ChemSpider 2D Image | (S)-(-)-Blebbistatin | C18H16N2O2

(S)-(-)-Blebbistatin

  • Molecular FormulaC18H16N2O2
  • Average mass292.332 Da
  • Monoisotopic mass292.121185 Da
  • ChemSpider ID4450090
  • defined stereocentres - 1 of 1 defined stereocentres


More details:






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

(S)-(-)-Blebbistatin
(-)-Blebbistatin
(−)-Blebbistatin
(3aS)-3a-Hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]chinolin-4-on [German] [ACD/IUPAC Name]
(3aS)-3a-Hydroxy-6-méthyl-1-phényl-1,2,3,3a-tétrahydro-4H-pyrrolo[2,3-b]quinoléin-4-one [French] [ACD/IUPAC Name]
(3aS)-3a-Hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one [ACD/IUPAC Name]
(S)-Blebbistatin
1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2.3-b]-7-methylquinolin-4-one
4H-Pyrrolo[2,3-b]quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-, (3aS)- [ACD/Index Name]
856925-71-8 [RN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

NCGC00025281-01 [DBID]
Tocris-1760 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      The (<stereo>S</stereo>)-enantiomer of blebbistatin. ChEBI CHEBI:75388
      The (S)-enantiomer of blebbistatin. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:75388
    • Bio Activity:

      (-)-Blebbistatin is a selective inhibitor of myosin II ATPase activity with IC50 of 0.5 - 5 ?M.; IC50 value: 0.5 - 5 ?M [1]; Target: ATPase; in vitro: Blebbistatin is a cell-permeable inhibitor of myosin II ATPase activity, promises to be a very useful tool for identifying and studying myosin II-dependent processes in cells. MedChem Express HY-13441
      ATPase Tocris Bioscience 1852
      ATPase/GTPase MedChem Express HY-13441
      ATPases/GTPases Tocris Bioscience 1852
      Enzymes Tocris Bioscience 1852
      Membrane Transporter/Ion Channel MedChem Express HY-13441
      Membrane Transporter/Ion Channel; MedChem Express HY-13441
      Selective inhibitor of myosin II ATPase activity (IC50 ~0.5 - 5 ?M); active enantiomer of (?)-blebbistatin (Cat. No. 1760). Inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells. Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity (IC50 ~0.5 - 5 ?M); active enantiomer of (±)-blebbistatin (Cat. No. 1760). Inhibits contraction of the cleavage furrow without disrupting mitosis or co ntractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells. Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity (IC50 ~0.5 - 5 muM); active enantiomer of (+/-)-blebbistatin (Cat. No. 1760). Inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells. Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity (IC50 ~0.5 - 5 muM); active enantiomer of (+/-)-blebbistatin. Inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells. Inactive Enantiomer and Racemate also available. Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity. Active enantiomer of (?)-blebbistatin (Cat. No. 1760) Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity. Active enantiomer of (+/-)-blebbistatin (Cat. No. 1760) Tocris Bioscience 1852
      Selective inhibitor of myosin II ATPase activity. Active enantiomer of (±)-blebbistatin (Cat. No. 1760) Tocris Bioscience 1852

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

Density: 1.3±0.1 g/cm3
Boiling Point: 507.3±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 81.8±3.0 kJ/mol
Flash Point: 260.6±32.9 °C
Index of Refraction: 1.681
Molar Refractivity: 84.4±0.5 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 1.62
ACD/LogD (pH 5.5): 1.98
ACD/BCF (pH 5.5): 18.11
ACD/KOC (pH 5.5): 263.71
ACD/LogD (pH 7.4): 2.05
ACD/BCF (pH 7.4): 21.41
ACD/KOC (pH 7.4): 311.70
Polar Surface Area: 53 Å2
Polarizability: 33.4±0.5 10-24cm3
Surface Tension: 53.5±7.0 dyne/cm
Molar Volume: 222.9±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) =  2.07

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  442.66  (Adapted Stein & Brown method)
    Melting Pt (deg C):  185.81  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.11E-010  (Modified Grain method)
    Subcooled liquid VP: 1.01E-008 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):  229.9
       log Kow used: 2.08 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  984.73 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.15E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.530E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.07  (KowWin est)
  Log Kaw used:  -8.328  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.398
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6140
   Biowin2 (Non-Linear Model)     :   0.2804
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2657  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.1867  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1744
   Biowin6 (MITI Non-Linear Model):   0.0502
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0471
 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):  1.35E-006 Pa (1.01E-008 mm Hg)
  Log Koa (Koawin est  ): 10.398
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.23 
       Octanol/air (Koa) model:  0.00614 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.988 
       Mackay model           :  0.994 
       Octanol/air (Koa) model:  0.329 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 158.8896 E-12 cm3/molecule-sec
      Half-Life =     0.067 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.808 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.991 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  290.8
      Log Koc:  2.464 

 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 = 0.058 (BCF = 1.142)
       log Kow used: 2.08 (estimated)

 Volatilization from Water:
    Henry LC:  1.15E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.705E+006  hours   (3.627E+005 days)
    Half-Life from Model Lake : 9.496E+007  hours   (3.957E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               2.31  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.22  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       0.048           1.62         1000       
   Water     25.7            900          1000       
   Soil      74.1            1.8e+003     1000       
   Sediment  0.108           8.1e+003     0          
     Persistence Time: 1.05e+003 hr




                    

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