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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-26 20:12:28 UTC

Update Date

2021-09-14 15:07:02 UTC

HMDB ID

HMDB0242104

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenacetyl-carnitine

Description

Phenacetyl-carnitine belongs to the class of organic compounds known as cholines. These are organic compounds containing a N,N,N-trimethylethanolammonium cation. Based on a literature review very few articles have been published on Phenacetyl-carnitine.

Structure

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

HMDB0242104
     RDKit          3D
Phenacetyl-carnitine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.1210   -1.9822   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.1569    0.1051 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.1930   -1.1147   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602   -1.9377    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971    0.0679    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5451    1.2975    0.3230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1965    2.4845    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2129    2.3811    2.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2135    1.7796    2.9713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    2.8693    3.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    1.3135    0.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.5042   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.6656   -1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.5323   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825    0.4195   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072   -0.7304   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9941   -1.7801   -0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -1.6818   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210   -0.5312   -2.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3455    0.5097   -2.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.9907   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566   -1.9991    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7086   -1.4658   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -0.2882   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -1.1592   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -2.0472   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -2.4302    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.2624    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -2.7543    0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -0.0014    1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705    0.2456    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    1.4954   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6862    3.4355    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    2.6194    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    2.6101    4.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    2.4803   -0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5228    1.5423    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9992   -0.7616    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443   -2.6731   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -2.4514   -2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182   -0.4731   -3.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821    1.4190   -2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  6
  7 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  CHG  1   2   1
M  END

  Mrv1652308262122222D          

 21 21  0  0  1  0            999 V2000
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
 19 15  2  0  0  0  0
 13 20  1  1  0  0  0
 20 15  1  0  0  0  0
 13 21  1  1  0  0  0
M  CHG  1  16   1
M  END
> <DATABASE_ID>
HMDB0242104

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CC(O)=O)(C[N+](C)(C)C)OC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO4/c1-16(2,3)11-13(10-14(17)18)20-15(19)9-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3/p+1/t13-/m1/s1

> <INCHI_KEY>
DZTZJNGATJMDSH-CYBMUJFWSA-O

> <FORMULA>
C15H22NO4

> <MOLECULAR_WEIGHT>
280.343

> <EXACT_MASS>
280.154334613

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.1267471220244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-carboxy-2-[(2-phenylacetyl)oxy]propyl]trimethylazanium

> <ALOGPS_LOGP>
-1.25

> <JCHEM_LOGP>
-2.6120408181384116

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.189140981531453

> <JCHEM_PKA_STRONGEST_BASIC>
-7.110703620734814

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
86.52159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R)-3-carboxy-2-[(2-phenylacetyl)oxy]propyl]trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242104
     RDKit          3D
Phenacetyl-carnitine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.1210   -1.9822   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.1569    0.1051 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.1930   -1.1147   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602   -1.9377    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971    0.0679    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5451    1.2975    0.3230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1965    2.4845    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2129    2.3811    2.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2135    1.7796    2.9713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    2.8693    3.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    1.3135    0.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.5042   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.6656   -1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.5323   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825    0.4195   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072   -0.7304   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9941   -1.7801   -0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -1.6818   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210   -0.5312   -2.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3455    0.5097   -2.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.9907   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566   -1.9991    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7086   -1.4658   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -0.2882   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -1.1592   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -2.0472   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -2.4302    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.2624    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -2.7543    0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -0.0014    1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705    0.2456    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    1.4954   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6862    3.4355    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    2.6194    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    2.6101    4.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    2.4803   -0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5228    1.5423    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9992   -0.7616    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443   -2.6731   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -2.4514   -2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182   -0.4731   -3.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821    1.4190   -2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  6
  7 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 26-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-AUG-21         0                                  
HETATM    1  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  10.574   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   7.906   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   9.240   0.000  0.00  0.00           N+1
HETATM   17  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      -2.667   7.700   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   12   15                                                       
CONECT   10   13   14                                                       
CONECT   11   13   16                                                       
CONECT   12    7    8    9                                                  
CONECT   13   10   11   20   21                                             
CONECT   14   10   17   18                                                  
CONECT   15    9   19   20                                                  
CONECT   16    1    2    3   11                                             
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   13   15                                                       
CONECT   21   13                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0242104
HETATM    1  C1  UNL     1      -3.121  -1.982  -0.149  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.919  -1.157   0.105  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -1.193  -1.115  -1.116  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.160  -1.938   1.094  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.297   0.068   0.696  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.545   1.298   0.323  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.196   2.485   1.001  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.213   2.381   2.477  1.00  0.00           C  
HETATM    9  O1  UNL     1      -3.213   1.780   2.971  1.00  0.00           O  
HETATM   10  O2  UNL     1      -1.258   2.869   3.334  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.185   1.314   0.612  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.794   1.504  -0.353  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.392   1.666  -1.552  1.00  0.00           O  
HETATM   14  C9  UNL     1       2.244   1.532  -0.109  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.983   0.420  -0.756  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.307  -0.730  -0.023  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.994  -1.780  -0.616  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.353  -1.682  -1.928  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.021  -0.531  -2.642  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.346   0.510  -2.071  1.00  0.00           C  
HETATM   21  H1  UNL     1      -2.872  -2.991  -0.469  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.757  -1.999   0.745  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.709  -1.466  -0.956  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.529  -0.288  -1.775  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.090  -1.159  -1.026  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.446  -2.047  -1.702  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.900  -2.430   1.781  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.564  -1.262   1.735  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.579  -2.754   0.626  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.262  -0.001   1.827  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.370   0.246   0.476  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.646   1.495  -0.790  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.686   3.436   0.753  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.246   2.619   0.603  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.176   2.610   4.302  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.644   2.480  -0.561  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.523   1.542   0.946  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.999  -0.762   1.014  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.244  -2.673  -0.033  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.890  -2.451  -2.461  1.00  0.00           H  
HETATM   41  H21 UNL     1       4.318  -0.473  -3.701  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.082   1.419  -2.634  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    5
CONECT    3   24   25   26
CONECT    4   27   28   29
CONECT    5    6   30   31
CONECT    6    7   11   32
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   10   35
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   36   37
CONECT   15   16   16   20
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   42
END

HMDB0242104
     RDKit          3D
Phenacetyl-carnitine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.1210   -1.9822   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.1569    0.1051 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.1930   -1.1147   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602   -1.9377    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971    0.0679    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5451    1.2975    0.3230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1965    2.4845    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2129    2.3811    2.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2135    1.7796    2.9713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    2.8693    3.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    1.3135    0.6119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.5042   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.6656   -1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.5323   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825    0.4195   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072   -0.7304   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9941   -1.7801   -0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -1.6818   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210   -0.5312   -2.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3455    0.5097   -2.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.9907   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566   -1.9991    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7086   -1.4658   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -0.2882   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -1.1592   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -2.0472   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -2.4302    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.2624    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -2.7543    0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -0.0014    1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705    0.2456    0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    1.4954   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6862    3.4355    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461    2.6194    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    2.6101    4.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    2.4803   -0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5228    1.5423    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9992   -0.7616    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443   -2.6731   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -2.4514   -2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182   -0.4731   -3.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821    1.4190   -2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  6
  7 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  CHG  1   2   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂NO₄

Average Molecular Weight

280.343

Monoisotopic Molecular Weight

280.154334613

IUPAC Name

[(2R)-3-carboxy-2-[(2-phenylacetyl)oxy]propyl]trimethylazanium

Traditional Name

[(2R)-3-carboxy-2-[(2-phenylacetyl)oxy]propyl]trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(O)=O)(C[N+](C)(C)C)OC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C15H21NO4/c1-16(2,3)11-13(10-14(17)18)20-15(19)9-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3/p+1/t13-/m1/s1

InChI Key

DZTZJNGATJMDSH-CYBMUJFWSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholines. These are organic compounds containing a N,N,N-trimethylethanolammonium cation.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Cholines

Alternative Parents

Substituents

Choline
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Amine
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	-1.2	ALOGPS
logP	-2.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.52 m³·mol⁻¹	ChemAxon
Polarizability	30.13 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	161.354	30932474
DeepCCS	[M-H]-	158.996	30932474
DeepCCS	[M-2H]-	193.014	30932474
DeepCCS	[M+Na]+	168.191	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenacetyl-carnitine	[H][C@@](CC(O)=O)(C[N+](C)(C)C)OC(=O)CC1=CC=CC=C1	3156.8	Standard polar	33892256
Phenacetyl-carnitine	[H][C@@](CC(O)=O)(C[N+](C)(C)C)OC(=O)CC1=CC=CC=C1	1774.7	Standard non polar	33892256
Phenacetyl-carnitine	[H][C@@](CC(O)=O)(C[N+](C)(C)C)OC(=O)CC1=CC=CC=C1	1998.4	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 - Phenacetyl-carnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-42a517ded4175d35ea6a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacetyl-carnitine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenacetyl-carnitine 10V, Positive-QTOF	splash10-001i-0090000000-7bccd839d3ebb546b000	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenacetyl-carnitine 20V, Positive-QTOF	splash10-0019-9050000000-ac5b074dbae15a39b586	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenacetyl-carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101724840

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for Phenacetyl-carnitine (HMDB0242104)

MOL for HMDB0242104 (Phenacetyl-carnitine)

3D MOL for HMDB0242104 (Phenacetyl-carnitine)

3D SDF for HMDB0242104 (Phenacetyl-carnitine)

3D-SDF for HMDB0242104 (Phenacetyl-carnitine)

PDB for HMDB0242104 (Phenacetyl-carnitine)

3D PDB for HMDB0242104 (Phenacetyl-carnitine)

SMILES for HMDB0242104 (Phenacetyl-carnitine)

INCHI for HMDB0242104 (Phenacetyl-carnitine)

Structure for HMDB0242104 (Phenacetyl-carnitine)

3D Structure for HMDB0242104 (Phenacetyl-carnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra