ChemSpider 2D Image | Muristerone A | C27H44O8

Muristerone A

  • Molecular FormulaC27H44O8
  • Average mass496.634 Da
  • Monoisotopic mass496.303619 Da
  • ChemSpider ID109000

  • defined stereocentres - 11 of 11 defined stereocentres

More details:

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

(1S,3aS,5aS,7R,8S,9aR,9bR,10R,11aR)-1-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-3a,5a,7,8,10-pentahydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-5-one
(2β,3β,5β,11α,22R)-2,3,5,11,14,20,22-Heptahydroxycholest-7-en-6-on [German] [ACD/IUPAC Name]
(2β,3β,5β,11α,22R)-2,3,5,11,14,20,22-Heptahydroxycholest-7-en-6-one [ACD/IUPAC Name]
(2β,3β,5β,11α,22R)-2,3,5,11,14,20,22-Heptahydroxycholest-7-én-6-one [French] [ACD/IUPAC Name]
38778-30-2 [RN]
Cholest-7-en-6-one, 2,3,5,11,14,20,22-heptahydroxy-, (2β,3β,5β,11α,22R)- [ACD/Index Name]
Muristerone A
(1S,3aS,5aS,7R,8S,9aR,9bR,10R,11aR)-1-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-3a,5a,7,8,10-pentahydroxy-9a,11a-dimethyl-1H,2H,3H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-5-one
(2b,3b,5b,11a,22R)-2,3,5,11,14,20,22-Heptahydroxycholest-7-en-6-one
(2S,3R,5S,9R,10R,11R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,5,11,14-pentahydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Apoptosis Tocris Bioscience 3816
      Bcl-2 Family Tocris Bioscience 3816
      Biochemicals & small molecules/Agonists & activators Hello Bio HB3985
      Cell Biology Tocris Bioscience 3816
      Ecdysone analog that acts as an inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals. Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-indu ced apoptosis in RKO cells. Tocris Bioscience 3816
      Ecdysone analog that acts as an inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals. Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-induced apoptosis in RKO cells. Tocris Bioscience 3816
      Ecdysone receptor (EcR) agonist. Apoptosis inducer. Hello Bio HB3985
      Potent member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. Analog of ecdysone with similar properties to ponasterone A. Inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals. Induces apoptosis in cells transfected with wild-type Bax. Induces expression of beta-galactosidase. Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-induced apoptosis in RKO cells. Insect steroid hormone involved in regulating metamorphosis, causing a response to G2 cell cycle arrest. Major molting hormone in some insects. Has protective effects in plants. Hello Bio HB3985
      Receptors & Transporters/Nuclear hormone/Other/Ecdysone receptor Hello Bio HB3985
      Stimulates Bcl-XL mRNA transcription; antiapoptotic Tocris Bioscience 3816

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

Density: 1.3±0.1 g/cm3
Boiling Point: 707.2±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±5.1 mmHg at 25°C
Enthalpy of Vaporization: 118.2±6.0 kJ/mol
Flash Point: 395.4±29.4 °C
Index of Refraction: 1.610
Molar Refractivity: 129.3±0.4 cm3
#H bond acceptors: 8
#H bond donors: 7
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 1
ACD/LogP: 0.27
ACD/LogD (pH 5.5): 0.49
ACD/BCF (pH 5.5): 1.38
ACD/KOC (pH 5.5): 43.75
ACD/LogD (pH 7.4): 0.49
ACD/BCF (pH 7.4): 1.38
ACD/KOC (pH 7.4): 43.74
Polar Surface Area: 159 Å2
Polarizability: 51.3±0.5 10-24cm3
Surface Tension: 67.4±5.0 dyne/cm
Molar Volume: 373.1±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) =  -0.12

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  656.89  (Adapted Stein & Brown method)
    Melting Pt (deg C):  285.89  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.26E-019  (Modified Grain method)
    Subcooled liquid VP: 9.8E-017 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):  945.2
       log Kow used: -0.12 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  7.695e+005 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 :   3.47E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.711E-023 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.12  (KowWin est)
  Log Kaw used:  -10.848  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.728
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2332
   Biowin2 (Non-Linear Model)     :   0.0002
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6584  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.8596  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5016
   Biowin6 (MITI Non-Linear Model):   0.0254
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8498
 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):  1.31E-014 Pa (9.8E-017 mm Hg)
  Log Koa (Koawin est  ): 10.728
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.3E+008 
       Octanol/air (Koa) model:  0.0131 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.512 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 169.2202 E-12 cm3/molecule-sec
      Half-Life =     0.063 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.758 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): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6.605E+004
      Log Koc:  4.820 

 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 = 0.500 (BCF = 3.162)
       log Kow used: -0.12 (estimated)

 Volatilization from Water:
    Henry LC:  3.47E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  3.76E+009  hours   (1.567E+008 days)
    Half-Life from Model Lake : 4.102E+010  hours   (1.709E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       0.0662          1.43         1000       
   Water     58.9            4.32e+003    1000       
   Soil      41              8.64e+003    1000       
   Sediment  0.117           3.89e+004    0          
     Persistence Time: 958 hr

Click to predict properties on the Chemicalize site


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