ChemSpider 2D Image | Streptozotocin | C8H15N3O7


  • Molecular FormulaC8H15N3O7
  • Average mass265.221 Da
  • Monoisotopic mass265.091003 Da
  • ChemSpider ID27273
  • defined stereocentres - 5 of 5 defined stereocentres

More details:

Featured data source

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

18883-66-4 [RN]
1-Methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]harnstoff [German]
1-méthyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-3-yl]urée [French]
242-646-8 [EINECS]
2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose [ACD/IUPAC Name]
2-Desoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose [German] [ACD/IUPAC Name]

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

2060675 [DBID]
AI3-50821 [DBID]
AIDS000668 [DBID]
AIDS-000668 [DBID]
C07313 [DBID]
DivK1c_000531 [DBID]
HSDB 5119 [DBID]
KBio1_000531 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Toxicity:

      Organic Compound; Amine; Drug; Antineoplastic Agent; Antibiotic; Antibiotic, Antineoplastic; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2788
    • Safety:

      L01AD04 Wikidata Q257331
    • Target Organs:

      Antibiotic;DNA alkylation TargetMol T1507
    • Chemical Class:

      An <element>N</element>-nitrosourea that is an antibiotic produced by <ital>Streptomyces achromogenes</ital>. It is used as an antineoplastic agent and to induce diabetes in experimental animals. ChEBI CHEBI:9288
      An N-nitrosourea that is an antibiotic produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. ChEBI, CHEBI:9288
    • Bio Activity:

      <p>Antibiotic. Induces diabetes via toxic effects on pancreatic beta-cells. </p> <p>Alkylates DNA and also produces DNA strand breaks to induce DNA damage.</p> <p>Shows antitumor activity. </p> Hello Bio [HB4097]
      Antibiotic. Diabetes inducer. Hello Bio [HB4097]
      Antibiotics Hello Bio [HB4097]
      Cell Cycle/DNA Damage MedChem Express HY-13753
      Cell Cycle/DNA Damage; MedChem Express HY-13753
      Cell signaling/Antibiotics/ Antivirals / antibacterials / immunomodulators Hello Bio [HB4097]
      DNA alkylation TargetMol T1507
      DNA alkylator/crosslinker MedChem Express HY-13753
      DNA Damage/DNA Repair;Microbiology & Virology TargetMol T1507
      Streptozotocin is a DNA alkylating agent that enters cells exclusively via the GLUT2 glucose transport protein. MedChem Express, HY-13753

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

Density: 1.9±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.670
Molar Refractivity: 53.2±0.5 cm3
#H bond acceptors: 10
#H bond donors: 5
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 2
ACD/LogP: -1.33
ACD/LogD (pH 5.5): -1.43
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 3.97
ACD/LogD (pH 7.4): -1.45
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 3.82
Polar Surface Area: 152 Å2
Polarizability: 21.1±0.5 10-24cm3
Surface Tension: 81.2±7.0 dyne/cm
Molar Volume: 142.5±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) =  -1.61
    Log Kow (Exper. database match) =  -1.45
       Exper. Ref:  Hansch,C et al. (1995)
    Log Kow (Exper. database match) =  -0.89
       Exper. Ref:  Sosnovsky,G & Rao,NUM (1991)
    Log Kow (Exper. database match) =  -0.92
       Exper. Ref:  Sosnovsky,G & Rao,NUM (1991)
    Log Kow (Exper. database match) =  -0.85
       Exper. Ref:  Sosnovsky,G & Rao,NUM (1991)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  475.23  (Adapted Stein & Brown method)
    Melting Pt (deg C):  201.03  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.62E-011  (Modified Grain method)
    MP  (exp database):  115 deg C
    Subcooled liquid VP: 1.25E-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):  5066
       log Kow used: -0.85 (expkow database)
       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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.85E-022  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.116E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.85  (exp database)
  Log Kaw used:  -19.494  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.644
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9088
   Biowin2 (Non-Linear Model)     :   0.5706
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2443  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9731  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6812
   Biowin6 (MITI Non-Linear Model):   0.1947
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.2536
 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):  1.67E-008 Pa (1.25E-010 mm Hg)
  Log Koa (Koawin est  ): 18.644
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  180 
       Octanol/air (Koa) model:  1.08E+006 
   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 = 107.5663 E-12 cm3/molecule-sec
      Half-Life =     0.099 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.193 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    :  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: -0.85 (expkow database)

 Volatilization from Water:
    Henry LC:  7.85E-022 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.215E+018  hours   (5.061E+016 days)
    Half-Life from Model Lake : 1.325E+019  hours   (5.521E+017 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       1.87e-011       2.39         1000       
   Water     38.9            360          1000       
   Soil      61              720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr


Click to predict properties on the Chemicalize site