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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-23 10:07:09 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006460

Secondary Accession Numbers

HMDB06460

Metabolite Identification

Common Name

Arachidyl carnitine

Description

Arachidyl carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264 , Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).

Structure

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


  Mrv0541 02231220392D          

 32 31  0  0  0  0            999 V2000
   10.2326  -10.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0423  -11.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3823  -12.8242    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9707  -10.1606    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.7207  -11.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3075  -11.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1172  -12.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3608  -12.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1649  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6536  -13.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6026  -13.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904  -12.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0493  -11.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3152  -11.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2741  -10.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5399  -10.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4988   -9.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7647   -9.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7236   -8.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9894   -7.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9483   -7.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -6.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -5.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4389   -5.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -4.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225   -3.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8246  -13.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8657  -13.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131   -1.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  3  1  0  0  0  0
 11  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 16 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 21 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 26 27  1  0  0  0  0
 30 12  1  0  0  0  0
 31 30  2  0  0  0  0
 32 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END

HMDB0006460
     RDKit          3D
Arachidyl carnitine
 85 84  0  0  0  0  0  0  0  0999 V2000
   12.0542    0.9653    1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5370   -0.0285    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716   -0.5550    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6163   -1.5361   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3832   -2.2614    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849   -1.5921    0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9147   -0.6938    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -0.1694    1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1881    0.6073    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.1137    0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    1.8883   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396    2.4373   -0.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.2462   -0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.8105   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    0.6624   -0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.2548   -1.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -1.4030   -1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -1.2831   -1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3683   -0.4866   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8018   -0.7313   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0480   -1.4712   -2.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8588   -0.1549   -0.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -0.2512   -0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7726    1.0899   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1815    1.6965   -2.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2881    1.1580   -3.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6290    2.9452   -2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.0500   -0.9237    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1122   -0.4232    1.4082 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.3262    0.3741    1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2925   -1.6033    2.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0184    0.2917    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109    1.1685    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3887    1.9033    0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984    0.5477    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2735    0.4357   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2062   -0.9072    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3514   -1.0096    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5883    0.3962    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4391   -2.3162   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6048   -1.0505   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2016   -3.0294   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961   -2.9764    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8853   -1.0044   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2867   -2.3936    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0428   -1.2841    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    0.1916    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8295   -1.0693    1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947    0.4169    2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    1.5088    0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.0202   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226    1.7427    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.2275    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462    2.7355   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774    1.2173   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    2.9663   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    3.0629    0.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209    0.6313   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016    0.7204    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.3044   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    2.5090    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    0.0459    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3173    1.0807   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -0.6019   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    0.3102   -2.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319   -2.0384   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7288   -2.1072   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.0320   -2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3582   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -0.7036    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287    0.6320   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3195   -0.9066   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8794    1.0102   -1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7557    1.8046   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509   -2.0358    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1014   -0.8687   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1797    1.0583    2.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1756   -0.2857    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6416    0.9064    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7566   -1.2501    3.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2854   -1.9979    2.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9429   -2.3523    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9789    0.1700    3.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0207    0.0269    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1160    1.4043    1.8375 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 28 75  1  0
 28 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
 32 83  1  0
 32 84  1  0
 32 85  1  0
M  CHG  2  27  -1  29   1
M  END


  Mrv0541 02231220392D          

 32 31  0  0  0  0            999 V2000
   10.2326  -10.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0423  -11.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3823  -12.8242    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9707  -10.1606    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.7207  -11.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3075  -11.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1172  -12.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3608  -12.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1649  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6536  -13.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6026  -13.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904  -12.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0493  -11.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3152  -11.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2741  -10.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5399  -10.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4988   -9.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7647   -9.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7236   -8.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9894   -7.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9483   -7.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -6.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -5.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4389   -5.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -4.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225   -3.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8246  -13.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8657  -13.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131   -1.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  3  1  0  0  0  0
 11  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 16 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 21 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 26 27  1  0  0  0  0
 30 12  1  0  0  0  0
 31 30  2  0  0  0  0
 32 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END
> <DATABASE_ID>
HMDB0006460

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H53NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h25H,5-24H2,1-4H3

> <INCHI_KEY>
SVJLJQBGUITFLI-UHFFFAOYSA-N

> <FORMULA>
C27H53NO4

> <MOLECULAR_WEIGHT>
455.714

> <EXACT_MASS>
455.397459189

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
58.87265874531588

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.8118225141949216

> <ALOGPS_LOGS>
-7.74

> <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>
155.48070000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.29e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arachidyl carnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006460
     RDKit          3D
Arachidyl carnitine
 85 84  0  0  0  0  0  0  0  0999 V2000
   12.0542    0.9653    1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5370   -0.0285    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716   -0.5550    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6163   -1.5361   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3832   -2.2614    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849   -1.5921    0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9147   -0.6938    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -0.1694    1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1881    0.6073    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.1137    0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    1.8883   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396    2.4373   -0.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.2462   -0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.8105   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    0.6624   -0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.2548   -1.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -1.4030   -1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -1.2831   -1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3683   -0.4866   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8018   -0.7313   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0480   -1.4712   -2.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8588   -0.1549   -0.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -0.2512   -0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7726    1.0899   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1815    1.6965   -2.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2881    1.1580   -3.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6290    2.9452   -2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.0500   -0.9237    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1122   -0.4232    1.4082 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.3262    0.3741    1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2925   -1.6033    2.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0184    0.2917    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109    1.1685    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3887    1.9033    0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984    0.5477    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2735    0.4357   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2062   -0.9072    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3514   -1.0096    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5883    0.3962    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4391   -2.3162   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6048   -1.0505   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2016   -3.0294   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961   -2.9764    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8853   -1.0044   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2867   -2.3936    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0428   -1.2841    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    0.1916    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8295   -1.0693    1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947    0.4169    2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    1.5088    0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.0202   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226    1.7427    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.2275    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462    2.7355   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774    1.2173   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    2.9663   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    3.0629    0.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209    0.6313   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016    0.7204    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.3044   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    2.5090    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    0.0459    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3173    1.0807   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -0.6019   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    0.3102   -2.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319   -2.0384   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7288   -2.1072   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.0320   -2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3582   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -0.7036    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287    0.6320   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3195   -0.9066   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8794    1.0102   -1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7557    1.8046   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509   -2.0358    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1014   -0.8687   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1797    1.0583    2.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1756   -0.2857    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6416    0.9064    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7566   -1.2501    3.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2854   -1.9979    2.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9429   -2.3523    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9789    0.1700    3.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0207    0.0269    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1160    1.4043    1.8375 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 28 75  1  0
 28 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
 32 83  1  0
 32 84  1  0
 32 85  1  0
M  CHG  2  27  -1  29   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      19.101 -20.423   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.612 -20.719   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      23.114 -23.939   0.000  0.00  0.00           N+1
HETATM    4  O   UNK     0      18.612 -18.966   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      18.145 -21.410   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      21.107 -22.181   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.619 -22.477   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      19.340 -23.765   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      24.574 -23.432   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.620 -25.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.658 -24.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.969 -23.670   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.892 -22.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.522 -21.429   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.445 -19.891   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.074 -19.189   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.998 -17.650   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.627 -16.948   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.551 -15.410   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.180 -14.707   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.103 -13.169   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.733 -12.467   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.656 -10.929   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.286 -10.226   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.209  -8.688   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.839  -7.985   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.762  -6.447   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.392  -5.744   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.315  -4.206   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.339 -24.373   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      18.416 -25.911   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.944  -3.504   0.000  0.00  0.00           C+0
CONECT    1    2    4    5                                                  
CONECT    2    1    6                                                       
CONECT    3    7    9   10   11                                             
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7    8                                                  
CONECT    7    3    6                                                       
CONECT    8    6   30                                                       
CONECT    9    3                                                            
CONECT   10    3                                                            
CONECT   11    3                                                            
CONECT   12   13   30                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   18   16                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   23   21                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   28   26                                                       
CONECT   28   27   29                                                       
CONECT   29   28   32                                                       
CONECT   30   12   31    8                                                  
CONECT   31   30                                                            
CONECT   32   29                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0006460
HETATM    1  C1  UNL     1      12.054   0.965   1.223  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.537  -0.029   0.210  1.00  0.00           C  
HETATM    3  C3  UNL     1      10.172  -0.555   0.762  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.616  -1.536  -0.195  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.383  -2.261   0.079  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.085  -1.592   0.285  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.915  -0.694   1.462  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.481  -0.169   1.515  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.188   0.607   0.271  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.734   1.114   0.408  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.433   1.888  -0.831  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.040   2.437  -0.788  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.069   1.246  -0.681  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.315   1.810  -0.668  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.324   0.662  -0.521  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.187  -0.255  -1.682  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.097  -1.403  -1.672  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.530  -1.283  -1.822  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.368  -0.487  -0.889  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.802  -0.731  -1.316  1.00  0.00           C  
HETATM   21  O1  UNL     1      -6.048  -1.471  -2.263  1.00  0.00           O  
HETATM   22  O2  UNL     1      -6.859  -0.155  -0.682  1.00  0.00           O  
HETATM   23  C21 UNL     1      -8.201  -0.251  -0.920  1.00  0.00           C  
HETATM   24  C22 UNL     1      -8.773   1.090  -1.285  1.00  0.00           C  
HETATM   25  C23 UNL     1      -8.182   1.697  -2.495  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.288   1.158  -3.176  1.00  0.00           O  
HETATM   27  O4  UNL     1      -8.629   2.945  -2.926  1.00  0.00           O1-
HETATM   28  C24 UNL     1      -9.050  -0.924   0.099  1.00  0.00           C  
HETATM   29  N1  UNL     1      -9.112  -0.423   1.408  1.00  0.00           N1+
HETATM   30  C25 UNL     1     -10.326   0.374   1.664  1.00  0.00           C  
HETATM   31  C26 UNL     1      -9.292  -1.603   2.286  1.00  0.00           C  
HETATM   32  C27 UNL     1      -8.018   0.292   1.957  1.00  0.00           C  
HETATM   33  H1  UNL     1      11.311   1.169   2.005  1.00  0.00           H  
HETATM   34  H2  UNL     1      12.389   1.903   0.716  1.00  0.00           H  
HETATM   35  H3  UNL     1      12.998   0.548   1.682  1.00  0.00           H  
HETATM   36  H4  UNL     1      11.273   0.436  -0.761  1.00  0.00           H  
HETATM   37  H5  UNL     1      12.206  -0.907   0.092  1.00  0.00           H  
HETATM   38  H6  UNL     1      10.351  -1.010   1.734  1.00  0.00           H  
HETATM   39  H7  UNL     1       9.588   0.396   0.796  1.00  0.00           H  
HETATM   40  H8  UNL     1      10.439  -2.316  -0.341  1.00  0.00           H  
HETATM   41  H9  UNL     1       9.605  -1.050  -1.242  1.00  0.00           H  
HETATM   42  H10 UNL     1       8.202  -3.029  -0.756  1.00  0.00           H  
HETATM   43  H11 UNL     1       8.596  -2.976   0.969  1.00  0.00           H  
HETATM   44  H12 UNL     1       6.885  -1.004  -0.674  1.00  0.00           H  
HETATM   45  H13 UNL     1       6.287  -2.394   0.337  1.00  0.00           H  
HETATM   46  H14 UNL     1       7.043  -1.284   2.420  1.00  0.00           H  
HETATM   47  H15 UNL     1       7.567   0.192   1.475  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.829  -1.069   1.566  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.295   0.417   2.414  1.00  0.00           H  
HETATM   50  H18 UNL     1       5.815   1.509   0.167  1.00  0.00           H  
HETATM   51  H19 UNL     1       5.184  -0.020  -0.644  1.00  0.00           H  
HETATM   52  H20 UNL     1       3.623   1.743   1.305  1.00  0.00           H  
HETATM   53  H21 UNL     1       3.083   0.227   0.530  1.00  0.00           H  
HETATM   54  H22 UNL     1       4.146   2.736  -0.933  1.00  0.00           H  
HETATM   55  H23 UNL     1       3.477   1.217  -1.729  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.822   2.966  -1.720  1.00  0.00           H  
HETATM   57  H25 UNL     1       1.850   3.063   0.111  1.00  0.00           H  
HETATM   58  H26 UNL     1       1.321   0.631  -1.564  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.202   0.720   0.291  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.550   2.304  -1.654  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.482   2.509   0.175  1.00  0.00           H  
HETATM   62  H30 UNL     1      -1.006   0.046   0.386  1.00  0.00           H  
HETATM   63  H31 UNL     1      -2.317   1.081  -0.357  1.00  0.00           H  
HETATM   64  H32 UNL     1      -0.108  -0.602  -1.805  1.00  0.00           H  
HETATM   65  H33 UNL     1      -1.343   0.310  -2.657  1.00  0.00           H  
HETATM   66  H34 UNL     1      -1.932  -2.038  -0.709  1.00  0.00           H  
HETATM   67  H35 UNL     1      -1.729  -2.107  -2.498  1.00  0.00           H  
HETATM   68  H36 UNL     1      -3.845  -1.032  -2.896  1.00  0.00           H  
HETATM   69  H37 UNL     1      -3.955  -2.358  -1.729  1.00  0.00           H  
HETATM   70  H38 UNL     1      -4.194  -0.704   0.163  1.00  0.00           H  
HETATM   71  H39 UNL     1      -4.229   0.632  -1.026  1.00  0.00           H  
HETATM   72  H40 UNL     1      -8.319  -0.907  -1.840  1.00  0.00           H  
HETATM   73  H41 UNL     1      -9.879   1.010  -1.523  1.00  0.00           H  
HETATM   74  H42 UNL     1      -8.756   1.805  -0.432  1.00  0.00           H  
HETATM   75  H43 UNL     1      -8.851  -2.036   0.039  1.00  0.00           H  
HETATM   76  H44 UNL     1     -10.101  -0.869  -0.324  1.00  0.00           H  
HETATM   77  H45 UNL     1     -10.180   1.058   2.528  1.00  0.00           H  
HETATM   78  H46 UNL     1     -11.176  -0.286   1.939  1.00  0.00           H  
HETATM   79  H47 UNL     1     -10.642   0.906   0.744  1.00  0.00           H  
HETATM   80  H48 UNL     1      -9.757  -1.250   3.230  1.00  0.00           H  
HETATM   81  H49 UNL     1      -8.285  -1.998   2.571  1.00  0.00           H  
HETATM   82  H50 UNL     1      -9.943  -2.352   1.838  1.00  0.00           H  
HETATM   83  H51 UNL     1      -7.979   0.170   3.084  1.00  0.00           H  
HETATM   84  H52 UNL     1      -7.021   0.027   1.623  1.00  0.00           H  
HETATM   85  H53 UNL     1      -8.116   1.404   1.837  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6   42   43
CONECT    6    7   44   45
CONECT    7    8   46   47
CONECT    8    9   48   49
CONECT    9   10   50   51
CONECT   10   11   52   53
CONECT   11   12   54   55
CONECT   12   13   56   57
CONECT   13   14   58   59
CONECT   14   15   60   61
CONECT   15   16   62   63
CONECT   16   17   64   65
CONECT   17   18   66   67
CONECT   18   19   68   69
CONECT   19   20   70   71
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   28   72
CONECT   24   25   73   74
CONECT   25   26   26   27
CONECT   28   29   75   76
CONECT   29   30   31   32
CONECT   30   77   78   79
CONECT   31   80   81   82
CONECT   32   83   84   85
END

HMDB0006460
     RDKit          3D
Arachidyl carnitine
 85 84  0  0  0  0  0  0  0  0999 V2000
   12.0542    0.9653    1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5370   -0.0285    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716   -0.5550    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6163   -1.5361   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3832   -2.2614    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849   -1.5921    0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9147   -0.6938    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -0.1694    1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1881    0.6073    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.1137    0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    1.8883   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396    2.4373   -0.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.2462   -0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.8105   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    0.6624   -0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -0.2548   -1.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -1.4030   -1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -1.2831   -1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3683   -0.4866   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8018   -0.7313   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0480   -1.4712   -2.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8588   -0.1549   -0.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -0.2512   -0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7726    1.0899   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1815    1.6965   -2.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2881    1.1580   -3.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6290    2.9452   -2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.0500   -0.9237    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1122   -0.4232    1.4082 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.3262    0.3741    1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2925   -1.6033    2.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0184    0.2917    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109    1.1685    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3887    1.9033    0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984    0.5477    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2735    0.4357   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2062   -0.9072    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3514   -1.0096    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5883    0.3962    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4391   -2.3162   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6048   -1.0505   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2016   -3.0294   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961   -2.9764    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8853   -1.0044   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2867   -2.3936    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0428   -1.2841    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    0.1916    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8295   -1.0693    1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947    0.4169    2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    1.5088    0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.0202   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226    1.7427    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.2275    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462    2.7355   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774    1.2173   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    2.9663   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    3.0629    0.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209    0.6313   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016    0.7204    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    2.3044   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    2.5090    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    0.0459    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3173    1.0807   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -0.6019   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    0.3102   -2.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319   -2.0384   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7288   -2.1072   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.0320   -2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3582   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -0.7036    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287    0.6320   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3195   -0.9066   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8794    1.0102   -1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7557    1.8046   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509   -2.0358    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1014   -0.8687   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1797    1.0583    2.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1756   -0.2857    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6416    0.9064    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7566   -1.2501    3.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2854   -1.9979    2.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9429   -2.3523    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9789    0.1700    3.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0207    0.0269    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1160    1.4043    1.8375 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 28 75  1  0
 28 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
 32 83  1  0
 32 84  1  0
 32 85  1  0
M  CHG  2  27  -1  29   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(Icosanoyloxy)-4-(trimethylammonio)butanoate	ChEBI
Arachidoylcarnitine	ChEBI
Eicosanoylcarnitine	ChEBI
Icosanoylcarnitine	ChEBI
O-Arachidoylcarnitine	ChEBI
O-Eicosanoylcarnitine	ChEBI
3-(Icosanoyloxy)-4-(trimethylammonio)butanoic acid	Generator
O-Icosanoylcarnitine	ChEBI, HMDB

Chemical Formula

C₂₇H₅₃NO₄

Average Molecular Weight

455.714

Monoisotopic Molecular Weight

455.397459189

IUPAC Name

3-(icosanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

arachidyl carnitine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H53NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h25H,5-24H2,1-4H3

InChI Key

SVJLJQBGUITFLI-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

carboxylic ester (CHEBI:73100 )
O-acylcarnitine (CHEBI:73100 )
ammonium betaine (CHEBI:73100 )

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 membrane (HMDB: HMDB0006460)

Cellular substructure

Organelle

Mitochondria

Mitochondria (HMDB: HMDB0006460)

peroxisome (PMID: 35710135)

Biofluid or Excreta

Blood (HMDB: HMDB0006460)
Urine (HMDB: HMDB0006460)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cell

All cells and tissues (PMID: 35710135)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006460)

Source

Endogenous

Endogenous (HMDB: HMDB0006460)

Animal

Animal (HMDB: HMDB0006460)

Exogenous

Food

Food (HMDB: HMDB0006460)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006460)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006460)

Cellular process

Cell signaling (HMDB: HMDB0006460)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006460)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.3e-06 g/L	ALOGPS
logP	3.37	ALOGPS
logP	3.81	ChemAxon
logS	-7.7	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	24	ChemAxon
Refractivity	155.48 m³·mol⁻¹	ChemAxon
Polarizability	58.87 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]+	220.757	30932474
DeepCCS	[M-H]-	216.738	30932474
DeepCCS	[M-2H]-	253.28	30932474
DeepCCS	[M+Na]+	229.573	30932474
AllCCS	[M+H]+	235.2	32859911
AllCCS	[M+H-H2O]+	233.6	32859911
AllCCS	[M+NH4]+	236.6	32859911
AllCCS	[M+Na]+	237.0	32859911
AllCCS	[M-H]-	223.5	32859911
AllCCS	[M+Na-2H]-	225.7	32859911
AllCCS	[M+HCOO]-	228.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Arachidyl carnitine	CCCCCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3328.0	Standard polar	33892256
Arachidyl carnitine	CCCCCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2858.0	Standard non polar	33892256
Arachidyl carnitine	CCCCCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3106.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Arachidyl carnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9230000000-d003e9fb89960a91f1c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arachidyl carnitine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 10V, Positive-QTOF	splash10-0btm-0741900000-982878cdba41298de5c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 20V, Positive-QTOF	splash10-0f6x-1920000000-93b92e630bffe70fb315	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 40V, Positive-QTOF	splash10-0f6x-5950000000-fa562032a654105d1af2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 10V, Negative-QTOF	splash10-0udi-1013900000-691af6e2b7cccf3f992d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 20V, Negative-QTOF	splash10-0udj-1139300000-8d0e1add6ba177dea3e9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 40V, Negative-QTOF	splash10-0006-6195000000-fac5044984c6891e7e41	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 10V, Positive-QTOF	splash10-0a4i-0000900000-a6536ad39d4c1c026138	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 20V, Positive-QTOF	splash10-052r-9000500000-39f7cd70255e0f7c49c2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arachidyl carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

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

FDB023920

KNApSAcK ID

Not Available

Chemspider ID

28639199

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2614347

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477833

PDB ID

Not Available

ChEBI ID

73100

Food Biomarker Ontology

Not Available

VMH ID

ARACHCRN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pierre G, Macdonald A, Gray G, Hendriksz C, Preece MA, Chakrapani A: Prospective treatment in carnitine-acylcarnitine translocase deficiency. J Inherit Metab Dis. 2007 Oct;30(5):815. Epub 2007 May 12. [PubMed:17508264 ]

Showing metabocard for Arachidyl carnitine (HMDB0006460)

MOL for HMDB0006460 (Arachidyl carnitine)

3D MOL for HMDB0006460 (Arachidyl carnitine)

3D SDF for HMDB0006460 (Arachidyl carnitine)

3D-SDF for HMDB0006460 (Arachidyl carnitine)

PDB for HMDB0006460 (Arachidyl carnitine)

3D PDB for HMDB0006460 (Arachidyl carnitine)

SMILES for HMDB0006460 (Arachidyl carnitine)

INCHI for HMDB0006460 (Arachidyl carnitine)

Structure for HMDB0006460 (Arachidyl carnitine)

3D Structure for HMDB0006460 (Arachidyl carnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra