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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 06:44:54 UTC

Update Date

2022-09-22 18:34:34 UTC

HMDB ID

HMDB0242187

Secondary Accession Numbers

None

Metabolite Identification

Common Name

O-Pimeloylcarnitine

Description

O-Pimeloylcarnitine belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. O-Pimeloylcarnitine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on O-Pimeloylcarnitine.

Structure

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

HMDB0242187
     RDKit          3D
O-Pimeloylcarnitine
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.7597   -2.2321    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380   -1.6368   -0.3689 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0591   -1.9265   -1.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -2.2600   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.2055   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.5286   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5996    2.0069   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422    2.4822    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.7336    1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306    3.8566    0.9312 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2865    0.2334   -0.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    0.7374    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526    0.7999    1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9624    1.1926    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1561    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065    0.6869    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.3283    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174    0.1331    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    1.3335    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737    1.9004    1.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4635    1.8974    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6394   -3.3231    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0172   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.8371    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1496   -1.7847   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180   -1.3916   -2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -3.0149   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -3.3641    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763   -1.9652    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -1.9042   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -0.0676    0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    0.2359   -1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6322    0.1899   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3478    2.5287   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    2.3455   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    1.4491   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    2.1064    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.0403    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -0.7548    0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.6885    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    0.7789   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.6435    1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -1.2322    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5289   -0.6938    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    0.2481   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2180    1.3738    0.4270 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
  5 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
M  CHG  2   2   1  10  -1
M  END


  Mrv1652308282101522D          

 21 20  0  0  0  0            999 V2000
   10.2533   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -1.3184    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.9980   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717   -3.3809    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.9993   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
M  CHG  2  15   1  19  -1
M  END
> <DATABASE_ID>
HMDB0242187

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)C(CCC([O-])=O)OC(=O)CCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H25NO6/c1-15(2,3)11(9-10-13(18)19)21-14(20)8-6-4-5-7-12(16)17/h11H,4-10H2,1-3H3,(H-,16,17,18,19)

> <INCHI_KEY>
AUWRHMAICBSXMC-UHFFFAOYSA-N

> <FORMULA>
C14H25NO6

> <MOLECULAR_WEIGHT>
303.355

> <EXACT_MASS>
303.168187529

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.182534440854496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(6-carboxyhexanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <JCHEM_LOGP>
-2.9617411564717457

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.285740034769976

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5280166533667097

> <JCHEM_PKA_STRONGEST_BASIC>
-7.1850416064831055

> <JCHEM_POLAR_SURFACE_AREA>
103.73

> <JCHEM_REFRACTIVITY>
97.2659

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(6-carboxyhexanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242187
     RDKit          3D
O-Pimeloylcarnitine
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.7597   -2.2321    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380   -1.6368   -0.3689 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0591   -1.9265   -1.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -2.2600   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.2055   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.5286   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5996    2.0069   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422    2.4822    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.7336    1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306    3.8566    0.9312 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2865    0.2334   -0.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    0.7374    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526    0.7999    1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9624    1.1926    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1561    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065    0.6869    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.3283    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174    0.1331    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    1.3335    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737    1.9004    1.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4635    1.8974    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6394   -3.3231    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0172   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.8371    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1496   -1.7847   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180   -1.3916   -2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -3.0149   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -3.3641    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763   -1.9652    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -1.9042   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -0.0676    0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    0.2359   -1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6322    0.1899   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3478    2.5287   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    2.3455   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    1.4491   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    2.1064    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.0403    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -0.7548    0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.6885    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    0.7789   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.6435    1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -1.2322    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5289   -0.6938    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    0.2481   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2180    1.3738    0.4270 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
  5 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
M  CHG  2   2   1  10  -1
M  END

HEADER    PROTEIN                                 28-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-AUG-21         0                                  
HETATM    1  C   UNK     0      19.139  -2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.059  -2.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.599  -0.921   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.931  -4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.265  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.264  -4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598  -4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.933  -4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.267  -4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.599  -4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.600  -4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.932  -4.001   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      17.599  -2.461   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       5.596  -4.771   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.930  -2.461   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      22.934  -4.001   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      21.600  -6.311   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      14.932  -2.461   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.266  -4.771   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   14                                                       
CONECT    9   10   11                                                       
CONECT   10    9   13                                                       
CONECT   11    9   15   21                                                  
CONECT   12    7   16   17                                                  
CONECT   13   10   18   19                                                  
CONECT   14    8   20   21                                                  
CONECT   15    1    2    3   11                                             
CONECT   16   12                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0242187
HETATM    1  C1  UNL     1      -3.760  -2.232   0.473  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.738  -1.637  -0.369  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -3.059  -1.926  -1.733  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.463  -2.260  -0.006  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.598  -0.205  -0.127  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.630   0.529  -0.914  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.600   2.007  -0.754  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.842   2.482   0.631  1.00  0.00           C  
HETATM    9  O1  UNL     1      -4.070   1.734   1.611  1.00  0.00           O  
HETATM   10  O2  UNL     1      -3.831   3.857   0.931  1.00  0.00           O1-
HETATM   11  O3  UNL     1      -1.286   0.233  -0.373  1.00  0.00           O  
HETATM   12  C8  UNL     1      -0.411   0.737   0.569  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.853   0.800   1.766  1.00  0.00           O  
HETATM   14  C9  UNL     1       0.962   1.193   0.272  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.005   0.156   0.641  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.406   0.687   0.311  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.431  -0.328   0.672  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.817   0.133   0.374  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.216   1.334   1.103  1.00  0.00           C  
HETATM   20  O5  UNL     1       5.474   1.900   1.936  1.00  0.00           O  
HETATM   21  O6  UNL     1       7.464   1.897   0.887  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.639  -3.323   0.442  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.748  -2.017  -0.017  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.714  -1.837   1.510  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.150  -1.785  -1.931  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.418  -1.392  -2.462  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.856  -3.015  -1.906  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.562  -3.364   0.013  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.176  -1.965   1.030  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.711  -1.904  -0.744  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.804  -0.068   0.951  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.654   0.236  -1.986  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.632   0.190  -0.510  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.348   2.529  -1.404  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.575   2.346  -1.099  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.019   1.449  -0.802  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.227   2.106   0.873  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.007  -0.040   1.731  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.824  -0.755   0.067  1.00  0.00           H  
HETATM   40  H19 UNL     1       3.554   1.688   0.706  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.415   0.779  -0.806  1.00  0.00           H  
HETATM   42  H21 UNL     1       4.395  -0.643   1.739  1.00  0.00           H  
HETATM   43  H22 UNL     1       4.247  -1.232   0.018  1.00  0.00           H  
HETATM   44  H23 UNL     1       6.529  -0.694   0.639  1.00  0.00           H  
HETATM   45  H24 UNL     1       5.917   0.248  -0.727  1.00  0.00           H  
HETATM   46  H25 UNL     1       8.218   1.374   0.427  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    5
CONECT    3   25   26   27
CONECT    4   28   29   30
CONECT    5    6   11   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9    9   10
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   19   44   45
CONECT   19   20   20   21
CONECT   21   46
END

HMDB0242187
     RDKit          3D
O-Pimeloylcarnitine
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.7597   -2.2321    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380   -1.6368   -0.3689 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0591   -1.9265   -1.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -2.2600   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.2055   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.5286   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5996    2.0069   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422    2.4822    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.7336    1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306    3.8566    0.9312 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2865    0.2334   -0.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    0.7374    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526    0.7999    1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9624    1.1926    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1561    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065    0.6869    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.3283    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174    0.1331    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    1.3335    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737    1.9004    1.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4635    1.8974    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6394   -3.3231    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.0172   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.8371    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1496   -1.7847   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180   -1.3916   -2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -3.0149   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -3.3641    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763   -1.9652    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -1.9042   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -0.0676    0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    0.2359   -1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6322    0.1899   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3478    2.5287   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    2.3455   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    1.4491   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    2.1064    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.0403    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -0.7548    0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.6885    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    0.7789   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.6435    1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -1.2322    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5289   -0.6938    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    0.2481   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2180    1.3738    0.4270 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
  5 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
M  CHG  2   2   1  10  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-[(6-Carboxyhexanoyl)oxy]-4-(trimethylammonio)butanoate	ChEBI
Pimeloylcarnitine	ChEBI
4-[(6-Carboxyhexanoyl)oxy]-4-(trimethylammonio)butanoic acid	Generator

Chemical Formula

C₁₄H₂₅NO₆

Average Molecular Weight

303.355

Monoisotopic Molecular Weight

303.168187529

IUPAC Name

4-[(6-carboxyhexanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

4-[(6-carboxyhexanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)C(CCC([O-])=O)OC(=O)CCCCCC(O)=O

InChI Identifier

InChI=1S/C14H25NO6/c1-15(2,3)11(9-10-13(18)19)21-14(20)8-6-4-5-7-12(16)17/h11H,4-10H2,1-3H3,(H-,16,17,18,19)

InChI Key

AUWRHMAICBSXMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tetraalkylammonium salt
Carboxylic acid salt
Carboxylic acid ester
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organic salt
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxylic ester (CHEBI:73049 )
O-acylcarnitine (CHEBI:73049 )
ammonium betaine (CHEBI:73049 )

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	-3	ChemAxon
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.73 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	97.27 m³·mol⁻¹	ChemAxon
Polarizability	32.18 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
DeepCCS	[M+H]+	171.456	30932474
DeepCCS	[M-H]-	169.06	30932474
DeepCCS	[M-2H]-	201.951	30932474
DeepCCS	[M+Na]+	177.38	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.4641 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1890.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	133.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	385.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	403.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	315.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1041.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	350.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1302.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	247.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	388.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	204.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	202.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Pimeloylcarnitine	C[N+](C)(C)C(CCC([O-])=O)OC(=O)CCCCCC(O)=O	3334.6	Standard polar	33892256
O-Pimeloylcarnitine	C[N+](C)(C)C(CCC([O-])=O)OC(=O)CCCCCC(O)=O	1747.0	Standard non polar	33892256
O-Pimeloylcarnitine	C[N+](C)(C)C(CCC([O-])=O)OC(=O)CCCCCC(O)=O	2125.5	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 - O-Pimeloylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0frf-6950000000-aeddb2cf597344bae326	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Pimeloylcarnitine 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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

28639172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71464499

PDB ID

Not Available

ChEBI ID

73049

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 O-Pimeloylcarnitine (HMDB0242187)

MOL for HMDB0242187 (O-Pimeloylcarnitine)

3D MOL for HMDB0242187 (O-Pimeloylcarnitine)

3D SDF for HMDB0242187 (O-Pimeloylcarnitine)

3D-SDF for HMDB0242187 (O-Pimeloylcarnitine)

PDB for HMDB0242187 (O-Pimeloylcarnitine)

3D PDB for HMDB0242187 (O-Pimeloylcarnitine)

SMILES for HMDB0242187 (O-Pimeloylcarnitine)

INCHI for HMDB0242187 (O-Pimeloylcarnitine)

Structure for HMDB0242187 (O-Pimeloylcarnitine)

3D Structure for HMDB0242187 (O-Pimeloylcarnitine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

NMR Spectra