(3aS,5S,6R,7S,7aS)-5-[(Benzyloxy)methyl]-7-[(2E)-2-buten-1-yloxy]-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl acetate

Molecular FormulaC₂₁H₂₇NO₆
Average mass389.442 Da
Monoisotopic mass389.183838 Da
ChemSpider ID4947999

- Double-bond stereo
- 5 of 5 defined stereocentres

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Names and Synonyms

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

(3aS,5S,6R,7S,7aS)-5-[(Benzyloxy)methyl]-7-[(2E)-2-buten-1-yloxy]-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl acetate [ACD/IUPAC Name]

(3aS,5S,6R,7S,7aS)-5-[(Benzyloxy)methyl]-7-[(2E)-2-buten-1-yloxy]-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl-acetat [German] [ACD/IUPAC Name]

5H-Pyrano[3,2-d]oxazol-6-ol, 7-[(2E)-2-buten-1-yloxy]-3a,6,7,7a-tetrahydro-2-methyl-5-[(phenylmethoxy)methyl]-, acetate (ester), (3aS,5S,6R,7S,7aS)- [ACD/Index Name]

Acétate de (3aS,5S,6R,7S,7aS)-5-[(benzyloxy)méthyl]-7-[(2E)-2-butén-1-yloxy]-2-méthyl-5,6,7,7a-tétrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yle [French] [ACD/IUPAC Name]

[(3aS,5S,6R,7S,7aS)-7-[(E)-but-2-enoxy]-2-methyl-5-(phenylmethoxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[5,6-d][1,3]oxazol-6-yl] acetate

2-METHYL-(2-ACETAMIDO-4-O-ACETYL-6-O-BENZYL-3-O-(2-BUTENYL)-1,2-DIDEOXY A-D-GLUCOPYRANO)(2,1-D)-2-OXAZOLINE

2-Methyl-(2-acetamido-4-O-acetyl-6-O-benzyl-3-O-(2-butenyl)-1,2-dideoxy α-D-glucopyrano)(2,1-d)-2-oxazoline

5H-Pyrano(3,2-d)oxazol-6-ol, 7-(2-butenyloxy)-3a,6,7,7a-tetrahydro-2-methyl-5-((phenylmethoxy)methyl)-, acetate (ester), (3aS-(3aα,5α,6β,7α,7aα))-

78138-59-7 [RN]

Mabdgo

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.2±0.1 g/cm³
Boiling Point:	500.2±50.0 °C at 760 mmHg
Vapour Pressure:	0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization:	76.9±3.0 kJ/mol
Flash Point:	185.7±24.6 °C
Index of Refraction:	1.557
Molar Refractivity:	102.0±0.5 cm³
#H bond acceptors:	7
#H bond donors:	0
#Freely Rotating Bonds:	9
#Rule of 5 Violations:	0

ACD/LogP:	3.84
ACD/LogD (pH 5.5):	3.50
ACD/BCF (pH 5.5):	267.36
ACD/KOC (pH 5.5):	1884.82
ACD/LogD (pH 7.4):	3.51
ACD/BCF (pH 7.4):	275.27
ACD/KOC (pH 7.4):	1940.64
Polar Surface Area:	76 Å²
Polarizability:	40.4±0.5 10^-24cm³
Surface Tension:	40.6±7.0 dyne/cm
Molar Volume:	316.8±7.0 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) =  2.84

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  460.49  (Adapted Stein & Brown method)
    Melting Pt (deg C):  186.57  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.51E-009  (Modified Grain method)
    Subcooled liquid VP: 2.69E-007 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):  13.41
       log Kow used: 2.84 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  35.534 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.37E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.106E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.84  (KowWin est)
  Log Kaw used:  -12.252  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.092
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.0692
   Biowin2 (Non-Linear Model)     :   0.0061
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7731  (weeks       )
   Biowin4 (Primary Survey Model) :   3.7596  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0617
   Biowin6 (MITI Non-Linear Model):   0.0031
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.4844
 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):  3.59E-005 Pa (2.69E-007 mm Hg)
  Log Koa (Koawin est  ): 15.092
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0836 
       Octanol/air (Koa) model:  303 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.751 
       Mackay model           :  0.87 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 128.2730 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 135.8730 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.001 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.945 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    20.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     2.116 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     1.375 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.811 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  30.05
      Log Koc:  1.478 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  9.082E-002  L/mol-sec
  Kb Half-Life at pH 8:      88.325  days   
  Kb Half-Life at pH 7:       2.418  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.485 (BCF = 30.58)
       log Kow used: 2.84 (estimated)

 Volatilization from Water:
    Henry LC:  1.37E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.434E+010  hours   (3.514E+009 days)
    Half-Life from Model Lake :   9.2E+011  hours   (3.834E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               4.54  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.42  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       1.24e-006       1.03         1000       
   Water     17.3            360          1000       
   Soil      82.5            720          1000       
   Sediment  0.215           3.24e+003    0          
     Persistence Time: 769 hr

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(3aS,5S,6R,7S,7aS)-5-[(Benzyloxy)methyl]-7-[(2E)-2-buten-1-yloxy]-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-6-yl acetate

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