ChemSpider 2D Image | beta-Viscol | C30H50O

β-Viscol

  • Molecular FormulaC30H50O
  • Average mass426.717 Da
  • Monoisotopic mass426.386169 Da
  • ChemSpider ID228079
  • defined stereocentres - 10 of 10 defined stereocentres


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β-Viscol
(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethylicosahydro-1H-cyclopenta[a]chrysen-9-ol
(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-Hexaméthyl-1-(1-propèn-2-yl)icosahydro-1H-cyclopenta[a]chrysén-9-ol
(3b)-Lup-20(29)-en-3-ol
(3β)-Lup-20(29)-en-3-ol [ACD/IUPAC Name]
(3β)-Lup-20(29)-en-3-ol [German] [ACD/IUPAC Name]
(3β)-Lup-20(29)-én-3-ol [French] [ACD/IUPAC Name]
20(29)-Lupen-3β-ol
208-889-9 [EINECS]
3β-Hydroxy-20(29)-lupene
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

C08628 [DBID]
NCI60_042005 [DBID]
NSC90487 [DBID]
ZINC04081455 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      IRRITANT Matrix Scientific 097465
      P261; P262 Biosynth Q-100615
    • Chemical Class:

      A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3<stereo>beta</stereo> position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. ChEBI CHEBI:6570
      A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex ; of fig trees an d of rubber plants. It is also found in many edible fruits and vegetables. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:6570
    • Compound Source:

      Aegilops tauschii PlantCyc CPD-90
      Amaranthus hypochondriacus PlantCyc CPD-90
      Anacardium occidentale PlantCyc CPD-90
      Ananas comosus PlantCyc CPD-90
      Aquilegia coerulea PlantCyc CPD-90
      Arabidopsis halleri PlantCyc CPD-90
      Arabidopsis lyrata PlantCyc CPD-90
      Arabidopsis thaliana col PlantCyc CPD-90
      Beta vulgaris subsp. vulgaris PlantCyc CPD-90
      betulinate biosynthesis PlantCyc CPD-90
      Boechera stricta PlantCyc CPD-90
      Brachypodium distachyon PlantCyc CPD-90
      Brassica napus PlantCyc CPD-90
      Brassica oleracea var. capitata PlantCyc CPD-90
      Brassica oleracea var. oleracea PlantCyc CPD-90
      Brassica rapa FPsc PlantCyc CPD-90
      Brassica rapa subsp. pekinensis PlantCyc CPD-90
      Calotropis gigantea PlantCyc CPD-90
      Camptotheca acuminata PlantCyc CPD-90
      Cannabis sativa PlantCyc CPD-90
      Capsella grandiflora PlantCyc CPD-90
      Capsella rubella PlantCyc CPD-90
      Capsicum annuum PlantCyc CPD-90
      Carica papaya PlantCyc CPD-90
      Catharanthus roseus PlantCyc CPD-90
      Chenopodium quinoa PlantCyc CPD-90
      Cicer arietinum PlantCyc CPD-90
      Citrus clementina PlantCyc CPD-90
      Citrus sinensis PlantCyc CPD-90
      Corchorus capsularis PlantCyc CPD-90
      Cucumis sativus PlantCyc CPD-90
      Daucus carota subsp. sativus PlantCyc CPD-90
      Dianthus caryophyllus PlantCyc CPD-90
      Eucalyptus grandis PlantCyc CPD-90
      Eutrema salsugineum PlantCyc CPD-90
      Fragaria vesca subsp. vesca PlantCyc CPD-90
      Glycine max PlantCyc CPD-90
      Gossypium raimondii PlantCyc CPD-90
      Helianthus annuus PlantCyc CPD-90
      Hordeum vulgare subsp. vulgare PlantCyc CPD-90
      Humulus lupulus var. lupulus PlantCyc CPD-90
      Isolated from a plant Susan Richardson [Structure found in ACD/Dictionary, confirmed from The Merck Index Online, ChEBI and ChEMBL]
      Kalanchoe fedtschenkoi PlantCyc CPD-90
      Kalanchoe laxiflora PlantCyc CPD-90
      Linum usitatissimum PlantCyc CPD-90
      Lotus japonicus PlantCyc CPD-90
      lupeol + 3 NADPH + 3 oxygen + 3 H+ -> betulinate + 3 NADP+ + 4 H2O + H+ PlantCyc CPD-90
      lupeol biosynthesis PlantCyc CPD-90
      Malus domestica PlantCyc CPD-90
      mangrove triterpenoid biosynthesis PlantCyc CPD-90
      Manihot esculenta PlantCyc CPD-90
      Medicago truncatula PlantCyc CPD-90
      Mimulus guttatus PlantCyc CPD-90
      Nicotiana tabacum PlantCyc CPD-90
      Olea europaea var. sylvestris PlantCyc CPD-90
      Oropetium thomaeum PlantCyc CPD-90
      Oryza glaberrima PlantCyc CPD-90
      Oryza punctata PlantCyc CPD-90
      Oryza rufipogon PlantCyc CPD-90
      Oryza sativa Japonica Group PlantCyc CPD-90
      Panicum hallii PlantCyc CPD-90
      Panicum virgatum PlantCyc CPD-90
      Petunia axillaris PlantCyc CPD-90
      Phaseolus vulgaris PlantCyc CPD-90
      Populus trichocarpa PlantCyc CPD-90
      Prunus persica PlantCyc CPD-90
      Ricinus communis PlantCyc CPD-90
      Rosa chinensis PlantCyc CPD-90
      Rosa multiflora PlantCyc CPD-90
      Salvia miltiorrhiza PlantCyc CPD-90
      Solanum lycopersicum PlantCyc CPD-90
      Solanum melongena PlantCyc CPD-90
      Solanum pennellii PlantCyc CPD-90
      Solanum tuberosum PlantCyc CPD-90
      Spinacia oleracea PlantCyc CPD-90
      Swartzia langsdorfii (Fabaceae), Stemodia foliosa (Scrophulariaceae), Qualea grandiflora (Vochysiaceae), Alibertia macrophylla (Rubiaceae), Arrabidaea samydoides (Bignoniaceae) Susan Richardson [Structure found in ACD/Dictionary, confirmed from The Merck Index Online, ChEBI and ChEMBL]
      Thellungiella parvula PlantCyc CPD-90
      Theobroma cacao PlantCyc CPD-90
      Trifolium pratense PlantCyc CPD-90
      Triticum aestivum PlantCyc CPD-90
      Triticum urartu PlantCyc CPD-90
      Vitis vinifera PlantCyc CPD-90
    • Bio Activity:

      (3S)-2,3-epoxy-2,3-dihydrosqualene -> lupeol PlantCyc CPD-90
      lupeol + NADPH + oxygen + H+ -> betulin + NADP+ + H2O PlantCyc CPD-90

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

Density: 1.0±0.1 g/cm3
Boiling Point: 488.1±14.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.8 mmHg at 25°C
Enthalpy of Vaporization: 86.9±6.0 kJ/mol
Flash Point: 216.9±12.4 °C
Index of Refraction: 1.516
Molar Refractivity: 131.8±0.3 cm3
#H bond acceptors: 1
#H bond donors: 1
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 1
ACD/LogP: 10.98
ACD/LogD (pH 5.5): 9.41
ACD/BCF (pH 5.5): 1000000.00
ACD/KOC (pH 5.5): 3153893.50
ACD/LogD (pH 7.4): 9.41
ACD/BCF (pH 7.4): 1000000.00
ACD/KOC (pH 7.4): 3153893.50
Polar Surface Area: 20 Å2
Polarizability: 52.2±0.5 10-24cm3
Surface Tension: 34.3±3.0 dyne/cm
Molar Volume: 436.5±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) =  9.23

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  451.58  (Adapted Stein & Brown method)
    Melting Pt (deg C):  189.98  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.03E-011  (Modified Grain method)
    MP  (exp database):  216 deg C
    Subcooled liquid VP: 5.46E-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):  8.783e-005
       log Kow used: 9.23 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.0012924 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.46E-004  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.216E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  9.23  (KowWin est)
  Log Kaw used:  -2.224  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.454
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.2165
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.3555  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.5943  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2290
   Biowin6 (MITI Non-Linear Model):   0.0066
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.3698
 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):  7.28E-007 Pa (5.46E-009 mm Hg)
  Log Koa (Koawin est  ): 11.454
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.12 
       Octanol/air (Koa) model:  0.0698 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.993 
       Mackay model           :  0.997 
       Octanol/air (Koa) model:  0.848 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  91.0845 E-12 cm3/molecule-sec
      Half-Life =     0.117 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.409 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): 0.995 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  5.175E+006
      Log Koc:  6.714 

 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 = 1.749 (BCF = 56.14)
       log Kow used: 9.23 (estimated)

 Volatilization from Water:
    Henry LC:  0.000146 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      10.39  hours
    Half-Life from Model Lake :      286.6  hours   (11.94 days)

 Removal In Wastewater Treatment:
    Total removal:              94.03  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.26  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       0.00957         2.51         1000       
   Water     0.731           4.32e+003    1000       
   Soil      40.9            8.64e+003    1000       
   Sediment  58.4            3.89e+004    0          
     Persistence Time: 1.1e+004 hr




                    

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