ChemSpider 2D Image | Formestane | C19H26O3

Formestane

  • Molecular FormulaC19H26O3
  • Average mass302.408 Da
  • Monoisotopic mass302.188202 Da
  • ChemSpider ID10799
  • defined stereocentres - 5 of 5 defined stereocentres


More details:



Featured data source



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

4-Hydroxyandrost-4-en-3,17-dion [German] [ACD/IUPAC Name]
4-Hydroxyandrost-4-ene-3,17-dione [ACD/IUPAC Name]
4-Hydroxyandrost-4-ène-3,17-dione [French] [ACD/IUPAC Name]
4-Hydroxyandrostenedione
566-48-3 [RN]
6877
Androst-4-ene-3,17-dione, 4-hydroxy- [ACD/Index Name]
Lentaron
PUB9T8T355
More...

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

A5791_SIGMA [DBID]
BRN 1889793 [DBID]
CCRIS 7483 [DBID]
CGP 32349 [DBID]
CGP-32349 [DBID]
F2552_SIGMA [DBID]
MLS000028826 [DBID]
NCI60_002316 [DBID]
NSC 282175 [DBID]
NSC282175 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      IRRITANT Matrix Scientific 099426
      L02BG02 Wikidata Q3077501
    • Target Organs:

      Aromatase Inhibitor TargetMol T1099
    • Chemical Class:

      A 17-oxo steroid that is androst-4-ene-3,17-dione in which the hydrogen at position 4 is replaced by a hydroxy group. Formestane was the first selective, type I steroidal aromatase inhibitor, suppress ing oestrogen production from anabolic steroids or prohormones. It was formerly used in the treatment of oestrogen-receptor positive breast cancer in post-meopausal women. As it has poor oral bioavail ability, it had to be administered by (fortnightly) intramuscular injection. It fell out of use with the subsequent development of cheaper, orally active aromatase inhibitors. Formestane is listed by the World Anti-Doping Agency as a substance prohibited from use by athletes. ChEBI CHEBI:75172
    • Bio Activity:

      Aromatase MedChem Express HY-B0697
      Endocrinology/ Hormones TargetMol T1099
      Formestane(CGP-32349; 4-OHA) is a selective, type I, steroidal aromatase inhibitor used in the treatment of estrogen-receptor positive breast cancer. MedChem Express
      Formestane(CGP-32349; 4-OHA) is a selective, type I, steroidal aromatase inhibitor used in the treatment of estrogen-receptor positive breast cancer.; Target: Aromatase; Formestane (Lentaron) is a typ e I, steroidal aromatase inhibitor. MedChem Express HY-B0697
      Formestane(CGP-32349; 4-OHA) is a selective, type I, steroidal aromatase inhibitor used in the treatment of estrogen-receptor positive breast cancer.;Target: AromataseFormestane (Lentaron) is a type I, steroidal aromatase inhibitor. formestane is an effective and well tolerated addition to the therapeutic options available for the treatment of postmenopausal women with advanced breast cancer [1]. Formestane (4-hydroxyandrostenedione) is an aromatase inhibitor which significantly reduces plasma levels of estrogen and has shown antitumour activity in postmenopausal women with breast cancer. Formestane is well tolerated by the majority of patients; adverse events rarely necessitate cessation of therapy. Formestane is effective and well tolerated as first-line endocrine therapy for advanced disease [2]. MedChem Express HY-B0697
      Others MedChem Express HY-B0697
      Type I steroidal aromatase TargetMol T1099

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

Density: 1.2±0.1 g/cm3
Boiling Point: 475.4±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.7 mmHg at 25°C
Enthalpy of Vaporization: 85.2±6.0 kJ/mol
Flash Point: 255.4±25.2 °C
Index of Refraction: 1.570
Molar Refractivity: 83.0±0.4 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 2.66
ACD/LogD (pH 5.5): 2.55
ACD/BCF (pH 5.5): 51.07
ACD/KOC (pH 5.5): 581.16
ACD/LogD (pH 7.4): 2.55
ACD/BCF (pH 7.4): 50.46
ACD/KOC (pH 7.4): 574.20
Polar Surface Area: 54 Å2
Polarizability: 32.9±0.5 10-24cm3
Surface Tension: 48.2±5.0 dyne/cm
Molar Volume: 253.1±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) =  2.79

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  437.40  (Adapted Stein & Brown method)
    Melting Pt (deg C):  183.36  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.23E-010  (Modified Grain method)
    Subcooled liquid VP: 1.45E-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):  49.23
       log Kow used: 2.79 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.5718 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.56E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.611E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.79  (KowWin est)
  Log Kaw used:  -5.729  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.519
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4081
   Biowin2 (Non-Linear Model)     :   0.0108
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2216  (months      )
   Biowin4 (Primary Survey Model) :   3.1896  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5403
   Biowin6 (MITI Non-Linear Model):   0.2327
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.4843
 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):  1.93E-006 Pa (1.45E-008 mm Hg)
  Log Koa (Koawin est  ): 8.519
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.55 
       Octanol/air (Koa) model:  8.11E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.982 
       Mackay model           :  0.992 
       Octanol/air (Koa) model:  0.00645 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 131.5999 E-12 cm3/molecule-sec
      Half-Life =     0.081 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.975 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.137500 E-17 cm3/molecule-sec
      Half-Life =     1.007 Days (at 7E11 mol/cm3)
      Half-Life =     24.179 Hrs
   Fraction sorbed to airborne particulates (phi): 0.987 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  133.7
      Log Koc:  2.126 

 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 = 1.448 (BCF = 28.08)
       log Kow used: 2.79 (estimated)

 Volatilization from Water:
    Henry LC:  4.56E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.233E+004  hours   (930.4 days)
    Half-Life from Model Lake : 2.437E+005  hours   (1.016E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               4.26  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.14  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       0.0526          1.81         1000       
   Water     17.1            1.44e+003    1000       
   Soil      82.6            2.88e+003    1000       
   Sediment  0.266           1.3e+004     0          
     Persistence Time: 1.52e+003 hr




                    

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