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-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
1-b-D-Ribofuranosyl-2(1H)-pyrimidinone
1H-β-D-ribofuranosyl-2-pyrimidinone
2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl- [ACD/Index Name]
2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl-
More...

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

7A9Y5SX0GY [DBID]
06.10.3690 [DBID]
3690-10-06 [DBID]
NSC 309132 [DBID]
NSC309132 [DBID]
NSC-309132 [DBID]
UNII:7A9Y5SX0GY [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • 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, version: 14.00

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

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