ChemSpider 2D Image | (+)-scyphostatin | C29H43NO5


  • Molecular FormulaC29H43NO5
  • Average mass485.655 Da
  • Monoisotopic mass485.314117 Da
  • ChemSpider ID9423771
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 7 of 7 defined stereocentres

More details:

Featured data source

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

(2E,4E,6E,8R,10S,12E,14R)-N-{(2S)-1-Hydroxy-3-[(1S,2S,6S)-2-hydroxy-3-oxo-7-oxabicyclo[4.1.0]hept-4-en-2-yl]-2-propanyl}-8,10,12,14-tetramethyl-2,4,6,12-hexadecatetraenamid [German] [ACD/IUPAC Name]
(2E,4E,6E,8R,10S,12E,14R)-N-{(2S)-1-Hydroxy-3-[(1S,2S,6S)-2-hydroxy-3-oxo-7-oxabicyclo[4.1.0]hept-4-en-2-yl]-2-propanyl}-8,10,12,14-tetramethyl-2,4,6,12-hexadecatetraenamide [ACD/IUPAC Name]
(2E,4E,6E,8R,10S,12E,14R)-N-{(2S)-1-Hydroxy-3-[(1S,2S,6S)-2-hydroxy-3-oxo-7-oxabicyclo[4.1.0]hept-4-én-2-yl]-2-propanyl}-8,10,12,14-tétraméthyl-2,4,6,12-hexadécatétraénamide [French] [ACD/IUPAC Name]
2,4,6,12-Hexadecatetraenamide, N-[(1S)-2-hydroxy-1-[[(1S,2S,6S)-2-hydroxy-3-oxo-7-oxabicyclo[4.1.0]hept-4-en-2-yl]methyl]ethyl]-8,10,12,14-tetramethyl-, (2E,4E,6E,8R,10S,12E,14R)- [ACD/Index Name]
(2E,4E,6E,12E)-(8R,10S,14R)-8,10,12,14-Tetramethyl-hexadeca-2,4,6,12-tetraenoic acid [(S)-1-hydroxymethyl-2-((1S,2S,6S)-2-hydroxy-3-oxo-7-oxa-bicyclo[4.1.0]hept-4-en-2-yl)-ethyl]-amide

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

Density: 1.1±0.1 g/cm3
Boiling Point: 692.5±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.9 mmHg at 25°C
Enthalpy of Vaporization: 116.0±6.0 kJ/mol
Flash Point: 372.6±31.5 °C
Index of Refraction: 1.543
Molar Refractivity: 140.2±0.3 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 14
#Rule of 5 Violations: 0
ACD/LogP: 4.82
ACD/LogD (pH 5.5): 3.54
ACD/BCF (pH 5.5): 290.46
ACD/KOC (pH 5.5): 2016.88
ACD/LogD (pH 7.4): 3.54
ACD/BCF (pH 7.4): 290.44
ACD/KOC (pH 7.4): 2016.77
Polar Surface Area: 99 Å2
Polarizability: 55.6±0.5 10-24cm3
Surface Tension: 43.7±3.0 dyne/cm
Molar Volume: 444.9±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) =  6.50

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  640.50  (Adapted Stein & Brown method)
    Melting Pt (deg C):  278.23  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.65E-018  (Modified Grain method)
    Subcooled liquid VP: 1.66E-015 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):  0.002469
       log Kow used: 6.50 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.27237 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.38E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.859E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.50  (KowWin est)
  Log Kaw used:  -12.658  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.158
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3608
   Biowin2 (Non-Linear Model)     :   0.0034
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.9884  (months      )
   Biowin4 (Primary Survey Model) :   3.2965  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1311
   Biowin6 (MITI Non-Linear Model):   0.0013
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.0965
 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):  2.21E-013 Pa (1.66E-015 mm Hg)
  Log Koa (Koawin est  ): 19.158
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.36E+007 
       Octanol/air (Koa) model:  3.53E+006 
   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 = 267.8096 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 274.2696 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   28.756 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   28.079 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    45.516251 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    46.084999 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    36.256 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    35.809 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    :  900.9
      Log Koc:  2.955 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Ka (acid-catalyzed) at 25 deg C :  5.916E+002  L/mol-sec [cis-isomer]
  Total Ka (acid-catalyzed) at 25 deg C :  1.387E+002  L/mol-sec [trans-isomer]
  Ka Half-Life at pH 7:       3.255  hours    [cis-isomer]
  Ka Half-Life at pH 7:      13.883  hours    [trans-isomer]
 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 4.308 (BCF = 2.031e+004)
       log Kow used: 6.50 (estimated)

 Volatilization from Water:
    Henry LC:  5.38E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.398E+011  hours   (9.993E+009 days)
    Half-Life from Model Lake : 2.616E+012  hours   (1.09E+011 days)

 Removal In Wastewater Treatment:
    Total removal:              93.43  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    92.66  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       0.00403         0.371        1000       
   Water     1.96            1.44e+003    1000       
   Soil      32.5            2.88e+003    1000       
   Sediment  65.6            1.3e+004     0          
     Persistence Time: 4.33e+003 hr


Click to predict properties on the Chemicalize site