ChemSpider 2D Image | (+/-)-Integrastatin A | C20H20O9

(±)-Integrastatin A

  • Molecular FormulaC20H20O9
  • Average mass404.367 Da
  • Monoisotopic mass404.110718 Da
  • ChemSpider ID401789

More details:






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

(±)-Integrastatin A
6,11,12-Trihydroxy-3-(hydroxymethyl)-5,13-dimethoxy-1,9-dimethyl-8,17-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaen-16-on [German] [ACD/IUPAC Name]
6,11,12-Trihydroxy-3-(hydroxymethyl)-5,13-dimethoxy-1,9-dimethyl-8,17-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaen-16-one [ACD/IUPAC Name]
6,11,12-Trihydroxy-3-(hydroxyméthyl)-5,13-diméthoxy-1,9-diméthyl-8,17-dioxatétracyclo[7.7.1.02,7.010,15]heptadéca-2,4,6,10,12,14-hexaén-16-one [French] [ACD/IUPAC Name]
6,12-Epoxy-6H-dibenz(b,f)oxocin-11(12H)-one, 4,7,8-trihydroxy-1-(hydroxymethyl)-3,9-dimethoxy-6,12-dimethyl-
6,12-Epoxy-6H-dibenz[b,f]oxocin-11(12H)-one, 4,7,8-trihydroxy-1-(hydroxymethyl)-3,9-dimethoxy-6,12-dimethyl- [ACD/Index Name]
Integrastatin A
324518-10-7 [RN]
4,7,8-trihydroxy-1-(hydroxymethyl)-3,9-dimethoxy-6,12-dimethyl-6H-6,12-epoxydibenzo[b,f]oxocin-11(12H)-one
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66079
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AIDS007844 [DBID]
AIDS-007844 [DBID]
AIDS035190 [DBID]
AIDS-035190 [DBID]
  • Miscellaneous
    • Chemical Class:

      An organic heterotetracyclic compound that is 6<element>H</element>-6,12-epoxydibenzo[<ital>b,f</ital>]oxocin-11(12<element>H</element>)-one substituted by hydroxy groups at positions 4, 7 and 8, a h ydroxymethyl group position 1, methyl groups at positions 6 and 12 and methoxy groups at positions 3 and 9. It is isolated as a racemate from <ital>Unidentified fungi (New mexico)</ital> and has been shown to exhibit inhibitory activity against HIV-1 integrase. ChEBI CHEBI:66079
      An organic heterotetracyclic compound that is 6H-6,12-epoxydibenzo[b,f]oxocin-11(12H)-one substituted by hydroxy groups at positions 4, 7 and 8, a h; ydroxymethyl group position 1, methyl groups at p ositions 6 and 12 and methoxy groups at positions 3 and 9. It is isolated as a racemate from Unidentified fungi (New mexico) and has been ; shown to exhibit inhibitory activity against HIV-1 integrase . ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66079

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.5±0.1 g/cm3
Boiling Point: 704.0±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.3 mmHg at 25°C
Enthalpy of Vaporization: 108.2±3.0 kJ/mol
Flash Point: 253.2±26.4 °C
Index of Refraction: 1.669
Molar Refractivity: 99.1±0.3 cm3
#H bond acceptors: 9
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 1.83
ACD/LogD (pH 5.5): 1.66
ACD/BCF (pH 5.5): 10.73
ACD/KOC (pH 5.5): 189.05
ACD/LogD (pH 7.4): 1.20
ACD/BCF (pH 7.4): 3.69
ACD/KOC (pH 7.4): 64.92
Polar Surface Area: 135 Å2
Polarizability: 39.3±0.5 10-24cm3
Surface Tension: 71.4±3.0 dyne/cm
Molar Volume: 265.5±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) =  1.66

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  588.37  (Adapted Stein & Brown method)
    Melting Pt (deg C):  253.88  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.09E-015  (Modified Grain method)
    Subcooled liquid VP: 3.41E-013 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):  356.3
       log Kow used: 1.66 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1156.8 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Phenols
       Benzyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.33E-028  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.628E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.66  (KowWin est)
  Log Kaw used:  -26.265  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  27.925
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7485
   Biowin2 (Non-Linear Model)     :   0.6286
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0049  (months      )
   Biowin4 (Primary Survey Model) :   3.4054  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6655
   Biowin6 (MITI Non-Linear Model):   0.2703
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0890
 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):  4.55E-011 Pa (3.41E-013 mm Hg)
  Log Koa (Koawin est  ): 27.925
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  6.6E+004 
       Octanol/air (Koa) model:  2.07E+015 
   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 = 206.4946 E-12 cm3/molecule-sec
      Half-Life =     0.052 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.622 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   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    :  354.5
      Log Koc:  2.550 

 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 = -1.362 (BCF = 0.04342)
       log Kow used: 1.66 (estimated)

 Volatilization from Water:
    Henry LC:  1.33E-028 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.852E+024  hours   (3.688E+023 days)
    Half-Life from Model Lake : 9.657E+025  hours   (4.024E+024 days)

 Removal In Wastewater Treatment:
    Total removal:               2.03  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.94  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       5.1e-015        1.24         1000       
   Water     31              1.44e+003    1000       
   Soil      68.9            2.88e+003    1000       
   Sediment  0.0883          1.3e+004     0          
     Persistence Time: 1.6e+003 hr




                    

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