ChemSpider 2D Image | Rostafuroxin | C23H34O4

Rostafuroxin

  • Molecular FormulaC23H34O4
  • Average mass374.514 Da
  • Monoisotopic mass374.245697 Da
  • ChemSpider ID135709

  • defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(1S,3aS,3bR,5aR,7S,9aS,9bS,11aS)-1-(furan-3-yl)-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthrene-1,3a,7-triol
(3β,5β,14β,17α)-17-(3-Furyl)androstan-3,14,17-triol [German] [ACD/IUPAC Name]
(3β,5β,14β,17α)-17-(3-Furyl)androstane-3,14,17-triol [ACD/IUPAC Name]
(3β,5β,14β,17α)-17-(3-Furyl)androstane-3,14,17-triol [French] [ACD/IUPAC Name]
156722-18-8 [RN]
24-Norchola-20,22-diene-3,14,17-triol, 21,23-epoxy-, (3β,5β,14β)-
Androstane-3,14,17-triol, 17-(3-furanyl)-, (3β,5β,14β,17α)- [ACD/Index Name]
P848LCX62B
PST2238
Rostafuroxin [INN]
More...

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

8391 [DBID]
CCRIS 4693 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      ATPase inhibitor TargetMol T2621

    • Bio Activity:

      ATPase Tocris Bioscience 5315
      ATPases/GTPases Tocris Bioscience 5315
      Enzymes Tocris Bioscience 5315
      Ion Pumps/Transporters Tocris Bioscience 5315
      Membrane Tranporter/Ion Channel MedChem Express HY-12283
      Membrane Tranporter/Ion Channel; MedChem Express HY-12283
      Membrane Transporter/Ion Channel TargetMol T2621
      Na+/K+ ATPase Tocris Bioscience 5315
      Na+/K+ ATPase MedChem Express HY-12283
      Na+/K+ ATPase TargetMol T2621
      Na+/K+ ATPase modulator. Inhibits the Normalizes renal Na+/K+ ATPase pump function in mutant adducin- and endogenous ouabain-dependent forms of hypertension. Reduces blood pressure in Milan hypertensive rats. Controls mania-like behaviors in Myshkin mice having a Na+/K+ ATPase alpha3 subunit mutation. Antagonizes the effects of Ouabain (Cat.No. 1076) on myogenic tone and Ca2+ signaling in rat hippocampal neurons. Tocris Bioscience 5315
      Na+/K+ ATPase modulator. Normalizes renal Na+/K+ ATPase pump function in mutant adducin- and endogenous ouabain-dependent forms of hypertension. Reduces blood pressure in Milan hypersensitive rats. Co ntrols mania-like behaviors in Myshkin mice having a Na+/K+ ATPase ?3 subunit mutation. Tocris Bioscience 5315
      Na+/K+ ATPase modulator. Normalizes renal Na+/K+ ATPase pump function in mutant adducin- and endogenous ouabain-dependent forms of hypertension. Reduces blood pressure in Milan hypersensitive rats. Controls mania-like behaviors in Myshkin mice having a Na+/K+ ATPase ?3 subunit mutation. Tocris Bioscience 5315
      Na+/K+ ATPase modulator. Normalizes renal Na+/K+ ATPase pump function in mutant adducin- and endogenous ouabain-dependent forms of hypertension. Reduces blood pressure in Milan hypersensitive rats. Controls mania-like behaviors in Myshkin mice having a Na+/K+ ATPase alpha3 subunit mutation. Tocris Bioscience 5315
      Na+/K+ ATPase modulator; antihypertensive agent Tocris Bioscience 5315
      Rostafuroxin(PST 2238) is a antihypertensive compound; Na,K-ATPase antognist;displaced [3H]ouabain from the dogkidney Na+,K+-ATPase with IC50 of 1.5 nM. MedChem Express
      Rostafuroxin(PST 2238) is a antihypertensive compound; Na,K-ATPase antognist;displaced [3H]ouabain from the dogkidney Na+,K+-ATPase with IC50 of 1.5 nM.; IC50 value: 1.5 nM [1]; Target: Na+,K+-ATPase modulator; ouabain antagonist; in vitro: PST 2238 displaced [3H]ouabain from the dog kidney Na+,K+-ATPase receptor (IC50 ) 1.5X 10-6M), was devoid of cardiac inotropic activity in isolated guinea pig atria, and showed no affinity up to 10-4 M with general (R1, R2, a1, a2, A1, A2, M1, M2, H1, H2, 5-HT1, 5-HT2, Ca2+ channels, TXA2/PGH2, PAF, GABAA, GABAB, DA-NE-5-HT uptake, glutammate,glycine, benzo diazepine) and hormonal (estrogenic, progestinic, androgenic, mineralcorticoid) receptors [1]. MedChem Express HY-12283
      Rostafuroxin(PST 2238) is a antihypertensive compound; Na,K-ATPase antognist;displaced [3H]ouabain from the dogkidney Na+,K+-ATPase with IC50 of 1.5 nM.;IC50 value: 1.5 nM [1];Target: Na+,K+-ATPase modulator; ouabain antagonist;In vitro: PST 2238 displaced [3H]ouabain from the dog kidney Na+,K+-ATPase receptor (IC50 ) 1.5X 10-6M), was devoid of cardiac inotropic activity in isolated guinea pig atria, and showed no affinity up to 10-4 M with general (R1, R2, a1, a2, A1, A2, M1, M2, H1, H2, 5-HT1, 5-HT2, Ca2+ channels, TXA2/PGH2, PAF, GABAA, GABAB, DA-NE-5-HT uptake, glutammate,glycine, benzodiazepine) and hormonal (estrogenic, progestinic, androgenic, mineralcorticoid) receptors [1]. At molecular level, in the kidney, Rostafuroxin antagonizes EO triggering of the Src-epidermal growth factor receptor (EGFr)-dependent signaling pathway leading to renal Na+-K+ pump, and ERK tyrosine phosphorylation and activation [3].;In vivo: PST 2238, given orally at very low doses (1 and 10 microg/ MedChem Express HY-12283
      Transporters Tocris Bioscience 5315

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 451.3±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 74.8±3.0 kJ/mol
Flash Point: 226.7±28.7 °C
Index of Refraction: 1.591
Molar Refractivity: 103.1±0.3 cm3
#H bond acceptors: 4
#H bond donors: 3
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 3.56
ACD/LogD (pH 5.5): 2.78
ACD/BCF (pH 5.5): 76.30
ACD/KOC (pH 5.5): 774.66
ACD/LogD (pH 7.4): 2.78
ACD/BCF (pH 7.4): 76.30
ACD/KOC (pH 7.4): 774.66
Polar Surface Area: 74 Å2
Polarizability: 40.9±0.5 10-24cm3
Surface Tension: 53.8±3.0 dyne/cm
Molar Volume: 305.3±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) =  3.52

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  470.36  (Adapted Stein & Brown method)
    Melting Pt (deg C):  198.75  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.66E-012  (Modified Grain method)
    Subcooled liquid VP: 1.81E-010 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):  4.323
       log Kow used: 3.52 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  931.4 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.80E-009  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.032E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.52  (KowWin est)
  Log Kaw used:  -7.133  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.653
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.0077
   Biowin2 (Non-Linear Model)     :   0.0003
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6830  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.8231  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2823
   Biowin6 (MITI Non-Linear Model):   0.0247
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.7358
 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):  2.41E-008 Pa (1.81E-010 mm Hg)
  Log Koa (Koawin est  ): 10.653
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  124 
       Octanol/air (Koa) model:  0.011 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.469 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 134.1064 E-12 cm3/molecule-sec
      Half-Life =     0.080 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.957 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   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    :  2.301E+004
      Log Koc:  4.362 

 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 = 2.011 (BCF = 102.6)
       log Kow used: 3.52 (estimated)

 Volatilization from Water:
    Henry LC:  1.8E-009 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.295E+005  hours   (2.623E+004 days)
    Half-Life from Model Lake : 6.867E+006  hours   (2.861E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              13.49  percent
    Total biodegradation:        0.19  percent
    Total sludge adsorption:    13.31  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       0.0189          1.91         1000       
   Water     7.16            4.32e+003    1000       
   Soil      92              8.64e+003    1000       
   Sediment  0.824           3.89e+004    0          
     Persistence Time: 4.4e+003 hr

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