ChemSpider 2D Image | Zebularine | C9H12N2O5

Zebularine

  • Molecular FormulaC9H12N2O5
  • Average mass228.202 Da
  • Monoisotopic mass228.074615 Da
  • ChemSpider ID90372
  • defined stereocentres - 4 of 4 defined stereocentres


More details:






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

1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one
1-(β-D-Ribofuranosyl)-2(1H)-pyrimidinon [German] [ACD/IUPAC Name]
1-(β-D-Ribofuranosyl)-2(1H)-pyrimidinone [ACD/IUPAC Name]
1-(β-D-Ribofuranosyl)-2(1H)-pyrimidinone [French] [ACD/IUPAC Name]
1-(β-D-Ribofuranosyl)pyrimidin-2(1H)-one
1-b-D-Ribofuranosyl-2(1H)-pyrimidinone
2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl- [ACD/Index Name]
2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl-
2-Pyrimidone-1-β-D-riboside
3690-10-6 [RN]
More...

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

7A9Y5SX0GY [DBID]
NSC 309132 [DBID]
NSC309132 [DBID]
NSC-309132 [DBID]
UNII:7A9Y5SX0GY [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      5 Axon Medchem 1254
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1254
      no pictogram Axon Medchem 1254
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1254
      Warning Axon Medchem 1254
    • Bio Activity:

      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio [HB1378]
      Cell Cycle/DNA Damage MedChem Express HY-13420
      Cell Cycle/DNA Damage; MedChem Express HY-13420
      Cell process/Stem cells/Differentiation Hello Bio [HB1378]
      DNA methyltransferase and cytidine deaminase inhibitor Tocris Bioscience 2293
      DNA methyltransferase inhibitor. Induces cardiomyocyte differentiation in MSCs. Hello Bio [HB1378]
      DNA methyltransferase inhibitor. Stabilises p53 in colorectal cancer cells and causes p53-dependent ER stress and autophagy. Also inhibits cytidine deaminase and influences embryonic stem cell differentiation. Shows anti-proliferative and anti-cancer actions. Hello Bio [HB1378]
      DNA Methyltransferases Tocris Bioscience 2293
      DNMT MedChem Express HY-13420
      Enzymes Tocris Bioscience 2293
      Enzymes/Transferase/DNA methyltransferase (DNMT) Hello Bio [HB1378]
      Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 ?M) and re-activates silenced genes in T24 bladder carcinoma cells. Inhibits cytidine deaminase (Ki ~ 2 ?M) ; induces differentiation of mesenchymal stem cells into cardiomyocytes. Tocris Bioscience 2293
      Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 ?M) and re-activates silenced genes in T24 bladder carcinoma cells. Inhibits cytidine deaminase (Ki ~ 2 ?M); induces differentiation of mesenchymal stem cells into cardiomyocytes. Tocris Bioscience 2293
      Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 muM) and re-activates silenced genes in T24 bladder carcinoma cells. Inhibits cytidine deaminase (Ki ~ 2 muM); induces differentiation of mesenchymal stem cells into cardiomyocytes. Tocris Bioscience 2293
      Transferases Tocris Bioscience 2293
      Zebularine(NSC309132; 4-Deoxyuridine) is a DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases, also inhibits cytidinedeaminase with Ki of 2 ?M.; IC50 value: ; Target: DNA methyltransferase; in vitro: Zebularine is shown to form a tight, covalent complex with bacterial methyltransferases [1]. MedChem Express HY-13420

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

Density: 1.7±0.1 g/cm3
Boiling Point: 499.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.9 mmHg at 25°C
Enthalpy of Vaporization: 88.4±6.0 kJ/mol
Flash Point: 255.6±31.5 °C
Index of Refraction: 1.697
Molar Refractivity: 50.7±0.5 cm3
#H bond acceptors: 7
#H bond donors: 3
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: -1.31
ACD/LogD (pH 5.5): -1.49
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 3.69
ACD/LogD (pH 7.4): -1.49
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 3.69
Polar Surface Area: 103 Å2
Polarizability: 20.1±0.5 10-24cm3
Surface Tension: 75.5±7.0 dyne/cm
Molar Volume: 131.6±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) =  -1.65

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  419.67  (Adapted Stein & Brown method)
    Melting Pt (deg C):  165.29  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.8E-010  (Modified Grain method)
    Subcooled liquid VP: 7.79E-009 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):  3.931e+004
       log Kow used: -1.65 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.52E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.139E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.65  (KowWin est)
  Log Kaw used:  -13.207  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.557
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7677
   Biowin2 (Non-Linear Model)     :   0.4236
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1661  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8971  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6421
   Biowin6 (MITI Non-Linear Model):   0.2112
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0533
 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):  1.04E-006 Pa (7.79E-009 mm Hg)
  Log Koa (Koawin est  ): 11.557
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.89 
       Octanol/air (Koa) model:  0.0885 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.991 
       Mackay model           :  0.996 
       Octanol/air (Koa) model:  0.876 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 104.0226 E-12 cm3/molecule-sec
      Half-Life =     0.103 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.234 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.137500 E-17 cm3/molecule-sec
      Half-Life =     1.007 Days (at 7E11 mol/cm3)
      Half-Life =     24.179 Hrs
   Fraction sorbed to airborne particulates (phi): 0.993 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 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 = 0.500 (BCF = 3.162)
       log Kow used: -1.65 (estimated)

 Volatilization from Water:
    Henry LC:  1.52E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 5.819E+011  hours   (2.425E+010 days)
    Half-Life from Model Lake : 6.348E+012  hours   (2.645E+011 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       4.75e-006       2.24         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr




                    

Click to predict properties on the Chemicalize site






Advertisement