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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 12:06:24 UTC

Update Date

2022-03-07 02:49:32 UTC

HMDB ID

HMDB0006496

Secondary Accession Numbers

HMDB06496

Metabolite Identification

Common Name

Clupanodonyl carnitine

Description

Clupanodonyl 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 02231220402D          

 34 33  0  0  0  0            999 V2000
   15.6176  -27.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4087  -27.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5901  -29.6580    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   15.4254  -26.7990    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.0219  -28.1643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6038  -28.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3949  -28.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0080  -29.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3919  -29.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7913  -30.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7915  -29.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2430  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5329  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5329  -28.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6756  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2430  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5346  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857  -28.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3998  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6756  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5346  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8245  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1082  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -27.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3998  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -26.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -26.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1082  -25.6694    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
 23 12  2  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 15 14  2  0  0  0  0
 22 16  1  0  0  0  0
 21 16  2  0  0  0  0
 18 17  1  0  0  0  0
 22 17  1  0  0  0  0
 27 18  2  0  0  0  0
 20 19  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 26 21  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 32 29  1  0  0  0  0
 34 30  1  0  0  0  0
 33 31  2  0  0  0  0
 33 32  1  0  0  0  0
  8 14  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END

HMDB0006496
     RDKit          3D
Clupanodonyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8418   -3.7889   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3846   -4.2461   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5338   -3.0840   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533   -2.7194    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207   -1.5221   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561   -0.5414    0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7232    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3530    0.8441   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.9188   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508    3.1485   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5953    3.7159    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    5.0699    1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    5.7449    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    5.0982    0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    4.0027    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903    3.4644    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534    2.0438    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769    1.4615   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    1.0940   -1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    0.5000   -1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770    0.3001   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -0.3202   -1.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.5692   -2.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233   -0.6662   -0.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.2582   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4973   -0.4438   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4614    0.8924   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4404    1.2944   -2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5697    1.7058   -1.5296 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4233   -2.6956   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5510   -2.9880    0.6463 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.9407   -2.9539    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7086   -2.2138    1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0952   -4.3818    0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2038   -3.4111   -1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9117   -2.9927    0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4766   -4.6487    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0833   -4.7099    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3245   -4.9797   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7103   -2.4934   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3445   -3.2775    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -1.0674   -1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6949   -1.8893   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4849   -0.9885    1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9315   -0.2818    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1311    1.4520    1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4032   -0.0658   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    2.2340   -1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    1.4587   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    3.8556   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437    3.2273    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400    5.7026    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801    4.9937    2.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    6.7802    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    5.9778   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    5.5626   -0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462    3.5149    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103    3.4801    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    4.0915   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    2.0658   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    1.4209    0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239    1.3131    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456    1.2439   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -0.4276   -2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    1.2018   -2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132   -0.2693    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1012    1.3016   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369   -1.3256   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6859   -0.2622    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4145   -0.9367   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2990   -3.1124   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5343   -3.2412   -1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227   -2.7134    0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1002   -2.2854    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -3.9634    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1352   -1.1989    1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6719   -2.6545    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6783   -2.1314    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3629   -4.9775   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008   -4.3962    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057   -4.8064    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 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
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   1
M  END


  Mrv0541 02231220402D          

 34 33  0  0  0  0            999 V2000
   15.6176  -27.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4087  -27.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5901  -29.6580    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   15.4254  -26.7990    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.0219  -28.1643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6038  -28.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3949  -28.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0080  -29.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3919  -29.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7913  -30.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7915  -29.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2430  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5329  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5329  -28.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6756  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2430  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5346  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857  -28.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3998  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6756  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5346  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8245  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1082  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -28.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -29.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -27.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3998  -25.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098  -26.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8183  -26.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1082  -25.6694    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
 23 12  2  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 15 14  2  0  0  0  0
 22 16  1  0  0  0  0
 21 16  2  0  0  0  0
 18 17  1  0  0  0  0
 22 17  1  0  0  0  0
 27 18  2  0  0  0  0
 20 19  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 26 21  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 32 29  1  0  0  0  0
 34 30  1  0  0  0  0
 33 31  2  0  0  0  0
 33 32  1  0  0  0  0
  8 14  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END
> <DATABASE_ID>
HMDB0006496

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29(33)34-27(25-28(31)32)26-30(2,3)4/h6-7,10-11,13-14,17-18,21-22,27H,5,8-9,12,15-16,19-20,23-26H2,1-4H3/b7-6+,11-10+,14-13+,18-17+,22-21+

> <INCHI_KEY>
AOSDFVDGMYPTHD-NQXOOMTHSA-N

> <FORMULA>
C29H47NO4

> <MOLECULAR_WEIGHT>
473.6878

> <EXACT_MASS>
473.350508997

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
57.57631039731991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4E,8E,12E,15E,19E)-docosa-4,8,12,15,19-pentaenoyloxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.8913515608615867

> <ALOGPS_LOGS>
-7.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.171787623733597

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0606012766993995

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
170.2657

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clupanodonyl carnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006496
     RDKit          3D
Clupanodonyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8418   -3.7889   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3846   -4.2461   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5338   -3.0840   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533   -2.7194    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207   -1.5221   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561   -0.5414    0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7232    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3530    0.8441   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.9188   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508    3.1485   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5953    3.7159    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    5.0699    1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    5.7449    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    5.0982    0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    4.0027    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903    3.4644    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534    2.0438    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769    1.4615   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    1.0940   -1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    0.5000   -1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770    0.3001   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -0.3202   -1.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.5692   -2.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233   -0.6662   -0.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.2582   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4973   -0.4438   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4614    0.8924   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4404    1.2944   -2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5697    1.7058   -1.5296 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4233   -2.6956   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5510   -2.9880    0.6463 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.9407   -2.9539    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7086   -2.2138    1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0952   -4.3818    0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2038   -3.4111   -1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9117   -2.9927    0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4766   -4.6487    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0833   -4.7099    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3245   -4.9797   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7103   -2.4934   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3445   -3.2775    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -1.0674   -1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6949   -1.8893   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4849   -0.9885    1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9315   -0.2818    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1311    1.4520    1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4032   -0.0658   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    2.2340   -1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    1.4587   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    3.8556   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437    3.2273    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400    5.7026    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801    4.9937    2.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    6.7802    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    5.9778   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    5.5626   -0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462    3.5149    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103    3.4801    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    4.0915   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    2.0658   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    1.4209    0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239    1.3131    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456    1.2439   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -0.4276   -2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    1.2018   -2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132   -0.2693    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1012    1.3016   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369   -1.3256   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6859   -0.2622    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4145   -0.9367   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2990   -3.1124   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5343   -3.2412   -1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227   -2.7134    0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1002   -2.2854    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -3.9634    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1352   -1.1989    1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6719   -2.6545    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6783   -2.1314    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3629   -4.9775   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008   -4.3962    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057   -4.8064    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 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
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   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      29.153 -51.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.630 -51.942   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      32.835 -55.362   0.000  0.00  0.00           N+1
HETATM    4  O   UNK     0      28.794 -50.025   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      28.041 -52.573   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      30.994 -53.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.470 -53.865   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      29.882 -54.508   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      34.332 -54.986   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.210 -56.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.344 -55.732   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.472 -47.137   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.120 -47.916   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.128 -54.073   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      27.128 -52.530   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      21.794 -54.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.120 -54.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.798 -54.837   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.787 -54.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.787 -52.530   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.146 -54.837   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.472 -54.837   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.794 -47.916   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.798 -47.137   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.806 -54.837   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.469 -54.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.461 -54.073   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.138 -54.837   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.138 -51.751   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.146 -47.137   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.461 -47.916   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.138 -50.208   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.461 -49.459   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.469 -47.916   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   14                                                       
CONECT    9    3                                                            
CONECT   10    3                                                            
CONECT   11    3                                                            
CONECT   12   13   23                                                       
CONECT   13   12   24                                                       
CONECT   14   25   15    8                                                  
CONECT   15   14                                                            
CONECT   16   22   21                                                       
CONECT   17   18   22                                                       
CONECT   18   17   27                                                       
CONECT   19   20   28                                                       
CONECT   20   19   29                                                       
CONECT   21   16   26                                                       
CONECT   22   16   17                                                       
CONECT   23   12   30                                                       
CONECT   24   13   31                                                       
CONECT   25   14   26                                                       
CONECT   26   21   25                                                       
CONECT   27   18   28                                                       
CONECT   28   19   27                                                       
CONECT   29   20   32                                                       
CONECT   30   23   34                                                       
CONECT   31   24   33                                                       
CONECT   32   29   33                                                       
CONECT   33   31   32                                                       
CONECT   34   30                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

COMPND    HMDB0006496
HETATM    1  C1  UNL     1      10.842  -3.789  -0.289  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.385  -4.246  -0.422  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.534  -3.084  -0.714  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.553  -2.719   0.074  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.721  -1.522  -0.280  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.856  -0.541   0.829  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.061   0.723   0.613  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.353   0.844  -0.477  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.522   1.919  -0.921  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.251   3.149  -0.260  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.595   3.716   0.864  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.135   5.070   1.321  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.166   5.745   0.439  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.846   5.098   0.309  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.443   4.003   0.932  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.090   3.464   0.704  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.153   2.044   0.139  1.00  0.00           C  
HETATM   18  C18 UNL     1      -1.177   1.462  -0.106  1.00  0.00           C  
HETATM   19  C19 UNL     1      -1.498   1.094  -1.338  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.768   0.500  -1.765  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.777   0.300  -0.679  1.00  0.00           C  
HETATM   22  C22 UNL     1      -4.989  -0.320  -1.271  1.00  0.00           C  
HETATM   23  O1  UNL     1      -5.026  -0.569  -2.521  1.00  0.00           O  
HETATM   24  O2  UNL     1      -6.123  -0.666  -0.558  1.00  0.00           O  
HETATM   25  C23 UNL     1      -7.270  -1.258  -1.132  1.00  0.00           C  
HETATM   26  C24 UNL     1      -8.497  -0.444  -0.993  1.00  0.00           C  
HETATM   27  C25 UNL     1      -8.461   0.892  -1.603  1.00  0.00           C  
HETATM   28  O3  UNL     1      -7.440   1.294  -2.184  1.00  0.00           O  
HETATM   29  O4  UNL     1      -9.570   1.706  -1.530  1.00  0.00           O1-
HETATM   30  C26 UNL     1      -7.423  -2.696  -0.723  1.00  0.00           C  
HETATM   31  N1  UNL     1      -7.551  -2.988   0.646  1.00  0.00           N1+
HETATM   32  C27 UNL     1      -8.941  -2.954   1.058  1.00  0.00           C  
HETATM   33  C28 UNL     1      -6.709  -2.214   1.528  1.00  0.00           C  
HETATM   34  C29 UNL     1      -7.095  -4.382   0.829  1.00  0.00           C  
HETATM   35  H1  UNL     1      11.204  -3.411  -1.262  1.00  0.00           H  
HETATM   36  H2  UNL     1      10.912  -2.993   0.457  1.00  0.00           H  
HETATM   37  H3  UNL     1      11.477  -4.649   0.016  1.00  0.00           H  
HETATM   38  H4  UNL     1       9.083  -4.710   0.552  1.00  0.00           H  
HETATM   39  H5  UNL     1       9.324  -4.980  -1.257  1.00  0.00           H  
HETATM   40  H6  UNL     1       8.710  -2.493  -1.610  1.00  0.00           H  
HETATM   41  H7  UNL     1       7.345  -3.278   0.975  1.00  0.00           H  
HETATM   42  H8  UNL     1       7.122  -1.067  -1.218  1.00  0.00           H  
HETATM   43  H9  UNL     1       5.695  -1.889  -0.376  1.00  0.00           H  
HETATM   44  H10 UNL     1       6.485  -0.989   1.771  1.00  0.00           H  
HETATM   45  H11 UNL     1       7.932  -0.282   0.942  1.00  0.00           H  
HETATM   46  H12 UNL     1       6.131   1.452   1.384  1.00  0.00           H  
HETATM   47  H13 UNL     1       5.403  -0.066  -1.197  1.00  0.00           H  
HETATM   48  H14 UNL     1       4.992   2.234  -1.954  1.00  0.00           H  
HETATM   49  H15 UNL     1       3.500   1.459  -1.289  1.00  0.00           H  
HETATM   50  H16 UNL     1       3.572   3.856  -0.867  1.00  0.00           H  
HETATM   51  H17 UNL     1       5.244   3.227   1.536  1.00  0.00           H  
HETATM   52  H18 UNL     1       5.040   5.703   1.401  1.00  0.00           H  
HETATM   53  H19 UNL     1       3.680   4.994   2.339  1.00  0.00           H  
HETATM   54  H20 UNL     1       3.003   6.780   0.869  1.00  0.00           H  
HETATM   55  H21 UNL     1       3.591   5.978  -0.583  1.00  0.00           H  
HETATM   56  H22 UNL     1       1.115   5.563  -0.372  1.00  0.00           H  
HETATM   57  H23 UNL     1       2.146   3.515   1.628  1.00  0.00           H  
HETATM   58  H24 UNL     1      -0.510   3.480   1.630  1.00  0.00           H  
HETATM   59  H25 UNL     1      -0.426   4.091  -0.042  1.00  0.00           H  
HETATM   60  H26 UNL     1       0.749   2.066  -0.795  1.00  0.00           H  
HETATM   61  H27 UNL     1       0.665   1.421   0.907  1.00  0.00           H  
HETATM   62  H28 UNL     1      -1.924   1.313   0.675  1.00  0.00           H  
HETATM   63  H29 UNL     1      -0.746   1.244  -2.130  1.00  0.00           H  
HETATM   64  H30 UNL     1      -2.544  -0.428  -2.328  1.00  0.00           H  
HETATM   65  H31 UNL     1      -3.199   1.202  -2.538  1.00  0.00           H  
HETATM   66  H32 UNL     1      -3.413  -0.269   0.176  1.00  0.00           H  
HETATM   67  H33 UNL     1      -4.101   1.302  -0.300  1.00  0.00           H  
HETATM   68  H34 UNL     1      -7.037  -1.326  -2.240  1.00  0.00           H  
HETATM   69  H35 UNL     1      -8.686  -0.262   0.108  1.00  0.00           H  
HETATM   70  H36 UNL     1      -9.415  -0.937  -1.373  1.00  0.00           H  
HETATM   71  H37 UNL     1      -8.299  -3.112  -1.268  1.00  0.00           H  
HETATM   72  H38 UNL     1      -6.534  -3.241  -1.160  1.00  0.00           H  
HETATM   73  H39 UNL     1      -9.623  -2.713   0.213  1.00  0.00           H  
HETATM   74  H40 UNL     1      -9.100  -2.285   1.942  1.00  0.00           H  
HETATM   75  H41 UNL     1      -9.300  -3.963   1.417  1.00  0.00           H  
HETATM   76  H42 UNL     1      -7.135  -1.199   1.665  1.00  0.00           H  
HETATM   77  H43 UNL     1      -6.672  -2.655   2.556  1.00  0.00           H  
HETATM   78  H44 UNL     1      -5.678  -2.131   1.197  1.00  0.00           H  
HETATM   79  H45 UNL     1      -7.363  -4.978  -0.057  1.00  0.00           H  
HETATM   80  H46 UNL     1      -6.001  -4.396   0.998  1.00  0.00           H  
HETATM   81  H47 UNL     1      -7.606  -4.806   1.714  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4    4   40
CONECT    4    5   41
CONECT    5    6   42   43
CONECT    6    7   44   45
CONECT    7    8    8   46
CONECT    8    9   47
CONECT    9   10   48   49
CONECT   10   11   11   50
CONECT   11   12   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   15   56
CONECT   15   16   57
CONECT   16   17   58   59
CONECT   17   18   60   61
CONECT   18   19   19   62
CONECT   19   20   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   30   68
CONECT   26   27   69   70
CONECT   27   28   28   29
CONECT   30   31   71   72
CONECT   31   32   33   34
CONECT   32   73   74   75
CONECT   33   76   77   78
CONECT   34   79   80   81
END

HMDB0006496
     RDKit          3D
Clupanodonyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8418   -3.7889   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3846   -4.2461   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5338   -3.0840   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533   -2.7194    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207   -1.5221   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561   -0.5414    0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7232    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3530    0.8441   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.9188   -0.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508    3.1485   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5953    3.7159    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    5.0699    1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    5.7449    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    5.0982    0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    4.0027    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903    3.4644    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534    2.0438    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769    1.4615   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    1.0940   -1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    0.5000   -1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770    0.3001   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887   -0.3202   -1.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.5692   -2.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233   -0.6662   -0.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.2582   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4973   -0.4438   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4614    0.8924   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4404    1.2944   -2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5697    1.7058   -1.5296 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4233   -2.6956   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5510   -2.9880    0.6463 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.9407   -2.9539    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7086   -2.2138    1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0952   -4.3818    0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2038   -3.4111   -1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9117   -2.9927    0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4766   -4.6487    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0833   -4.7099    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3245   -4.9797   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7103   -2.4934   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3445   -3.2775    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -1.0674   -1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6949   -1.8893   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4849   -0.9885    1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9315   -0.2818    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1311    1.4520    1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4032   -0.0658   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    2.2340   -1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    1.4587   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    3.8556   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437    3.2273    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400    5.7026    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801    4.9937    2.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    6.7802    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    5.9778   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    5.5626   -0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462    3.5149    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103    3.4801    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    4.0915   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    2.0658   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    1.4209    0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239    1.3131    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456    1.2439   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -0.4276   -2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    1.2018   -2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132   -0.2693    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1012    1.3016   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369   -1.3256   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6859   -0.2622    0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4145   -0.9367   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2990   -3.1124   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5343   -3.2412   -1.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227   -2.7134    0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1002   -2.2854    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -3.9634    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1352   -1.1989    1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6719   -2.6545    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6783   -2.1314    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3629   -4.9775   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008   -4.3962    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057   -4.8064    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 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
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₉H₄₇NO₄

Average Molecular Weight

473.6878

Monoisotopic Molecular Weight

473.350508997

IUPAC Name

3-[(4E,8E,12E,15E,19E)-docosa-4,8,12,15,19-pentaenoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

clupanodonyl carnitine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C29H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29(33)34-27(25-28(31)32)26-30(2,3)4/h6-7,10-11,13-14,17-18,21-22,27H,5,8-9,12,15-16,19-20,23-26H2,1-4H3/b7-6+,11-10+,14-13+,18-17+,22-21+

InChI Key

AOSDFVDGMYPTHD-NQXOOMTHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

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: HMDB0006496)

Cellular substructure

Organelle

Mitochondria

Mitochondria (HMDB: HMDB0006496)

peroxisome (PMID: 35710135)

Biofluid or Excreta

Blood (HMDB: HMDB0006496)
Urine (HMDB: HMDB0006496)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 35710135)

Cell

All cells and tissues (PMID: 35710135)

Excreta

Biofluid or Excreta

Urine (PMID: 35710135)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006496)

Source

Endogenous

Endogenous (HMDB: HMDB0006496)

Animal

Animal (HMDB: HMDB0006496)

Exogenous

Food

Food (HMDB: HMDB0006496)

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: HMDB0006496)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006496)

Cellular process

Cell signaling (HMDB: HMDB0006496)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006496)

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	1.3e-05 g/L	ALOGPS
logP	2.42	ALOGPS
logP	2.89	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	4.17	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	21	ChemAxon
Refractivity	170.27 m³·mol⁻¹	ChemAxon
Polarizability	57.58 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]+	221.366	30932474
DeepCCS	[M-H]-	218.628	30932474
DeepCCS	[M-2H]-	252.322	30932474
DeepCCS	[M+Na]+	228.798	30932474
AllCCS	[M+H]+	229.2	32859911
AllCCS	[M+H-H2O]+	227.5	32859911
AllCCS	[M+NH4]+	230.8	32859911
AllCCS	[M+Na]+	231.2	32859911
AllCCS	[M-H]-	222.3	32859911
AllCCS	[M+Na-2H]-	225.4	32859911
AllCCS	[M+HCOO]-	229.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clupanodonyl carnitine	CC\C=C\CC\C=C\C\C=C\CC\C=C\CC\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3987.6	Standard polar	33892256
Clupanodonyl carnitine	CC\C=C\CC\C=C\C\C=C\CC\C=C\CC\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2818.3	Standard non polar	33892256
Clupanodonyl carnitine	CC\C=C\CC\C=C\C\C=C\CC\C=C\CC\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3251.0	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 - Clupanodonyl 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 - Clupanodonyl carnitine 10V, Positive-QTOF	splash10-00di-0000900000-c803f4e59fb64569d911	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clupanodonyl carnitine 20V, Positive-QTOF	splash10-0079-9000500000-2d196ac1653bfa249fa8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clupanodonyl carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

FDB023940

KNApSAcK ID

Not Available

Chemspider ID

35015995

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2614454

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477839

PDB ID

Not Available

ChEBI ID

134424

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

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 Clupanodonyl carnitine (HMDB0006496)

MOL for HMDB0006496 (Clupanodonyl carnitine)

3D MOL for HMDB0006496 (Clupanodonyl carnitine)

3D SDF for HMDB0006496 (Clupanodonyl carnitine)

3D-SDF for HMDB0006496 (Clupanodonyl carnitine)

PDB for HMDB0006496 (Clupanodonyl carnitine)

3D PDB for HMDB0006496 (Clupanodonyl carnitine)

SMILES for HMDB0006496 (Clupanodonyl carnitine)

INCHI for HMDB0006496 (Clupanodonyl carnitine)

Structure for HMDB0006496 (Clupanodonyl carnitine)

3D Structure for HMDB0006496 (Clupanodonyl carnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra