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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-23 00:12:08 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006317

Secondary Accession Numbers

HMDB06317

Metabolite Identification

Common Name

trans-Hexadec-2-enoyl carnitine

Description

trans-Hexadec-2-enoyl 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-5
  Mrv1652303132023272D          

 28 27  0  0  0  0            999 V2000
    4.6441   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9296    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.2062    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.7875   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2151   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9296   -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
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 28  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END

HMDB0006317
     RDKit          3D
trans-Hexadec-2-enoyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
   10.1268    1.7025   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7128    1.1973    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6405    0.3496    1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2517   -0.1925    1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4011   -1.5845    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345   -2.4389   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8837   -1.6761   -1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -0.5085   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -0.9289   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863    0.3187   -1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523   -0.0728   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    1.1885   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    0.9430   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -0.2962   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7806   -0.6280   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166   -1.8318   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819    0.3064   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1362   -0.0212    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9542    0.3149   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9271    1.7136   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2930    2.6407   -0.8630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6747    2.0732   -2.5394 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.5911    0.5443    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9385    0.2463    1.8616 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9819    0.4640    3.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -1.1114    1.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9064    1.2145    1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3199    1.8958   -1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1848    2.6782    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8268    0.9558    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5007    0.5369   -0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0362    2.0727    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3854   -0.4640    1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4506   -1.9237    0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7254   -0.4096   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -2.2348    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -0.7688    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -3.3166   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -2.8360   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4930   -2.3873   -2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8695   -1.3140   -2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.0374   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904    0.1830   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1150   -1.5954   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -1.4250   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175    0.9738   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7603    0.8481   -2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.6023   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -0.7259   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.6533   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    1.8979   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737    1.7673   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.0826   -0.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507   -1.1279    0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4679   -0.2590   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9909   -0.0516   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4549    1.6393    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9323    0.0811    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0372    0.3199    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2835   -0.2076    3.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9485   -1.3057    0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9945   -1.4136    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.5539    0.8142    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3579    2.1468    1.0604 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 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
 19 58  1  0
 20 59  1  0
 20 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
M  CHG  2  23  -1  25   1
M  END

Untitled Document-5
  Mrv1652303132023272D          

 28 27  0  0  0  0            999 V2000
    4.6441   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9296    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.2062    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.7875   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -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  2  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
 12 28  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END
> <DATABASE_ID>
HMDB0006317

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h17-18,21H,5-16,19-20H2,1-4H3/b18-17+

> <INCHI_KEY>
SOYNLLDADLOGAM-ISLYRVAYSA-N

> <FORMULA>
C23H43NO4

> <MOLECULAR_WEIGHT>
397.5918

> <EXACT_MASS>
397.319208869

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.16788998383875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2E)-hexadec-2-enoyloxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
2.2647046771949206

> <ALOGPS_LOGS>
-7.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.171784931901458

> <JCHEM_PKA_STRONGEST_BASIC>
-6.812938595726752

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
138.17000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.49e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E)-hexadec-2-enoyloxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006317
     RDKit          3D
trans-Hexadec-2-enoyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
   10.1268    1.7025   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7128    1.1973    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6405    0.3496    1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2517   -0.1925    1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -1.0501    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011   -1.5845    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345   -2.4389   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8837   -1.6761   -1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -0.5085   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -0.9289   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863    0.3187   -1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523   -0.0728   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    1.1885   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    0.9430   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -0.2962   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7806   -0.6280   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166   -1.8318   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819    0.3064   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1362   -0.0212    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9542    0.3149   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9271    1.7136   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2930    2.6407   -0.8630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6747    2.0732   -2.5394 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.5911    0.5443    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9385    0.2463    1.8616 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9819    0.4640    3.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -1.1114    1.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9064    1.2145    1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3199    1.8958   -1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1848    2.6782    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8268    0.9558    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5007    0.5369   -0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0362    2.0727    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3854   -0.4640    1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9142    0.9489    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2590   -0.7651    2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155    0.6247    1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4506   -1.9237    0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7254   -0.4096   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -2.2348    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -0.7688    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -3.3166   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -2.8360   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4930   -2.3873   -2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8695   -1.3140   -2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.0374   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904    0.1830   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1150   -1.5954   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -1.4250   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175    0.9738   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7603    0.8481   -2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.6023   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -0.7259   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.6533   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    1.8979   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737    1.7673   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.0826   -0.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507   -1.1279    0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4679   -0.2590   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9909   -0.0516   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4549    1.6393    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9323    0.0811    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6857    1.5391    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372    0.3199    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2835   -0.2076    3.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9485   -1.3057    0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9945   -1.4136    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4404   -1.7572    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6172    1.5579    2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5539    0.8142    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3579    2.1468    1.0604 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 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
 19 58  1  0
 20 59  1  0
 20 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
M  CHG  2  23  -1  25   1
M  END

HEADER    PROTEIN                                 13-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-5                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAR-20         0                                  
HETATM    1  O   UNK     0       8.669  -1.155   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.002   3.465   0.000  0.00  0.00           O-1
HETATM    3  C   UNK     0       7.335   2.695   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.669   3.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.335   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.669   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.003   1.155   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.336   0.385   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      12.670  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.566  -0.949   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.106   1.719   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.335  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.002  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.668  -1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.334  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.001  -1.925   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.001  -1.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.668  -1.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.002  -1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.335  -1.155   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.669  -1.925   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.003  -1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.336  -1.925   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.670  -1.155   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.335  -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   28    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                                                            
CONECT   28   12                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0006317
HETATM    1  C1  UNL     1      10.127   1.703  -0.079  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.713   1.197   0.100  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.640   0.350   1.332  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.252  -0.193   1.579  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.791  -1.050   0.420  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.401  -1.585   0.685  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.935  -2.439  -0.466  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.884  -1.676  -1.773  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.954  -0.509  -1.707  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.547  -0.929  -1.395  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.686   0.319  -1.349  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.252  -0.073  -1.033  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.558   1.188  -0.996  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.985   0.943  -0.699  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.393  -0.296  -0.507  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.781  -0.628  -0.209  1.00  0.00           C  
HETATM   17  O1  UNL     1      -4.117  -1.832  -0.035  1.00  0.00           O  
HETATM   18  O2  UNL     1      -4.782   0.306  -0.100  1.00  0.00           O  
HETATM   19  C17 UNL     1      -6.136  -0.021   0.191  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.954   0.315  -1.012  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.927   1.714  -1.421  1.00  0.00           C  
HETATM   22  O3  UNL     1      -6.293   2.641  -0.863  1.00  0.00           O  
HETATM   23  O4  UNL     1      -7.675   2.073  -2.539  1.00  0.00           O1-
HETATM   24  C20 UNL     1      -6.591   0.544   1.485  1.00  0.00           C  
HETATM   25  N1  UNL     1      -7.938   0.246   1.862  1.00  0.00           N1+
HETATM   26  C21 UNL     1      -7.982   0.464   3.329  1.00  0.00           C  
HETATM   27  C22 UNL     1      -8.337  -1.111   1.651  1.00  0.00           C  
HETATM   28  C23 UNL     1      -8.906   1.215   1.339  1.00  0.00           C  
HETATM   29  H1  UNL     1      10.320   1.896  -1.156  1.00  0.00           H  
HETATM   30  H2  UNL     1      10.185   2.678   0.440  1.00  0.00           H  
HETATM   31  H3  UNL     1      10.827   0.956   0.313  1.00  0.00           H  
HETATM   32  H4  UNL     1       8.501   0.537  -0.770  1.00  0.00           H  
HETATM   33  H5  UNL     1       8.036   2.073   0.122  1.00  0.00           H  
HETATM   34  H6  UNL     1       9.385  -0.464   1.231  1.00  0.00           H  
HETATM   35  H7  UNL     1       8.914   0.949   2.246  1.00  0.00           H  
HETATM   36  H8  UNL     1       7.259  -0.765   2.532  1.00  0.00           H  
HETATM   37  H9  UNL     1       6.516   0.625   1.702  1.00  0.00           H  
HETATM   38  H10 UNL     1       7.451  -1.924   0.305  1.00  0.00           H  
HETATM   39  H11 UNL     1       6.725  -0.410  -0.470  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.412  -2.235   1.581  1.00  0.00           H  
HETATM   41  H13 UNL     1       4.667  -0.769   0.829  1.00  0.00           H  
HETATM   42  H14 UNL     1       5.604  -3.317  -0.572  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.935  -2.836  -0.234  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.493  -2.387  -2.534  1.00  0.00           H  
HETATM   45  H17 UNL     1       5.869  -1.314  -2.085  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.960  -0.037  -2.728  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.290   0.183  -0.930  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.115  -1.595  -2.180  1.00  0.00           H  
HETATM   49  H21 UNL     1       2.475  -1.425  -0.414  1.00  0.00           H  
HETATM   50  H22 UNL     1       2.117   0.974  -0.577  1.00  0.00           H  
HETATM   51  H23 UNL     1       1.760   0.848  -2.318  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.243  -0.602  -0.049  1.00  0.00           H  
HETATM   53  H25 UNL     1      -0.091  -0.726  -1.859  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.460   1.653  -2.017  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.089   1.898  -0.277  1.00  0.00           H  
HETATM   56  H28 UNL     1      -2.674   1.767  -0.641  1.00  0.00           H  
HETATM   57  H29 UNL     1      -1.659  -1.083  -0.577  1.00  0.00           H  
HETATM   58  H30 UNL     1      -6.151  -1.128   0.291  1.00  0.00           H  
HETATM   59  H31 UNL     1      -6.468  -0.259  -1.861  1.00  0.00           H  
HETATM   60  H32 UNL     1      -7.991  -0.052  -1.010  1.00  0.00           H  
HETATM   61  H33 UNL     1      -6.455   1.639   1.578  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.932   0.081   2.279  1.00  0.00           H  
HETATM   63  H35 UNL     1      -7.686   1.539   3.448  1.00  0.00           H  
HETATM   64  H36 UNL     1      -9.037   0.320   3.635  1.00  0.00           H  
HETATM   65  H37 UNL     1      -7.284  -0.208   3.839  1.00  0.00           H  
HETATM   66  H38 UNL     1      -8.948  -1.306   0.764  1.00  0.00           H  
HETATM   67  H39 UNL     1      -8.994  -1.414   2.520  1.00  0.00           H  
HETATM   68  H40 UNL     1      -7.440  -1.757   1.737  1.00  0.00           H  
HETATM   69  H41 UNL     1      -9.617   1.558   2.148  1.00  0.00           H  
HETATM   70  H42 UNL     1      -9.554   0.814   0.558  1.00  0.00           H  
HETATM   71  H43 UNL     1      -8.358   2.147   1.060  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   15   56
CONECT   15   16   57
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   24   58
CONECT   20   21   59   60
CONECT   21   22   22   23
CONECT   24   25   61   62
CONECT   25   26   27   28
CONECT   26   63   64   65
CONECT   27   66   67   68
CONECT   28   69   70   71
END

HMDB0006317
     RDKit          3D
trans-Hexadec-2-enoyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
   10.1268    1.7025   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7128    1.1973    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6405    0.3496    1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2517   -0.1925    1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -1.0501    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011   -1.5845    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345   -2.4389   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8837   -1.6761   -1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539   -0.5085   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -0.9289   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863    0.3187   -1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523   -0.0728   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    1.1885   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    0.9430   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -0.2962   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7806   -0.6280   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166   -1.8318   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819    0.3064   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1362   -0.0212    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9542    0.3149   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9271    1.7136   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2930    2.6407   -0.8630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6747    2.0732   -2.5394 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.5911    0.5443    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9385    0.2463    1.8616 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.9819    0.4640    3.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -1.1114    1.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9064    1.2145    1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3199    1.8958   -1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1848    2.6782    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8268    0.9558    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5007    0.5369   -0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0362    2.0727    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3854   -0.4640    1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9142    0.9489    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2590   -0.7651    2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155    0.6247    1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4506   -1.9237    0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7254   -0.4096   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -2.2348    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -0.7688    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -3.3166   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -2.8360   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4930   -2.3873   -2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8695   -1.3140   -2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.0374   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904    0.1830   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1150   -1.5954   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -1.4250   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175    0.9738   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7603    0.8481   -2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.6023   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -0.7259   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.6533   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    1.8979   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737    1.7673   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.0826   -0.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1507   -1.1279    0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4679   -0.2590   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9909   -0.0516   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4549    1.6393    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9323    0.0811    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6857    1.5391    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372    0.3199    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2835   -0.2076    3.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9485   -1.3057    0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9945   -1.4136    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4404   -1.7572    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6172    1.5579    2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5539    0.8142    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3579    2.1468    1.0604 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 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
 19 58  1  0
 20 59  1  0
 20 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
M  CHG  2  23  -1  25   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
trans-2-Hexadecenoyl-carnitine	ChEBI
(2E)-Hexadecenoyl-carnitine	HMDB

Chemical Formula

C₂₃H₄₃NO₄

Average Molecular Weight

397.5918

Monoisotopic Molecular Weight

397.319208869

IUPAC Name

3-[(2E)-hexadec-2-enoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

3-[(2E)-hexadec-2-enoyloxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C23H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h17-18,21H,5-16,19-20H2,1-4H3/b18-17+

InChI Key

SOYNLLDADLOGAM-ISLYRVAYSA-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
Alpha,beta-unsaturated carboxylic ester
Enoate ester
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

O-hexadecenoylcarnitine (CHEBI:86031 )

Ontology

Physiological effect

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 9034211)

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0006317)
Peroxisome (PMID: 35710135)

Excreta

Biofluid or Excreta

Feces (PMID: 27624970)
Urine (PMID: 32340350)

Cell

All cells and tissues (PMID: 35710135)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006317)

Source

Endogenous

Endogenous (HMDB: HMDB0006317)

Animal

Animal (HMDB: HMDB0006317)

Exogenous

Food

Food (HMDB: HMDB0006317)

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: HMDB0006317)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006317)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006317)

Lipid metabolism pathway (HMDB: HMDB0006317)

Cellular process

Cell signaling (HMDB: HMDB0006317)

Biochemical process

Lipid transport (HMDB: HMDB0006317)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.5e-06 g/L	ALOGPS
logP	1.44	ALOGPS
logP	2.26	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	138.17 m³·mol⁻¹	ChemAxon
Polarizability	49.17 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]+	211.646	30932474
DeepCCS	[M-H]-	207.627	30932474
DeepCCS	[M-2H]-	244.17	30932474
DeepCCS	[M+Na]+	220.462	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	211.9	32859911
AllCCS	[M+NH4]+	215.8	32859911
AllCCS	[M+Na]+	216.3	32859911
AllCCS	[M-H]-	207.7	32859911
AllCCS	[M+Na-2H]-	209.6	32859911
AllCCS	[M+HCOO]-	211.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-Hexadec-2-enoyl carnitine	CCCCCCCCCCCCC\C=C\C(=O)OC(CC([O-])=O)C[N+](C)(C)C	3340.2	Standard polar	33892256
trans-Hexadec-2-enoyl carnitine	CCCCCCCCCCCCC\C=C\C(=O)OC(CC([O-])=O)C[N+](C)(C)C	2473.1	Standard non polar	33892256
trans-Hexadec-2-enoyl carnitine	CCCCCCCCCCCCC\C=C\C(=O)OC(CC([O-])=O)C[N+](C)(C)C	2684.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Hexadec-2-enoyl carnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9211000000-9a242924b2d0057b051c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Hexadec-2-enoyl carnitine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Hexadec-2-enoyl 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 - trans-Hexadec-2-enoyl carnitine 10V, Positive-QTOF	splash10-0015-0739000000-fcb8b032ba0814f47ecc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 20V, Positive-QTOF	splash10-0006-1910000000-b6870df5a3caf326a3b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 40V, Positive-QTOF	splash10-0006-4910000000-98f65fcaae41777e3901	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 10V, Negative-QTOF	splash10-0002-0029000000-30e5c35cd259edd96969	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 20V, Negative-QTOF	splash10-0f7a-1198000000-f0513134b1c47d2b92ec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 40V, Negative-QTOF	splash10-0zg3-3190000000-55165bae1d53565091c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 10V, Positive-QTOF	splash10-0002-0009000000-78c0db1f7d539241ca80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 20V, Positive-QTOF	splash10-000j-9005000000-9978022cc1181ffa3452	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Hexadec-2-enoyl carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.005 (0.0-0.044) uM	Children (1-13 years old)	Both	Normal	9034211	details
Blood	Detected and Quantified	2.1 +/- 0.7 uM	Not Specified	Not Specified	Normal	Geigy Scientific ...	details
Feces	Detected and Quantified	0.29 +/- 0.16 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	0.25 +/- 0.11 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Urine	Detected and Quantified	0.0-0.03 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	0.01 +/- 0.01 umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	0.01 +/- 0.0 umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.554 (0.710-2.911) uM	Adult (>18 years old)	Both	Very long-chain acyl-CoA dehydrogenase deficiency (vLCAD)	9034211	details

Associated Disorders and Diseases

Disease References

Very Long Chain Acyl-CoA Dehydrogenase Deficiency
Costa CG, Struys EA, Bootsma A, ten Brink HJ, Dorland L, Tavares de Almeida I, Duran M, Jakobs C: Quantitative analysis of plasma acylcarnitines using gas chromatography chemical ionization mass fragmentography. J Lipid Res. 1997 Jan;38(1):173-82. [PubMed:9034211 ]

Associated OMIM IDs

201475 (Very Long Chain Acyl-CoA Dehydrogenase Deficiency)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023884

KNApSAcK ID

Not Available

Chemspider ID

26948132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2734943

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477817

PDB ID

Not Available

ChEBI ID

86031

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 trans-Hexadec-2-enoyl carnitine (HMDB0006317)

MOL for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

3D MOL for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

3D SDF for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

3D-SDF for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

PDB for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

3D PDB for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

SMILES for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

INCHI for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

Structure for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

3D Structure for HMDB0006317 (trans-Hexadec-2-enoyl carnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra