(5Z)-7-{(1R,2S,3S,5R)-3-[(1E,3R)-3-Hydroxy-1-octen-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl}-5-heptenoic acid

Molecular FormulaC₂₁H₃₄O₃S
Average mass366.558 Da
Monoisotopic mass366.222870 Da
ChemSpider ID4942357

- Double-bond stereo
- 5 of 5 defined stereocentres

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Names and Synonyms

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

(5Z)-7-{(1R,2S,3S,5R)-3-[(1E,3R)-3-Hydroxy-1-octen-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl}-5-heptenoic acid [ACD/IUPAC Name]

(5Z)-7-{(1R,2S,3S,5R)-3-[(1E,3R)-3-Hydroxy-1-octen-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl}-5-heptensäure [German] [ACD/IUPAC Name]

5-Heptenoic acid, 7-[(1R,2S,3S,5R)-3-[(1E,3R)-3-hydroxy-1-octen-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl]-, (5Z)- [ACD/Index Name]

Acide (5Z)-7-{(1R,2S,3S,5R)-3-[(1E,3R)-3-hydroxy-1-octén-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl}-5-hepténoïque [French] [ACD/IUPAC Name]

(5Z)-7-[(1R,2S,3S,5R)-3-[(1E,3R)-3-HYDROXYOCT-1-EN-1-YL]-6-THIABICYCLO[3.1.1]HEPTAN-2-YL]HEPT-5-ENOIC ACID

5-Heptenoic acid, 7-(3-(3-hydroxy-1-octenyl)-6-thiabicyclo(3.1.1)hept-2-yl)-, (1α,2β(Z),3α(1E,3R*),5α)-

78647-10-6 [RN]

80408-46-4 [RN]

STA 2

STxA2

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.1±0.1 g/cm³
Boiling Point:	532.7±45.0 °C at 760 mmHg
Vapour Pressure:	0.0±3.2 mmHg at 25°C
Enthalpy of Vaporization:	93.0±6.0 kJ/mol
Flash Point:	276.0±28.7 °C
Index of Refraction:	1.572
Molar Refractivity:	108.4±0.3 cm³
#H bond acceptors:	3
#H bond donors:	2
#Freely Rotating Bonds:	12
#Rule of 5 Violations:	0

ACD/LogP:	4.86
ACD/LogD (pH 5.5):	4.29
ACD/BCF (pH 5.5):	680.04
ACD/KOC (pH 5.5):	2177.72
ACD/LogD (pH 7.4):	2.49
ACD/BCF (pH 7.4):	10.87
ACD/KOC (pH 7.4):	34.80
Polar Surface Area:	83 Å²
Polarizability:	43.0±0.5 10^-24cm³
Surface Tension:	47.0±3.0 dyne/cm
Molar Volume:	329.3±3.0 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) =  6.18

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  486.99  (Adapted Stein & Brown method)
    Melting Pt (deg C):  206.52  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.55E-012  (Modified Grain method)
    Subcooled liquid VP: 4.65E-010 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):  0.06389
       log Kow used: 6.18 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.13062 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.27E-012  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.190E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.18  (KowWin est)
  Log Kaw used:  -9.667  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.847
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9129
   Biowin2 (Non-Linear Model)     :   0.8035
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2120  (weeks       )
   Biowin4 (Primary Survey Model) :   4.1030  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4230
   Biowin6 (MITI Non-Linear Model):   0.0764
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4241
 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):  6.2E-008 Pa (4.65E-010 mm Hg)
  Log Koa (Koawin est  ): 15.847
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  48.4 
       Octanol/air (Koa) model:  1.73E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.999 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 154.8133 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 170.0133 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.829 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.755 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    26.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    40.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.058 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     0.688 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    :  6093
      Log Koc:  3.785 

 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 = 1.750 (BCF = 56.23)
       log Kow used: 6.18 (estimated)

 Volatilization from Water:
    Henry LC:  5.27E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.127E+008  hours   (8.863E+006 days)
    Half-Life from Model Lake :  2.32E+009  hours   (9.668E+007 days)

 Removal In Wastewater Treatment:
    Total removal:              92.79  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    92.01  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       0.024           0.646        1000       
   Water     6.22            360          1000       
   Soil      36.9            720          1000       
   Sediment  56.9            3.24e+003    0          
     Persistence Time: 1.08e+003 hr

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(5Z)-7-{(1R,2S,3S,5R)-3-[(1E,3R)-3-Hydroxy-1-octen-1-yl]-6-thiabicyclo[3.1.1]hept-2-yl}-5-heptenoic acid

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