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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:51:31 UTC

Update Date

2020-02-26 21:38:24 UTC

HMDB ID

HMDB0013239

Secondary Accession Numbers

HMDB13239

Metabolite Identification

Common Name

Heptanoylcholine

Description

Heptanoylcholine is a fatty acid-choline as the ester product of Heptanoic acid and cholinel. The pharmacological effects of a series of fatty acid-choline esters have been studied on the isolated rabbit heart, the isolated guinea-pig ileum and the rat stomach. The effect changed with increasing chain length, and three different types of response were observed. The shortchain compounds produced depression of the isolated rabbit heart and spasm of the isolated guinea-pig ileum. Only one, butyrylcholine, had an erratic stimulating effect on hydrochloric acid secretion by the partially vagotomized rat stomach. Medium-chain compounds had a stimulating effect on the isolated rabbit heart, a mixed spasmogenic and relaxant effect on the isolated guinea-pig ileum, and no effect on the rat stomach. Long-chain compounds blocked the effect of acetylcholine on the isolated rabbit heart and the isolated guinea-pig ileum; they also depressed spontaneous hydrochloric acid secretion by the rat stomach.

Structure

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

HMDB0013239
     RDKit          3D
Heptanoylcholine
 41 40  0  0  0  0  0  0  0  0999 V2000
    5.4743    0.2298    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9239    1.5210    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.8394    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    0.9856   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.4468    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -1.1282   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -0.4826   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    0.4904   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.9660    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482   -0.7142    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.0017    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.4153   -0.2521 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0460   -0.9251   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4161    1.0311   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.7109   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429   -0.5242   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -0.1777    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178    0.3853    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    2.3514    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    1.6415   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    2.8819   -0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784    1.9704    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.4120    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    1.0807   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284   -1.0347   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -0.5523    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -2.2177   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629   -1.0336   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.3172    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -1.3671    2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1955   -2.1499    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9406   -0.8089    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.1513   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.7297   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8578   -1.4071   -2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    1.3005    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.3749   -1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4009    1.5099   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0507   -1.7798   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4007   -0.5374    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4145   -0.0605   -1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
M  CHG  1  12   1
M  END

  Mrv1652303102016512D          

 15 14  0  0  0  0            999 V2000
    8.3488   -9.7574    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.4922   -9.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6344  -10.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9363   -9.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7613  -10.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7778   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9212   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067  -10.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6357   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3502   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0646   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4936   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  CHG  1   1   1
M  END
> <DATABASE_ID>
HMDB0013239

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H26NO2/c1-5-6-7-8-9-12(14)15-11-10-13(2,3)4/h5-11H2,1-4H3/q+1

> <INCHI_KEY>
XZYNWDWRUDTDCH-UHFFFAOYSA-N

> <FORMULA>
C12H26NO2

> <MOLECULAR_WEIGHT>
216.3403

> <EXACT_MASS>
216.196354081

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
26.971467606047113

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(heptanoyloxy)ethyl]trimethylazanium

> <ALOGPS_LOGP>
-1.56

> <JCHEM_LOGP>
-1.742333245471746

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-7.047174497691644

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
74.3764

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(heptanoyloxy)ethyl]trimethylazanium

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013239
     RDKit          3D
Heptanoylcholine
 41 40  0  0  0  0  0  0  0  0999 V2000
    5.4743    0.2298    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9239    1.5210    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.8394    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    0.9856   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.4468    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -1.1282   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -0.4826   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    0.4904   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.9660    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482   -0.7142    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.0017    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.4153   -0.2521 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0460   -0.9251   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4161    1.0311   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.7109   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429   -0.5242   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -0.1777    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178    0.3853    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    2.3514    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    1.6415   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    2.8819   -0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784    1.9704    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.4120    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    1.0807   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284   -1.0347   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -0.5523    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -2.2177   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629   -1.0336   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.3172    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -1.3671    2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1955   -2.1499    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9406   -0.8089    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.1513   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.7297   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8578   -1.4071   -2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    1.3005    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.3749   -1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4009    1.5099   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0507   -1.7798   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4007   -0.5374    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4145   -0.0605   -1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
M  CHG  1  12   1
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  N   UNK     0      15.584 -18.214   0.000  0.00  0.00           N+1
HETATM    2  O   UNK     0      19.585 -17.444   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      16.918 -17.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.251 -18.984   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.814 -16.880   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.354 -19.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.252 -18.214   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.919 -18.214   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.253 -17.444   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      20.919 -19.754   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      23.587 -18.214   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.920 -17.444   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.254 -18.214   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.588 -17.444   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.921 -18.214   0.000  0.00  0.00           C+0
CONECT    1    3    4    5    6                                             
CONECT    2    7    8                                                       
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    2    3                                                       
CONECT    8    2    9   10                                                  
CONECT    9    8   11                                                       
CONECT   10    8                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0013239
HETATM    1  C1  UNL     1       5.474   0.230   0.602  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.924   1.521   0.149  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.515   1.839   0.400  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.454   0.986  -0.170  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.438  -0.447   0.231  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.273  -1.128  -0.472  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.003  -0.483  -0.076  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.395   0.490  -0.718  1.00  0.00           O  
HETATM    9  O2  UNL     1      -0.689  -0.966   0.955  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.848  -0.714   1.618  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.106  -1.002   0.941  1.00  0.00           C  
HETATM   12  N1  UNL     1      -3.536  -0.415  -0.252  1.00  0.00           N1+
HETATM   13  C10 UNL     1      -3.046  -0.925  -1.484  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.416   1.031  -0.214  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.019  -0.711  -0.302  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.643  -0.524  -0.192  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.923  -0.178   1.482  1.00  0.00           H  
HETATM   18  H3  UNL     1       6.518   0.385   1.024  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.534   2.351   0.620  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.179   1.641  -0.948  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.330   2.882  -0.004  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.278   1.970   1.499  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.480   1.412   0.232  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.336   1.081  -1.275  1.00  0.00           H  
HETATM   25  H10 UNL     1       3.328  -1.035  -0.060  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.350  -0.552   1.336  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.264  -2.218  -0.265  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.363  -1.034  -1.572  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.846   0.317   2.118  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.798  -1.367   2.570  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.196  -2.150   0.858  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.941  -0.809   1.711  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.631  -0.151  -2.164  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.284  -1.730  -1.334  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.858  -1.407  -2.054  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.685   1.300   0.566  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.040   1.375  -1.203  1.00  0.00           H  
HETATM   38  H23 UNL     1      -4.401   1.510  -0.005  1.00  0.00           H  
HETATM   39  H24 UNL     1      -5.051  -1.780  -0.591  1.00  0.00           H  
HETATM   40  H25 UNL     1      -5.401  -0.537   0.707  1.00  0.00           H  
HETATM   41  H26 UNL     1      -5.414  -0.061  -1.083  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   14   15
CONECT   13   33   34   35
CONECT   14   36   37   38
CONECT   15   39   40   41
END

HMDB0013239
     RDKit          3D
Heptanoylcholine
 41 40  0  0  0  0  0  0  0  0999 V2000
    5.4743    0.2298    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9239    1.5210    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.8394    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    0.9856   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.4468    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -1.1282   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -0.4826   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    0.4904   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.9660    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482   -0.7142    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.0017    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.4153   -0.2521 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0460   -0.9251   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4161    1.0311   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.7109   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429   -0.5242   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -0.1777    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178    0.3853    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    2.3514    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    1.6415   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    2.8819   -0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784    1.9704    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.4120    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    1.0807   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284   -1.0347   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -0.5523    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -2.2177   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629   -1.0336   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461    0.3172    2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -1.3671    2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1955   -2.1499    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9406   -0.8089    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311   -0.1513   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.7297   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8578   -1.4071   -2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    1.3005    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.3749   -1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4009    1.5099   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0507   -1.7798   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4007   -0.5374    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4145   -0.0605   -1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
M  CHG  1  12   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₂₆NO₂

Average Molecular Weight

216.3403

Monoisotopic Molecular Weight

216.196354081

IUPAC Name

[2-(heptanoyloxy)ethyl]trimethylazanium

Traditional Name

[2-(heptanoyloxy)ethyl]trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCC(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C12H26NO2/c1-5-6-7-8-9-12(14)15-11-10-13(2,3)4/h5-11H2,1-4H3/q+1

InChI Key

XZYNWDWRUDTDCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Acyl cholines

Alternative Parents

Substituents

Acyl choline
Fatty acid ester
Fatty acyl
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Amine
Organooxygen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.0015 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.7	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	74.38 m³·mol⁻¹	ChemAxon
Polarizability	26.97 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	154.725	30932474
DeepCCS	[M-H]-	152.248	30932474
DeepCCS	[M-2H]-	187.468	30932474
DeepCCS	[M+Na]+	163.151	30932474
AllCCS	[M+H]+	156.4	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	159.4	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	164.2	32859911
AllCCS	[M+Na-2H]-	165.6	32859911
AllCCS	[M+HCOO]-	167.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heptanoylcholine	CCCCCCC(=O)OCC[N+](C)(C)C	1722.5	Standard polar	33892256
Heptanoylcholine	CCCCCCC(=O)OCC[N+](C)(C)C	1229.6	Standard non polar	33892256
Heptanoylcholine	CCCCCCC(=O)OCC[N+](C)(C)C	1456.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Heptanoylcholine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB029351

KNApSAcK ID

Not Available

Chemspider ID

17029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18025

PDB ID

Not Available

ChEBI ID

169697

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 Heptanoylcholine (HMDB0013239)

MOL for HMDB0013239 (Heptanoylcholine)

3D MOL for HMDB0013239 (Heptanoylcholine)

3D SDF for HMDB0013239 (Heptanoylcholine)

3D-SDF for HMDB0013239 (Heptanoylcholine)

PDB for HMDB0013239 (Heptanoylcholine)

3D PDB for HMDB0013239 (Heptanoylcholine)

SMILES for HMDB0013239 (Heptanoylcholine)

INCHI for HMDB0013239 (Heptanoylcholine)

Structure for HMDB0013239 (Heptanoylcholine)

3D Structure for HMDB0013239 (Heptanoylcholine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

NMR Spectra