ChemSpider 2D Image | Exemestane | C20H24O2

Exemestane

  • Molecular FormulaC20H24O2
  • Average mass296.403 Da
  • Monoisotopic mass296.177643 Da
  • ChemSpider ID54278
  • defined stereocentres - 5 of 5 defined stereocentres


More details:



Featured data source



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

(8R,9S,10R,13S,14S)-10,13-Dimethyl-6-methyliden-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthren-3,17(6H)-dion
(8R,9S,10R,13S,14S)-10,13-dimethyl-6-methylidene-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(6H)-dione
(8R,9S,10R,13S,14S)-10,13-diméthyl-6-méthylidène-7,8,9,10,11,12,13,14,15,16-décahydro-3H-cyclopenta[a]phénanthrène-3,17(6H)-dione
107868-30-4 [RN]
6770
6-Methylenandrosta-1,4-dien-3,17-dion [German] [ACD/IUPAC Name]
6-Methylenandrosta-1,4-diene-3,17-dione
6-Methyleneandrosta-1,4-diene-3,17-dione [ACD/IUPAC Name]
6-Méthylèneandrosta-1,4-diène-3,17-dione [French] [ACD/IUPAC Name]
6-methylideneandrosta-1,4-diene-3,17-dione
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

C08162 [DBID]
D00963 [DBID]
FCE 24304 [DBID]
FCE-24304 [DBID]
LS-19329 [DBID]
NSC713563 [DBID]
PubChem Substance ID 329831176 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      5 Axon Medchem 2045
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 2045
      IRRITANT Matrix Scientific 094869
      L02BG06 Wikidata Q418819
      no pictogram Axon Medchem 2045
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 2045
      Sold for research purposes under agreement from Pfizer Inc. Tocris Bioscience 3759
      Warning Axon Medchem 2045
    • Target Organs:

      Aromatase inhibitor TargetMol T1587
    • Chemical Class:

      A 17-oxo steroid that is androsta-1,4-diene-3,17-dione in which the hydrogens at position 6 are replaced by a double bond to a methylene group. A selective inhibitor of the aromatase (oestrogen syntha se) system, it is used in the treatment of advanced breast cancer. ChEBI CHEBI:4953
    • Bio Activity:

      Aromatase TargetMol T1587
      Cytochrome P450 Tocris Bioscience 3759
      Enzyme TargetMol T1587
      Enzymes Tocris Bioscience 3759
      Exemestane(FCE 24304) is an aromatase inhibitor, inhibits human placental and rat ovarian aromatase with IC50 of 30 nM and 40 nM, respectively. MedChem Express
      Exemestane(FCE 24304) is an aromatase inhibitor, inhibits human placental and rat ovarian aromatase with IC50 of 30 nM and 40 nM, respectively.; Target: Aromatase; Approved: October 2005; Exemestane c ompetitively inhibits and time-dependently inactivates of human placental aromatase with Ki of 4.3 nM. MedChem Express HY-13632
      Irreversible steroidal aromatase inhibitor (IC50 = 20 nM). Destabilizes aromatase and lowers estrogen levels; orally active. Tocris Bioscience 3759
      Others MedChem Express HY-13632
      Steroidal aromatase (CYP19) inhibitor Tocris Bioscience 3759

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

Density: 1.1±0.1 g/cm3
Boiling Point: 453.7±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 71.3±3.0 kJ/mol
Flash Point: 169.0±25.7 °C
Index of Refraction: 1.572
Molar Refractivity: 85.8±0.4 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 3.11
ACD/LogD (pH 5.5): 3.01
ACD/BCF (pH 5.5): 113.85
ACD/KOC (pH 5.5): 1031.66
ACD/LogD (pH 7.4): 3.01
ACD/BCF (pH 7.4): 113.85
ACD/KOC (pH 7.4): 1031.66
Polar Surface Area: 34 Å2
Polarizability: 34.0±0.5 10-24cm3
Surface Tension: 42.9±5.0 dyne/cm
Molar Volume: 260.6±5.0 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) =  2.95

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  396.65  (Adapted Stein & Brown method)
    Melting Pt (deg C):  155.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.11E-006  (Modified Grain method)
    Subcooled liquid VP: 2.36E-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):  38.69
       log Kow used: 2.95 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  13.071 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ketones

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.64E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.119E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.95  (KowWin est)
  Log Kaw used:  -6.174  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.124
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2522
   Biowin2 (Non-Linear Model)     :   0.0039
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0749  (months      )
   Biowin4 (Primary Survey Model) :   3.0688  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3688
   Biowin6 (MITI Non-Linear Model):   0.0697
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.6246
 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):  0.00315 Pa (2.36E-005 mm Hg)
  Log Koa (Koawin est  ): 9.124
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000953 
       Octanol/air (Koa) model:  0.000327 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0333 
       Mackay model           :  0.0709 
       Octanol/air (Koa) model:  0.0255 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 103.4848 E-12 cm3/molecule-sec
      Half-Life =     0.103 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.240 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     5.440000 E-17 cm3/molecule-sec
      Half-Life =     0.211 Days (at 7E11 mol/cm3)
      Half-Life =      5.056 Hrs
   Fraction sorbed to airborne particulates (phi): 0.0521 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4330
      Log Koc:  3.637 

 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 = 1.574 (BCF = 37.53)
       log Kow used: 2.95 (estimated)

 Volatilization from Water:
    Henry LC:  1.64E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.147E+004  hours   (2561 days)
    Half-Life from Model Lake : 6.707E+005  hours   (2.794E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               5.29  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     5.17  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       0.0326          1.66         1000       
   Water     14.5            1.44e+003    1000       
   Soil      85.2            2.88e+003    1000       
   Sediment  0.322           1.3e+004     0          
     Persistence Time: 1.79e+003 hr




                    

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