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Showing NP-Card for LysoPC(18:4(6Z,9Z,12Z,15Z)) (NP0338894)

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Record Information
Version2.0
Created at2024-09-11 18:35:03 UTC
Updated at2024-09-11 18:35:03 UTC
NP-MRD IDNP0338894
Secondary Accession NumbersNone
Natural Product Identification
Common NameLysoPC(18:4(6Z,9Z,12Z,15Z))
DescriptionLysoPC(18:4(6Z,9Z,12Z,15Z)) belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. LysoPC(18:4(6Z,9Z,12Z,15Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))


  Mrv0541 02251204552D          

 36 35  0  0  1  0            999 V2000
    4.8585   -0.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0886   -1.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -3.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -4.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869   -4.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -5.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -4.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267   -3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7834   -2.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117   -1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6816   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -2.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348   -1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5047   -1.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6331   -0.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579   -2.4134    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.0393   -3.0550    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.0765   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995   -2.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695   -2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810   -2.8579    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1509   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6774   -3.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631   -1.1538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 22 36  1  6  0  0  0
M  CHG  2  27  -1  32   1
M  END
Download

3D MOL for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))

Download
3D SDF for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))

  Mrv0541 02251204552D          

 36 35  0  0  1  0            999 V2000
    4.8585   -0.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0886   -1.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -3.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -4.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869   -4.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -5.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -4.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267   -3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7834   -2.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117   -1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6816   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -2.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348   -1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5047   -1.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6331   -0.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579   -2.4134    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.0393   -3.0550    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.0765   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995   -2.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695   -2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810   -2.8579    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1509   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6774   -3.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631   -1.1538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 22 36  1  6  0  0  0
M  CHG  2  27  -1  32   1
M  END
> <DATABASE_ID>
NP0338894

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h6-7,9-10,12-13,15-16,25,28H,5,8,11,14,17-24H2,1-4H3/t25-/m1/s1

> <INCHI_KEY>
RVSJNDKZLRQIIG-RUZDIDTESA-N

> <FORMULA>
C26H46NO7P

> <MOLECULAR_WEIGHT>
515.6197

> <EXACT_MASS>
515.301189343

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
58.260575603652356

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
0.6341931801949202

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655609236406608

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.855340613627086

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040033707866657

> <JCHEM_POLAR_SURFACE_AREA>
105.12000000000002

> <JCHEM_REFRACTIVITY>
155.94209999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.69e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))
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PDB for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))
HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0       9.069  -1.462   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.632  -2.016   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.393  -3.537   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.955  -4.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.716  -5.611   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.913  -6.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.674  -8.101   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.872  -9.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.309  -8.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.507  -9.484   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.944  -8.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.183  -7.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.621  -6.856   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.860  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.662  -4.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.902  -2.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.339  -2.292   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.537  -3.260   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.297  -4.781   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.974  -2.707   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      18.172  -3.675   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.609  -3.122   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      19.848  -1.601   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      20.807  -4.090   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      22.244  -3.537   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      23.441  -4.505   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      22.473  -5.703   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0      24.409  -3.307   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      24.639  -5.473   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      26.076  -4.920   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.274  -5.888   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      28.711  -5.335   0.000  0.00  0.00           N+1
HETATM   33  C   UNK     0      30.148  -4.781   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.264  -6.772   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.158  -3.897   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0      18.411  -2.154   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   36                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

Download
3D PDB for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))
Download
SMILES for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))
[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C
Download
INCHI for NP0338894 (LysoPC(18:4(6Z,9Z,12Z,15Z)))
InChI=1S/C26H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h6-7,9-10,12-13,15-16,25,28H,5,8,11,14,17-24H2,1-4H3/t25-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC26H46NO7P
Average Mass515.6197 Da
Monoisotopic Mass515.30119 Da
IUPAC Name(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-hydroxy-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C26H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h6-7,9-10,12-13,15-16,25,28H,5,8,11,14,17-24H2,1-4H3/t25-/m1/s1
InChI KeyRVSJNDKZLRQIIG-RUZDIDTESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassGlycerophospholipids  
Sub ClassGlycerophosphocholines  
Direct Parent1-acyl-sn-glycero-3-phosphocholines  
Alternative Parents
Substituents
  • 1-acyl-sn-glycero-3-phosphocholine
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  • Phosphocholine
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  • Fatty acid ester
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  • Dialkyl phosphate
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  • Organic phosphoric acid derivative
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  • Phosphoric acid ester
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  • Alkyl phosphate
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  • Fatty acyl
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  • Tetraalkylammonium salt
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  • Quaternary ammonium salt
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  • Secondary alcohol
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  • Carboxylic acid ester
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  • Carboxylic acid derivative
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  • Monocarboxylic acid or derivatives
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  • Organic oxide
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  • Organooxygen compound
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  • Organonitrogen compound
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  • Organic nitrogen compound
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  • Alcohol
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  • Organic oxygen compound
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  • Organopnictogen compound
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  • Carbonyl group
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  • Organic salt
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  • Amine
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  • Hydrocarbon derivative
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  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.84ALOGPS
logP0.63ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area105.12 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity155.94 m³·mol⁻¹ChemAxon
Polarizability58.26 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB027540  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available