ChemSpider 2D Image | Fluvirucin A1 | C23H44N2O5

Fluvirucin A1

  • Molecular FormulaC23H44N2O5
  • Average mass428.606 Da
  • Monoisotopic mass428.325012 Da
  • ChemSpider ID116620

  • defined stereocentres - 9 of 9 defined stereocentres

More details:

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

(3R,4S,7R,11S)-11-Ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3-amino-3,6-dideoxy-α-L-talopyranoside [ACD/IUPAC Name]
(3R,4S,7R,11S)-11-Ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl-3-amino-3,6-didesoxy-α-L-talopyranosid [German] [ACD/IUPAC Name]
3-Amino-3,6-didésoxy-α-L-talopyranoside de (3R,4S,7R,11S)-11-éthyl-3,7-diméthyl-2-oxoazacyclotétradécan-4-yle [French] [ACD/IUPAC Name]
Azacyclotetradecan-2-one, 4-[(3-amino-3,6-dideoxy-α-L-talopyranosyl)oxy]-11-ethyl-3,7-dimethyl-, (3R,4S,7R,11S)- [ACD/Index Name]
Fluvirucin A1
(2R,3S,6R,10S)-3-[(3-amino-3,6-dideoxy-α-L-talopyranosyl)-oxy]-2,6-dimethyl-10-ethyl-13-tridecanelactam
137019-37-5 [RN]
3-((3-Amino-3,6-dideoxy-α-L-talopyranosyl)oxy)-2,6-dimethyl-10-ethyl-13-tridecanelactam
Azacyclotetradecan-2-one, 4-((3-amino-3,6-dideoxy-α-L-talopyranosyl)oxy)-11-ethyl-3,7-dimethyl-, (3R-(3R*,4S*,7R*,11S*))-
  • Miscellaneous

    • Chemical Class:

      A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl groups at position 3 and 7 and a 3-amino-3,6-dideoxy-<stereo>alpha</stereo>-<stereo>L</stereo>-t alopyranosyl moiety at position 4 via a glycosyl linkage (the 3<stereo>R</stereo>,4<stereo>S</stereo>,7<stereo>R</stereo>,11<stereo>S</stereo> stereoisomer). It is isolated from the fermentation broth of an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A virus. ChEBI CHEBI:71508
      A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl groups at position 3 and 7 and a 3-amino-3,6-dideoxy-alpha-L-t; alopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,7R,11S stereoisomer). It is isolated from the fermentation broth; of an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A virus. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:71508
      A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl groups at position 3 and 7 and a 3-amino-3,6-dideoxy-alpha-L-talopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,7R,11S stereoisomer). It is isolated from the fermentation broth of an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A v irus. ChEBI CHEBI:71508

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

Density: 1.1±0.1 g/cm3
Boiling Point: 624.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.1 mmHg at 25°C
Enthalpy of Vaporization: 105.9±6.0 kJ/mol
Flash Point: 331.2±31.5 °C
Index of Refraction: 1.520
Molar Refractivity: 118.2±0.4 cm3
#H bond acceptors: 7
#H bond donors: 5
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 1
ACD/LogP: 4.37
ACD/LogD (pH 5.5): 0.77
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 4.74
ACD/LogD (pH 7.4): 2.48
ACD/BCF (pH 7.4): 29.69
ACD/KOC (pH 7.4): 241.00
Polar Surface Area: 114 Å2
Polarizability: 46.9±0.5 10-24cm3
Surface Tension: 45.9±5.0 dyne/cm
Molar Volume: 388.8±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) =  4.84

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  605.68  (Adapted Stein & Brown method)
    Melting Pt (deg C):  261.96  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.93E-017  (Modified Grain method)
    Subcooled liquid VP: 2.33E-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):  0.1496
       log Kow used: 4.84 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.3159e+005 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.31E-021  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.236E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.84  (KowWin est)
  Log Kaw used:  -18.420  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  23.260
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5302
   Biowin2 (Non-Linear Model)     :   0.0198
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5248  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7175  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2430
   Biowin6 (MITI Non-Linear Model):   0.0020
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7008
 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):  3.11E-012 Pa (2.33E-014 mm Hg)
  Log Koa (Koawin est  ): 23.260
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.66E+005 
       Octanol/air (Koa) model:  4.47E+010 
   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 = 179.7953 E-12 cm3/molecule-sec
      Half-Life =     0.059 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.714 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    :  36.97
      Log Koc:  1.568 

 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 = 3.026 (BCF = 1063)
       log Kow used: 4.84 (estimated)

 Volatilization from Water:
    Henry LC:  9.31E-021 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.302E+017  hours   (5.425E+015 days)
    Half-Life from Model Lake :  1.42E+018  hours   (5.918E+016 days)

 Removal In Wastewater Treatment:
    Total removal:              72.00  percent
    Total biodegradation:        0.64  percent
    Total sludge adsorption:    71.36  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       4.09e-006       1.43         1000       
   Water     8.86            900          1000       
   Soil      76.9            1.8e+003     1000       
   Sediment  14.3            8.1e+003     0          
     Persistence Time: 2.14e+003 hr

Click to predict properties on the Chemicalize site


Advertisement