ChemSpider 2D Image | 3beta,5alpha,6beta,9alpha-Tetrahydroxyergosta-7,22-diene | C28H46O4

3β,5α,6β,9α-Tetrahydroxyergosta-7,22-diene

  • Molecular FormulaC28H46O4
  • Average mass446.662 Da
  • Monoisotopic mass446.339600 Da
  • ChemSpider ID552843
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 10 of 10 defined stereocentres


More details:






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

(22E,24R)-ergosta-7,22-diene-3β,5α,6β,9α-tetrol
(3β,5α,6β,22E)-Ergosta-7,22-dien-3,5,6,9-tetrol [German] [ACD/IUPAC Name]
(3β,5α,6β,22E)-Ergosta-7,22-diene-3,5,6,9-tetrol [ACD/IUPAC Name]
(3β,5α,6β,22E)-Ergosta-7,22-diène-3,5,6,9-tétrol [French] [ACD/IUPAC Name]
22E,24R-Ergosta-7,22-diene-3β,5α,6β,9α-tetraol
3β,5α,6β,9α-Tetrahydroxyergosta-7,22-diene
Ergosta-7,22-diene-3,5,6,9-tetrol, (3β,5α,6β,22E)- [ACD/Index Name]
(22E, 24R)-ergosta-7,22-diene-3β,5α,6β,9α-tetrol
(3β,5α,6β,14ξ,22E)-Ergosta-7,22-diene-3,5,6,9-tetrol [ACD/IUPAC Name]
10,13-Dimethyl-17-(1,4,5-trimethyl-hex-2-enyl)-1,3,4,6,10,11,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,5,6,9-tetraol
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  • Miscellaneous
    • Chemical Class:

      A 3<stereo>beta</stereo>-sterol that is ergosta-7,22-dien-3-ol substituted by additional hydroxy groups at positions 5, 6 and 9 (3<stereo>beta</stereo>,5<stereo>alpha</stereo>,6<stereo>beta</stereo>,2 2<stereo>E</stereo> stereoisomer). It has been isolated from the endophytic fungus, <ital>Chaetomium globosum</ital>. ChEBI CHEBI:68694
      A 3beta-sterol that is ergosta-7,22-dien-3-ol substituted by additional hydroxy groups at positions 5, 6 and 9 (3beta,5alpha,6beta,2; 2E stereoisomer). It has been isolated from the endophytic fungus, Chaetomium globosum. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:68694

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

Density: 1.1±0.1 g/cm3
Boiling Point: 565.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.5 mmHg at 25°C
Enthalpy of Vaporization: 97.5±6.0 kJ/mol
Flash Point: 235.2±24.7 °C
Index of Refraction: 1.570
Molar Refractivity: 129.1±0.4 cm3
#H bond acceptors: 4
#H bond donors: 4
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 6.31
ACD/LogD (pH 5.5): 4.72
ACD/BCF (pH 5.5): 2265.71
ACD/KOC (pH 5.5): 8775.08
ACD/LogD (pH 7.4): 4.72
ACD/BCF (pH 7.4): 2265.70
ACD/KOC (pH 7.4): 8775.06
Polar Surface Area: 81 Å2
Polarizability: 51.2±0.5 10-24cm3
Surface Tension: 49.6±5.0 dyne/cm
Molar Volume: 393.5±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) =  4.80

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  533.61  (Adapted Stein & Brown method)
    Melting Pt (deg C):  228.30  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  9.78E-015  (Modified Grain method)
    Subcooled liquid VP: 1.49E-012 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):  0.1234
       log Kow used: 4.80 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  144.64 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.54E-009  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.658E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.80  (KowWin est)
  Log Kaw used:  -6.409  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.209
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1166
   Biowin2 (Non-Linear Model)     :   0.0003
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6835  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.8484  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0329
   Biowin6 (MITI Non-Linear Model):   0.0033
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.1132
 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):  1.99E-010 Pa (1.49E-012 mm Hg)
  Log Koa (Koawin est  ): 11.209
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.51E+004 
       Octanol/air (Koa) model:  0.0397 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.761 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 207.0646 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 214.6646 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.620 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.598 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    20.393749 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    27.393749 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.349 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     1.004 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  2.842E+005
      Log Koc:  5.454 

 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 = 2.999 (BCF = 998.8)
       log Kow used: 4.80 (estimated)

 Volatilization from Water:
    Henry LC:  9.54E-009 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.297E+005  hours   (5405 days)
    Half-Life from Model Lake : 1.415E+006  hours   (5.897E+004 days)

 Removal In Wastewater Treatment:
    Total removal:              70.37  percent
    Total biodegradation:        0.63  percent
    Total sludge adsorption:    69.74  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       0.00565         0.646        1000       
   Water     4.96            4.32e+003    1000       
   Soil      79.7            8.64e+003    1000       
   Sediment  15.3            3.89e+004    0          
     Persistence Time: 5.31e+003 hr




                    

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