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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-03-31 16:59:52 UTC

Update Date

2022-10-24 19:44:25 UTC

HMDB ID

HMDB0240886

Secondary Accession Numbers

None

Metabolite Identification

Common Name

14-Methyloctadecanoylcarnitine

Description

14-Methyloctadecanoylcarnitine is an acylcarnitine. More specifically, it is an 14-methyloctadecanoic 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. 14-Methyloctadecanoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 14-Methyloctadecanoylcarnitine 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


  Mrv1652303312118592D          

 31 30  0  0  0  0            999 V2000
    7.0421    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    7.3658    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.7566    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    4.4783    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.3441    5.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0421    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  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  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  CHG  2   3  -1  28   1
M  END

HMDB0240886
     RDKit          3D
14-Methyloctadecanoylcarnitine
 82 81  0  0  0  0  0  0  0  0999 V2000
   -7.1535    3.0770   -3.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2199    1.6388    2.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8638    1.8624   -1.7401 N   0  0  0  0  0  4  0  0  0  0  0  0
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   -9.0739   -0.9810    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1563   -1.2164   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7937   -0.5393   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.5282    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0114   -2.3328    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.6939   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5058   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862   -0.7441    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020   -2.5487    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8083   -1.6546    2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3383   -1.8133    2.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2063    0.6283    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8836    2.3494    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332   -0.0782   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032    0.5723   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323    3.7609   -1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5847    3.2930   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8076    2.6759   -1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7062    1.6681   -2.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4435    2.1156   -3.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3323    0.5165   -3.3051 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
  5  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 22 27  1  0
 27 28  1  0
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 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
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  8 48  1  0
  9 49  1  0
  9 50  1  0
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 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
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 16 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  0
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 22 69  1  0
 23 70  1  0
 23 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
 31 82  1  0
M  CHG  2  26  -1  28   1
M  END


  Mrv1652303312118592D          

 31 30  0  0  0  0            999 V2000
    7.0421    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    7.3658    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.7566    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    4.4783    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.3441    5.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1691    3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  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  2  0  0  0  0
  7  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  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  CHG  2   3  -1  28   1
M  END
> <DATABASE_ID>
HMDB0240886

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H51NO4/c1-6-7-18-23(2)19-16-14-12-10-8-9-11-13-15-17-20-26(30)31-24(21-25(28)29)22-27(3,4)5/h23-24H,6-22H2,1-5H3

> <INCHI_KEY>
KARJECKGGSCTFV-UHFFFAOYSA-N

> <FORMULA>
C26H51NO4

> <MOLECULAR_WEIGHT>
441.697

> <EXACT_MASS>
441.381809126

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
56.04082431327359

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(14-methyloctadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <JCHEM_LOGP>
3.209704280528253

> <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>
150.82729999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(14-methyloctadecanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240886
     RDKit          3D
14-Methyloctadecanoylcarnitine
 82 81  0  0  0  0  0  0  0  0999 V2000
   -7.1535    3.0770   -3.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486    2.8268   -2.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2003    1.5004   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6938    1.2552   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1790   -0.0183   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6878   -0.0007    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7468   -1.2478   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2513   -1.3677   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6353   -1.4548    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1049   -1.5734    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694   -1.6453    1.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435   -1.7428    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6042   -2.9738    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -3.2766    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -3.5165    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545   -2.4538    3.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3208   -1.1488    2.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980   -1.3990    2.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -0.1321    1.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    0.9085    1.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5377   -0.0804    1.0520 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    1.0951    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4305    1.4145    1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2199    1.6388    2.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    1.5688    3.2209 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3029    1.9613    3.4770 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.2851    0.8321   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8638    1.8624   -1.7401 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.4436    3.2078   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3177    1.7601   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    1.6111   -3.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2192    3.4304   -3.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5139    3.8531   -4.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0875    2.1756   -4.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413    2.7010   -2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9401    3.6470   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944    0.6826   -2.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3038    1.6389   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0840    2.0868   -0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    1.3547   -0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7892   -0.0668    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1600    0.1768   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0433    0.7510    0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0739   -0.9810    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1563   -1.2164   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1173   -2.1282   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163   -2.2968   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -0.5393   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.5282    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0114   -2.3328    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.6939   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5058   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862   -0.7441    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020   -2.5487    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6868   -0.8250    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.6546    2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029   -3.8452    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658   -2.8695    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -2.5151    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9239   -4.2325    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2532   -4.4342    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -3.8343    1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.3417    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -2.8248    3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -0.4311    3.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884   -0.7716    1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383   -1.8133    2.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317   -2.1434    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4171    1.9096    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2063    0.6283    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8836    2.3494    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332   -0.0782   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032    0.5723   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323    3.7609   -1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5847    3.2930   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1666    3.7851   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091    0.8337   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8076    2.6759   -1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7062    1.6681   -2.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4435    2.1156   -3.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1369    2.1026   -3.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323    0.5165   -3.3051 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
  5  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
 31 82  1  0
M  CHG  2  26  -1  28   1
M  END

HEADER    PROTEIN                                 31-MAR-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-21         0                                  
HETATM    1  O   UNK     0      13.145  13.749   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      14.479  12.979   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.813  13.749   0.000  0.00  0.00           O-1
HETATM    4  C   UNK     0      14.479  11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.813  10.669   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      17.146  11.439   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.480   9.129   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.818  12.979   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      41.153  11.439   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.813   9.129   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      14.479   8.359   0.000  0.00  0.00           N+1
HETATM   29  C   UNK     0      13.709   9.693   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.249   7.026   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.145   7.589   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   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                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    5   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0240886
HETATM    1  C1  UNL     1      -7.154   3.077  -3.989  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.649   2.827  -2.594  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.200   1.500  -2.057  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.694   1.255  -0.663  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.179  -0.018  -0.059  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.688  -0.001   0.011  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.747  -1.248  -0.826  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.251  -1.368  -0.908  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.635  -1.455   0.474  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.105  -1.573   0.331  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.569  -1.645   1.721  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.043  -1.743   1.792  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.604  -2.974   1.095  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.832  -3.277   1.013  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.630  -3.517   2.223  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.755  -2.454   3.246  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.321  -1.149   2.705  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.698  -1.399   2.151  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.290  -0.132   1.598  1.00  0.00           C  
HETATM   20  O1  UNL     1       3.593   0.909   1.649  1.00  0.00           O  
HETATM   21  O2  UNL     1       5.538  -0.080   1.052  1.00  0.00           O  
HETATM   22  C20 UNL     1       6.148   1.095   0.518  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.431   1.415   1.185  1.00  0.00           C  
HETATM   24  C22 UNL     1       7.220   1.639   2.630  1.00  0.00           C  
HETATM   25  O3  UNL     1       6.115   1.569   3.221  1.00  0.00           O  
HETATM   26  O4  UNL     1       8.303   1.961   3.477  1.00  0.00           O1-
HETATM   27  C23 UNL     1       6.285   0.832  -0.962  1.00  0.00           C  
HETATM   28  N1  UNL     1       6.864   1.862  -1.740  1.00  0.00           N1+
HETATM   29  C24 UNL     1       6.444   3.208  -1.443  1.00  0.00           C  
HETATM   30  C25 UNL     1       8.318   1.760  -1.780  1.00  0.00           C  
HETATM   31  C26 UNL     1       6.425   1.611  -3.129  1.00  0.00           C  
HETATM   32  H1  UNL     1      -8.219   3.430  -3.883  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.514   3.853  -4.474  1.00  0.00           H  
HETATM   34  H3  UNL     1      -7.087   2.176  -4.613  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.541   2.701  -2.664  1.00  0.00           H  
HETATM   36  H5  UNL     1      -6.940   3.647  -1.913  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.894   0.683  -2.745  1.00  0.00           H  
HETATM   38  H7  UNL     1      -8.304   1.639  -2.073  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.084   2.087  -0.024  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.589   1.355  -0.641  1.00  0.00           H  
HETATM   41  H10 UNL     1      -6.789  -0.067   0.994  1.00  0.00           H  
HETATM   42  H11 UNL     1      -9.160   0.177  -0.955  1.00  0.00           H  
HETATM   43  H12 UNL     1      -9.043   0.751   0.762  1.00  0.00           H  
HETATM   44  H13 UNL     1      -9.074  -0.981   0.382  1.00  0.00           H  
HETATM   45  H14 UNL     1      -7.156  -1.216  -1.845  1.00  0.00           H  
HETATM   46  H15 UNL     1      -7.117  -2.128  -0.258  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.016  -2.297  -1.436  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.794  -0.539  -1.456  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.805  -0.528   1.037  1.00  0.00           H  
HETATM   50  H19 UNL     1      -5.011  -2.333   1.036  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.736  -0.694  -0.236  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.887  -2.506  -0.255  1.00  0.00           H  
HETATM   53  H22 UNL     1      -2.886  -0.744   2.281  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.002  -2.549   2.207  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.687  -0.825   1.246  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.808  -1.655   2.855  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.203  -3.845   1.481  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.966  -2.870   0.019  1.00  0.00           H  
HETATM   59  H28 UNL     1       1.324  -2.515   0.327  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.924  -4.232   0.385  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.253  -4.434   2.770  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.697  -3.834   1.967  1.00  0.00           H  
HETATM   63  H32 UNL     1       0.957  -2.342   3.973  1.00  0.00           H  
HETATM   64  H33 UNL     1       2.631  -2.825   3.924  1.00  0.00           H  
HETATM   65  H34 UNL     1       2.320  -0.431   3.539  1.00  0.00           H  
HETATM   66  H35 UNL     1       1.688  -0.772   1.869  1.00  0.00           H  
HETATM   67  H36 UNL     1       4.338  -1.813   2.929  1.00  0.00           H  
HETATM   68  H37 UNL     1       3.632  -2.143   1.332  1.00  0.00           H  
HETATM   69  H38 UNL     1       5.417   1.910   0.695  1.00  0.00           H  
HETATM   70  H39 UNL     1       8.206   0.628   1.080  1.00  0.00           H  
HETATM   71  H40 UNL     1       7.884   2.349   0.794  1.00  0.00           H  
HETATM   72  H41 UNL     1       6.933  -0.078  -1.065  1.00  0.00           H  
HETATM   73  H42 UNL     1       5.303   0.572  -1.357  1.00  0.00           H  
HETATM   74  H43 UNL     1       7.332   3.761  -1.052  1.00  0.00           H  
HETATM   75  H44 UNL     1       5.585   3.293  -0.785  1.00  0.00           H  
HETATM   76  H45 UNL     1       6.167   3.785  -2.376  1.00  0.00           H  
HETATM   77  H46 UNL     1       8.609   0.834  -1.277  1.00  0.00           H  
HETATM   78  H47 UNL     1       8.808   2.676  -1.389  1.00  0.00           H  
HETATM   79  H48 UNL     1       8.706   1.668  -2.833  1.00  0.00           H  
HETATM   80  H49 UNL     1       5.443   2.116  -3.228  1.00  0.00           H  
HETATM   81  H50 UNL     1       7.137   2.103  -3.799  1.00  0.00           H  
HETATM   82  H51 UNL     1       6.332   0.516  -3.305  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    7   41
CONECT    6   42   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   65   66
CONECT   18   19   67   68
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   27   69
CONECT   23   24   70   71
CONECT   24   25   25   26
CONECT   27   28   72   73
CONECT   28   29   30   31
CONECT   29   74   75   76
CONECT   30   77   78   79
CONECT   31   80   81   82
END

HMDB0240886
     RDKit          3D
14-Methyloctadecanoylcarnitine
 82 81  0  0  0  0  0  0  0  0999 V2000
   -7.1535    3.0770   -3.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486    2.8268   -2.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2003    1.5004   -2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6938    1.2552   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1790   -0.0183   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6878   -0.0007    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7468   -1.2478   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2513   -1.3677   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6353   -1.4548    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1049   -1.5734    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694   -1.6453    1.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435   -1.7428    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6042   -2.9738    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -3.2766    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -3.5165    2.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545   -2.4538    3.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3208   -1.1488    2.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980   -1.3990    2.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -0.1321    1.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    0.9085    1.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5377   -0.0804    1.0520 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    1.0951    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4305    1.4145    1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2199    1.6388    2.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    1.5688    3.2209 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3029    1.9613    3.4770 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.2851    0.8321   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8638    1.8624   -1.7401 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.4436    3.2078   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3177    1.7601   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    1.6111   -3.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2192    3.4304   -3.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5139    3.8531   -4.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0875    2.1756   -4.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413    2.7010   -2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9401    3.6470   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944    0.6826   -2.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3038    1.6389   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0840    2.0868   -0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    1.3547   -0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7892   -0.0668    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1600    0.1768   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0433    0.7510    0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0739   -0.9810    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1563   -1.2164   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1173   -2.1282   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163   -2.2968   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -0.5393   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.5282    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0114   -2.3328    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.6939   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5058   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862   -0.7441    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020   -2.5487    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6868   -0.8250    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.6546    2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029   -3.8452    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658   -2.8695    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -2.5151    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9239   -4.2325    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2532   -4.4342    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -3.8343    1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.3417    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -2.8248    3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -0.4311    3.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884   -0.7716    1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383   -1.8133    2.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317   -2.1434    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4171    1.9096    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2063    0.6283    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8836    2.3494    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332   -0.0782   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032    0.5723   -1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323    3.7609   -1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5847    3.2930   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1666    3.7851   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091    0.8337   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8076    2.6759   -1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7062    1.6681   -2.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4435    2.1156   -3.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1369    2.1026   -3.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323    0.5165   -3.3051 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
  5  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
 31 82  1  0
M  CHG  2  26  -1  28   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₅₁NO₄

Average Molecular Weight

441.697

Monoisotopic Molecular Weight

441.381809126

IUPAC Name

3-[(14-methyloctadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

3-[(14-methyloctadecanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H51NO4/c1-6-7-18-23(2)19-16-14-12-10-8-9-11-13-15-17-20-26(30)31-24(21-25(28)29)22-27(3,4)5/h23-24H,6-22H2,1-5H3

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Cancer

Breast cancer (PMID: 35710135)

Diabetes mellitus type 2 (PMID: 35710135)
Celiac disease (PMID: 35710135)
Inflammatory bowel disease (PMID: 35710135)

Circulatory system disorder

Cardiac disorder

Cardiovascular disease (PMID: 35710135)
Heart failure (PMID: 35710135)

Renal system and urinary system

Renal disorder

Renal cell carcinoma (PMID: 35710135)

Disposition

Biological location

Cell

All cells and tissues (PMID: 35710135)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 35710135)

Excreta

Biofluid or Excreta

Urine (PMID: 35710135)

Cellular substructure

cytoplasm (PMID: 35710135)
mitochondrion matrix (PMID: 35710135)

Organelle

peroxisome (PMID: 35710135)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.21	ChemAxon
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	22	ChemAxon
Refractivity	150.83 m³·mol⁻¹	ChemAxon
Polarizability	56.04 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]+	215.221	30932474
DeepCCS	[M-H]-	211.201	30932474
DeepCCS	[M-2H]-	247.743	30932474
DeepCCS	[M+Na]+	224.036	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
14-Methyloctadecanoylcarnitine	CCCCC(C)CCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3140.7	Standard polar	33892256
14-Methyloctadecanoylcarnitine	CCCCC(C)CCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2638.2	Standard non polar	33892256
14-Methyloctadecanoylcarnitine	CCCCC(C)CCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2904.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 14-Methyloctadecanoylcarnitine 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 - 14-Methyloctadecanoylcarnitine 10V, Positive-QTOF	Not Available	2021-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Methyloctadecanoylcarnitine 20V, Positive-QTOF	Not Available	2021-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Methyloctadecanoylcarnitine 40V, Positive-QTOF	Not Available	2021-04-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Methyloctadecanoylcarnitine 10V, Positive-QTOF	splash10-0006-0000900000-c5fd9991a929d124af46	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Methyloctadecanoylcarnitine 20V, Positive-QTOF	splash10-000l-9000500000-1275007cba19f21874ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Methyloctadecanoylcarnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Acylcarnitine 14-Methyloctadecanoylcarnitine		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Blazenovic I, Kind T, Sa MR, Ji J, Vaniya A, Wancewicz B, Roberts BS, Torbasinovic H, Lee T, Mehta SS, Showalter MR, Song H, Kwok J, Jahn D, Kim J, Fiehn O: Structure Annotation of All Mass Spectra in Untargeted Metabolomics. Anal Chem. 2019 Feb 5;91(3):2155-2162. doi: 10.1021/acs.analchem.8b04698. Epub 2019 Jan 16. [PubMed:30608141 ]
FRITZ IB: Action of carnitine on long chain fatty acid oxidation by liver. Am J Physiol. 1959 Aug;197:297-304. doi: 10.1152/ajplegacy.1959.197.2.297. [PubMed:13825279 ]
Reuter SE, Evans AM: Carnitine and acylcarnitines: pharmacokinetic, pharmacological and clinical aspects. Clin Pharmacokinet. 2012 Sep 1;51(9):553-72. doi: 10.1007/BF03261931. [PubMed:22804748 ]
Bruce CR, Hoy AJ, Turner N, Watt MJ, Allen TL, Carpenter K, Cooney GJ, Febbraio MA, Kraegen EW: Overexpression of carnitine palmitoyltransferase-1 in skeletal muscle is sufficient to enhance fatty acid oxidation and improve high-fat diet-induced insulin resistance. Diabetes. 2009 Mar;58(3):550-8. doi: 10.2337/db08-1078. Epub 2008 Dec 10. [PubMed:19073774 ]
Schooneman MG, Vaz FM, Houten SM, Soeters MR: Acylcarnitines: reflecting or inflicting insulin resistance? Diabetes. 2013 Jan;62(1):1-8. doi: 10.2337/db12-0466. [PubMed:23258903 ]
Ahmad T, Kelly JP, McGarrah RW, Hellkamp AS, Fiuzat M, Testani JM, Wang TS, Verma A, Samsky MD, Donahue MP, Ilkayeva OR, Bowles DE, Patel CB, Milano CA, Rogers JG, Felker GM, O'Connor CM, Shah SH, Kraus WE: Prognostic Implications of Long-Chain Acylcarnitines in Heart Failure and Reversibility With Mechanical Circulatory Support. J Am Coll Cardiol. 2016 Jan 26;67(3):291-9. doi: 10.1016/j.jacc.2015.10.079. [PubMed:26796394 ]
Yu D, Zhou L, Xuan Q, Wang L, Zhao X, Lu X, Xu G: Strategy for Comprehensive Identification of Acylcarnitines Based on Liquid Chromatography-High-Resolution Mass Spectrometry. Anal Chem. 2018 May 1;90(9):5712-5718. doi: 10.1021/acs.analchem.7b05471. Epub 2018 Apr 20. [PubMed:29651844 ]
Yan X, Markey SP, Marupaka R, Dong Q, Cooper BT, Mirokhin YA, Wallace WE, Stein SE: Mass Spectral Library of Acylcarnitines Derived from Human Urine. Anal Chem. 2020 May 5;92(9):6521-6528. doi: 10.1021/acs.analchem.0c00129. Epub 2020 Apr 23. [PubMed:32271007 ]
Zuniga A, Li L: Ultra-high performance liquid chromatography tandem mass spectrometry for comprehensive analysis of urinary acylcarnitines. Anal Chim Acta. 2011 Mar 9;689(1):77-84. doi: 10.1016/j.aca.2011.01.018. Epub 2011 Jan 18. [PubMed:21338760 ]
Dambrova M, Makrecka-Kuka M, Kuka J, Vilskersts R, Nordberg D, Attwood MM, Smesny S, Sen ZD, Guo AC, Oler E, Tian S, Zheng J, Wishart DS, Liepinsh E, Schioth HB: Acylcarnitines: Nomenclature, Biomarkers, Therapeutic Potential, Drug Targets, and Clinical Trials. Pharmacol Rev. 2022 Jul;74(3):506-551. doi: 10.1124/pharmrev.121.000408. [PubMed:35710135 ]

Showing metabocard for 14-Methyloctadecanoylcarnitine (HMDB0240886)

MOL for HMDB0240886 (14-Methyloctadecanoylcarnitine)

3D MOL for HMDB0240886 (14-Methyloctadecanoylcarnitine)

3D SDF for HMDB0240886 (14-Methyloctadecanoylcarnitine)

3D-SDF for HMDB0240886 (14-Methyloctadecanoylcarnitine)

PDB for HMDB0240886 (14-Methyloctadecanoylcarnitine)

3D PDB for HMDB0240886 (14-Methyloctadecanoylcarnitine)

SMILES for HMDB0240886 (14-Methyloctadecanoylcarnitine)

INCHI for HMDB0240886 (14-Methyloctadecanoylcarnitine)

Structure for HMDB0240886 (14-Methyloctadecanoylcarnitine)

3D Structure for HMDB0240886 (14-Methyloctadecanoylcarnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra