ChemSpider 2D Image | (+)-3,4,6,11-Tetrahydro-10,12-dihydroxy-3,6,11-trioxo-1H-anthra[2,3-c]pyran-1-acetamide | C19H13NO7


  • Molecular FormulaC19H13NO7
  • Average mass367.309 Da
  • Monoisotopic mass367.069214 Da
  • ChemSpider ID90392

More details:

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

12794-19-3 [RN]
1H-Anthra[2,3-c]pyran-1-acetamide, 3,4,6,11-tetrahydro-10,12-dihydroxy-3,6,11-trioxo- [ACD/Index Name]
2-(10,12-Dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-naphtho[2,3-g]isochromen-1-yl)acetamid [German] [ACD/IUPAC Name]
2-(10,12-Dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-naphtho[2,3-g]isochromen-1-yl)acetamide [ACD/IUPAC Name]
2-(10,12-Dihydroxy-3,6,11-trioxo-3,4,6,11-tétrahydro-1H-naphto[2,3-g]isochromén-1-yl)acétamide [French] [ACD/IUPAC Name]
1,8-Dihydroxy-2-(1'-hydroxy-2'-carbamoyl)ethyl-9,10-anthraquinone 3-acetic acid lactone
1H-Anthra[2,3-c]pyran-1-acetamide,3,4,6,11-tetrahydro-10,12-dihydroxy-3,6,11-trioxo-, (+)-

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

NCI60_002755 [DBID]
NSC 319478 [DBID]
NSC319478 [DBID]
  • Miscellaneous
    • Chemical Class:

      An organic heterotetracyclic compound that is 1,8-dihydroxy-9,10-anthraquinone which is substituted at position 2 and 3 by 3-amino-1-hydroxy-3-oxopropyl and carboxymethyl groups, respectively, in whic h the hydroxy group beta- to the carboxamide has undergone formal condensation with the carboxy group to give the corresponding delta-lactone. Isolated from various s; trains of Kitasatospora aureofac iens (Streptomyces aureofaciens), it inhibits the growth of Ehrlich ascites carcinoma in vitro. ChEBI
  • Gas Chromatography

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

Density: 1.6±0.1 g/cm3
Boiling Point: 742.7±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 112.1±3.0 kJ/mol
Flash Point: 403.0±32.9 °C
Index of Refraction: 1.709
Molar Refractivity: 89.2±0.3 cm3
#H bond acceptors: 8
#H bond donors: 4
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 1.69
ACD/LogD (pH 5.5): 1.86
ACD/BCF (pH 5.5): 12.95
ACD/KOC (pH 5.5): 180.26
ACD/LogD (pH 7.4): -0.36
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.09
Polar Surface Area: 144 Å2
Polarizability: 35.4±0.5 10-24cm3
Surface Tension: 83.4±3.0 dyne/cm
Molar Volume: 228.7±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) =  1.33

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  663.06  (Adapted Stein & Brown method)
    Melting Pt (deg C):  288.77  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.45E-018  (Modified Grain method)
    Subcooled liquid VP: 7.15E-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):  104
       log Kow used: 1.34 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1220.6 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.06E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.927E-020 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.33  (KowWin est)
  Log Kaw used:  -18.363  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.693
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2570
   Biowin2 (Non-Linear Model)     :   0.9977
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4664  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7186  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4705
   Biowin6 (MITI Non-Linear Model):   0.2583
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6267
 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):  9.53E-013 Pa (7.15E-015 mm Hg)
  Log Koa (Koawin est  ): 19.693
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.15E+006 
       Octanol/air (Koa) model:  1.21E+007 
   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 =  53.9023 E-12 cm3/molecule-sec
      Half-Life =     0.198 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.381 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    :  644
      Log Koc:  2.809 

 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 = -0.512 (BCF = 0.3076)
       log Kow used: 1.34 (estimated)

 Volatilization from Water:
    Henry LC:  1.06E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.059E+017  hours   (4.411E+015 days)
    Half-Life from Model Lake : 1.155E+018  hours   (4.812E+016 days)

 Removal In Wastewater Treatment:
    Total removal:               1.93  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.84  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       3.35e-005       4.76         1000       
   Water     36              900          1000       
   Soil      63.9            1.8e+003     1000       
   Sediment  0.0838          8.1e+003     0          
     Persistence Time: 1.13e+003 hr


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