ChemSpider 2D Image | (+/-)-Nisamycin | C24H27NO6

(±)-Nisamycin

  • Molecular FormulaC24H27NO6
  • Average mass425.474 Da
  • Monoisotopic mass425.183838 Da
  • ChemSpider ID4948213

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres

More details:

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

(±)-Nisamycin
(2E,4E,6E)-7-[(1S,2R,6R)-4-{[(2E,4E)-5-Cyclohexyl-2,4-pentadienoyl]amino}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]-2,4,6-heptatrienoic acid [ACD/IUPAC Name]
(2E,4E,6E)-7-[(1S,2R,6R)-4-{[(2E,4E)-5-Cyclohexyl-2,4-pentadienoyl]amino}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]-2,4,6-heptatriensäure [German] [ACD/IUPAC Name]
(2E,4E,6E)-7-[(1S,2R,6R)-4-{[(2E,4E)-5-Cyclohexylpenta-2,4-dienoyl]amino}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid
2,4,6-Heptatrienoic acid, 7-[(1S,2R,6R)-4-[[(2E,4E)-5-cyclohexyl-1-oxo-2,4-pentadien-1-yl]amino]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]-, (2E,4E,6E)- [ACD/Index Name]
Acide (2E,4E,6E)-7-[(1S,2R,6R)-4-{[(2E,4E)-5-cyclohexyl-2,4-pentadienoyl]amino}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-én-2-yl]-2,4,6-heptatriénoïque [French] [ACD/IUPAC Name]
(2E,4E,6E)-7-[(1S,2R,6R)-4-[(2E,4E)-5-CYCLOHEXYLPENTA-2,4-DIENAMIDO]-2-HYDROXY-5-OXO-7-OXABICYCLO[4.1.0]HEPT-3-EN-2-YL]HEPTA-2,4,6-TRIENOIC ACID
150829-93-9 [RN]
2,4,6-Heptatrienoic acid, 7-(4-((5-cyclohexyl-1-oxo-2,4-pentadienyl)amino)-2-hydroxy-5-oxo-7-oxabicyclo(4.1.0)hept-3-en-2-yl)-, (1S-(1α,2β,2(2E,4E,6E),4(2E,4E),6α))-
nisamycin

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

Density: 1.3±0.1 g/cm3
Boiling Point: 776.7±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±6.1 mmHg at 25°C
Enthalpy of Vaporization: 128.9±6.0 kJ/mol
Flash Point: 423.5±32.9 °C
Index of Refraction: 1.622
Molar Refractivity: 115.0±0.4 cm3
#H bond acceptors: 7
#H bond donors: 3
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 0
ACD/LogP: 2.58
ACD/LogD (pH 5.5): 0.41
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 10.63
ACD/LogD (pH 7.4): -1.38
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 116 Å2
Polarizability: 45.6±0.5 10-24cm3
Surface Tension: 60.9±5.0 dyne/cm
Molar Volume: 326.8±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) =  5.11

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  648.75  (Adapted Stein & Brown method)
    Melting Pt (deg C):  282.08  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.98E-018  (Modified Grain method)
    Subcooled liquid VP: 4.17E-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):  0.09254
       log Kow used: 5.11 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1070.7 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.97E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.618E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.11  (KowWin est)
  Log Kaw used:  -19.094  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  24.204
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3034
   Biowin2 (Non-Linear Model)     :   0.0049
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3260  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6395  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1450
   Biowin6 (MITI Non-Linear Model):   0.0041
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8189
 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):  5.56E-013 Pa (4.17E-015 mm Hg)
  Log Koa (Koawin est  ): 24.204
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.4E+006 
       Octanol/air (Koa) model:  3.93E+011 
   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 = 253.9912 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 256.2522 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.505 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.501 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     6.337500 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     6.425000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     4.340 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     4.281 Hrs (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    :  66.29
      Log Koc:  1.821 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Ka (acid-catalyzed) at 25 deg C :  9.147E-005  L/mol-sec
  Ka Half-Life at pH 7:    2401.054  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.750 (BCF = 5.623)
       log Kow used: 5.11 (estimated)

 Volatilization from Water:
    Henry LC:  1.97E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  6.13E+017  hours   (2.554E+016 days)
    Half-Life from Model Lake : 6.688E+018  hours   (2.787E+017 days)

 Removal In Wastewater Treatment:
    Total removal:              80.90  percent
    Total biodegradation:        0.70  percent
    Total sludge adsorption:    80.20  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       4.97e-006       0.82         1000       
   Water     7.58            900          1000       
   Soil      70.5            1.8e+003     1000       
   Sediment  22              8.1e+003     0          
     Persistence Time: 2.33e+003 hr

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