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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:05 UTC

HMDB ID

HMDB0000712

Secondary Accession Numbers

HMDB00712

Metabolite Identification

Common Name

Hexadecanedioic acid mono-L-carnitine ester

Description

Hexadecanedioic acid mono-L-carnitine ester, also known as (15-carboxypentadecanoyl)carnitine or hexadecanedioic acid, belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Based on a literature review very few articles have been published on Hexadecanedioic acid mono-L-carnitine ester.

Structure

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

HMDB00712.mol
  Mrv1652305231919352D          

 30 29  0  0  0  0            999 V2000
    6.4301    0.2063    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.7156    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    1.8562    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.1445   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2158   -0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8425    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 26  1  0  0  0  0
 11 28  2  0  0  0  0
  5 29  2  0  0  0  0
 26 30  2  0  0  0  0
M  CHG  2   1   1   6  -1
M  END

HMDB0000712
     RDKit          3D
Hexadecanedioic acid mono-L-carnitine ester
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.8260   -1.3966   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.6971    0.5802 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9314   -0.6006    1.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583   -1.5574    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9126   -0.9577   -1.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4099    0.7911   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    1.0781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385    0.7050    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0671   -0.6979    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2028   -1.4258    0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5448   -0.8146    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0055   -0.7672    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3554   -1.2493    3.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2138   -0.1676    2.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -0.7173   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
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 27 72  1  0
 30 73  1  0
M  CHG  2   2   1  10  -1
M  END

HMDB00712.mol
  Mrv1652305231919352D          

 30 29  0  0  0  0            999 V2000
    6.4301    0.2063    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.7156    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    1.8562    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.1445   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2158   -0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8425    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4301    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5 29  2  0  0  0  0
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M  CHG  2   1   1   6  -1
M  END
> <DATABASE_ID>
HMDB0000712

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H43NO6/c1-24(2,3)19-20(18-22(27)28)30-23(29)17-15-13-11-9-7-5-4-6-8-10-12-14-16-21(25)26/h20H,4-19H2,1-3H3,(H-,25,26,27,28)

> <INCHI_KEY>
UNHCPLSWMNPZTD-UHFFFAOYSA-N

> <FORMULA>
C23H43NO6

> <MOLECULAR_WEIGHT>
429.5906

> <EXACT_MASS>
429.309038113

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.481306182523966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(15-carboxypentadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
0.7133060891949212

> <ALOGPS_LOGS>
-6.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.025359924402982

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.143423633563663

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022759

> <JCHEM_POLAR_SURFACE_AREA>
103.72999999999999

> <JCHEM_REFRACTIVITY>
138.74210000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(15-carboxypentadecanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000712
     RDKit          3D
Hexadecanedioic acid mono-L-carnitine ester
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.8260   -1.3966   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.6971    0.5802 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9314   -0.6006    1.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583   -1.5574    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6553    0.6263    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4099    0.9423   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3043    0.8334   -1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5326   -0.4841   -2.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5697   -0.6607   -3.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6564   -1.5550   -2.3230 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.2460    0.4118    0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751    1.1840    0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512    2.4298    0.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566    0.5739    1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    0.2286    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.4693   -0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    1.4966   -1.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    1.0304   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725   -0.4021   -1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -0.9577   -1.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0471   -0.6142   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099    0.7911   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    1.0781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385    0.7050    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0671   -0.6979    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2028   -1.4258    0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5448   -0.8146    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0055   -0.7672    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3554   -1.2493    3.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2138   -0.1676    2.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -0.7173   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2393   -2.1921   -0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6769   -1.9818    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9904   -0.5032    1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6972    0.3160    2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7692   -1.4577    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4664   -2.1176    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4352   -2.3548    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2517   -1.0510    1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6829    1.2013    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    1.1033   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    2.1022   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9228    1.6263   -2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    1.1269   -2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.3615    1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    1.3295    2.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111   -0.1567    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5710   -0.5684   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.2516    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    1.9802   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    2.5788   -2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    0.9586   -2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    1.1859   -3.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478    1.7526   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649   -0.6578   -0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -0.9887   -2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439   -0.8009   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -2.1109   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7276   -1.0218   -0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433   -1.2811   -1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6092    1.2952   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    1.3869   -1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5477    0.7610   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7984    2.2163   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777    1.1393    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591    1.2962    1.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.2839    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2900   -0.6657    2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2176   -2.4575    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9471   -1.5294   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5101    0.2197    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3242   -1.3376    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8937    0.0171    2.1028 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 30 73  1  0
M  CHG  2   2   1  10  -1
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB00712.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  N   UNK     0      12.003   0.385   0.000  0.00  0.00           N+1
HETATM    2  C   UNK     0      10.669   1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   2.695   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668   3.465   0.000  0.00  0.00           O-1
HETATM    7  C   UNK     0      13.336  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.603  -1.107   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.773   1.719   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -1.155   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -1.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -1.925   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -1.155   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -1.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668  -1.155   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002  -1.925   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.336  -1.155   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.669  -1.925   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -12.003  -1.155   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -13.336  -1.925   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002  -3.465   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.336   3.465   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -12.003   0.385   0.000  0.00  0.00           O+0
CONECT    1    2    7    8    9                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    1                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26                                                            
CONECT   28   11                                                            
CONECT   29    5                                                            
CONECT   30   26                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0000712
HETATM    1  C1  UNL     1      -7.826  -1.397  -0.388  1.00  0.00           C  
HETATM    2  N1  UNL     1      -7.038  -0.697   0.580  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -7.931  -0.601   1.775  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.958  -1.557   1.027  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.655   0.626   0.302  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.410   0.942  -0.392  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.304   0.833  -1.869  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.533  -0.484  -2.474  1.00  0.00           C  
HETATM    9  O1  UNL     1      -6.570  -0.661  -3.164  1.00  0.00           O  
HETATM   10  O2  UNL     1      -4.656  -1.555  -2.323  1.00  0.00           O1-
HETATM   11  O3  UNL     1      -4.246   0.412   0.208  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.275   1.184   0.814  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.451   2.430   0.826  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.057   0.574   1.431  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.131   0.229   0.217  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.824   1.469  -0.515  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.077   1.497  -1.759  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.310   1.030  -1.938  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.573  -0.402  -1.733  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.913  -0.958  -1.954  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.047  -0.614  -1.060  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.410   0.791  -0.926  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.676   1.078  -0.203  1.00  0.00           C  
HETATM   24  C19 UNL     1       5.938   0.705   1.173  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.067  -0.698   1.611  1.00  0.00           C  
HETATM   26  C21 UNL     1       7.203  -1.426   0.919  1.00  0.00           C  
HETATM   27  C22 UNL     1       8.545  -0.815   1.140  1.00  0.00           C  
HETATM   28  C23 UNL     1       9.006  -0.767   2.532  1.00  0.00           C  
HETATM   29  O5  UNL     1       8.355  -1.249   3.483  1.00  0.00           O  
HETATM   30  O6  UNL     1      10.214  -0.168   2.845  1.00  0.00           O  
HETATM   31  H1  UNL     1      -8.359  -0.717  -1.103  1.00  0.00           H  
HETATM   32  H2  UNL     1      -7.239  -2.192  -0.914  1.00  0.00           H  
HETATM   33  H3  UNL     1      -8.677  -1.982   0.078  1.00  0.00           H  
HETATM   34  H4  UNL     1      -8.990  -0.503   1.440  1.00  0.00           H  
HETATM   35  H5  UNL     1      -7.697   0.316   2.358  1.00  0.00           H  
HETATM   36  H6  UNL     1      -7.769  -1.458   2.454  1.00  0.00           H  
HETATM   37  H7  UNL     1      -5.466  -2.118   0.210  1.00  0.00           H  
HETATM   38  H8  UNL     1      -6.435  -2.355   1.669  1.00  0.00           H  
HETATM   39  H9  UNL     1      -5.252  -1.051   1.718  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.683   1.201   1.289  1.00  0.00           H  
HETATM   41  H11 UNL     1      -7.512   1.103  -0.264  1.00  0.00           H  
HETATM   42  H12 UNL     1      -5.294   2.102  -0.224  1.00  0.00           H  
HETATM   43  H13 UNL     1      -5.923   1.626  -2.395  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.250   1.127  -2.202  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.313  -0.361   1.913  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.589   1.329   2.062  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.211  -0.157   0.757  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.571  -0.568  -0.369  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.398   2.252   0.228  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.835   1.980  -0.747  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.184   2.579  -2.171  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.694   0.959  -2.590  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.507   1.186  -3.085  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.048   1.753  -1.527  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.265  -0.658  -0.678  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.860  -0.989  -2.421  1.00  0.00           H  
HETATM   57  H27 UNL     1       3.244  -0.801  -3.038  1.00  0.00           H  
HETATM   58  H28 UNL     1       2.859  -2.111  -1.933  1.00  0.00           H  
HETATM   59  H29 UNL     1       3.728  -1.022  -0.031  1.00  0.00           H  
HETATM   60  H30 UNL     1       4.943  -1.281  -1.287  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.609   1.295  -0.236  1.00  0.00           H  
HETATM   62  H32 UNL     1       4.335   1.387  -1.865  1.00  0.00           H  
HETATM   63  H33 UNL     1       6.548   0.761  -0.895  1.00  0.00           H  
HETATM   64  H34 UNL     1       5.798   2.216  -0.268  1.00  0.00           H  
HETATM   65  H35 UNL     1       5.078   1.139   1.804  1.00  0.00           H  
HETATM   66  H36 UNL     1       6.859   1.296   1.504  1.00  0.00           H  
HETATM   67  H37 UNL     1       5.165  -1.284   1.534  1.00  0.00           H  
HETATM   68  H38 UNL     1       6.290  -0.666   2.727  1.00  0.00           H  
HETATM   69  H39 UNL     1       7.218  -2.457   1.338  1.00  0.00           H  
HETATM   70  H40 UNL     1       6.947  -1.529  -0.143  1.00  0.00           H  
HETATM   71  H41 UNL     1       8.510   0.220   0.702  1.00  0.00           H  
HETATM   72  H42 UNL     1       9.324  -1.338   0.516  1.00  0.00           H  
HETATM   73  H43 UNL     1      10.894   0.017   2.103  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    5
CONECT    3   34   35   36
CONECT    4   37   38   39
CONECT    5    6   40   41
CONECT    6    7   11   42
CONECT    7    8   43   44
CONECT    8    9    9   10
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   63   64
CONECT   24   25   65   66
CONECT   25   26   67   68
CONECT   26   27   69   70
CONECT   27   28   71   72
CONECT   28   29   29   30
CONECT   30   73
END

HMDB0000712
     RDKit          3D
Hexadecanedioic acid mono-L-carnitine ester
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.8260   -1.3966   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.6971    0.5802 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9314   -0.6006    1.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583   -1.5574    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6553    0.6263    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4099    0.9423   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3043    0.8334   -1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5326   -0.4841   -2.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5697   -0.6607   -3.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6564   -1.5550   -2.3230 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.2460    0.4118    0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751    1.1840    0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512    2.4298    0.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566    0.5739    1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    0.2286    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.4693   -0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    1.4966   -1.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    1.0304   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725   -0.4021   -1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -0.9577   -1.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0471   -0.6142   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099    0.7911   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    1.0781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385    0.7050    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0671   -0.6979    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2028   -1.4258    0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5448   -0.8146    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0055   -0.7672    2.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3554   -1.2493    3.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2138   -0.1676    2.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -0.7173   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2393   -2.1921   -0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6769   -1.9818    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9904   -0.5032    1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6972    0.3160    2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7692   -1.4577    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4664   -2.1176    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4352   -2.3548    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2517   -1.0510    1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6829    1.2013    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    1.1033   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    2.1022   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9228    1.6263   -2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    1.1269   -2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.3615    1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    1.3295    2.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111   -0.1567    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5710   -0.5684   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.2516    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    1.9802   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    2.5788   -2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    0.9586   -2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    1.1859   -3.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478    1.7526   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649   -0.6578   -0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -0.9887   -2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439   -0.8009   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -2.1109   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7276   -1.0218   -0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433   -1.2811   -1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6092    1.2952   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    1.3869   -1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5477    0.7610   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7984    2.2163   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777    1.1393    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591    1.2962    1.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.2839    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2900   -0.6657    2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2176   -2.4575    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9471   -1.5294   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5101    0.2197    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3242   -1.3376    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8937    0.0171    2.1028 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 30 73  1  0
M  CHG  2   2   1  10  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(15-Carboxypentadecanoyl)carnitine	ChEBI
3-[(15-Carboxypentadecanoyl)oxy]-4-(trimethylammonio)butanoate	ChEBI
3-[(15-Carboxypentadecanoyl)oxy]-4-(trimethylammonio)butanoic acid	Generator
Hexadecanedioate mono-L-carnitine ester	Generator
(R)-3-Carboxy-2-[(15-carboxy-1-oxopentadecyl)oxy]-N,N,N-trimethyl-1-propanaminium inner salt	HMDB
Hexadecanedioate	HMDB
Hexadecanedioic acid	HMDB

Chemical Formula

C₂₃H₄₃NO₆

Average Molecular Weight

429.5906

Monoisotopic Molecular Weight

429.309038113

IUPAC Name

3-[(15-carboxypentadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

3-[(15-carboxypentadecanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

42150-38-9

SMILES

C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C23H43NO6/c1-24(2,3)19-20(18-22(27)28)30-23(29)17-15-13-11-9-7-5-4-6-8-10-12-14-16-21(25)26/h20H,4-19H2,1-3H3,(H-,25,26,27,28)

InChI Key

UNHCPLSWMNPZTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Tricarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organic salt
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acylcarnitine (CHEBI:73081 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0000712)

Organ

Liver (HMDB: HMDB0000712)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)
Urine (HMDB: HMDB0000712)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0000712)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000712)

Source

Endogenous

Endogenous (HMDB: HMDB0000712)

Animal

Animal (HMDB: HMDB0000712)

Exogenous

Food

Food (HMDB: HMDB0000712)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0000712)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000712)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000712)

Lipid metabolism pathway (HMDB: HMDB0000712)

Cellular process

Cell signaling (HMDB: HMDB0000712)

Biochemical process

Lipid transport (HMDB: HMDB0000712)

Role

Biological role

Energy source (HMDB: HMDB0000712)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000712)

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	0.00011 g/L	ALOGPS
logP	1	ALOGPS
logP	0.71	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-7.1	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	21	ChemAxon
Refractivity	138.74 m³·mol⁻¹	ChemAxon
Polarizability	51.48 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	219.31	32859911
AllCCS	[M-H]-	213.437	32859911
DeepCCS	[M+H]+	184.037	30932474
DeepCCS	[M-H]-	181.726	30932474
DeepCCS	[M-2H]-	214.681	30932474
DeepCCS	[M+Na]+	189.958	30932474
AllCCS	[M+H]+	219.3	32859911
AllCCS	[M+H-H2O]+	217.5	32859911
AllCCS	[M+NH4]+	220.9	32859911
AllCCS	[M+Na]+	221.4	32859911
AllCCS	[M-H]-	213.4	32859911
AllCCS	[M+Na-2H]-	215.1	32859911
AllCCS	[M+HCOO]-	217.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.27 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5329 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.25 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	77.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2484.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	178.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	229.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	641.2 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	640.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	666.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1768.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	516.1 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	1914.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	441.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	103.0 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	51.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexadecanedioic acid mono-L-carnitine ester	C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCCCCCCCCC(O)=O	4243.0	Standard polar	33892256
Hexadecanedioic acid mono-L-carnitine ester	C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCCCCCCCCC(O)=O	2618.8	Standard non polar	33892256
Hexadecanedioic acid mono-L-carnitine ester	C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCCCCCCCCC(O)=O	2980.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexadecanedioic acid mono-L-carnitine ester,1TMS,isomer #1	C[N+](C)(C)CC(CC(=O)[O-])OC(=O)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	3041.3	Semi standard non polar	33892256
Hexadecanedioic acid mono-L-carnitine ester,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)OC(CC(=O)[O-])C[N+](C)(C)C	3289.0	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 - Hexadecanedioic acid mono-L-carnitine ester GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9222100000-ed3b0827ec28ba8de7ae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid mono-L-carnitine ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid mono-L-carnitine ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid mono-L-carnitine ester GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Hexadecanedioic acid mono-L-carnitine ester 10V, Positive-QTOF	splash10-001i-0000900000-12f95a7c95f946ef0883	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid mono-L-carnitine ester 20V, Positive-QTOF	splash10-0019-9000500000-d684e546fb2330aae6d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid mono-L-carnitine ester 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Feces

Tissue Locations

Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022198

KNApSAcK ID

Not Available

Chemspider ID

17215993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5680

PubChem Compound

566787

PDB ID

Not Available

ChEBI ID

73081

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

Pettersen JE: In vitro studies on the metabolism of hexadecanedioic acid and its mono-L-carnitine ester. Biochim Biophys Acta. 1973 Apr 13;306(1):1-14. [PubMed:4703570 ]
(). Pettersen JE, Aas M. Subcellular localization of hexadecanedioic acid activation in human liver. J Lipid Res. 1974 Nov;15(6):551-6.. .

Showing metabocard for Hexadecanedioic acid mono-L-carnitine ester (HMDB0000712)

MOL for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

3D MOL for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

3D SDF for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

3D-SDF for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

PDB for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

3D PDB for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

SMILES for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

INCHI for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

Structure for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

3D Structure for HMDB0000712 (Hexadecanedioic acid mono-L-carnitine ester)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra