ChemSpider 2D Image | 20S-Protopanaxatriol | C30H52O4

20S-Protopanaxatriol

  • Molecular FormulaC30H52O4
  • Average mass476.732 Da
  • Monoisotopic mass476.386566 Da
  • ChemSpider ID9643563

  • defined stereocentres - 11 of 11 defined stereocentres

More details:

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

(1S,3aR,3bR,5S,5aR,7S,9aR,9bR,11R,11aR)-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthrene-5,7,11-triol
(20S)-Protopanaxatriol
(3β,6α,12β)-Dammar-24-en-3,6,12,20-tetrol [German] [ACD/IUPAC Name]
(3β,6α,12β)-Dammar-24-ene-3,6,12,20-tetrol [ACD/IUPAC Name]
(3β,6α,12β)-Dammar-24-ène-3,6,12,20-tétrol [French] [ACD/IUPAC Name]
20(S)-Protopanaxatriol
20S-Protopanaxatriol
34080-08-5 [RN]
Dammar-24-ene-3,6,12,20-tetrol, (3β,6α,12β)- [ACD/Index Name]
(3b,6a,12b)-Dammar-24-ene-3,6,12,20-tetrol
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

ZMK19P3WMP [DBID]
PubChem Substance ID 24891849 [DBID]
UNII:ZMK19P3WMP [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3<stereo>beta</stereo>, 6<stereo>alpha</stereo>, 12 <stereo>beta</stereo> and 20 <ital>pro</ital>-<stereo>S</stereo> positions and in which a double bond has been introduced at the 24-25 position. ChEBI CHEBI:75951
      A tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12; beta and 20 pro-S positions and in which a double bond has been introduced at the 24-25 position. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:75951
      A tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions and in which a double bond has been introduced at the 24-25 position. ChEBI CHEBI:75951

    • Bio Activity:

      (20S)-Protopanaxatriol(g-PPT) is a metabolites of ginsenoside, protopanaxatriol (g-PPT), could modulate endothelial cell functions through the glucocorticoid receptor (GR) and oestrogen receptor (ER). MedChem Express
      (20S)-Protopanaxatriol(g-PPT) is a metabolites of ginsenoside, protopanaxatriol (g-PPT), could modulate endothelial cell functions through the glucocorticoid receptor (GR) and oestrogen receptor (ER). ; IC50 value:; Target: ; 20S-Protopanaxatriol (g-PPT), a dammarane-type tetracyclic terpene sapogenin, may be used to study its binding to and modulation of cell function via glucocortoid (GR) and oes trogen (ER) receptors. MedChem Express HY-N0835
      (20S)-Protopanaxatriol(g-PPT) is a metabolites of ginsenoside, protopanaxatriol (g-PPT), could modulate endothelial cell functions through the glucocorticoid receptor (GR) and oestrogen receptor (ER).;IC50 value:;Target: 20S-Protopanaxatriol (g-PPT), a dammarane-type tetracyclic terpene sapogenin, may be used to study its binding to and modulation of cell function via glucocortoid (GR) and oestrogen (ER) receptors. MedChem Express HY-N0835
      Others MedChem Express HY-N0835

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

Density: 1.1±0.1 g/cm3
Boiling Point: 590.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.8 mmHg at 25°C
Enthalpy of Vaporization: 101.0±6.0 kJ/mol
Flash Point: 240.1±24.7 °C
Index of Refraction: 1.541
Molar Refractivity: 138.6±0.3 cm3
#H bond acceptors: 4
#H bond donors: 4
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 5.89
ACD/LogD (pH 5.5): 5.42
ACD/BCF (pH 5.5): 7693.26
ACD/KOC (pH 5.5): 21050.81
ACD/LogD (pH 7.4): 5.42
ACD/BCF (pH 7.4): 7693.26
ACD/KOC (pH 7.4): 21050.81
Polar Surface Area: 81 Å2
Polarizability: 55.0±0.5 10-24cm3
Surface Tension: 43.4±3.0 dyne/cm
Molar Volume: 441.5±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) =  5.89

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  557.84  (Adapted Stein & Brown method)
    Melting Pt (deg C):  239.62  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.1E-015  (Modified Grain method)
    Subcooled liquid VP: 2.31E-013 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):  0.009397
       log Kow used: 5.89 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  9.009 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.91E-008  atm-m3/mole
   Group Method:   9.96E-020  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  7.343E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.89  (KowWin est)
  Log Kaw used:  -6.107  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.997
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.0771
   Biowin2 (Non-Linear Model)     :   0.0001
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.5649  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.7811  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4291
   Biowin6 (MITI Non-Linear Model):   0.0092
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.5388
 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):  3.08E-011 Pa (2.31E-013 mm Hg)
  Log Koa (Koawin est  ): 11.997
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.74E+004 
       Octanol/air (Koa) model:  0.244 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.951 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 149.5468 E-12 cm3/molecule-sec
      Half-Life =     0.072 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.858 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    43.000000 E-17 cm3/molecule-sec
      Half-Life =     0.027 Days (at 7E11 mol/cm3)
      Half-Life =     38.378 Min
   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    :  6.88E+005
      Log Koc:  5.838 

 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 = 3.836 (BCF = 6851)
       log Kow used: 5.89 (estimated)

 Volatilization from Water:
    Henry LC:  1.91E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.693E+004  hours   (2789 days)
    Half-Life from Model Lake : 7.304E+005  hours   (3.043E+004 days)

 Removal In Wastewater Treatment:
    Total removal:              91.62  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    90.86  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       0.00256         0.466        1000       
   Water     1.79            4.32e+003    1000       
   Soil      49.5            8.64e+003    1000       
   Sediment  48.7            3.89e+004    0          
     Persistence Time: 8.53e+003 hr

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