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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:33:56 UTC

Update Date

2021-09-23 16:33:56 UTC

HMDB ID

HMDB0302282

Secondary Accession Numbers

None

Metabolite Identification

Common Name

alpha-Cephalin

Description

Alpha-cephalin, also known as alpha-cephalin, is a member of the class of compounds known as phosphatidylethanolamines. Phosphatidylethanolamines are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. Alpha-cephalin is soluble (in water) and a moderately acidic compound (based on its pKa). Alpha-cephalin can be found in flaxseed and peanut, which makes alpha-cephalin a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0302282
     RDKit          3D
alpha-Cephalin
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.5090   -4.2568   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973   -2.9972    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3187   -3.0350    1.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.7967   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337   -0.6398    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    0.5927   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696    0.4126   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2637    1.5469   -0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9140    1.3386   -1.0893 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3877    1.3889   -2.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.6413   -0.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -0.1352   -0.4385 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895   -0.0272   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693   -1.3863    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -1.4020    1.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    1.6809    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    2.7268    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859    3.8671    1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4486    2.6698   -0.9507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -4.0000   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412   -4.8516   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942   -4.8373   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -0.5351    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0037   -0.7636    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640    0.7295   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807   -0.4871   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2243    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0898    3.4301   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9022    0.7766    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3766    0.2080   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4642   -1.6838    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1122   -2.0966   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006   -0.8738    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1245   -0.9185    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    4.7205    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    4.1744    0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.5946    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

  Mrv1533004241522492D          

 19 18  0  0  0  0            999 V2000
   -0.7145   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.7289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.2039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302282

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC(COP(O)(=O)OCCN)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18NO8P/c1-7(11)15-5-9(18-8(2)12)6-17-19(13,14)16-4-3-10/h9H,3-6,10H2,1-2H3,(H,13,14)

> <INCHI_KEY>
CFWRDBDJAOHXSH-UHFFFAOYSA-N

> <FORMULA>
C9H18NO8P

> <MOLECULAR_WEIGHT>
299.216

> <EXACT_MASS>
299.077003542

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.267676822197053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[2,3-bis(acetyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
-1.40

> <JCHEM_LOGP>
-2.5089416248641703

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688003263394277

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38

> <JCHEM_REFRACTIVITY>
62.124100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2,3-bis(acetyloxy)propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302282
     RDKit          3D
alpha-Cephalin
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.5090   -4.2568   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973   -2.9972    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3187   -3.0350    1.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.7967   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337   -0.6398    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    0.5927   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696    0.4126   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2637    1.5469   -0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9140    1.3386   -1.0893 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3877    1.3889   -2.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.6413   -0.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -0.1352   -0.4385 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895   -0.0272   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693   -1.3863    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -1.4020    1.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    1.6809    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    2.7268    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859    3.8671    1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4486    2.6698   -0.9507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -4.0000   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412   -4.8516   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942   -4.8373   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -0.5351    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0037   -0.7636    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640    0.7295   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807   -0.4871   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2243    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0898    3.4301   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9022    0.7766    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3766    0.2080   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4642   -1.6838    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1122   -2.0966   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006   -0.8738    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1245   -0.9185    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    4.7205    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    4.1744    0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.5946    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -1.897   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -2.667   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.000  -4.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.517   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -7.287   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       2.667  -8.827   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       1.127  -8.827   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.207  -8.827   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667 -10.367   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001 -11.137   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001 -12.677   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.335 -13.447   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.667  -4.207   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -2.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334  -1.897   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0302282
HETATM    1  C1  UNL     1      -2.509  -4.257  -0.739  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.697  -2.997   0.023  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.319  -3.035   1.128  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.212  -1.797  -0.447  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.434  -0.640   0.341  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.846   0.593  -0.301  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.370   0.413  -0.436  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.264   1.547  -0.942  1.00  0.00           O  
HETATM    9  P1  UNL     1       1.914   1.339  -1.089  1.00  0.00           P  
HETATM   10  O4  UNL     1       2.388   1.389  -2.525  1.00  0.00           O  
HETATM   11  O5  UNL     1       2.676   2.641  -0.290  1.00  0.00           O  
HETATM   12  O6  UNL     1       2.447  -0.135  -0.439  1.00  0.00           O  
HETATM   13  C6  UNL     1       3.789  -0.027  -0.020  1.00  0.00           C  
HETATM   14  C7  UNL     1       4.169  -1.386   0.542  1.00  0.00           C  
HETATM   15  N1  UNL     1       5.539  -1.402   1.009  1.00  0.00           N  
HETATM   16  O7  UNL     1      -2.138   1.681   0.589  1.00  0.00           O  
HETATM   17  C8  UNL     1      -2.966   2.727   0.214  1.00  0.00           C  
HETATM   18  C9  UNL     1      -3.286   3.867   1.115  1.00  0.00           C  
HETATM   19  O8  UNL     1      -3.449   2.670  -0.951  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.268  -4.000  -1.778  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.441  -4.852  -0.703  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.694  -4.837  -0.239  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.538  -0.535   0.444  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.004  -0.764   1.359  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.364   0.729  -1.269  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.181  -0.487  -1.049  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.047   0.224   0.572  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.090   3.430  -0.442  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.902   0.777   0.710  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.377   0.208  -0.913  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.464  -1.684   1.325  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.112  -2.097  -0.316  1.00  0.00           H  
HETATM   33  H14 UNL     1       5.601  -0.874   1.913  1.00  0.00           H  
HETATM   34  H15 UNL     1       6.125  -0.919   0.280  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.662   4.721   0.808  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.351   4.174   0.957  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.175   3.595   2.180  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   23   24
CONECT    6    7   16   25
CONECT    7    8   26   27
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   28
CONECT   12   13
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   33   34
CONECT   16   17
CONECT   17   18   19   19
CONECT   18   35   36   37
END

HMDB0302282
     RDKit          3D
alpha-Cephalin
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.5090   -4.2568   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973   -2.9972    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3187   -3.0350    1.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.7967   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337   -0.6398    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    0.5927   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696    0.4126   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2637    1.5469   -0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9140    1.3386   -1.0893 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3877    1.3889   -2.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.6413   -0.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -0.1352   -0.4385 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895   -0.0272   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693   -1.3863    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -1.4020    1.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    1.6809    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    2.7268    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859    3.8671    1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4486    2.6698   -0.9507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -4.0000   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412   -4.8516   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942   -4.8373   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -0.5351    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0037   -0.7636    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640    0.7295   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807   -0.4871   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2243    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0898    3.4301   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9022    0.7766    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3766    0.2080   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4642   -1.6838    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1122   -2.0966   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006   -0.8738    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1245   -0.9185    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    4.7205    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    4.1744    0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749    3.5946    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-Aminoethoxy)[2,3-bis(acetyloxy)propoxy]phosphinate	Generator
a-Cephalin	Generator
Α-cephalin	Generator

Chemical Formula

C₉H₁₈NO₈P

Average Molecular Weight

299.216

Monoisotopic Molecular Weight

299.077003542

IUPAC Name

(2-aminoethoxy)[2,3-bis(acetyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2,3-bis(acetyloxy)propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC(COP(O)(=O)OCCN)OC(C)=O

InChI Identifier

InChI=1S/C9H18NO8P/c1-7(11)15-5-9(18-8(2)12)6-17-19(13,14)16-4-3-10/h9H,3-6,10H2,1-2H3,(H,13,14)

InChI Key

CFWRDBDJAOHXSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Primary amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Organic zwitterion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302282)

Food

Herb and spice

Oilseed crop

Flaxseed (FooDB: FOOD00101)

Nut

Peanut (FooDB: FOOD00016)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-2.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	134.38 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	62.12 m³·mol⁻¹	ChemAxon
Polarizability	27.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	165.889	32859911
AllCCS	[M+H-H2O]+	163.0	32859911
AllCCS	[M+Na]+	169.326	32859911
AllCCS	[M+NH4]+	168.56	32859911
AllCCS	[M-H]-	162.685	32859911
AllCCS	[M+Na-2H]-	163.452	32859911
AllCCS	[M+HCOO]-	164.396	32859911
DeepCCS	[M+H]+	158.323	30932474
DeepCCS	[M-H]-	155.965	30932474
DeepCCS	[M-2H]-	190.373	30932474
DeepCCS	[M+Na]+	165.144	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cephalin,1TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C)OC(C)=O	2051.3	Semi standard non polar	33892256
alpha-Cephalin,1TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C)OC(C)=O	1982.4	Standard non polar	33892256
alpha-Cephalin,1TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C)OC(C)=O	3681.2	Standard polar	33892256
alpha-Cephalin,1TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C)OC(C)=O	2117.4	Semi standard non polar	33892256
alpha-Cephalin,1TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C)OC(C)=O	2124.9	Standard non polar	33892256
alpha-Cephalin,1TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C)OC(C)=O	3838.4	Standard polar	33892256
alpha-Cephalin,2TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2146.7	Semi standard non polar	33892256
alpha-Cephalin,2TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2211.5	Standard non polar	33892256
alpha-Cephalin,2TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2972.7	Standard polar	33892256
alpha-Cephalin,2TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(C)=O	2361.3	Semi standard non polar	33892256
alpha-Cephalin,2TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(C)=O	2265.9	Standard non polar	33892256
alpha-Cephalin,2TMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(C)=O	3540.2	Standard polar	33892256
alpha-Cephalin,3TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2367.8	Semi standard non polar	33892256
alpha-Cephalin,3TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2312.8	Standard non polar	33892256
alpha-Cephalin,3TMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	2822.0	Standard polar	33892256
alpha-Cephalin,1TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(C)=O	2265.8	Semi standard non polar	33892256
alpha-Cephalin,1TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(C)=O	2171.2	Standard non polar	33892256
alpha-Cephalin,1TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(C)=O	3698.8	Standard polar	33892256
alpha-Cephalin,1TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(C)=O	2330.3	Semi standard non polar	33892256
alpha-Cephalin,1TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(C)=O	2293.9	Standard non polar	33892256
alpha-Cephalin,1TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(C)=O	3798.5	Standard polar	33892256
alpha-Cephalin,2TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	2585.9	Semi standard non polar	33892256
alpha-Cephalin,2TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	2554.5	Standard non polar	33892256
alpha-Cephalin,2TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3099.3	Standard polar	33892256
alpha-Cephalin,2TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(C)=O	2780.5	Semi standard non polar	33892256
alpha-Cephalin,2TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(C)=O	2622.6	Standard non polar	33892256
alpha-Cephalin,2TBDMS,isomer #2	CC(=O)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(C)=O	3542.1	Standard polar	33892256
alpha-Cephalin,3TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3021.4	Semi standard non polar	33892256
alpha-Cephalin,3TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	2791.0	Standard non polar	33892256
alpha-Cephalin,3TBDMS,isomer #1	CC(=O)OCC(COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3032.5	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 10V, Positive-QTOF	splash10-0006-9231000000-e2696e873d1b9b4a93ce	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 20V, Positive-QTOF	splash10-0006-9310000000-3257006df9e36c7448ec	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 40V, Positive-QTOF	splash10-0006-9300000000-da4aed545a0b52d5fc92	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 10V, Negative-QTOF	splash10-0a4i-8290000000-bfbab3cebe4467c07dbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 20V, Negative-QTOF	splash10-0a6r-9210000000-38ac30c14901e01bc803	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 40V, Negative-QTOF	splash10-004i-9100000000-597c34f86bab0c02a856	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 10V, Positive-QTOF	splash10-0udi-0119000000-5dc0eda5b93f5fd37162	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 20V, Positive-QTOF	splash10-0pb9-0935000000-ce95ba8d74c88c7eefb0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 40V, Positive-QTOF	splash10-0a4i-0931000000-cac4df81f0dc35bf4b41	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 10V, Positive-QTOF	splash10-00di-0109000000-95a0a1e06d569b07b913	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 20V, Positive-QTOF	splash10-00di-0229000000-eba2da6494f508b13d27	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 40V, Positive-QTOF	splash10-004i-0291000000-c15ccbee8b0b656772ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 10V, Negative-QTOF	splash10-0002-1090000000-7b7aab6f47b42edea025	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 20V, Negative-QTOF	splash10-0002-1090000000-7b7aab6f47b42edea025	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cephalin 40V, Negative-QTOF	splash10-0a4j-8390000000-ac3a95630422e2c3ef9d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004014

KNApSAcK ID

Not Available

Chemspider ID

10275057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for alpha-Cephalin (HMDB0302282)

MOL for HMDB0302282 (alpha-Cephalin)

3D MOL for HMDB0302282 (alpha-Cephalin)

3D SDF for HMDB0302282 (alpha-Cephalin)

3D-SDF for HMDB0302282 (alpha-Cephalin)

PDB for HMDB0302282 (alpha-Cephalin)

3D PDB for HMDB0302282 (alpha-Cephalin)

SMILES for HMDB0302282 (alpha-Cephalin)

INCHI for HMDB0302282 (alpha-Cephalin)

Structure for HMDB0302282 (alpha-Cephalin)

3D Structure for HMDB0302282 (alpha-Cephalin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra