(3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}-5-oxotetrahydro-3-furanyl (2E)-3-phenylacrylate

Molecular FormulaC₂₉H₃₆O₇
Average mass496.592 Da
Monoisotopic mass496.246094 Da
ChemSpider ID8430767

- Double-bond stereo
- 7 of 7 defined stereocentres

More details:

Names and Synonyms

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

(2E)-3-Phénylacrylate de (3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxyméthyl)-5,8a-diméthyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]éthylidène}-5-oxotétrahydro-3-furanyle [French] [ACD/IUPAC Name]

(3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]ethyliden}-5-oxotetrahydro-3-furanyl-(2E)-3-phenylacrylat [German] [ACD/IUPAC Name]

(3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}-5-oxotetrahydro-3-furanyl (2E)-3-phenylacrylate [ACD/IUPAC Name]

(3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}-5-oxotetrahydrofuran-3-yl (2E)-3-phenylprop-2-enoate

2-Propenoic acid, 3-phenyl-, (3S,4E)-tetrahydro-4-[2-[(1S,2S,4aS,5R,6R,8aR)-octahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethylspiro[naphthalene-2(1H),2'-oxiran]-1-yl]ethylidene]-5-oxo-3-furanyl ester , (2E)- [ACD/Index Name]

2-propenoic acid, 3-phenyl-, (3S,4E)-tetrahydro-4-[2-[(1S,2S,4aS,5R,6R,8aR)-octahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethylspiro[naphthalene-2(1H),2'-oxiran]-1-yl]ethylidene]-5-oxo-3-furanyl ester, (2E)-

4-[2-[6-hydroxy-5-hydroxymethyl-5,8a-dimethyl-(1S,2''S,4aS,5R,6R,8aS)-spiro[perhydronaphthalene-2,2''-oxirane]-1-yl]-(E)-ethylidene]-5-oxo-(3S)-tetrahydro-3-furanyl 3-phenyl-(E)-2-propenoate

https://www.ebi.ac.uk/chembl/compound_reportcard/CHEMBL361629/

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.3±0.1 g/cm³
Boiling Point:	692.0±55.0 °C at 760 mmHg
Vapour Pressure:	0.0±2.3 mmHg at 25°C
Enthalpy of Vaporization:	106.5±3.0 kJ/mol
Flash Point:	227.5±25.0 °C
Index of Refraction:	1.606
Molar Refractivity:	133.1±0.4 cm³
#H bond acceptors:	7
#H bond donors:	2
#Freely Rotating Bonds:	7
#Rule of 5 Violations:	0

ACD/LogP:	2.37
ACD/LogD (pH 5.5):	3.12
ACD/BCF (pH 5.5):	139.40
ACD/KOC (pH 5.5):	1192.51
ACD/LogD (pH 7.4):	3.12
ACD/BCF (pH 7.4):	139.40
ACD/KOC (pH 7.4):	1192.51
Polar Surface Area:	106 Å²
Polarizability:	52.8±0.5 10^-24cm³
Surface Tension:	57.8±5.0 dyne/cm
Molar Volume:	386.2±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) =  3.49

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  636.24  (Adapted Stein & Brown method)
    Melting Pt (deg C):  276.24  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.89E-018  (Modified Grain method)
    Subcooled liquid VP: 2.29E-015 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):  0.7892
       log Kow used: 3.49 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.2304 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.50E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.221E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.49  (KowWin est)
  Log Kaw used:  -14.411  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.901
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4059
   Biowin2 (Non-Linear Model)     :   0.3897
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0791  (months      )
   Biowin4 (Primary Survey Model) :   3.3829  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7763
   Biowin6 (MITI Non-Linear Model):   0.2084
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9636
 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):  3.05E-013 Pa (2.29E-015 mm Hg)
  Log Koa (Koawin est  ): 17.901
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.83E+006 
       Octanol/air (Koa) model:  1.95E+005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  94.2064 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  96.8664 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.362 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.325 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     8.443749 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     9.493750 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     3.257 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     2.897 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  718.8
      Log Koc:  2.857 

 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 = 1.336 (BCF = 21.7)
       log Kow used: 3.49 (estimated)

 Volatilization from Water:
    Henry LC:  9.5E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.373E+013  hours   (5.723E+011 days)
    Half-Life from Model Lake : 1.498E+014  hours   (6.243E+012 days)

 Removal In Wastewater Treatment:
    Total removal:              12.81  percent
    Total biodegradation:        0.18  percent
    Total sludge adsorption:    12.62  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       0.0355          1.48         1000       
   Water     13.5            1.44e+003    1000       
   Soil      85.3            2.88e+003    1000       
   Sediment  1.14            1.3e+004     0          
     Persistence Time: 1.74e+003 hr

Click to predict properties on the Chemicalize site

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

(3S,4E)-4-{2-[(1S,2S,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}-5-oxotetrahydro-3-furanyl (2E)-3-phenylacrylate

More details:

Search ChemSpider:

Search Google: