ChemSpider 2D Image | Aminonucleoside | C12H18N6O3

Aminonucleoside

  • Molecular FormulaC12H18N6O3
  • Average mass294.310 Da
  • Monoisotopic mass294.144043 Da
  • ChemSpider ID5798

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

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

(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol
3'-Amino-3'-deoxy-N,N-dimethyladenosine [ACD/IUPAC Name]
3'-Amino-3'-desoxy-N,N-dimethyladenosin [German] [ACD/IUPAC Name]
3'-Amino-3'-désoxy-N,N-diméthyladénosine [French] [ACD/IUPAC Name]
58-60-6 [RN]
9-(3-Amino-3-deoxy-β-D-ribofuranosyl)-N,N-dimethyl-9H-purin-6-amine
Adenosine, 3'-amino-3'-deoxy-N,N-dimethyl- [ACD/Index Name]
Aminonucleoside
Puromycin aminonucleoside
(2R,3R,4S,5S)-4-amino-2-(6-(dimethylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
More...

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

0Q580U88V8 [DBID]
AIDS000507 [DBID]
AIDS-000507 [DBID]
BRN 0093902 [DBID]
NSC 3056 [DBID]
NSC3056 [DBID]
UNII:0Q580U88V8 [DBID]
UNII-0Q580U88V8 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      Puromycin derivative that lacks the methoxyphenylalanyl group on the amine of the sugar ring. ChEBI CHEBI:42839

    • Bio Activity:

      Others MedChem Express HY-15695
      Puromycin Aminonucleoside (3'-Amino-3'-deoxy-N6,N6-dimethyladenosine) is the aminonucleoside portion of the antibiotic puromycin; it is a puromycin analog which does not inhibit protein synthesis or i nduce apoptosis. MedChem Express
      Puromycin Aminonucleoside (3'-Amino-3'-deoxy-N6,N6-dimethyladenosine) is the aminonucleoside portion of the antibiotic puromycin; it is a puromycin analog which does not inhibit protein synthesis or induce apoptosis.; IC50 Value: ; Target: ; Puromycin Aminonucleoside is used in the study of focal and segmental glomerulosclerosis and in the induction of nephrosis in rats.; in vitro: PA-induced apoptosis was associated with increased p53 expression, which was completely blocked by dexamethasone. MedChem Express HY-15695
      Puromycin Aminonucleoside (3'-Amino-3'-deoxy-N6,N6-dimethyladenosine) is the aminonucleoside portion of the antibiotic puromycin; it is a puromycin analog which does not inhibit protein synthesis or induce apoptosis.;IC50 Value: ;Target: Puromycin Aminonucleoside is used in the study of focal and segmental glomerulosclerosis and in the induction of nephrosis in rats.;In vitro: PA-induced apoptosis was associated with increased p53 expression, which was completely blocked by dexamethasone. Furthermore, the inhibition of p53 by the p53 inhibitor pifithrin-alpha protected against PA-induced apoptosis. Dexamethasone also lowered the increase in the proapoptotic Bax, which was increased by PA, and increased expression of the antiapoptotic Bcl-xL protein [1]. Expression of PMAT in Madin-Darby canine kidney cells significantly increased cell sensitivity to PAN [2]. ;In vivo: The number of podocytes per glomerulus was 95.5?17.6 in the control rats, 90.7?19.2 on Day 4 and 90.7?26.2 on Da MedChem Express HY-15695

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

Density: 1.7±0.1 g/cm3
Boiling Point: 595.6±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 93.3±3.0 kJ/mol
Flash Point: 314.0±32.9 °C
Index of Refraction: 1.776
Molar Refractivity: 71.9±0.5 cm3
#H bond acceptors: 9
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 0.02
ACD/LogD (pH 5.5): -2.84
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -1.16
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 3.69
Polar Surface Area: 123 Å2
Polarizability: 28.5±0.5 10-24cm3
Surface Tension: 73.2±7.0 dyne/cm
Molar Volume: 172.1±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) =  -1.36

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  520.30  (Adapted Stein & Brown method)
    Melting Pt (deg C):  222.08  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.06E-013  (Modified Grain method)
    Subcooled liquid VP: 1.36E-011 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):  9.509e+004
       log Kow used: -1.36 (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:
       Aliphatic Amines
       Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.41E-023  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.317E-019 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.36  (KowWin est)
  Log Kaw used:  -21.239  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  19.879
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5261
   Biowin2 (Non-Linear Model)     :   0.0300
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6297  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4276  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2252
   Biowin6 (MITI Non-Linear Model):   0.0067
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2194
 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):  1.81E-009 Pa (1.36E-011 mm Hg)
  Log Koa (Koawin est  ): 19.879
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.65E+003 
       Octanol/air (Koa) model:  1.86E+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 = 272.6483 E-12 cm3/molecule-sec
      Half-Life =     0.039 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    28.246 Min
   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    :  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: -1.36 (estimated)

 Volatilization from Water:
    Henry LC:  1.41E-023 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.124E+019  hours   (2.968E+018 days)
    Half-Life from Model Lake : 7.771E+020  hours   (3.238E+019 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       1.89e-011       0.942        1000       
   Water     46.4            900          1000       
   Soil      53.5            1.8e+003     1000       
   Sediment  0.0891          8.1e+003     0          
     Persistence Time: 973 hr

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