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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-03-23 02:59:45 UTC

Update Date

2022-10-24 19:44:14 UTC

HMDB ID

HMDB0062517

Secondary Accession Numbers

HMDB62517

Metabolite Identification

Common Name

Pentadecanoylcarnitine

Description

Pentadecanoylcarnitine is an acylcarnitine. More specifically, it is an pentadecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279 ). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review (PMID: 35710135 ), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Pentadecanoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine pentadecanoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748 ). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulin's inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774 ). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903 ). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394 ). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135 ).

Structure

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


  Mrv1652303231703592D          

 27 26  0  0  0  0            999 V2000
    7.9480   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651   -5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085   -3.7638    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.3796   -3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796   -6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -6.6513    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.6815   -7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5065   -5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  CHG  2  21  -1  24   1
M  END

HMDB0062517
     RDKit          3D
Pentadecanoylcarnitine
 70 69  0  0  0  0  0  0  0  0999 V2000
    9.1321    2.2108   -0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5232    1.5350    0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.0398    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2771   -0.6062   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781   -0.4687   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758   -1.1100    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701   -0.9416    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986   -1.5414   -0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -1.3269   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -1.9849    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3366   -1.7352    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -2.2978   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.0981   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -0.6296   -1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4981   -0.5519   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438   -1.0149   -2.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941    0.0542   -0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6712    0.1470   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435   -0.6685    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4434   -0.8837    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2425   -1.3785    0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775   -0.5446    2.5156 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.8947    1.6007   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1736    2.1761   -0.0983 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.6648    2.3855    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1209    3.5349   -0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1923    1.4788   -0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4715    3.2085   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3305    2.2629   -1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9627    1.5500   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0098    1.9419    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4416    1.7385    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4052   -0.4685    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413   -0.1100    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7221   -0.0965   -1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5725   -1.6813   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752   -0.9872   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5194    0.6078   -0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735   -0.6114    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049   -2.1919    0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3923    0.1622    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -1.3999    1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.1882   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -2.6588   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486   -1.6876   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569   -0.2331   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0924    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.6495    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -2.2655    1.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.6451    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787   -3.3746   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -1.7771   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -2.5003   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -2.6190   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.0584   -1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507   -0.2514   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9274   -0.3151   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.1762    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5523   -1.6867    0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4211    1.9009    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    2.1836   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6608    1.8957    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    3.4741    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9048    1.9178    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0150    3.4385   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    4.0723   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2307    4.0494   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6592    2.1702   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0374    1.1475   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8023    0.6233   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 23 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
M  CHG  2  22  -1  24   1
M  END


  Mrv1652303231703592D          

 27 26  0  0  0  0            999 V2000
    7.9480   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651   -5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085   -3.7638    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.3796   -3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796   -6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940   -6.6513    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.6815   -7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5065   -5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  CHG  2  21  -1  24   1
M  END
> <DATABASE_ID>
HMDB0062517

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-22(26)27-20(18-21(24)25)19-23(2,3)4/h20H,5-19H2,1-4H3

> <INCHI_KEY>
MDDWQHVKSHTZTD-UHFFFAOYSA-N

> <FORMULA>
C22H43NO4

> <MOLECULAR_WEIGHT>
385.589

> <EXACT_MASS>
385.319208869

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
48.0471691055399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(pentadecanoyloxy)-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.58897918919492

> <ALOGPS_LOGS>
-7.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.216763902737658

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022333

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
132.4757

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(pentadecanoyloxy)-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062517
     RDKit          3D
Pentadecanoylcarnitine
 70 69  0  0  0  0  0  0  0  0999 V2000
    9.1321    2.2108   -0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5232    1.5350    0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.0398    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2771   -0.6062   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781   -0.4687   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758   -1.1100    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701   -0.9416    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986   -1.5414   -0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -1.3269   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -1.9849    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3366   -1.7352    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -2.2978   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.0981   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -0.6296   -1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4981   -0.5519   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438   -1.0149   -2.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941    0.0542   -0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6712    0.1470   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435   -0.6685    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4434   -0.8837    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2425   -1.3785    0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775   -0.5446    2.5156 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.8947    1.6007   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1736    2.1761   -0.0983 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.6648    2.3855    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1209    3.5349   -0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1923    1.4788   -0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4715    3.2085   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3305    2.2629   -1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9627    1.5500   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0098    1.9419    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4416    1.7385    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4052   -0.4685    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413   -0.1100    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7221   -0.0965   -1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5725   -1.6813   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752   -0.9872   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5194    0.6078   -0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735   -0.6114    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049   -2.1919    0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3923    0.1622    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -1.3999    1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.1882   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -2.6588   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486   -1.6876   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569   -0.2331   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0924    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.6495    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -2.2655    1.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.6451    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787   -3.3746   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -1.7771   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -2.5003   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -2.6190   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.0584   -1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507   -0.2514   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9274   -0.3151   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.1762    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5523   -1.6867    0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4211    1.9009    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    2.1836   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6608    1.8957    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    3.4741    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9048    1.9178    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0150    3.4385   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    4.0723   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2307    4.0494   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6592    2.1702   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0374    1.1475   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8023    0.6233   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 23 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
M  CHG  2  22  -1  24   1
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  C   UNK     0      14.836 -10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.170  -9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.504 -10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.837  -9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.171 -10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.505  -9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.838 -10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.172  -9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.506 -10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.839  -9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.173 -10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.507  -9.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.840 -10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.174  -9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.508 -10.106   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      33.508 -11.646   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      34.842  -9.336   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      36.175 -10.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.509  -9.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.509  -7.796   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      38.843  -7.026   0.000  0.00  0.00           O-1
HETATM   22  O   UNK     0      36.175  -7.026   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      36.175 -11.646   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      37.509 -12.416   0.000  0.00  0.00           N+1
HETATM   25  C   UNK     0      36.739 -13.749   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      38.279 -11.082   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.843 -13.186   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0062517
HETATM    1  C1  UNL     1       9.132   2.211  -0.431  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.523   1.535   0.783  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.835   0.040   0.751  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.277  -0.606  -0.492  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.778  -0.469  -0.575  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.076  -1.110   0.574  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.570  -0.942   0.463  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.999  -1.541  -0.779  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.514  -1.327  -0.828  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.833  -1.985   0.325  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.337  -1.735   0.246  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.199  -2.298  -1.032  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.680  -2.098  -1.098  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.021  -0.630  -1.040  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.498  -0.552  -1.145  1.00  0.00           C  
HETATM   16  O1  UNL     1      -4.144  -1.015  -2.112  1.00  0.00           O  
HETATM   17  O2  UNL     1      -4.194   0.054  -0.136  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.671   0.147  -0.214  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.043  -0.668   1.008  1.00  0.00           C  
HETATM   20  C18 UNL     1      -7.443  -0.884   1.280  1.00  0.00           C  
HETATM   21  O3  UNL     1      -8.243  -1.379   0.437  1.00  0.00           O  
HETATM   22  O4  UNL     1      -7.977  -0.545   2.516  1.00  0.00           O1-
HETATM   23  C19 UNL     1      -5.895   1.601  -0.054  1.00  0.00           C  
HETATM   24  N1  UNL     1      -7.174   2.176  -0.098  1.00  0.00           N1+
HETATM   25  C20 UNL     1      -7.665   2.385   1.253  1.00  0.00           C  
HETATM   26  C21 UNL     1      -7.121   3.535  -0.708  1.00  0.00           C  
HETATM   27  C22 UNL     1      -8.192   1.479  -0.829  1.00  0.00           C  
HETATM   28  H1  UNL     1       9.471   3.208  -0.113  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.330   2.263  -1.214  1.00  0.00           H  
HETATM   30  H3  UNL     1       9.963   1.550  -0.784  1.00  0.00           H  
HETATM   31  H4  UNL     1       9.010   1.942   1.708  1.00  0.00           H  
HETATM   32  H5  UNL     1       7.442   1.739   0.792  1.00  0.00           H  
HETATM   33  H6  UNL     1       8.405  -0.468   1.622  1.00  0.00           H  
HETATM   34  H7  UNL     1       9.941  -0.110   0.748  1.00  0.00           H  
HETATM   35  H8  UNL     1       8.722  -0.096  -1.366  1.00  0.00           H  
HETATM   36  H9  UNL     1       8.572  -1.681  -0.458  1.00  0.00           H  
HETATM   37  H10 UNL     1       6.475  -0.987  -1.524  1.00  0.00           H  
HETATM   38  H11 UNL     1       6.519   0.608  -0.609  1.00  0.00           H  
HETATM   39  H12 UNL     1       6.374  -0.611   1.535  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.305  -2.192   0.673  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.392   0.162   0.471  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.136  -1.400   1.386  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.505  -1.188  -1.702  1.00  0.00           H  
HETATM   44  H17 UNL     1       4.143  -2.659  -0.806  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.149  -1.688  -1.816  1.00  0.00           H  
HETATM   46  H19 UNL     1       2.257  -0.233  -0.816  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.963  -3.092   0.328  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.196  -1.649   1.320  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.149  -2.266   1.080  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.123  -0.645   0.313  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.079  -3.375  -1.168  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.204  -1.777  -1.946  1.00  0.00           H  
HETATM   53  H26 UNL     1      -2.080  -2.500  -2.051  1.00  0.00           H  
HETATM   54  H27 UNL     1      -2.184  -2.619  -0.235  1.00  0.00           H  
HETATM   55  H28 UNL     1      -1.521  -0.058  -1.854  1.00  0.00           H  
HETATM   56  H29 UNL     1      -1.751  -0.251  -0.042  1.00  0.00           H  
HETATM   57  H30 UNL     1      -5.927  -0.315  -1.157  1.00  0.00           H  
HETATM   58  H31 UNL     1      -5.494  -0.176   1.862  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.552  -1.687   0.962  1.00  0.00           H  
HETATM   60  H33 UNL     1      -5.421   1.901   0.936  1.00  0.00           H  
HETATM   61  H34 UNL     1      -5.249   2.184  -0.790  1.00  0.00           H  
HETATM   62  H35 UNL     1      -8.661   1.896   1.410  1.00  0.00           H  
HETATM   63  H36 UNL     1      -7.716   3.474   1.440  1.00  0.00           H  
HETATM   64  H37 UNL     1      -6.905   1.918   1.946  1.00  0.00           H  
HETATM   65  H38 UNL     1      -7.015   3.438  -1.797  1.00  0.00           H  
HETATM   66  H39 UNL     1      -8.034   4.072  -0.445  1.00  0.00           H  
HETATM   67  H40 UNL     1      -6.231   4.049  -0.292  1.00  0.00           H  
HETATM   68  H41 UNL     1      -8.659   2.170  -1.554  1.00  0.00           H  
HETATM   69  H42 UNL     1      -9.037   1.148  -0.156  1.00  0.00           H  
HETATM   70  H43 UNL     1      -7.802   0.623  -1.438  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   23   57
CONECT   19   20   58   59
CONECT   20   21   21   22
CONECT   23   24   60   61
CONECT   24   25   26   27
CONECT   25   62   63   64
CONECT   26   65   66   67
CONECT   27   68   69   70
END

HMDB0062517
     RDKit          3D
Pentadecanoylcarnitine
 70 69  0  0  0  0  0  0  0  0999 V2000
    9.1321    2.2108   -0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5232    1.5350    0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.0398    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2771   -0.6062   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781   -0.4687   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758   -1.1100    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701   -0.9416    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986   -1.5414   -0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -1.3269   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -1.9849    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3366   -1.7352    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -2.2978   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.0981   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -0.6296   -1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4981   -0.5519   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438   -1.0149   -2.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941    0.0542   -0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6712    0.1470   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435   -0.6685    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4434   -0.8837    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2425   -1.3785    0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775   -0.5446    2.5156 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.8947    1.6007   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1736    2.1761   -0.0983 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.6648    2.3855    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1209    3.5349   -0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1923    1.4788   -0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4715    3.2085   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3305    2.2629   -1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9627    1.5500   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0098    1.9419    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4416    1.7385    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4052   -0.4685    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413   -0.1100    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7221   -0.0965   -1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5725   -1.6813   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752   -0.9872   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5194    0.6078   -0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735   -0.6114    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049   -2.1919    0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3923    0.1622    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -1.3999    1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.1882   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -2.6588   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486   -1.6876   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569   -0.2331   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0924    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.6495    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -2.2655    1.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.6451    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787   -3.3746   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -1.7771   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -2.5003   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -2.6190   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.0584   -1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507   -0.2514   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9274   -0.3151   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.1762    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5523   -1.6867    0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4211    1.9009    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    2.1836   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6608    1.8957    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    3.4741    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9048    1.9178    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0150    3.4385   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    4.0723   -0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2307    4.0494   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6592    2.1702   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0374    1.1475   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8023    0.6233   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 23 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
M  CHG  2  22  -1  24   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
C15 Carnitine	ChEBI
Pentadecanoylcarnitine	ChEBI

Chemical Formula

C₂₂H₄₃NO₄

Average Molecular Weight

385.589

Monoisotopic Molecular Weight

385.319208869

IUPAC Name

3-(pentadecanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

3-(pentadecanoyloxy)-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-22(26)27-20(18-21(24)25)19-23(2,3)4/h20H,5-19H2,1-4H3

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cell

All cells and tissues (PMID: 35710135)

Cellular substructure

Cytoplasm (PMID: 35710135)
Mitochondrion matrix (PMID: 35710135)

Organelle

Peroxisome (PMID: 35710135)

Source

Exogenous

Exogenous (HMDB: HMDB0062517)

Process

Not Available

Role

Biological role

Energy source (PMID: 35710135)

Industrial application

Pharmaceutical industry

Biomarker

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	1.3e-05 g/l	ALOGPS
LogP	1.33	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.33	ALOGPS
logP	1.59	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	132.48 m³·mol⁻¹	ChemAxon
Polarizability	48.05 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]+	208.67	30932474
DeepCCS	[M-H]-	204.65	30932474
DeepCCS	[M-2H]-	241.193	30932474
DeepCCS	[M+Na]+	217.485	30932474
AllCCS	[M+H]+	212.3	32859911
AllCCS	[M+H-H2O]+	210.3	32859911
AllCCS	[M+NH4]+	214.2	32859911
AllCCS	[M+Na]+	214.7	32859911
AllCCS	[M-H]-	206.4	32859911
AllCCS	[M+Na-2H]-	207.9	32859911
AllCCS	[M+HCOO]-	209.7	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.	8.83 minutes	32390414
Predicted by Siyang on May 30, 2022	19.7056 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2721.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	257.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	240.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	570.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	862.4 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	814.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	532.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2148.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	567.4 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	2168.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	486.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	290.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	144.3 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentadecanoylcarnitine	CCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2972.2	Standard polar	33892256
Pentadecanoylcarnitine	CCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2344.8	Standard non polar	33892256
Pentadecanoylcarnitine	CCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2566.9	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 - Pentadecanoylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9310000000-a2c6e8e580f3fbf79a85	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanoylcarnitine 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 - Pentadecanoylcarnitine 10V, Positive-QTOF	splash10-00mx-0729000000-56b8e594b863358ecbe3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 20V, Positive-QTOF	splash10-002f-1910000000-8130fdefa5a471ec4b26	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 40V, Positive-QTOF	splash10-0h5f-4900000000-8f361e0bf3c1cfc170d6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 10V, Negative-QTOF	splash10-001i-0029000000-a9cfc72709dfd6a6c7d4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 20V, Negative-QTOF	splash10-003u-1289000000-92411150fa3b6aad55d0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 40V, Negative-QTOF	splash10-006x-6590000000-4b70a8e9e50a0d9ce42e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 10V, Positive-QTOF	splash10-000i-0009000000-9c869bce0eb6655a894e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 20V, Positive-QTOF	splash10-000i-9005000000-e20819c4181b0f593475	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylcarnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-23	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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

123132011

PDB ID

Not Available

ChEBI ID

131886

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
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Showing metabocard for Pentadecanoylcarnitine (HMDB0062517)

MOL for HMDB0062517 (Pentadecanoylcarnitine)

3D MOL for HMDB0062517 (Pentadecanoylcarnitine)

3D SDF for HMDB0062517 (Pentadecanoylcarnitine)

3D-SDF for HMDB0062517 (Pentadecanoylcarnitine)

PDB for HMDB0062517 (Pentadecanoylcarnitine)

3D PDB for HMDB0062517 (Pentadecanoylcarnitine)

SMILES for HMDB0062517 (Pentadecanoylcarnitine)

INCHI for HMDB0062517 (Pentadecanoylcarnitine)

Structure for HMDB0062517 (Pentadecanoylcarnitine)

3D Structure for HMDB0062517 (Pentadecanoylcarnitine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra