ChemSpider 2D Image | 3138020 | C15H22O2

3138020

  • Molecular FormulaC15H22O2
  • Average mass234.334 Da
  • Monoisotopic mass234.161987 Da
  • ChemSpider ID4945176
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres


More details:



Featured data source



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

(-)-valerenic acid
(2E)-3-[(4S,7R,7aR)-2,4,5,6,7,7a-Hexadydro-3,7-dimethyl- 1H-inden-4-yl]-2-methyl-2-propenoic acid
(2E)-3-[(4S,7R,7aR)-3,7-Dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylacrylic acid [ACD/IUPAC Name]
(2E)-3-[(4S,7R,7aR)-3,7-Dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylacrylsäure [German] [ACD/IUPAC Name]
(2E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid
2-Propenoic acid, 3-[(4S,7R,7aR)-2,4,5,6,7,7a-hexahydro-3,7-dimethyl-1H-inden-4-yl]-2-methyl-, (2E)- [ACD/Index Name]
3138020
3569-10-6 [RN]
Acide (2E)-3-[(4S,7R,7aR)-3,7-diméthyl-2,4,5,6,7,7a-hexahydro-1H-indén-4-yl]-2-méthylacrylique [French] [ACD/IUPAC Name]
MFCD00075694
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

34NDB285PM [DBID]
51964_FLUKA [DBID]
NCGC00091912-01 [DBID]
UNII:34NDB285PM [DBID]
UNII-34NDB285PM [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      A monocarboxylic acid that is 2-methylprop-2-enoic acid which is substituted at position 3 by a 3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1<element>H</element>-inden-4-yl group. A bicyclic sesquiterpenoid c onstituent of the essential oil of the Valerian plant. ChEBI CHEBI:9921
      A monocarboxylic acid that is 2-methylprop-2-enoic acid which is substituted at position 3 by a 3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl group. A bicyclic sesquiterpenoid c; onstituent of the essential oil of the Valerian plant. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:9921
    • Bio Activity:

      GABAA and A-rho Receptors Tocris Bioscience 3048
      Ion Channels Tocris Bioscience 3048
      Ligand-gated Ion Channels Tocris Bioscience 3048
      Positive allosteric modulator of GABAA receptors Tocris Bioscience 3048
      Positive allosteric modulator of GABAA receptors that displays preference for receptors containing ?2 or ?3 subunits. Directly activates the receptor and also blocks the channel at high concentrations . Displays a sedative and anxiolytic activity in vivo. Also acts as a partial agonist of 5-HT5A receptors. Tocris Bioscience 3048
      Positive allosteric modulator of GABAA receptors that displays preference for receptors containing ?2 or ?3 subunits. Directly activates the receptor and blocks the channel at high concentrations. Displays sedative, anticonvulsant and anxiolytic activity in vivo. Also acts as a partial agonist of 5-HT5A receptors. Tocris Bioscience 3048
      Positive allosteric modulator of GABAA receptors that displays preference for receptors containing beta2 or beta3 subunits. Directly activates the receptor and blocks the channel at high concentrations. Displays sedative, anticonvulsant and anxiolytic activity in vivo. Also acts as a partial agonist of 5-HT5A receptors. Tocris Bioscience 3048
      Positive allosteric modulator of GABAA receptors that displays preference for receptors containing beta2 or beta3 subunits. Directly activates the receptor and blocks the channel at high concentrations. Displays sedative, anticonvulsant and anxiolytic activity in vivo. Also acts as a partial agonist of 5-HT5A receptors. Tocris Bioscience 3048

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

Density: 1.1±0.1 g/cm3
Boiling Point: 374.5±21.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 68.3±6.0 kJ/mol
Flash Point: 274.2±13.0 °C
Index of Refraction: 1.529
Molar Refractivity: 68.1±0.4 cm3
#H bond acceptors: 2
#H bond donors: 1
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 1
ACD/LogP: 5.13
ACD/LogD (pH 5.5): 3.91
ACD/BCF (pH 5.5): 375.41
ACD/KOC (pH 5.5): 1519.44
ACD/LogD (pH 7.4): 2.13
ACD/BCF (pH 7.4): 6.18
ACD/KOC (pH 7.4): 25.02
Polar Surface Area: 37 Å2
Polarizability: 27.0±0.5 10-24cm3
Surface Tension: 38.9±5.0 dyne/cm
Molar Volume: 221.1±5.0 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) =  5.08

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  350.95  (Adapted Stein & Brown method)
    Melting Pt (deg C):  111.96  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.75E-005  (Modified Grain method)
    Subcooled liquid VP: 0.000125 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):  3.284
       log Kow used: 5.08 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  5.6569 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 :   2.87E-006  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.643E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.08  (KowWin est)
  Log Kaw used:  -3.931  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.011
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7087
   Biowin2 (Non-Linear Model)     :   0.5803
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0459  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8952  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3198
   Biowin6 (MITI Non-Linear Model):   0.0787
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3489
 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):  0.0167 Pa (0.000125 mm Hg)
  Log Koa (Koawin est  ): 9.011
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00018 
       Octanol/air (Koa) model:  0.000252 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00646 
       Mackay model           :  0.0142 
       Octanol/air (Koa) model:  0.0197 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 153.0396 E-12 cm3/molecule-sec
      Half-Life =     0.070 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.839 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =   584.106201 E-17 cm3/molecule-sec
      Half-Life =     0.002 Days (at 7E11 mol/cm3)
      Half-Life =      2.825 Min
   Fraction sorbed to airborne particulates (phi): 0.0103 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  661.6
      Log Koc:  2.821 

 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: 5.08 (estimated)

 Volatilization from Water:
    Henry LC:  2.87E-006 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      313.8  hours   (13.08 days)
    Half-Life from Model Lake :       3552  hours   (148 days)

 Removal In Wastewater Treatment:
    Total removal:              80.09  percent
    Total biodegradation:        0.69  percent
    Total sludge adsorption:    79.38  percent
    Total to Air:                0.02  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.00378         0.0458       1000       
   Water     17.4            360          1000       
   Soil      59              720          1000       
   Sediment  23.6            3.24e+003    0          
     Persistence Time: 587 hr




                    

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