(1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-Hydroxy-11-isopropenyl-4,4,6a,6b,13b-pentamethyl-3-oxooctadecahydrocyclopenta[5,6]naphtho[1,2-h]isochromene-8a(1H)-carboxylic acid

Molecular FormulaC₂₉H₄₄O₅
Average mass472.657 Da
Monoisotopic mass472.318878 Da
ChemSpider ID9640451

- 10 of 10 defined stereocentres

More details:

Names and Synonyms

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

(1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-Hydroxy-11-isopropenyl-4,4,6a,6b,13b-pentamethyl-3-oxooctadecahydrocyclopenta[5,6]naphtho[1,2-h]isochromen-8a(1H)-carbonsäure [German] [ACD/IUPAC Name]

(1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-Hydroxy-11-isopropenyl-4,4,6a,6b,13b-pentamethyl-3-oxooctadecahydrocyclopenta[5,6]naphtho[1,2-h]isochromene-8a(1H)-carboxylic acid [ACD/IUPAC Name]

Acide (1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-hydroxy-11-isopropényl-4,4,6a,6b,13b-pentaméthyl-3-oxooctadécahydrocyclopenta[5,6]naphto[1,2-h]isochromène-8a(1H)-carboxylique [French] [ACD/IUPAC Name]

Cyclopenta[7,8]phenanthro[1,2-c]pyran-8a(1H)-carboxylic acid, octadecahydro-1-hydroxy-4,4,6a,6b,13b-pentamethyl-11-(1-methylethenyl)-3-oxo-, (1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)- [ACD/Index Name]

(1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-hydroxy-4,4,6a,6b,13b-pentamethyl-3-oxo-11-(prop-1-en-2-yl)octadecahydrocyclopenta[5,6]naphtho[1,2-h]isochromene-8a(1H)-carboxylic acid

2-Oxa-1r-hydroxy-3-oxolup-20(29)en-28-oic Acid

https://www.ebi.ac.uk/chembl/compound_reportcard/CHEMBL519610/

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.1±0.1 g/cm³
Boiling Point:	602.5±55.0 °C at 760 mmHg
Vapour Pressure:	0.0±3.9 mmHg at 25°C
Enthalpy of Vaporization:	102.8±6.0 kJ/mol
Flash Point:	192.2±25.0 °C
Index of Refraction:	1.538
Molar Refractivity:	130.3±0.3 cm³
#H bond acceptors:	5
#H bond donors:	2
#Freely Rotating Bonds:	2
#Rule of 5 Violations:	1

ACD/LogP:	6.03
ACD/LogD (pH 5.5):	4.45
ACD/BCF (pH 5.5):	830.32
ACD/KOC (pH 5.5):	2290.27
ACD/LogD (pH 7.4):	2.64
ACD/BCF (pH 7.4):	13.05
ACD/KOC (pH 7.4):	35.99
Polar Surface Area:	84 Å²
Polarizability:	51.7±0.5 10^-24cm³
Surface Tension:	42.6±3.0 dyne/cm
Molar Volume:	416.3±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) =  6.21

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  579.72  (Adapted Stein & Brown method)
    Melting Pt (deg C):  249.84  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.29E-015  (Modified Grain method)
    Subcooled liquid VP: 6.37E-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):  0.04304
       log Kow used: 6.21 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.7857 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.33E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.309E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.21  (KowWin est)
  Log Kaw used:  -10.468  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.678
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.0085
   Biowin2 (Non-Linear Model)     :   0.0015
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7588  (months      )
   Biowin4 (Primary Survey Model) :   3.1426  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5774
   Biowin6 (MITI Non-Linear Model):   0.0373
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.6916
 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):  8.49E-011 Pa (6.37E-013 mm Hg)
  Log Koa (Koawin est  ): 16.678
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.53E+004 
       Octanol/air (Koa) model:  1.17E+004 
   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 =  91.7012 E-12 cm3/molecule-sec
      Half-Life =     0.117 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.400 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.200000 E-17 cm3/molecule-sec
      Half-Life =     0.955 Days (at 7E11 mol/cm3)
      Half-Life =     22.920 Hrs
   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    :  2.394E+004
      Log Koc:  4.379 

 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: 6.21 (estimated)

 Volatilization from Water:
    Henry LC:  8.33E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.528E+009  hours   (6.367E+007 days)
    Half-Life from Model Lake : 1.667E+010  hours   (6.946E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              92.87  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    92.10  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       0.025           2.49         1000       
   Water     2.4             1.44e+003    1000       
   Soil      36.1            2.88e+003    1000       
   Sediment  61.5            1.3e+004     0          
     Persistence Time: 4.17e+003 hr

Click to predict properties on the Chemicalize site

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

(1S,4aR,6aR,6bR,8aS,11R,11aR,11bR,13aS,13bR)-1-Hydroxy-11-isopropenyl-4,4,6a,6b,13b-pentamethyl-3-oxooctadecahydrocyclopenta[5,6]naphtho[1,2-h]isochromene-8a(1H)-carboxylic acid

More details:

Search ChemSpider:

Search Google: