(5Z)-7-{(1R,2R,3S,5S)-2-[(1E)-4-(3-Chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-5-heptenoic acid

Molecular FormulaC₂₂H₂₉ClO₆
Average mass424.915 Da
Monoisotopic mass424.165253 Da
ChemSpider ID4952672

- Double-bond stereo
- 4 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,2R,3S,5S)-2-[(1E)-4-(3-Chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-5-heptenoic acid [ACD/IUPAC Name]

(5Z)-7-{(1R,2R,3S,5S)-2-[(1E)-4-(3-Chlorphenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-5-heptensäure [German] [ACD/IUPAC Name]

5-Heptenoic acid, 7-[(1R,2R,3S,5S)-2-[(1E)-4-(3-chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-, (5Z)- [ACD/Index Name]

Acide (5Z)-7-{(1R,2R,3S,5S)-2-[(1E)-4-(3-chlorophénoxy)-3-hydroxy-1-butén-1-yl]-3,5-dihydroxycyclopentyl}-5-hepténoïque [French] [ACD/IUPAC Name]

(Z)-7-((1R,2R,3S,5S)-2-((S,E)-4-(3-chlorophenoxy)-3-hydroxybut-1-en-1-yl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid

16-(3-Chlorophenoxy)-17,18,19,20-tetranorprostaglandin F2α

16-Cpotn-PGF2 α

40665-93-8 [RN]

5-Heptenoic acid, 7-(2-(4-(3-chlorophenoxy)-3-hydroxy-1-butenyl)-3,5-dihydroxycyclopentyl)-, (1α(Z),2β(1E,3S*),3α,5α)-(±)-

Fmoc-Arg(Boc)2-OH;(S)-5-[[Bis(Boc-amino)methylene]amino]-2-(Fmoc-amino)pentanoic Acid

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Experimental data
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:	628.0±55.0 °C at 760 mmHg
Vapour Pressure:	0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization:	97.7±3.0 kJ/mol
Flash Point:	333.6±31.5 °C
Index of Refraction:	1.623
Molar Refractivity:	113.4±0.3 cm³
#H bond acceptors:	6
#H bond donors:	4
#Freely Rotating Bonds:	11
#Rule of 5 Violations:	0

ACD/LogP:	2.31
ACD/LogD (pH 5.5):	1.69
ACD/BCF (pH 5.5):	7.22
ACD/KOC (pH 5.5):	84.16
ACD/LogD (pH 7.4):	-0.11
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	1.35
Polar Surface Area:	107 Å²
Polarizability:	44.9±0.5 10^-24cm³
Surface Tension:	56.1±3.0 dyne/cm
Molar Volume:	321.7±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) =  3.95

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  587.01  (Adapted Stein & Brown method)
    Melting Pt (deg C):  253.24  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.83E-017  (Modified Grain method)
    Subcooled liquid VP: 2.4E-014 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):  2.251
       log Kow used: 3.95 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  107.62 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.55E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.945E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.95  (KowWin est)
  Log Kaw used:  -13.198  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.148
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0436
   Biowin2 (Non-Linear Model)     :   0.7692
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8399  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9204  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6375
   Biowin6 (MITI Non-Linear Model):   0.1062
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5230
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  3.2E-012 Pa (2.4E-014 mm Hg)
  Log Koa (Koawin est  ): 17.148
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.38E+005 
       Octanol/air (Koa) model:  3.45E+004 
   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 = 167.0412 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 182.2412 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.768 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.704 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    :  364.5
      Log Koc:  2.562 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 3.95 (estimated)

 Volatilization from Water:
    Henry LC:  1.55E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.786E+011  hours   (3.244E+010 days)
    Half-Life from Model Lake : 8.494E+012  hours   (3.539E+011 days)

 Removal In Wastewater Treatment:
    Total removal:              27.83  percent
    Total biodegradation:        0.30  percent
    Total sludge adsorption:    27.53  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       0.0585          0.627        1000       
   Water     23.4            360          1000       
   Soil      73.9            720          1000       
   Sediment  2.67            3.24e+003    0          
     Persistence Time: 487 hr

Click to predict properties on the Chemicalize site

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(5Z)-7-{(1R,2R,3S,5S)-2-[(1E)-4-(3-Chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-5-heptenoic acid

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