ChemSpider 2D Image | PHENYLBUTYRIC ACID | C10H12O2

PHENYLBUTYRIC ACID

  • Molecular FormulaC10H12O2
  • Average mass164.201 Da
  • Monoisotopic mass164.083725 Da
  • ChemSpider ID4611

More details:






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

1821-12-1 [RN]
217-341-8 [EINECS]
4-Phenylbutanoic acid [ACD/IUPAC Name]
4-Phenylbutansäure [German] [ACD/IUPAC Name]
4-Phenylbutyric acid
4-Phenyl-butyric acid
4-Phenyl-n-butyric acid
Acide 4-phénylbutanoïque [French] [ACD/IUPAC Name]
Benzenebutanoic acid [ACD/Index Name]
gama-Phenylbutyric acid
More...

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

7WY7YBI87E [DBID]
CHEBI:41500 [DBID]
MFCD00004403 [DBID]
AI3-12065 [DBID]
CCRIS 4693 [DBID]
DivK1c_006910 [DBID]
KBio1_001854 [DBID]
KBio2_001811 [DBID]
KBio2_004379 [DBID]
KBio2_006947 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      White Crystal Novochemy [NC-01213]
    • Safety:

      20/21/36/37/39 Novochemy [NC-01213]
      26-37 Alfa Aesar A18115
      36/37/38 Alfa Aesar A18115
      36/37/38 Novochemy [NC-01213]
      GHS07 Biosynth Q-200508
      GHS07; GHS09 Novochemy [NC-01213]
      H304; H332; H403 Novochemy [NC-01213]
      H315; H319; H335 Biosynth Q-200508
      H315-H319-H335 Alfa Aesar A18115
      Irritant SynQuest 2621-1-X9, 62405
      P261; P280; P302+P352; P304+P340; P305+P351+P338; P312 Biosynth Q-200508
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar A18115
      P332+P313; P305+P351+P338 Novochemy [NC-01213]
      R36/37/38 SynQuest 2621-1-X9
      R52/53 Novochemy [NC-01213]
      S22,S24/25,S26,S36/37/39,S45 SynQuest 2621-1-X9
      Warning Alfa Aesar A18115
      Warning Biosynth Q-200508
      Warning Novochemy [NC-01213]
      WARNING: Irritates lungs, eyes, skin Alfa Aesar A18115
    • Chemical Class:

      A monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through tran scriptional activation of the <greek>gamma</greek>-globin gene and affects hPPAR<greek>gamma</greek> activation. ChEBI CHEBI:41500
      A monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through tran scriptional activation of the gamma-globin gene and affects hPPARgamma activation. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:41500
    • Therapeutical Effect:

      antiinflammatory Microsource [00306001]
    • Drug Status:

      experimental Microsource [00306001]
    • Compound Source:

      synthetic Microsource [00306001]
  • Gas Chromatography
    • Retention Index (Kovats):

      1448 (estimated with error: 51) NIST Spectra mainlib_232280, replib_6067, replib_135631, replib_151674
    • Retention Index (Lee):

      244.61 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Capillary; CAS no: 1821121; Active phase: Methyl Silicone; Data type: Lee RI; Authors: Eckel, W.P.; Ross, B.; Isensee, R.K., Pentobarbital found in ground water, Ground Water, 31(5), 1993, 801-804.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      1408.9 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Heat rate: 20 K/min; Start T: 50 C; End T: 250 C; Start time: 1 min; CAS no: 1821121; Active phase: HP-1; Carrier gas: He; Data type: Normal alkane RI; Authors: Katritzky, A.R.; Ignatchenko, E.S.; Barcock, R.A.; Lobanov, V.S.; Karelson, M., Prediction of gas chromatographic retention times and response factors using a general quantitative structure -- property relationship treatment, Anal. Chem., 66, 1994, 1799-1807.) NIST Spectra nist ri
    • Retention Index (Linear):

      1417 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 3.05 m; Column type: Packed; Heat rate: 10 K/min; Start T: 40 C; End T: 250 C; End time: 60 min; Start time: 4 min; CAS no: 1821121; Active phase: SE-30; Carrier gas: He; Substrate: Supelcoport and Chromosorb; Data type: Linear RI; Authors: Peng, C.T.; Ding, S.F.; Hua, R.L.; Yang, Z.C., Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns, J. Chromatogr., 436, 1988, 137-172.) NIST Spectra nist ri

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

Density: 1.1±0.1 g/cm3
Boiling Point: 290.7±9.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization: 56.0±3.0 kJ/mol
Flash Point: 187.9±13.9 °C
Index of Refraction: 1.535
Molar Refractivity: 46.6±0.3 cm3
#H bond acceptors: 2
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 2.42
ACD/LogD (pH 5.5): 1.48
ACD/BCF (pH 5.5): 4.97
ACD/KOC (pH 5.5): 64.34
ACD/LogD (pH 7.4): -0.32
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.03
Polar Surface Area: 37 Å2
Polarizability: 18.5±0.5 10-24cm3
Surface Tension: 43.6±3.0 dyne/cm
Molar Volume: 149.9±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) =  2.78
    Log Kow (Exper. database match) =  2.42
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  298.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  79.00  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.00187  (Modified Grain method)
    MP  (exp database):  52 deg C
    BP  (exp database):  290 deg C
    Subcooled liquid VP: 0.00331 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):  1394
       log Kow used: 2.42 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  653.21 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.79E-008  atm-m3/mole
   Group Method:   1.23E-008  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  2.898E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.42  (exp database)
  Log Kaw used:  -5.497  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  7.917
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9248
   Biowin2 (Non-Linear Model)     :   0.9758
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1481  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9328  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4890
   Biowin6 (MITI Non-Linear Model):   0.5634
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6941
 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):  0.441 Pa (0.00331 mm Hg)
  Log Koa (Koawin est  ): 7.917
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  6.8E-006 
       Octanol/air (Koa) model:  2.03E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.000245 
       Mackay model           :  0.000544 
       Octanol/air (Koa) model:  0.00162 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   8.7886 E-12 cm3/molecule-sec
      Half-Life =     1.217 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    14.604 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.000394 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  89.07
      Log Koc:  1.950 

 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: 2.42 (expkow database)

 Volatilization from Water:
    Henry LC:  1.23E-008 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:   6.1E+004  hours   (2542 days)
    Half-Life from Model Lake : 6.655E+005  hours   (2.773E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               2.89  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.79  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       0.201           29.2         1000       
   Water     19.9            360          1000       
   Soil      79.8            720          1000       
   Sediment  0.122           3.24e+003    0          
     Persistence Time: 705 hr




                    

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