ChemSpider 2D Image | Busulfan | C6H14O6S2


  • Molecular FormulaC6H14O6S2
  • Average mass246.302 Da
  • Monoisotopic mass246.023178 Da
  • ChemSpider ID2384

More details:

Featured data source

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

1,4-Butandiyl-dimethansulfonat [German] [ACD/IUPAC Name]
1,4-Butanediol Dimesylate
1,4-Butanediol Dimethanesulfonate
1,4-Butanediol, dimethanesulfonate [ACD/Index Name]
1,4-Butanediyl dimethanesulfonate [ACD/IUPAC Name]
1,4-dimethanesulfonate 1,4-butanediol
200-250-2 [EINECS]

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

2041 C.B. [DBID]
564 [DBID]
EK1750000 [DBID]
MFCD00007562 [DBID]
NSC-750sulphabutin [DBID]
AI3-25012 [DBID]
AIDS123905 [DBID]
AIDS-123905 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      OFF-WHITE CRYSTALS NIH Clinical Collection [SMR000058613]
    • Toxicity:

      Organic Compound; Drug; Immunosuppressive Agent; Alkylating Agent; Metabolite; Antineoplastic Agent, Alkylating; Synthetic Compound; Myeloablative Agonist Toxin, Toxin-Target Database T3D4750
    • Safety:

      Carc., T, Repr. T+, Xi, Mut. LKT Labs [B7973]
      H301 H311 H331 H340 H350 H361d H315 H319 H335 LKT Labs [B7973]
      L01AB01 Wikidata Q348922
      R23/24/25;R36/37/38;R45;R46;R63; LKT Labs [B7973]
    • Target Organs:

      DNA Alkylating TargetMol T0923
    • Chemical Class:

      A methanesulfonate ester that is butane-1,4-diol in which the hydrogens of the hydroxy groups are replaced by methanesulfonyl groups. An alkylating antineoplastic agent, it is used for the treatment o f chronic myeloid leukemia (although it has been largely replaced by newer drugs). It is also used as an insect sterilant. ChEBI CHEBI:28901,
    • Compound Source:

      synthetic Microsource [01500152]
    • Bio Activity:

      Busulfan is a bifunctional alkylating agent. MedChem Express
      Busulfan is a bifunctional alkylating agent.; Target: DNA alkylator; Busulfan, a cytotoxic alkylating agent used for treatment of chronic myeloid leukemia has effects in mammalian germ cells [1]. MedChem Express HY-B0245
      Busulfan is a bifunctional alkylating agent.;Target: DNA alkylatorBusulfan, a cytotoxic alkylating agent used for treatment of chronic myeloid leukemia has effects in mammalian germ cells [1]. Busulfan is bifunctional and thus may effectively induce DNA damage, which may play an important role in the cytotoxicity. Busulfan induced DNA damage dose-dependently. busulfan caused double-base lesions mainly at 5'-GA-3' and, to a lesser extent, at 5'-GG-3' sequences [2]. MedChem Express HY-B0245
      Cell Cycle/DNA Damage MedChem Express HY-B0245
      Cell Cycle/DNA Damage; MedChem Express HY-B0245
      DNA TargetMol T0923
      DNA alkylator/crosslinker MedChem Express HY-B0245
      DNA Damage/DNA Repair TargetMol T0923
  • Gas Chromatography

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

Density: 1.4±0.1 g/cm3
Boiling Point: 464.0±28.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 69.8±3.0 kJ/mol
Flash Point: 234.4±24.0 °C
Index of Refraction: 1.471
Molar Refractivity: 50.9±0.4 cm3
#H bond acceptors: 6
#H bond donors: 0
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: -0.52
ACD/LogD (pH 5.5): -0.42
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 14.14
ACD/LogD (pH 7.4): -0.42
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 14.14
Polar Surface Area: 104 Å2
Polarizability: 20.2±0.5 10-24cm3
Surface Tension: 46.6±3.0 dyne/cm
Molar Volume: 182.4±3.0 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) =  -0.68
    Log Kow (Exper. database match) =  -0.52
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  360.48  (Adapted Stein & Brown method)
    Melting Pt (deg C):  129.79  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.24E-008  (Modified Grain method)
    MP  (exp database):  287 dec deg C
    Subcooled liquid VP: 7.44E-005 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):  6.895e+004
       log Kow used: -0.52 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.5075e+005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.16E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.343E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.52  (exp database)
  Log Kaw used:  -7.676  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  7.156
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6303
   Biowin2 (Non-Linear Model)     :   0.3802
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6549  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4924  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1779
   Biowin6 (MITI Non-Linear Model):   0.0558
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7809
 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):  0.00992 Pa (7.44E-005 mm Hg)
  Log Koa (Koawin est  ): 7.156
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000302 
       Octanol/air (Koa) model:  3.52E-006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0108 
       Mackay model           :  0.0236 
       Octanol/air (Koa) model:  0.000281 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   4.7064 E-12 cm3/molecule-sec
      Half-Life =     2.273 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    27.272 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0172 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  133
      Log Koc:  2.124 

 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: -0.52 (expkow database)

 Volatilization from Water:
    Henry LC:  5.16E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.781E+006  hours   (7.42E+004 days)
    Half-Life from Model Lake : 1.943E+007  hours   (8.094E+005 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       0.0136          54.6         1000       
   Water     46.3            900          1000       
   Soil      53.6            1.8e+003     1000       
   Sediment  0.0891          8.1e+003     0          
     Persistence Time: 972 hr


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