ChemSpider 2D Image | Adarotene | C25H26O3

Adarotene

  • Molecular FormulaC25H26O3
  • Average mass374.472 Da
  • Monoisotopic mass374.188202 Da
  • ChemSpider ID8040071

  • Double-bond stereo - Double-bond stereo

More details:

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

(2E)-3-[3'-(Adamantan-1-yl)-4'-hydroxy-4-biphenylyl]acrylic acid [ACD/IUPAC Name]
(2E)-3-[3'-(Adamantan-1-yl)-4'-hydroxy-4-biphenylyl]acrylsäure [German] [ACD/IUPAC Name]
(2E)-3-[4'-hydroxy-3'-(tricyclo[3.3.1.13,7]dec-1-yl)biphenyl-4-yl]prop-2-enoic acid
2-Propenoic acid, 3-(4'-hydroxy-3'-tricyclo[3.3.1.13,7]dec-1-yl[1,1'-biphenyl]-4-yl)-, (2E)- [ACD/Index Name]
3-(4'-Hydroxy-3'-adamantylbiphenyl-4-yl)acrylic acid
Acide (2E)-3-[3'-(adamantan-1-yl)-4'-hydroxy-4-biphénylyl]acrylique [French] [ACD/IUPAC Name]
Adarotene [INN] [Wiki]
adarotène [French] [INN]
adaroteno [Spanish] [INN]
adarotenum [Latin] [INN]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Adarotene (ST1926) is an effective apoptosis inducer and surprisingly produced DNA damage.ST1926 exhibites a potent antiproliferative activity on a large panel of human tumor cells. MedChem Express
      Adarotene (ST1926) is an effective apoptosis inducer and surprisingly produced DNA damage.ST1926 exhibites a potent antiproliferative activity on a large panel of human tumor cells.; IC50 value: 0.12 uM (LNCaP cell) [1]; Target: Apoptosis inducer; Anticancer; ST1926 is a compound more powerful than CD437 in vitro and orally active in vivo on severe combined immunodeficiency (SCID) mice that received transplants of NB4 cells. MedChem Express HY-14808
      Adarotene (ST1926) is an effective apoptosis inducer and surprisingly produced DNA damage.ST1926 exhibites a potent antiproliferative activity on a large panel of human tumor cells.;IC50 value: 0.12 uM (LNCaP cell) [1];Target: Apoptosis inducer; AnticancerST1926 is a compound more powerful than CD437 in vitro and orally active in vivo on severe combined immunodeficiency (SCID) mice that received transplants of NB4 cells. ST1926 causes an immediate increase in the cytosolic levels of calcium that are directly related to the apoptotic potential of the RRMs considered [2]. MedChem Express HY-14808
      Apoptosis MedChem Express HY-14808
      Apoptosis inducer MedChem Express HY-14808
      Apoptosis; MedChem Express HY-14808

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

Density: 1.3±0.1 g/cm3
Boiling Point: 574.1±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 90.5±3.0 kJ/mol
Flash Point: 315.1±26.6 °C
Index of Refraction: 1.665
Molar Refractivity: 110.5±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 6.74
ACD/LogD (pH 5.5): 4.65
ACD/BCF (pH 5.5): 1068.95
ACD/KOC (pH 5.5): 2433.46
ACD/LogD (pH 7.4): 2.85
ACD/BCF (pH 7.4): 17.04
ACD/KOC (pH 7.4): 38.80
Polar Surface Area: 58 Å2
Polarizability: 43.8±0.5 10-24cm3
Surface Tension: 59.7±3.0 dyne/cm
Molar Volume: 297.7±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) =  6.97

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  542.32  (Adapted Stein & Brown method)
    Melting Pt (deg C):  232.37  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.41E-012  (Modified Grain method)
    Subcooled liquid VP: 2.41E-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):  0.04644
       log Kow used: 6.97 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.010402 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Phenols-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.25E-013  atm-m3/mole
   Group Method:   9.09E-016  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.496E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.97  (KowWin est)
  Log Kaw used:  -11.292  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.262
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5738
   Biowin2 (Non-Linear Model)     :   0.0772
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5805  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5793  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1367
   Biowin6 (MITI Non-Linear Model):   0.0129
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6474
 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):  3.21E-008 Pa (2.41E-010 mm Hg)
  Log Koa (Koawin est  ): 18.262
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  93.4 
       Octanol/air (Koa) model:  4.49E+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 =  71.4559 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  74.1159 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.796 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.732 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    13.097 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    :  1.13E+006
      Log Koc:  6.053 

 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: 6.97 (estimated)

 Volatilization from Water:
    Henry LC:  9.09E-016 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 1.246E+012  hours   (5.193E+010 days)
    Half-Life from Model Lake :  1.36E+013  hours   (5.666E+011 days)

 Removal In Wastewater Treatment:
    Total removal:              93.83  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.05  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       1.76e-005       3.16         1000       
   Water     1.8             900          1000       
   Soil      41.2            1.8e+003     1000       
   Sediment  57              8.1e+003     0          
     Persistence Time: 3.99e+003 hr

Click to predict properties on the Chemicalize site


Advertisement