ChemSpider 2D Image | (-)-Prostaglandin E1 | C20H34O5

(-)-Prostaglandin E1

  • Molecular FormulaC20H34O5
  • Average mass354.481 Da
  • Monoisotopic mass354.240631 Da
  • ChemSpider ID4444306
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 4 of 4 defined stereocentres


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Featured data source



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

(-)-Prostaglandin E1
(11a,13E,15S)-11,15-Dihydroxy-9-oxo-prost-13-en-1-oic acid
(11a,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-oic Acid
(11α,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-oic acid [ACD/IUPAC Name]
(11α,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-säure [German] [ACD/IUPAC Name]
(1R,2R,3R)-3-Hydroxy-2-((E)-(3S)-3-hydroxy-1-octenyl)-5-oxocyclopentaneheptanoic acid
212-017-2 [EINECS]
4425
7-{(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl}heptanoic acid
7-{(1R,2R,3R)-3-Hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl}heptansäure [German]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

U 10136 [DBID]
82474_FLUKA [DBID]
A0593_SIAL [DBID]
AI3-62116 [DBID]
Bio1_000229 [DBID]
Bio1_000718 [DBID]
Bio1_001207 [DBID]
Bio2_000208 [DBID]
Bio2_000688 [DBID]
C04741 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      5 Axon Medchem 2062
      C01EA01 Wikidata Q579348
      Danger Biosynth W-104416
      G04BE01 Wikidata Q579348
      GHS06; GHS08 Biosynth W-104416
      H301; H361 Biosynth W-104416
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 2062
      no pictogram Axon Medchem 2062
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 2062
      P281; P301+P310 Biosynth W-104416
      Warning Axon Medchem 2062
    • Target Organs:

      Prostaglandin Receptor TargetMol T1626
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 1620
      GPCR/G protein MedChem Express HY-B0131
      GPCR/G Protein TargetMol T1626
      GPCR/G protein; MedChem Express HY-B0131
      Prostaglandin E1 (Alprostadil) is a prostaglandin, which is used in the treatment of erectile dysfunction and has vasodilatory properties. MedChem Express
      Prostaglandin E1 (Alprostadil) is a prostaglandin, which is used in the treatment of erectile dysfunction and has vasodilatory properties.; Target: Prostaglandin Receptor; Prostaglandin E1 (PGE1), known pharmaceutically as alprostadil, is a prostaglandin. MedChem Express HY-B0131
      Prostaglandin Receptor MedChem Express HY-B0131
      Prostaglandin Receptor TargetMol T1626
      Prostaglandin with some selectivity for EP3 and EP4 receptors (Ki values are 1.1, 2.1, 36, 10 and 33 nM for mouse EP3, EP4, EP1, EP2 and IP receptors respectively). Inhibits platelet aggregation and is a vasodilator in vivo. Tocris Bioscience 1620
      Prostaglandin with some selectivity for EP3 and EP4 receptors (Ki values are 1.1, 2.1, 36, 10 and 33 nM for mouse EP3, EP4, EP1, EP2 and IP receptors respectively). Inhibits platelet aggregation and is a vasodilator in vivo. Tocris Bioscience 1620
      Prostaglandin with some selectivity for EP3 and EP4 receptors (Ki values are 1.1, 2.1, 36, 10 and 33 nM for mouse EP3, EP4, EP1, EP2 and IP receptors respectively). Inhibits platelet aggregation and is a vasodilator in vivo. Tocris Bioscience 1620
      Prostaglandin. Vasodilator and antiplatelet agent in vivo Tocris Bioscience 1620
      Prostanoid Receptors Tocris Bioscience 1620

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.1±0.1 g/cm3
Boiling Point: 529.3±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.2 mmHg at 25°C
Enthalpy of Vaporization: 92.5±6.0 kJ/mol
Flash Point: 288.0±26.6 °C
Index of Refraction: 1.546
Molar Refractivity: 99.2±0.3 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 13
#Rule of 5 Violations: 0
ACD/LogP: 2.24
ACD/LogD (pH 5.5): 1.98
ACD/BCF (pH 5.5): 12.01
ACD/KOC (pH 5.5): 122.11
ACD/LogD (pH 7.4): 0.18
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.96
Polar Surface Area: 95 Å2
Polarizability: 39.3±0.5 10-24cm3
Surface Tension: 52.3±3.0 dyne/cm
Molar Volume: 313.2±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) =  3.73
    Log Kow (Exper. database match) =  3.20
       Exper. Ref:  Avdeef,A et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  511.34  (Adapted Stein & Brown method)
    Melting Pt (deg C):  217.90  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.29E-013  (Modified Grain method)
    Subcooled liquid VP: 2.62E-011 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):  26.74
       log Kow used: 3.20 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  236.14 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 :   1.78E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.995E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.20  (exp database)
  Log Kaw used:  -12.138  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.338
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0842
   Biowin2 (Non-Linear Model)     :   0.9042
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3762  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.2276  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7920
   Biowin6 (MITI Non-Linear Model):   0.5958
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4445
 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):  3.49E-009 Pa (2.62E-011 mm Hg)
  Log Koa (Koawin est  ): 15.338
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  859 
       Octanol/air (Koa) model:  535 
   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 = 110.8632 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 118.4632 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.158 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.083 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    20.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     2.116 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     1.375 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    :  10
      Log Koc:  1.000 

 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: 3.20 (expkow database)

 Volatilization from Water:
    Henry LC:  1.78E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.193E+010  hours   (2.58E+009 days)
    Half-Life from Model Lake : 6.756E+011  hours   (2.815E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               7.80  percent
    Total biodegradation:        0.14  percent
    Total sludge adsorption:     7.66  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       0.0222          1.11         1000       
   Water     19.6            208          1000       
   Soil      80              416          1000       
   Sediment  0.346           1.87e+003    0          
     Persistence Time: 430 hr




                    

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