ChemSpider 2D Image | 9(11)-dehydroaxinysterol | C28H40O3

9(11)-dehydroaxinysterol

  • Molecular FormulaC28H40O3
  • Average mass424.615 Da
  • Monoisotopic mass424.297760 Da
  • ChemSpider ID9287838

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 9 of 9 defined stereocentres

More details:

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

(1S,2R,5R,6R,10R,13S,15S)-5-[(2R,3E,5S)-5,6-Dimethyl-3,6-heptadien-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-8,18-dien-13-ol [German] [ACD/IUPAC Name]
(1S,2R,5R,6R,10R,13S,15S)-5-[(2R,3E,5S)-5,6-Dimethyl-3,6-heptadien-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-8,18-dien-13-ol [ACD/IUPAC Name]
(1S,2R,5R,6R,10R,13S,15S)-5-[(2R,3E,5S)-5,6-Diméthyl-3,6-heptadién-2-yl]-6,10-diméthyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadéca-8,18-dién-13-ol [French] [ACD/IUPAC Name]
3b,5a-Etheno-1H-benz[c]indeno[5,4-e][1,2]dioxin-7-ol, 2,3,3a,6,7,8,9,9a,11,11a-decahydro-9a,11a-dimethyl-1-[(1R,2E,4S)-1,4,5-trimethyl-2,5-hexadien-1-yl]-, (1R,3aR,3bS,5aS,7S,9aR,11aR)- [ACD/Index Name]
9(11)-dehydroaxinysterol
(3S,5S,8S,10R,13R,14R,17R)-17-[(2R,3E,5S)-5,6-dimethylhepta-3,6-dien-2-yl]-10,13-dimethyl-1,3,4,10,12,13,14,15,16,17-decahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol
https://www.ebi.ac.uk/chembl/compoundreportcard/CHEMBL515493/
  • Miscellaneous

    • Chemical Class:

      A 3<stereo>beta</stereo>-sterol having a 5<stereo>alpha</stereo>-ergostane skeleton with double bonds at C-6, C-9(11), C-22 and C-25 and a peroxy group between positions 5 and 8. An antineoplastic age nt isolated from Okinawan sponge of the genus <ital>Axinyssa</ital>. ChEBI CHEBI:65733
      A 3beta-sterol having a 5alpha-ergostane skeleton with double bonds at C-6, C-9(11), C-22 and C-25 and a peroxy group between positions 5 and 8. An antineoplastic age; nt isolated from Okinawan sponge of the genus Axinyssa. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:65733
      A 3beta-sterol having a 5alpha-ergostane skeleton with double bonds at C-6, C-9(11), C-22 and C-25 and a peroxy group between positions 5 and 8. An antineoplastic agent isolated from Okinawan sponge o f the genus Axinyssa. ChEBI CHEBI:65733

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

Density: 1.1±0.1 g/cm3
Boiling Point: 517.7±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.1 mmHg at 25°C
Enthalpy of Vaporization: 90.9±6.0 kJ/mol
Flash Point: 266.9±30.1 °C
Index of Refraction: 1.570
Molar Refractivity: 125.5±0.4 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 7.20
ACD/LogD (pH 5.5): 7.01
ACD/BCF (pH 5.5): 125616.78
ACD/KOC (pH 5.5): 155409.06
ACD/LogD (pH 7.4): 7.01
ACD/BCF (pH 7.4): 125616.78
ACD/KOC (pH 7.4): 155409.06
Polar Surface Area: 39 Å2
Polarizability: 49.7±0.5 10-24cm3
Surface Tension: 43.5±5.0 dyne/cm
Molar Volume: 382.2±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) =  9.30

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  466.93  (Adapted Stein & Brown method)
    Melting Pt (deg C):  197.15  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.9E-011  (Modified Grain method)
    Subcooled liquid VP: 1.88E-009 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):  7.948e-005
       log Kow used: 9.30 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  8.0166e-005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.49E-006  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.039E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  9.30  (KowWin est)
  Log Kaw used:  -4.215  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.515
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.0316
   Biowin2 (Non-Linear Model)     :   0.0002
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.5723  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.7508  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0198
   Biowin6 (MITI Non-Linear Model):   0.0025
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.2140
 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):  2.51E-007 Pa (1.88E-009 mm Hg)
  Log Koa (Koawin est  ): 13.515
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  12 
       Octanol/air (Koa) model:  8.04 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.998 
       Mackay model           :  0.999 
       Octanol/air (Koa) model:  0.998 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 278.4615 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 286.0615 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   27.656 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   26.921 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    15.512500 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    22.512501 E-17 cm3/molecule-sec [Trans-]
      Half-Life =   106.381 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    73.303 Min (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 0.998 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  7.181E+006
      Log Koc:  6.856 

 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 = 1.659 (BCF = 45.56)
       log Kow used: 9.30 (estimated)

 Volatilization from Water:
    Henry LC:  1.49E-006 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      811.8  hours   (33.83 days)
    Half-Life from Model Lake :       9029  hours   (376.2 days)

 Removal In Wastewater Treatment:
    Total removal:              94.03  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       0.00263         0.607        1000       
   Water     0.746           4.32e+003    1000       
   Soil      39.6            8.64e+003    1000       
   Sediment  59.6            3.89e+004    0          
     Persistence Time: 1.07e+004 hr

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