ChemSpider 2D Image | 4-((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO)BENZOIC ACID | C22H25NO3

4-((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO)BENZOIC ACID

  • Molecular FormulaC22H25NO3
  • Average mass351.439 Da
  • Monoisotopic mass351.183441 Da
  • ChemSpider ID2041

More details:

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

102121-60-8 [RN]
4-((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO)BENZOIC ACID
4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid
4-[[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbonyl]amino]benzoic acid
4-{[(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)carbonyl]amino}benzoic acid [ACD/IUPAC Name]
4-{[(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalinyl)carbonyl]amino}benzoesäure [German] [ACD/IUPAC Name]
4-{[(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl]amino}benzoic acid
Acide 4-{[(5,5,8,8-tétraméthyl-5,6,7,8-tétrahydro-2-naphtalényl)carbonyl]amino}benzoïque [French] [ACD/IUPAC Name]
Benzoic acid, 4-[[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbonyl]amino]- [ACD/Index Name]
MFCD00673916 [MDL number]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CHEBI:64210 [DBID]
DH6834890 [DBID]
Ro 40-6055 [DBID]
VZ5S5G9ZFZ [DBID]
3565084 [DBID]
A8843_SIGMA [DBID]
AIDS130645 [DBID]
AIDS-130645 [DBID]
AM 580 [DBID]
Am 580;Am-580;CD336;NSC608001;Ro 40-6055 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      An amidobenzoic acid obtained by formal condensation of the carboxy group of (5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)benzoic acid with the anilino group of 4-aminobenzoic acid. A select ive RAR<greek>alpha</greek> agonist. ChEBI CHEBI:64210
      An amidobenzoic acid obtained by formal condensation of the carboxy group of (5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)benzoic acid with the anilino group of 4-aminobenzoic acid. A select ive RARalpha agonist. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:64210

    • Bio Activity:

      AM580(Am-580; Ro 40-6055; NSC608001; CD336) is a stable retinobenzoic derivative originally synthesized as a RAR? agonist.; IC50 value:; Target: RAR? agonist; in vitro: AM580 is a powerful inducer of granulocytic maturation in NB4, an APL-derived cell line, and in freshly isolated APL blasts. MedChem Express HY-10475
      An analog of retinoic acid that acts as a selective RAR? agonist (EC50 values are 0.3, 8.6 and 13 nM for RAR?, RAR? and RAR? respectively). Significantly induces IL-4, IL-5 and IL-13 and inhibits IL-1 2 and IFN? synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro. Tocris Bioscience 0760
      An analog of retinoic acid that acts as a selective RAR? agonist (EC50 values are 0.3, 8.6 and 13 nM for RAR?, RAR? and RAR? respectively). Significantly induces IL-4, IL-5 and IL-13 and inhibits IL-12 and IFN? synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro. Tocris Bioscience 760
      An analog of retinoic acid that acts as a selective RARalpha agonist (EC50 values are 0.3, 8.6 and 13 nM for RARalpha, RARbeta and RARgamma respectively). Significantly induces IL-4, IL-5 and IL-13 and inhibits IL-12 and IFNgamma synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro. Tocris Bioscience 760
      Nuclear Receptors Tocris Bioscience 760
      Others MedChem Express HY-10475
      RAR/RXR MedChem Express HY-10475
      Retinoic acid analog; RAR? agonist Tocris Bioscience 0760, 760
      Retinoic acid analog; RARalpha agonist Tocris Bioscience 760
      Retinoic Acid Receptors Tocris Bioscience 760

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

Density: 1.2±0.1 g/cm3
Boiling Point: 461.0±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.0±3.0 kJ/mol
Flash Point: 232.6±28.7 °C
Index of Refraction: 1.593
Molar Refractivity: 103.2±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 1
ACD/LogP: 6.48
ACD/LogD (pH 5.5): 4.57
ACD/BCF (pH 5.5): 771.09
ACD/KOC (pH 5.5): 1552.73
ACD/LogD (pH 7.4): 3.09
ACD/BCF (pH 7.4): 25.85
ACD/KOC (pH 7.4): 52.05
Polar Surface Area: 66 Å2
Polarizability: 40.9±0.5 10-24cm3
Surface Tension: 48.0±3.0 dyne/cm
Molar Volume: 304.5±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) =  5.76

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  536.76  (Adapted Stein & Brown method)
    Melting Pt (deg C):  229.77  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.01E-011  (Modified Grain method)
    Subcooled liquid VP: 3.18E-009 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):  0.07348
       log Kow used: 5.76 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.1485 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.10E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.265E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.76  (KowWin est)
  Log Kaw used:  -10.897  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.657
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5994
   Biowin2 (Non-Linear Model)     :   0.4220
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0319  (months      )
   Biowin4 (Primary Survey Model) :   3.2470  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3979
   Biowin6 (MITI Non-Linear Model):   0.0851
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.2953
 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):  4.24E-007 Pa (3.18E-009 mm Hg)
  Log Koa (Koawin est  ): 16.657
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  7.08 
       Octanol/air (Koa) model:  1.11E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.996 
       Mackay model           :  0.998 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 147.3315 E-12 cm3/molecule-sec
      Half-Life =     0.073 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.871 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.985000 E-17 cm3/molecule-sec
      Half-Life =     1.163 Days (at 7E11 mol/cm3)
      Half-Life =     27.923 Hrs
   Fraction sorbed to airborne particulates (phi): 0.997 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3164
      Log Koc:  3.500 

 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 = 0.750 (BCF = 5.623)
       log Kow used: 5.76 (estimated)

 Volatilization from Water:
    Henry LC:  3.1E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.541E+009  hours   (1.475E+008 days)
    Half-Life from Model Lake : 3.863E+010  hours   (1.609E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              90.80  percent
    Total biodegradation:        0.76  percent
    Total sludge adsorption:    90.04  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       0.000367        1.64         1000       
   Water     3.09            1.44e+003    1000       
   Soil      54.6            2.88e+003    1000       
   Sediment  42.3            1.3e+004     0          
     Persistence Time: 4.76e+003 hr

Click to predict properties on the Chemicalize site


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