3-(4-deoxy-β-D-gluc-4-enosyluronic acid)-N-acetyl-D-glucosamine

Molecular FormulaC₁₄H₂₁NO₁₁
Average mass379.317 Da
Monoisotopic mass379.111450 Da
ChemSpider ID389411

- 8 of 8 defined stereocentres

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Names and Synonyms
Database ID(s)

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

2-Acetamido-2-deoxy-3-O-(4-deoxy-α-L-threo-hex-4-enopyranuronosyl)-β-D-glucopyranose [ACD/IUPAC Name]

2-Acetamido-2-desoxy-3-O-(4-desoxy-α-L-threo-hex-4-enopyranuronosyl)-β-D-glucopyranose [German] [ACD/IUPAC Name]

2-Acétamido-2-désoxy-3-O-(4-désoxy-α-L-thréo-hex-4-énopyranuronosyl)-β-D-glucopyranose [French] [ACD/IUPAC Name]

3-(4-deoxy-β-D-gluc-4-enosyluronic acid)-N-acetyl-D-glucosamine

β-D-Glucopyranose, 2-(acetylamino)-2-deoxy-3-O-(4-deoxy-α-L-threo-hex-4-enopyranuronosyl)- [ACD/Index Name]

(2R,3R,4S)-2-{[(2R,3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

(4S,5R,6R)-6-{[(2R,3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

2-(acetylamino)-2-deoxy-3-O-(4-deoxy-α-L-threo-hex-4-enopyranuronosyl)-β-D-glucopyranose

2-acetamido-2-deoxy-3-O-(4-deoxy-α-L-threo-hex-4-enopyranuronosyl)-β-D-glucopyranose; 3-(4-deoxy-α-L-threo-hex-4-enopyranosyluronic acid)-2-acetamido-2-deoxy-D-glucose

3-(4-deoxy-α-L-threo-hex-4-enopyranosyluronic acid)-2-acetamido-2-deoxy-D-glucose

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

C04794 [DBID]

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Miscellaneous

Chemical Class:

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

Density:	1.7±0.1 g/cm³
Boiling Point:	818.1±65.0 °C at 760 mmHg
Vapour Pressure:	0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization:	135.3±6.0 kJ/mol
Flash Point:	448.5±34.3 °C
Index of Refraction:	1.637
Molar Refractivity:	80.6±0.4 cm³
#H bond acceptors:	12
#H bond donors:	7
#Freely Rotating Bonds:	5
#Rule of 5 Violations:	2

ACD/LogP:	-1.53
ACD/LogD (pH 5.5):	-4.19
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	1.00
ACD/LogD (pH 7.4):	-5.77
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	1.00
Polar Surface Area:	195 Å²
Polarizability:	32.0±0.5 10^-24cm³
Surface Tension:	94.9±5.0 dyne/cm
Molar Volume:	224.6±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) =  -3.99

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  666.34  (Adapted Stein & Brown method)
    Melting Pt (deg C):  290.30  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.22E-020  (Modified Grain method)
    Subcooled liquid VP: 4.62E-017 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):  1e+006
       log Kow used: -3.99 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.50E-028  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.605E-026 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -3.99  (KowWin est)
  Log Kaw used:  -25.735  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  21.745
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6014
   Biowin2 (Non-Linear Model)     :   0.0231
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.4452  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.5095  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.8571
   Biowin6 (MITI Non-Linear Model):   0.0942
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5355
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  6.16E-015 Pa (4.62E-017 mm Hg)
  Log Koa (Koawin est  ): 21.745
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.87E+008 
       Octanol/air (Koa) model:  1.36E+009 
   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 = 186.7990 E-12 cm3/molecule-sec
      Half-Life =     0.057 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.687 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     5.687500 E-17 cm3/molecule-sec
      Half-Life =     0.201 Days (at 7E11 mol/cm3)
      Half-Life =      4.836 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    :  10
      Log Koc:  1.000 

 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 = 0.500 (BCF = 3.162)
       log Kow used: -3.99 (estimated)

 Volatilization from Water:
    Henry LC:  4.5E-028 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.534E+024  hours   (1.056E+023 days)
    Half-Life from Model Lake : 2.764E+025  hours   (1.152E+024 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       6.5e-010        1.07         1000       
   Water     34.5            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr

Click to predict properties on the Chemicalize site

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3-(4-deoxy-β-D-gluc-4-enosyluronic acid)-N-acetyl-D-glucosamine

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