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ChemSpider 2D Image | (−)-D-erythro-Sphingosine | C18H37NO2

(−)-D-erythro-Sphingosine

  • Molecular FormulaC18H37NO2
  • Average mass299.492 Da
  • Monoisotopic mass299.282440 Da
  • ChemSpider ID4444047
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 2 of 2 defined stereocentres


More details:



Featured data source



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

(−)-D-erythro-Sphingosine
(-)-D-erythro-Sphingosine
(2S,3R,4E)-2-Amino-4-octadecen-1,3-diol [German] [ACD/IUPAC Name]
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol [ACD/IUPAC Name]
(2S,3R,4E)-2-Amino-4-octadécène-1,3-diol [French] [ACD/IUPAC Name]
(2S,3R,4E)-2-Aminooctadec-4-ene-1,3-diol
(4E)-2-Aminooctadec-4-ene-1,3-diol
(4E)-sphing-4-enine
(4E)-sphingenine
0Y6SVQ612Q
More...

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

85621_FLUKA [DBID]
Bio1_000314 [DBID]
Bio1_000803 [DBID]
Bio1_001292 [DBID]
Bio2_000246 [DBID]
Bio2_000726 [DBID]
C00319 [DBID]
CBiol_002028 [DBID]
CCRIS 6899 [DBID]
CHEBI:16393 [DBID]
More...
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      81-82 °C Indofine [56-1302] , [56-1086] , [71-1086] , [56-1302] , [56-1086] , [71-1086]
      81-82 °C Indofine [56-1302] , [56-1086] , [71-1086] , [56-1302] , [56-1086] , [71-1086] , [71-1086] , [56-1086] , [56-1086] , [56-1302] , [56-1302]
      67 °C Wikidata Q46298
    • Experimental LogP:

      6.018 LabNetwork LN01307121
    • Experimental Solubility:

      .; chloroform:; 20 mg/mL, clear, colorless to very faintly yellow Indofine [71-1086]
      Chloroform:20 mg ml,clear,colorless to very faintly yellow Indofine [56-1086] , [56-1302]
      Soluble to 5 mM in DMSO and to 50 mM in ethanol Tocris Bioscience 0633, 633
  • Miscellaneous
    • Appearance:

      white powder OU Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with strong acids, strong bases, strong oxidizing agents. OU Chemical Safety Data (No longer updated) More details
    • Safety:

      Irritant/Store at -20?C SynQuest 4356-1-E0
      Irritant/Store at -20°C SynQuest 4356-1-E0
      Minimize exposure. OU Chemical Safety Data (No longer updated) More details
    • Chemical Class:

      A sphing-4-enine in which the double bond is <stereo>trans</stereo>. ChEBI CHEBI:16393
      A sphing-4-enine in which the double bond is trans. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16393
    • Bio Activity:

      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB0239
      Enzymes Tocris Bioscience 633
      Enzymes/Kinase/PKC Hello Bio HB0239
      Inhibitor of protein kinase C and calmodulin-dependent enzymes, but may stimulate mast cells by activation of protein kinase C. Tocris Bioscience 0633, 633
      Kinases Tocris Bioscience 633
      PKC inhibitor Hello Bio HB0239
      Protein Kinase C Tocris Bioscience 633
      Protein kinase C (PKC) inhibitor. Also TRPM3 channel activator (EC<sub>50</sub> = 12 &micro;M). Exhibits little or no activity for other TRP channels. Also inhibits platelet aggregation. Hello Bio HB0239
      Protein kinase C inhibitor Tocris Bioscience 0633, 633

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

Density: 0.9±0.1 g/cm3
Boiling Point: 445.9±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.4 mmHg at 25°C
Enthalpy of Vaporization: 81.2±6.0 kJ/mol
Flash Point: 223.5±28.7 °C
Index of Refraction: 1.489
Molar Refractivity: 92.0±0.3 cm3
#H bond acceptors: 3
#H bond donors: 4
#Freely Rotating Bonds: 15
#Rule of 5 Violations: 1
ACD/LogP: 6.40
ACD/LogD (pH 5.5): 2.45
ACD/BCF (pH 5.5): 8.19
ACD/KOC (pH 5.5): 21.85
ACD/LogD (pH 7.4): 3.64
ACD/BCF (pH 7.4): 125.49
ACD/KOC (pH 7.4): 334.94
Polar Surface Area: 66 Å2
Polarizability: 36.5±0.5 10-24cm3
Surface Tension: 38.3±3.0 dyne/cm
Molar Volume: 318.7±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) =  5.53

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  414.72  (Adapted Stein & Brown method)
    Melting Pt (deg C):  148.76  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.12E-008  (Modified Grain method)
    MP  (exp database):  67 deg C
    Subcooled liquid VP: 2.77E-008 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):  2.391
       log Kow used: 5.53 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  63.817 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Vinyl/Allyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.10E-009  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.846E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.53  (KowWin est)
  Log Kaw used:  -7.347  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.877
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.1847
   Biowin2 (Non-Linear Model)     :   0.9810
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1800  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9869  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7305
   Biowin6 (MITI Non-Linear Model):   0.7434
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7407
 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):  3.69E-006 Pa (2.77E-008 mm Hg)
  Log Koa (Koawin est  ): 12.877
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.812 
       Octanol/air (Koa) model:  1.85 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.967 
       Mackay model           :  0.985 
       Octanol/air (Koa) model:  0.993 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 133.9437 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 141.5437 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.958 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.907 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): 0.976 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  783.6
      Log Koc:  2.894 

 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 = 2.557 (BCF = 360.7)
       log Kow used: 5.53 (estimated)

 Volatilization from Water:
    Henry LC:  1.1E-009 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 9.211E+005  hours   (3.838E+004 days)
    Half-Life from Model Lake : 1.005E+007  hours   (4.187E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              88.65  percent
    Total biodegradation:        0.75  percent
    Total sludge adsorption:    87.90  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       0.0347          1.01         1000       
   Water     10.7            360          1000       
   Soil      53.2            720          1000       
   Sediment  36              3.24e+003    0          
     Persistence Time: 867 hr




                    

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