ChemSpider 2D Image | beta-Sitosterol acetate | C31H52O2

β-Sitosterol acetate

  • Molecular FormulaC31H52O2
  • Average mass456.743 Da
  • Monoisotopic mass456.396729 Da
  • ChemSpider ID4510688

  • defined stereocentres - 9 of 9 defined stereocentres

More details:

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

β-Sitosterol acetate
(1R,3aS,3bS,7S,9aR,9bS,11aR)-1-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl acetate
(3β)-Stigmast-5-en-3-yl acetate [ACD/IUPAC Name]
(3β)-Stigmast-5-en-3-yl-acetat [German] [ACD/IUPAC Name]
(3β,20R,24R)-Stigmast-5-en-3-yl acetate [ACD/IUPAC Name]
(3β,20R,24R)-Stigmast-5-en-3-yl-acetat [German] [ACD/IUPAC Name]
(3β,24R)-Stigmast-5-en-3-yl acetate
?-sitosteryl acetate
213-019-6 [EINECS]
3β-Acetoxystigmast-5-ene
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

NSC 11922 [DBID]
NSC11922 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A steroid ester obtained by the formal condensation of the hydroxy group of <stereo>beta</stereo>-sitosterol with acetic acid. It has been isolated from the mycelia of <ital>Cordyceps sinensis</ital>. ChEBI CHEBI:69433
      A steroid ester obtained by the formal condensation of the hydroxy group of beta-sitosterol with acetic acid. It has been isolated from the mycelia of Cordyceps sinensis. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:69433, CHEBI:69433
  • Gas Chromatography

    • Retention Index (Kovats):

      3357 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.30 mm; Column length: 30 m; Column type: Capillary; Start T: 260 C; CAS no: 915059; Active phase: OV-1; Carrier gas: N2; Data type: Kovats RI; Authors: Itoh, T.; Tani, H.; Fukushima, K.; Tamura, T.; Matsumoto, T., Structure-Retention Relationship of Sterols and Triterpene Alcohols in Gas Chromatography on a Glass Capillary Column, J. Chromatogr., 234, 1982, 65-76.) NIST Spectra nist ri

    • Retention Index (Normal Alkane):

      3342.9 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 1.5 m; Column type: Packed; CAS no: 915059; Active phase: SE-30; Carrier gas: N2; Data type: Normal alkane RI; Authors: Kovacheva, E.; Ganchev, G.; Neicheva, A.; Ivanova, I.; Konoushlieva, M.; Andreev, V., Gas chromatographic determination of sterols in fat-soluble concentrates obtained from plant materials, J. Chromatogr., 509, 1990, 79-84.) NIST Spectra nist ri
      3348.9 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 915059; Active phase: JXR; Carrier gas: N2; Substrate: GAs-Chrom Q (100-120 mesh); Data type: Normal alkane RI; Authors: Black, R.A.; Andreasen, A.A., Steroids in aged whisky, J. Ass. Offic. Anal. Chem, 56(6), 1973, 1357-1361.) NIST Spectra nist ri
      3355.7 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 915059; Active phase: OV-101; Substrate: Gas-Chrom Q; Data type: Normal alkane RI; Authors: Nordby, H.E.; Nagy, S., An Evaluation of Recent Gas-Liquid Chromatographic Liquid Phases for Resolution of Acetylated Plant Sterols, J. Chromatogr., 75, 1973, 187-193.) NIST Spectra nist ri
      3363.9 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 25 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 245 C; End T: 280 C; End time: 15 min; Start time: 16 min; CAS no: 915059; Active phase: CP Sil 8 CB; Carrier gas: H2; Phase thickness: 0.12 um; Data type: Normal alkane RI; Authors: Reina, R.J.; White, K.D.; Jahngen, E.G.E., Validated method for quantitation and identification of 4,4-desmethylsterols and triterpene diols in plant oils by thin-layer chromatography-high resolution gas chromatography-mass spectrometry, J. AOAC Int., 80(6), 1997, 1272-1280.) NIST Spectra nist ri

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

Density: 1.0±0.1 g/cm3
Boiling Point: 514.5±29.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 78.6±3.0 kJ/mol
Flash Point: 262.1±11.8 °C
Index of Refraction: 1.513
Molar Refractivity: 138.8±0.4 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 1
ACD/LogP: 11.58
ACD/LogD (pH 5.5): 10.35
ACD/BCF (pH 5.5): 1000000.00
ACD/KOC (pH 5.5): 10000000.00
ACD/LogD (pH 7.4): 10.35
ACD/BCF (pH 7.4): 1000000.00
ACD/KOC (pH 7.4): 10000000.00
Polar Surface Area: 26 Å2
Polarizability: 55.0±0.5 10-24cm3
Surface Tension: 37.0±5.0 dyne/cm
Molar Volume: 462.1±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) =  10.65

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  458.65  (Adapted Stein & Brown method)
    Melting Pt (deg C):  176.48  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.02E-009  (Modified Grain method)
    Subcooled liquid VP: 2.99E-007 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):  1.079e-006
       log Kow used: 10.65 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.7101e-005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.92E-002  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.467E-003 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  10.65  (KowWin est)
  Log Kaw used:  -0.105  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.755
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3364
   Biowin2 (Non-Linear Model)     :   0.0550
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.9058  (months      )
   Biowin4 (Primary Survey Model) :   3.1108  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0576
   Biowin6 (MITI Non-Linear Model):   0.0066
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.4735
 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):  3.99E-005 Pa (2.99E-007 mm Hg)
  Log Koa (Koawin est  ): 10.755
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0753 
       Octanol/air (Koa) model:  0.014 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.731 
       Mackay model           :  0.858 
       Octanol/air (Koa) model:  0.528 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 127.1477 E-12 cm3/molecule-sec
      Half-Life =     0.084 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.009 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     7.393750 E-17 cm3/molecule-sec
      Half-Life =     0.155 Days (at 7E11 mol/cm3)
      Half-Life =      3.720 Hrs
   Fraction sorbed to airborne particulates (phi): 0.794 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4.048E+007
      Log Koc:  7.607 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  6.266E-002  L/mol-sec
  Kb Half-Life at pH 8:     128.021  days   
  Kb Half-Life at pH 7:       3.505  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 10.65 (estimated)

 Volatilization from Water:
    Henry LC:  0.0192 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      2.246  hours
    Half-Life from Model Lake :      203.7  hours   (8.488 days)

 Removal In Wastewater Treatment:
    Total removal:              94.04  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.26  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       0.0125          1.31         1000       
   Water     1.38            1.44e+003    1000       
   Soil      30.3            2.88e+003    1000       
   Sediment  68.3            1.3e+004     0          
     Persistence Time: 4.74e+003 hr

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