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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-22 17:34:16 UTC

Update Date

2022-03-07 02:49:30 UTC

HMDB ID

HMDB0006210

Secondary Accession Numbers

HMDB06210

Metabolite Identification

Common Name

Heptadecanoyl carnitine

Description

Heptadecanoyl 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

Untitled Document-3
  Mrv0541 02231220332D          

 29 28  0  0  0  0            999 V2000
    5.0013   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.2868    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.2062    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.8427    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0177   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 12 29  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END

HMDB0006210
     RDKit          3D
Heptadecanoyl carnitine
 76 75  0  0  0  0  0  0  0  0999 V2000
   10.5015    0.2893   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5036    1.3205   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4852    0.7304    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7263   -0.4038   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7155   -0.9257    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9051   -2.0678    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289   -1.6939   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -0.5727   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0944   -0.8651    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    0.3170    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    0.6890   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.4796   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -0.2020   -2.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.9409   -2.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    1.0326   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    1.0491   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    1.2254    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.3819    0.7418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3269    0.1706    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7084    0.4595    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588   -0.2969    2.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7770   -0.2153    3.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6633    0.6132    3.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8385   -1.1866    4.4238 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6053   -0.1743    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9968   -0.1167    0.2320 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.5895    1.1827    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4195   -0.3910   -1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6912   -1.1315    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    0.1339   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5196    0.6653   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3968   -0.6874   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0072    2.1998    0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    1.6438   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0382    0.3551    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224    1.5517    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -1.2044   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2131   -0.0591   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2433   -1.3016    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1112   -0.0723    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5986   -2.8751    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -2.4314    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -2.6123   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272   -1.3919   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826    0.3625   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.4416   -1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.0350    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5285   -1.7716    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    1.2272    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.1649    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276    0.9889   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8061    1.5716   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946   -0.9056   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -1.2871   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -1.1566   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -0.1326   -3.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022    1.9350   -2.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562    0.9723   -3.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8632    1.9150   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    0.1293   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.0779    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    1.8573    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7572    1.5111    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3792   -1.3948    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0189    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2789    0.2164   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3108   -1.2627    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0777    1.6278   -0.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3805    1.0654    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8661    1.9096    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8598    0.3396   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -1.4097   -1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5022   -0.2799   -1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3812   -0.7247    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3390   -1.7129    0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9714   -1.8814    1.3804 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
M  CHG  2  24  -1  26   1
M  END

Untitled Document-3
  Mrv0541 02231220332D          

 29 28  0  0  0  0            999 V2000
    5.0013   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.2868    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.2062    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.8427    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0177   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 12 29  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END
> <DATABASE_ID>
HMDB0006210

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(28)29-22(20-23(26)27)21-25(2,3)4/h22H,5-21H2,1-4H3

> <INCHI_KEY>
DWSFAVOTORHAAL-UHFFFAOYSA-N

> <FORMULA>
C24H47NO4

> <MOLECULAR_WEIGHT>
413.6343

> <EXACT_MASS>
413.350508997

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.161148214783466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.47811651919492

> <ALOGPS_LOGS>
-7.65

> <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>
141.67770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heptadecanoyl carnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006210
     RDKit          3D
Heptadecanoyl carnitine
 76 75  0  0  0  0  0  0  0  0999 V2000
   10.5015    0.2893   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5036    1.3205   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4852    0.7304    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7263   -0.4038   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7155   -0.9257    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9051   -2.0678    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289   -1.6939   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -0.5727   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0944   -0.8651    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    0.3170    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    0.6890   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.4796   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -0.2020   -2.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.9409   -2.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    1.0326   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    1.0491   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    1.2254    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.3819    0.7418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3269    0.1706    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7084    0.4595    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588   -0.2969    2.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7770   -0.2153    3.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6633    0.6132    3.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8385   -1.1866    4.4238 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6053   -0.1743    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9968   -0.1167    0.2320 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.5895    1.1827    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4195   -0.3910   -1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6912   -1.1315    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    0.1339   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5196    0.6653   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3968   -0.6874   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0072    2.1998    0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    1.6438   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0382    0.3551    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224    1.5517    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -1.2044   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2131   -0.0591   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2433   -1.3016    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1112   -0.0723    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5986   -2.8751    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -2.4314    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -2.6123   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272   -1.3919   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826    0.3625   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.4416   -1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.0350    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5285   -1.7716    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    1.2272    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.1649    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276    0.9889   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8061    1.5716   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946   -0.9056   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -1.2871   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -1.1566   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -0.1326   -3.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022    1.9350   -2.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562    0.9723   -3.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8632    1.9150   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    0.1293   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.0779    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    1.8573    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7572    1.5111    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3792   -1.3948    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0189    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2789    0.2164   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3108   -1.2627    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0777    1.6278   -0.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3805    1.0654    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8661    1.9096    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8598    0.3396   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -1.4097   -1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5022   -0.2799   -1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3812   -0.7247    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3390   -1.7129    0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9714   -1.8814    1.3804 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
M  CHG  2  24  -1  26   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-3                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.336  -1.155   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.668   3.465   0.000  0.00  0.00           O-1
HETATM    3  C   UNK     0       8.002   2.695   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.336   3.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.002   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   1.155   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.003   0.385   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      12.773   1.719   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.233  -0.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -1.925   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -1.925   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -1.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -1.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -1.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  -1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.668  -1.155   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002  -1.925   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.336  -1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669  -1.925   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.003  -1.155   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.337  -1.925   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.002  -3.465   0.000  0.00  0.00           O+0
CONECT    1    6   12                                                       
CONECT    2    3                                                            
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12   13   29    1                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   12                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0006210
HETATM    1  C1  UNL     1      10.501   0.289  -0.749  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.504   1.320  -0.322  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.485   0.730   0.626  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.726  -0.404  -0.029  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.715  -0.926   0.998  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.905  -2.068   0.434  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.129  -1.694  -0.792  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.149  -0.573  -0.584  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.094  -0.865   0.447  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.184   0.317   0.589  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.471   0.689  -0.681  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.620  -0.480  -1.122  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.137  -0.202  -2.372  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.054   0.941  -2.416  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.223   1.033  -1.546  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.066   1.049  -0.068  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.485   1.225   0.468  1.00  0.00           C  
HETATM   18  O1  UNL     1      -3.888   2.382   0.742  1.00  0.00           O  
HETATM   19  O2  UNL     1      -4.327   0.171   0.659  1.00  0.00           O  
HETATM   20  C18 UNL     1      -5.708   0.459   1.192  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.659  -0.297   2.485  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.777  -0.215   3.402  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.663   0.613   3.370  1.00  0.00           O  
HETATM   24  O4  UNL     1      -6.838  -1.187   4.424  1.00  0.00           O1-
HETATM   25  C21 UNL     1      -6.605  -0.174   0.195  1.00  0.00           C  
HETATM   26  N1  UNL     1      -7.997  -0.117   0.232  1.00  0.00           N1+
HETATM   27  C22 UNL     1      -8.590   1.183   0.471  1.00  0.00           C  
HETATM   28  C23 UNL     1      -8.420  -0.391  -1.196  1.00  0.00           C  
HETATM   29  C24 UNL     1      -8.691  -1.131   0.970  1.00  0.00           C  
HETATM   30  H1  UNL     1      10.428   0.134  -1.837  1.00  0.00           H  
HETATM   31  H2  UNL     1      11.520   0.665  -0.494  1.00  0.00           H  
HETATM   32  H3  UNL     1      10.397  -0.687  -0.204  1.00  0.00           H  
HETATM   33  H4  UNL     1      10.007   2.200   0.162  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.926   1.644  -1.221  1.00  0.00           H  
HETATM   35  H6  UNL     1       9.038   0.355   1.526  1.00  0.00           H  
HETATM   36  H7  UNL     1       7.822   1.552   0.971  1.00  0.00           H  
HETATM   37  H8  UNL     1       8.434  -1.204  -0.257  1.00  0.00           H  
HETATM   38  H9  UNL     1       7.213  -0.059  -0.933  1.00  0.00           H  
HETATM   39  H10 UNL     1       7.243  -1.302   1.898  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.111  -0.072   1.318  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.599  -2.875   0.166  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.244  -2.431   1.240  1.00  0.00           H  
HETATM   43  H14 UNL     1       4.604  -2.612  -1.137  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.827  -1.392  -1.587  1.00  0.00           H  
HETATM   45  H16 UNL     1       4.683   0.362  -0.385  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.630  -0.442  -1.568  1.00  0.00           H  
HETATM   47  H18 UNL     1       3.539  -1.035   1.458  1.00  0.00           H  
HETATM   48  H19 UNL     1       2.528  -1.772   0.219  1.00  0.00           H  
HETATM   49  H20 UNL     1       2.748   1.227   0.919  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.435   0.165   1.423  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.228   0.989  -1.442  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.806   1.572  -0.501  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.095  -0.906  -0.285  1.00  0.00           H  
HETATM   54  H25 UNL     1       1.414  -1.287  -1.375  1.00  0.00           H  
HETATM   55  H26 UNL     1      -0.678  -1.157  -2.658  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.648  -0.133  -3.194  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.502   1.935  -2.381  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.456   0.972  -3.492  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.863   1.915  -1.824  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.896   0.129  -1.763  1.00  0.00           H  
HETATM   61  H32 UNL     1      -1.772   0.078   0.379  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.432   1.857   0.317  1.00  0.00           H  
HETATM   63  H34 UNL     1      -5.757   1.511   1.349  1.00  0.00           H  
HETATM   64  H35 UNL     1      -5.379  -1.395   2.278  1.00  0.00           H  
HETATM   65  H36 UNL     1      -4.745   0.019   3.096  1.00  0.00           H  
HETATM   66  H37 UNL     1      -6.279   0.216  -0.826  1.00  0.00           H  
HETATM   67  H38 UNL     1      -6.311  -1.263   0.126  1.00  0.00           H  
HETATM   68  H39 UNL     1      -9.078   1.628  -0.411  1.00  0.00           H  
HETATM   69  H40 UNL     1      -9.381   1.065   1.252  1.00  0.00           H  
HETATM   70  H41 UNL     1      -7.866   1.910   0.886  1.00  0.00           H  
HETATM   71  H42 UNL     1      -7.860   0.340  -1.811  1.00  0.00           H  
HETATM   72  H43 UNL     1      -8.074  -1.410  -1.387  1.00  0.00           H  
HETATM   73  H44 UNL     1      -9.502  -0.280  -1.247  1.00  0.00           H  
HETATM   74  H45 UNL     1      -9.381  -0.725   1.740  1.00  0.00           H  
HETATM   75  H46 UNL     1      -9.339  -1.713   0.289  1.00  0.00           H  
HETATM   76  H47 UNL     1      -7.971  -1.881   1.380  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16   59   60
CONECT   16   17   61   62
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   25   63
CONECT   21   22   64   65
CONECT   22   23   23   24
CONECT   25   26   66   67
CONECT   26   27   28   29
CONECT   27   68   69   70
CONECT   28   71   72   73
CONECT   29   74   75   76
END

HMDB0006210
     RDKit          3D
Heptadecanoyl carnitine
 76 75  0  0  0  0  0  0  0  0999 V2000
   10.5015    0.2893   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5036    1.3205   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4852    0.7304    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7263   -0.4038   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7155   -0.9257    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9051   -2.0678    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289   -1.6939   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -0.5727   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0944   -0.8651    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    0.3170    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    0.6890   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.4796   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -0.2020   -2.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.9409   -2.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    1.0326   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    1.0491   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    1.2254    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    2.3819    0.7418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3269    0.1706    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7084    0.4595    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588   -0.2969    2.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7770   -0.2153    3.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6633    0.6132    3.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8385   -1.1866    4.4238 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6053   -0.1743    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9968   -0.1167    0.2320 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.5895    1.1827    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4195   -0.3910   -1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6912   -1.1315    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    0.1339   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5196    0.6653   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3968   -0.6874   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0072    2.1998    0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    1.6438   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0382    0.3551    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224    1.5517    0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -1.2044   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2131   -0.0591   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2433   -1.3016    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1112   -0.0723    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5986   -2.8751    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -2.4314    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -2.6123   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272   -1.3919   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826    0.3625   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.4416   -1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.0350    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5285   -1.7716    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    1.2272    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.1649    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276    0.9889   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8061    1.5716   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0946   -0.9056   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -1.2871   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -1.1566   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -0.1326   -3.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022    1.9350   -2.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562    0.9723   -3.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8632    1.9150   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    0.1293   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.0779    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    1.8573    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7572    1.5111    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3792   -1.3948    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0189    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2789    0.2164   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3108   -1.2627    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0777    1.6278   -0.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3805    1.0654    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8661    1.9096    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8598    0.3396   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -1.4097   -1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5022   -0.2799   -1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3812   -0.7247    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3390   -1.7129    0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9714   -1.8814    1.3804 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
M  CHG  2  24  -1  26   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-1-propanaminium inner salt	ChEBI
C17 Carnitine	ChEBI
Carnitine heptadecanoate	ChEBI
Heptadecanoylcarnitine	ChEBI
Carnitine heptadecanoic acid	Generator
Heptadecanoate	HMDB
Heptadecanoate carnitine	HMDB
Heptadecanoic acid	HMDB
Heptadecanoyl acid carnitine	HMDB

Chemical Formula

C₂₄H₄₇NO₄

Average Molecular Weight

413.6343

Monoisotopic Molecular Weight

413.350508997

IUPAC Name

3-(heptadecanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

heptadecanoyl carnitine

CAS Registry Number

106182-29-0

SMILES

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

InChI Identifier

InChI=1S/C24H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(28)29-22(20-23(26)27)21-25(2,3)4/h22H,5-21H2,1-4H3

InChI Key

DWSFAVOTORHAAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0006210)
Peroxisome (PMID: 35710135)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cell

All cells and tissues (PMID: 35710135)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006210)

Source

Endogenous

Endogenous (HMDB: HMDB0006210)

Animal

Animal (HMDB: HMDB0006210)

Exogenous

Food

Food (HMDB: HMDB0006210)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0006210)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006210)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006210)

Lipid metabolism pathway (HMDB: HMDB0006210)

Cellular process

Cell signaling (HMDB: HMDB0006210)

Biochemical process

Lipid transport (HMDB: HMDB0006210)

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	1.0e-05 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.48	ChemAxon
logS	-7.6	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	21	ChemAxon
Refractivity	141.68 m³·mol⁻¹	ChemAxon
Polarizability	52.16 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]+	218.625	30932474
DeepCCS	[M-H]-	214.606	30932474
DeepCCS	[M-2H]-	251.149	30932474
DeepCCS	[M+Na]+	227.441	30932474
AllCCS	[M+H]+	221.9	32859911
AllCCS	[M+H-H2O]+	220.0	32859911
AllCCS	[M+NH4]+	223.5	32859911
AllCCS	[M+Na]+	224.0	32859911
AllCCS	[M-H]-	213.5	32859911
AllCCS	[M+Na-2H]-	215.2	32859911
AllCCS	[M+HCOO]-	217.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.67 minutes	32390414
Predicted by Siyang on May 30, 2022	21.9308 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	56.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2987.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	306.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	260.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	192.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	645.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	973.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	913.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	532.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2369.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	623.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2333.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	578.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	516.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	331.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	173.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heptadecanoyl carnitine	CCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3123.3	Standard polar	33892256
Heptadecanoyl carnitine	CCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2550.7	Standard non polar	33892256
Heptadecanoyl carnitine	CCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2776.9	Semi standard non polar	33892256

Spectra

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

FDB023836

KNApSAcK ID

Not Available

Chemspider ID

21233951

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2422209

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477803

PDB ID

Not Available

ChEBI ID

131887

Food Biomarker Ontology

Not Available

VMH ID

HPDCACRN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Huysmans, L.; Nizigiyimana, L.; Van den Heuvel, H.; Claeys, M. Charge-remote molecular hydrogen removal in protonated and alkali-cationized long-chain fatty acid esters upon cesium ion bombardment. International Journal of Mass Spectrometry (1999), 188(1/2), 39-52.

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 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for Heptadecanoyl carnitine (HMDB0006210)

MOL for HMDB0006210 (Heptadecanoyl carnitine)

3D MOL for HMDB0006210 (Heptadecanoyl carnitine)

3D SDF for HMDB0006210 (Heptadecanoyl carnitine)

3D-SDF for HMDB0006210 (Heptadecanoyl carnitine)

PDB for HMDB0006210 (Heptadecanoyl carnitine)

3D PDB for HMDB0006210 (Heptadecanoyl carnitine)

SMILES for HMDB0006210 (Heptadecanoyl carnitine)

INCHI for HMDB0006210 (Heptadecanoyl carnitine)

Structure for HMDB0006210 (Heptadecanoyl carnitine)

3D Structure for HMDB0006210 (Heptadecanoyl carnitine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized