ChemSpider 2D Image | Bufalin | C24H34O4

Bufalin

  • Molecular FormulaC24H34O4
  • Average mass386.524 Da
  • Monoisotopic mass386.245697 Da
  • ChemSpider ID7826155

  • defined stereocentres - 8 of 8 defined stereocentres

More details:

Featured data source
The Merck Index Online

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

(3b,5b)-3,14-Dihydroxybufa-20,22-dienolide
(3β,5β)-3,14-Dihydroxybufa-20,22-dienolid [German] [ACD/IUPAC Name]
(3β,5β)-3,14-Dihydroxybufa-20,22-dienolide [ACD/IUPAC Name]
(3β,5β)-3,14-Dihydroxybufa-20,22-diénolide [French] [ACD/IUPAC Name]
3β,14-Dihydroxy-5β,20(22)-bufadienolide
3β,14β-dihydroxy-5β-bufa-20,22-dienolide
465-21-4 [RN]
5-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2H-pyran-2-one
5β,20(22)-Bufadienolide-3β,14-diol
5β-Bufa-20,22-dienolide, 3β,14-dihydroxy-
More...

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

96550 [DBID]
B0261_SIGMA [DBID]
BRN 5141601 [DBID]
LMST01130001 [DBID]
NSC 248518 [DBID]
NSC 89595 [DBID]
  • Miscellaneous

    • Chemical Class:

      A 14<stereo>beta</stereo>-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5<stereo>beta</stereo>- and 14<stereo>beta</stereo>-positions. It has been isolated from the skin of the toad <ital>Bufo bufo</ital>. ChEBI CHEBI:517248
      A 14beta-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5beta- and 14beta-positions. It has been isolated from the ; skin of the toad Bufo bufo. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:517248
      A 14beta-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5beta- and 14beta-positions. It has been isolated from the skin of the toad Bufo bufo. ChEBI CHEBI:517248

    • Bio Activity:

      Bufalin a major digoxin-like immunoreactive component of the Chinese medicine Chan Su; has been shown to exert a potential for anticancer activity against various human cancer cell lines in vitro. MedChem Express
      Bufalin a major digoxin-like immunoreactive component of the Chinese medicine Chan Su; has been shown to exert a potential for anticancer activity against various human cancer cell lines in vitro.; IC 50 value:; Target: Anticaner natural compound; in vitro: bufalin remarkably inhibited growth in human gallbladder cancer cells by decreasing cell proliferation, inducing cell cycle arrest and apoptosi s in a dose-dependent manner. MedChem Express HY-N0877
      Others MedChem Express HY-N0877

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

Density: 1.2±0.1 g/cm3
Boiling Point: 556.6±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.4 mmHg at 25°C
Enthalpy of Vaporization: 96.3±6.0 kJ/mol
Flash Point: 189.0±23.6 °C
Index of Refraction: 1.594
Molar Refractivity: 106.9±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 3.42
ACD/LogD (pH 5.5): 2.96
ACD/BCF (pH 5.5): 104.00
ACD/KOC (pH 5.5): 966.92
ACD/LogD (pH 7.4): 2.96
ACD/BCF (pH 7.4): 104.00
ACD/KOC (pH 7.4): 966.92
Polar Surface Area: 67 Å2
Polarizability: 42.4±0.5 10-24cm3
Surface Tension: 53.9±3.0 dyne/cm
Molar Volume: 315.1±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) =  3.42

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  515.70  (Adapted Stein & Brown method)
    Melting Pt (deg C):  219.93  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.4E-014  (Modified Grain method)
    MP  (exp database):  242.5 deg C
    Subcooled liquid VP: 1.9E-011 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):  4.486
       log Kow used: 3.42 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  53.524 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Acrylates

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.00E-009  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.524E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.42  (KowWin est)
  Log Kaw used:  -6.786  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.206
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3446
   Biowin2 (Non-Linear Model)     :   0.0793
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0088  (months      )
   Biowin4 (Primary Survey Model) :   3.1881  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5291
   Biowin6 (MITI Non-Linear Model):   0.0847
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.1246
 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):  2.53E-009 Pa (1.9E-011 mm Hg)
  Log Koa (Koawin est  ): 10.206
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.18E+003 
       Octanol/air (Koa) model:  0.00394 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.24 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 111.2284 E-12 cm3/molecule-sec
      Half-Life =     0.096 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.154 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     5.265000 E-17 cm3/molecule-sec
      Half-Life =     0.218 Days (at 7E11 mol/cm3)
      Half-Life =      5.224 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    :  2166
      Log Koc:  3.336 

 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 = 1.930 (BCF = 85.19)
       log Kow used: 3.42 (estimated)

 Volatilization from Water:
    Henry LC:  4E-009 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.878E+005  hours   (1.199E+004 days)
    Half-Life from Model Lake :  3.14E+006  hours   (1.308E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              11.34  percent
    Total biodegradation:        0.17  percent
    Total sludge adsorption:    11.17  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       0.0425          1.6          1000       
   Water     14.2            1.44e+003    1000       
   Soil      84.8            2.88e+003    1000       
   Sediment  0.996           1.3e+004     0          
     Persistence Time: 1.66e+003 hr

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