2±0.1 g/cm3
Boiling Point: 630.1±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 98.0±3.0 kJ/mol
Flash Point: 334.8±31.5 °C
Index of Refraction: 1.629
Molar Refractivity: 125.2±0.3 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 6.88
ACD/LogD (pH 5.5): 4.99
ACD/BCF (pH 5.5): 2238.21
ACD/KOC (pH 5.5): 4910.03
ACD/LogD (pH 7.4): 3.21
ACD/BCF (pH 7.4): 37.46
ACD/KOC (pH 7.4): 82.18
Polar Surface Area: 87 Å2
Polarizability: 49.6±0.5 10-24cm3
Surface Tension: 53.7±3.0 dyne/cm
Molar Volume: 352.0±3.0 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) =  4.18

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  613.51  (Adapted Stein & Brown method)
    Melting Pt (deg C):  265.62  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.26E-016  (Modified Grain method)
    Subcooled liquid VP: 5.5E-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):  1.925
       log Kow used: 4.18 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.91483 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Phenols
       Vinyl/Allyl Ketones

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.42E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.734E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.18  (KowWin est)
  Log Kaw used:  -18.005  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.185
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9832
   Biowin2 (Non-Linear Model)     :   0.2855
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4369  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3902  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0967
   Biowin6 (MITI Non-Linear Model):   0.0017
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6342
 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):  7.33E-012 Pa (5.5E-014 mm Hg)
  Log Koa (Koawin est  ): 22.185
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.09E+005 
       Octanol/air (Koa) model:  3.76E+009 
   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 = 302.2062 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 309.8062 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   25.483 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   24.858 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    60.199997 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    67.199997 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    27.413 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    24.557 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    :  1.566E+004
      Log Koc:  4.195 

 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 = 2.521 (BCF = 331.9)
       log Kow used: 4.18 (estimated)

 Volatilization from Water:
    Henry LC:  2.42E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 5.038E+016  hours   (2.099E+015 days)
    Half-Life from Model Lake : 5.495E+017  hours   (2.29E+016 days)

 Removal In Wastewater Treatment:
    Total removal:              38.89  percent
    Total biodegradation:        0.39  percent
    Total sludge adsorption:    38.50  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       5.13e-006       0.297        1000       
   Water     10.7            900          1000       
   Soil      85.5            1.8e+003     1000       
   Sediment  3.83            8.1e+003     0          
     Persistence Time: 1.91e+003 hr

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