ChemSpider 2D Image | (3R,6S)-3-Benzyl-3-hydroxy-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazinedione | C22H22N4O5

(3R,6S)-3-Benzyl-3-hydroxy-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazinedione

  • Molecular FormulaC22H22N4O5
  • Average mass422.434 Da
  • Monoisotopic mass422.159027 Da
  • ChemSpider ID156733

  • defined stereocentres - 2 of 2 defined stereocentres

More details:

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

(3R,6S)-3-Benzyl-3-hydroxy-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazindion [German] [ACD/IUPAC Name]
(3R,6S)-3-Benzyl-3-hydroxy-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazinedione [ACD/IUPAC Name]
(3R,6S)-3-Benzyl-3-hydroxy-1,4-diméthyl-6-[(4-nitro-1H-indol-3-yl)méthyl]-2,5-pipérazinedione [French] [ACD/IUPAC Name]
2,5-Piperazinedione, 3-hydroxy-1,4-dimethyl-6-((4-nitro-1H-indol-3-yl)methyl)-3-(phenylmethyl)-, (3R,6S)-
2,5-Piperazinedione, 3-hydroxy-1,4-dimethyl-6-((4-nitro-1H-indol-3-yl)methyl)-3-(phenylmethyl)-, (3R-trans)-
2,5-Piperazinedione, 3-hydroxy-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-3-(phenylmethyl)-, (3R,6S)- [ACD/Index Name]
122380-19-2 [RN]
Thaxtomin B
Thaxtomine B

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

Density: 1.4±0.1 g/cm3
Boiling Point: 737.6±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 112.9±3.0 kJ/mol
Flash Point: 399.9±32.9 °C
Index of Refraction: 1.690
Molar Refractivity: 113.9±0.3 cm3
#H bond acceptors: 9
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 1.84
ACD/LogD (pH 5.5): 1.90
ACD/BCF (pH 5.5): 16.45
ACD/KOC (pH 5.5): 258.33
ACD/LogD (pH 7.4): 1.90
ACD/BCF (pH 7.4): 16.45
ACD/KOC (pH 7.4): 258.26
Polar Surface Area: 122 Å2
Polarizability: 45.2±0.5 10-24cm3
Surface Tension: 71.5±3.0 dyne/cm
Molar Volume: 297.9±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) =  0.93

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  674.99  (Adapted Stein & Brown method)
    Melting Pt (deg C):  294.34  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.04E-019  (Modified Grain method)
    Subcooled liquid VP: 6.02E-016 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):  146.2
       log Kow used: 0.93 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  413.69 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.92E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.296E-021 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.93  (KowWin est)
  Log Kaw used:  -14.105  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.035
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7152
   Biowin2 (Non-Linear Model)     :   0.7529
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6478  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.2551  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.4355
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8519
 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):  8.03E-014 Pa (6.02E-016 mm Hg)
  Log Koa (Koawin est  ): 15.035
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.74E+007 
       Octanol/air (Koa) model:  266 
   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 =  78.7239 E-12 cm3/molecule-sec
      Half-Life =     0.136 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.630 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   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    :  1.543E+004
      Log Koc:  4.188 

 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: 0.93 (estimated)

 Volatilization from Water:
    Henry LC:  1.92E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.268E+012  hours   (2.611E+011 days)
    Half-Life from Model Lake : 6.837E+013  hours   (2.849E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       0.119           3.26         1000       
   Water     53              4.32e+003    1000       
   Soil      46.8            8.64e+003    1000       
   Sediment  0.113           3.89e+004    0          
     Persistence Time: 1.09e+003 hr

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