ChemSpider 2D Image | Azaribine | C14H17N3O9

Azaribine

  • Molecular FormulaC14H17N3O9
  • Average mass371.299 Da
  • Monoisotopic mass371.096466 Da
  • ChemSpider ID15714

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

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

(-)-6-AZAURIDINE 2',3',5'-TRIACETATE
1,2,4-Triazine-3,5(2H,4H)-dione, 2-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)- [ACD/Index Name]
2-(2,3,5-Tri-O-acetyl-b-D-ribofuranosyl)-as-triazine-3,5(2H,4H)-dione
2-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazin-3,5(2H,4H)-dion [German] [ACD/IUPAC Name]
2-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione [ACD/IUPAC Name]
2-(2,3,5-Tri-O-acétyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione [French] [ACD/IUPAC Name]
2',3',5'-Tri-O-acetyl-6-azauridine
2169-64-4 [RN]
218-515-6 [EINECS]
Azaribine [USAN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

2502 [DBID]
115185_ALDRICH [DBID]
631776 [DBID]
AI3-52937 [DBID]
AIDS122722 [DBID]
AIDS-122722 [DBID]
BRN 0631776 [DBID]
CB 304 [DBID]
D03029 [DBID]
MLS000069488 [DBID]
More...
  • Miscellaneous

    • Chemical Class:

      A <element>N</element>-glycosyl-1,2,4-triazine that is 6-azauridine acetylated at positions 2', 3' and 5' on the sugar ring. It is a prodrug for 6-azauridine and is used for treatment of psoriasis. ChEBI CHEBI:88272
      A N-glycosyl-1,2,4-triazine that is 6-azauridine acetylated at positions 2', 3' and 5' on the sugar ring. It is a prodrug for 6-azauridine and is used for treatment of psoriasis. ChEBI CHEBI:88272

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

Density: 1.6±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.622
Molar Refractivity: 81.3±0.5 cm3
#H bond acceptors: 12
#H bond donors: 1
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 1
ACD/LogP: -0.57
ACD/LogD (pH 5.5): -0.16
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 19.42
ACD/LogD (pH 7.4): -0.35
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 12.61
Polar Surface Area: 150 Å2
Polarizability: 32.2±0.5 10-24cm3
Surface Tension: 59.5±7.0 dyne/cm
Molar Volume: 230.9±7.0 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) =  -0.69
    Log Kow (Exper. database match) =  -0.20
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  571.69  (Adapted Stein & Brown method)
    Melting Pt (deg C):  246.08  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.66E-011  (Modified Grain method)
    MP  (exp database):  99-101 deg C
    Subcooled liquid VP: 4.02E-010 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):  333.8
       log Kow used: -0.20 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  16020 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.72E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.121E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.20  (exp database)
  Log Kaw used:  -16.153  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.953
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7460
   Biowin2 (Non-Linear Model)     :   0.9986
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7906  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9892  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7530
   Biowin6 (MITI Non-Linear Model):   0.2457
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0789
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  5.36E-008 Pa (4.02E-010 mm Hg)
  Log Koa (Koawin est  ): 15.953
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  56 
       Octanol/air (Koa) model:  2.2E+003 
   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 =  61.0833 E-12 cm3/molecule-sec
      Half-Life =     0.175 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.101 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    :  23.03
      Log Koc:  1.362 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  4.449E-001  L/mol-sec
  Kb Half-Life at pH 8:      18.033  days   
  Kb Half-Life at pH 7:     180.328  days   

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -0.20 (expkow database)

 Volatilization from Water:
    Henry LC:  1.72E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.559E+014  hours   (2.733E+013 days)
    Half-Life from Model Lake : 7.156E+015  hours   (2.981E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       3.13e-009       4.2          1000       
   Water     38.7            360          1000       
   Soil      61.3            720          1000       
   Sediment  0.0711          3.24e+003    0          
     Persistence Time: 581 hr

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