PLANNED MAINTENANCE

There will be scheduled maintenance work beginning on Wednesday 26th February 2020 from 11:00 AM through to 12.00 PM (GMT).

During this time, you may not be able to log into ChemSpider. We apologise for any inconvenience this might cause and thank you for your patience.


ChemSpider 2D Image | Mifepristone | C29H35NO2

Mifepristone

  • Molecular FormulaC29H35NO2
  • Average mass429.594 Da
  • Monoisotopic mass429.266785 Da
  • ChemSpider ID49889
  • defined stereocentres - 5 of 5 defined stereocentres


More details:



Featured data source



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

(11b,17b)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-17-(1-propynyl)estra-4,9-dien-3-one
(11β,17β)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-17-(prop-1-in-1-yl)estra-4,9-dien-3-on [German]
(11β,17β)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-17-(prop-1-yn-1-yl)estra-4,9-dien-3-one
(11β,17β)-11-[4-(dimethylamino)phenyl]-17-hydroxy-17-prop-1-yn-1-ylestra-4,9-dien-3-one
(8S,11R,13S,14S,17S)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-13-methyl-17-(1-propin-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-on [German] [ACD/IUPAC Name]
(8S,11R,13S,14S,17S)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-13-methyl-17-(1-propin-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-on (non-preferred name) [German] [ACD/IUPAC Name]
(8S,11R,13S,14S,17S)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-13-methyl-17-(1-propyn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one [ACD/IUPAC Name]
(8S,11R,13S,14S,17S)-11-[4-(Diméthylamino)phényl]-17-hydroxy-13-méthyl-17-(1-propyn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodécahydro-3H-cyclopenta[a]phénanthrén-3-one [French] [ACD/IUPAC Name]
(8S,11R,13S,14S,17S)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-13-methyl-17-(1-propyn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name) [ACD/IUPAC Name]
(8S,11R,13S,14S,17S)-11-[4-(Diméthylamino)phényl]-17-hydroxy-13-méthyl-17-(1-propyn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodécahydro-3H-cyclopenta[a]phénanthrén-3-one (non-preferred name) [French] [ACD/IUPAC Name]
More...

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

CDB 2477 [DBID]
KG2955000 [DBID]
RU-38486 [DBID]
ZK 98296 [DBID]
320T6RNW1F [DBID]
AIDS025200 [DBID]
AIDS-025200 [DBID]
BRN 5779404 [DBID]
C07652 [DBID]
C-1073 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Toxicity:

      Organic Compound; Amine; Ester; Drug; Hormone Antagonist; Metabolite; Abortifacient Agent, Steroidal; Contraceptive, Oral, Synthetic; Contraceptive, Postcoital, Synthetic; Luteolytic Agent; Menstruation-Inducing Agent; Synthetic Compound Toxin, Toxin-Target Database T3D2907
    • Safety:

      5 Axon Medchem 1502
      G03XB01 Wikidata Q411240
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1502
      no pictogram Axon Medchem 1502
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1502
      Warning Axon Medchem 1502
    • Target Organs:

      Estrogen/Progestogen Receptor antagonist; Glucocorticoid Receptor antagonist; MRP inhibitor TargetMol T1102
    • Bio Activity:

      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio [HB2783]
      Endocrinology/ Hormones TargetMol T1102
      Estrogen/progestogen Receptor ;Glucocorticoid receptor;MRP1 TargetMol T1102
      Mifepristone(RU-38486; RU486) is a progesterone receptor antagonist(IC50= 0.2 nM) used as an abortifacient in the first months of pregnancy, and in smaller doses as an emergency contraceptive. MedChem Express
      Mifepristone(RU-38486; RU486) is a progesterone receptor antagonist(IC50= 0.2 nM) used as an abortifacient in the first months of pregnancy, and in smaller doses as an emergency contraceptive.;IC50 Value: 0.2 nM (Progesterone receptor); 2.6 nM (Glucocorticoid receptor) [1];Target: Progesterone receptorMifepristone is a synthetic steroid compound used as a pharmaceutical. It is a progesterone receptor antagonist used as an abortifacient in the first months of pregnancy, and in smaller doses as an emergency contraceptive. Mifepristone is also a powerful glucocorticoid receptor antagonist, and has occasionally been used in refractory Cushing's Syndrome.;In vitro: Mifepristone had no effect onHeLa cell proliferation inhibition rate during 24 and 48 hours (p > 0.05). Mifepristone at low concentrations (< or = 10 micromol/l) combined withcisplatin can significantly enhance the inhibitory effect of cisplatin on HeLa cell line [2]. The effect of mifepristone on cytotoxicity of cisplatin MedChem Express HY-13683
      Nuclear Receptors Tocris Bioscience 1479
      Potent glucocorticoid (GR) and progesterone receptor (PR) antagonist (EC<sub>50</sub> values are 2, 10.6 and 9.5 nM at GR, PR-A and PR-B respectively). Also weakly binds the androgen receptor. Shows higher affinity for PRs than progesterone. Shows neuroprotective and antitumor effects. Active <em>in vivo</em>. Hello Bio [HB2783]
      Potent glucocorticoid and progesterone receptor antagonist Hello Bio [HB2783]
      Progesterone and glucocorticoid receptor antagonist Tocris Bioscience 1479
      Progesterone Receptor Tocris Bioscience 1479
      Progesterone Receptor MedChem Express HY-13683
      Receptors & Transporters/Nuclear hormone/Glucocorticoid Hello Bio [HB2783]
      Receptors & Transporters/Nuclear hormone/Progesterone Hello Bio [HB2783]
      Selective antagonist at progesterone (PR) and glucocorticoid (GR) receptors in vitro and in vivo. Is a silent antagonist at PR and has a higher affinity than progesterone. Has higher affinity for GR t han dexamethasone (Cat. No. 1126). Tocris Bioscience 1479
      Selective antagonist at progesterone (PR) and glucocorticoid (GR) receptors in vitro and in vivo. Is a silent antagonist at PR and has a higher affinity than progesterone. Has higher affinity for GR than dexamethasone (Cat. No. 1126). Tocris Bioscience 1479

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

Density: 1.2±0.1 g/cm3
Boiling Point: 628.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 97.8±3.0 kJ/mol
Flash Point: 334.0±31.5 °C
Index of Refraction: 1.623
Molar Refractivity: 127.7±0.4 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 4.95
ACD/LogD (pH 5.5): 4.88
ACD/BCF (pH 5.5): 2579.45
ACD/KOC (pH 5.5): 7998.66
ACD/LogD (pH 7.4): 5.16
ACD/BCF (pH 7.4): 4896.89
ACD/KOC (pH 7.4): 15184.86
Polar Surface Area: 41 Å2
Polarizability: 50.6±0.5 10-24cm3
Surface Tension: 54.1±5.0 dyne/cm
Molar Volume: 362.0±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) =  5.39

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  537.74  (Adapted Stein & Brown method)
    Melting Pt (deg C):  230.23  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.04E-014  (Modified Grain method)
    Subcooled liquid VP: 1.29E-011 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):  0.04972
       log Kow used: 5.39 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.0674 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.97E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.141E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.39  (KowWin est)
  Log Kaw used:  -10.692  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.082
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.0314
   Biowin2 (Non-Linear Model)     :   0.0002
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.4734  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.5423  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2039
   Biowin6 (MITI Non-Linear Model):   0.0011
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.9152
 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):  1.72E-009 Pa (1.29E-011 mm Hg)
  Log Koa (Koawin est  ): 16.082
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.74E+003 
       Octanol/air (Koa) model:  2.96E+003 
   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 = 506.2820 E-12 cm3/molecule-sec
      Half-Life =     0.021 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    15.211 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =  1445.903687 E-17 cm3/molecule-sec
      Half-Life =     0.001 Days (at 7E11 mol/cm3)
      Half-Life =      1.141 Min
   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    :  8.927E+004
      Log Koc:  4.951 

 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 = 3.452 (BCF = 2832)
       log Kow used: 5.39 (estimated)

 Volatilization from Water:
    Henry LC:  4.97E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.442E+009  hours   (1.017E+008 days)
    Half-Life from Model Lake : 2.664E+010  hours   (1.11E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              86.73  percent
    Total biodegradation:        0.74  percent
    Total sludge adsorption:    85.99  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       0.000131        0.0183       1000       
   Water     3.15            4.32e+003    1000       
   Soil      61.9            8.64e+003    1000       
   Sediment  35              3.89e+004    0          
     Persistence Time: 6.71e+003 hr




                    

Click to predict properties on the Chemicalize site






Advertisement