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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 00:29:17 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006321

Secondary Accession Numbers

HMDB0006493
HMDB06321
HMDB06493

Metabolite Identification

Common Name

Docosa-4,7,10,13,16-pentaenoyl carnitine

Description

Docosa-4,7,10,13,16-pentaenoyl 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-9
  Mrv0541 02231220372D          

 34 33  0  0  0  0            999 V2000
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    5.3585    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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    6.7875    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 12 13  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 12 34  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END

HMDB0006321
     RDKit          3D
Docosa-4,7,10,13,16-pentaenoyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8437    0.3583   -1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9794   -0.6122   -2.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5726    0.6477   -0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8236   -2.3503   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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  1 35  1  0
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  1 37  1  0
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 25 68  1  0
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 26 70  1  0
 30 71  1  0
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 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   1
M  END

Untitled Document-9
  Mrv0541 02231220372D          

 34 33  0  0  0  0            999 V2000
    6.7875   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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    6.7875    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8039   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5019   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 12 34  2  0  0  0  0
  1 12  1  0  0  0  0
M  CHG  2   2  -1   8   1
M  END
> <DATABASE_ID>
HMDB0006321

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29(33)34-27(25-28(31)32)26-30(2,3)4/h9-10,12-13,15-16,18-19,21-22,27H,5-8,11,14,17,20,23-26H2,1-4H3/b10-9+,13-12+,16-15+,19-18+,22-21+

> <INCHI_KEY>
KRXOUZZWQXTUIB-IDERWEGCSA-N

> <FORMULA>
C29H47NO4

> <MOLECULAR_WEIGHT>
473.6878

> <EXACT_MASS>
473.350508997

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
56.97730664177398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4E,7E,10E,13E,16E)-docosa-4,7,10,13,16-pentaenoyloxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.8913515608615867

> <ALOGPS_LOGS>
-7.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.171787623733597

> <JCHEM_PKA_STRONGEST_BASIC>
-7.060601290824143

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
170.2657

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adrenyl carnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006321
     RDKit          3D
Docosa-4,7,10,13,16-pentaenoyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8437    0.3583   -1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9794   -0.6122   -2.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -1.6962   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6905   -0.9923   -0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715   -1.9849    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3913   -1.3249    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2368   -0.0082    1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4500    0.6899    2.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3118    1.3939    1.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    2.7057    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770    3.4170    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    2.4612    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072    2.5980   -0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1307    1.6595   -1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    0.6477   -0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2696    0.5211   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045   -0.5232    0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -1.4679   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3338   -1.6373    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363   -2.5992   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3082   -1.8953   -1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1767   -1.3493   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589   -1.5336    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3071   -0.5854   -0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1583   -0.0488    0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9989    1.4287    0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7925    2.1910    1.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5723    1.7293    2.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6733    3.5821    1.5435 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.5252   -0.6031    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3214   -0.4539   -0.5397 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.8323    0.3757   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7434   -1.7635   -1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5971    0.1579   -0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2802    1.2810   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7049    0.6389   -2.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2123   -0.1520   -0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5214   -1.0461   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0931   -0.0740   -3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8236   -2.3503   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651   -2.2316   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8476   -0.4761   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3556   -0.2252   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9914   -2.6079    0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5468   -2.7185   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9445   -1.9041    2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6682    0.5893    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311    1.4095    2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -0.0581    3.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.8545    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    3.3004    2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4713    4.1884    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774    3.9038    2.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    1.6787    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956    3.4035   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097    2.1977   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.1262   -2.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.0028    0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    1.1535   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6367   -1.0667    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7913   -0.0419    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684   -2.0382   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391   -1.0903    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -3.3967    0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -3.0900   -1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -2.6674   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -1.0783   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7043   -0.3850    1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017    1.6176    0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    1.8979   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4172   -1.7341    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0698   -0.2989    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1425    1.4239   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4521    0.0951   -2.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8053    0.2289   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9520   -2.4030   -0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9865   -2.1481   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6776   -1.5931   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4699   -0.3155   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6317    1.2349   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7034    0.1274    0.9876 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-9                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.670  -1.155   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      10.003   3.465   0.000  0.00  0.00           O-1
HETATM    3  C   UNK     0      11.336   2.695   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.670   3.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.336   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.670   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.004   1.155   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      15.337   0.385   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      16.671  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.567  -0.949   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.107   1.719   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.336  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.003  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.669  -1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.335  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.002  -1.925   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.668  -1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.334  -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       0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.667  -1.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.001  -1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.334  -1.155   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.668  -1.925   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.002  -1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.335  -1.925   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.669  -1.155   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.003  -1.925   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -11.336  -1.155   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.670  -1.925   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -14.004  -1.155   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -15.337  -1.925   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -16.671  -1.155   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.336  -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   34    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   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   12                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

COMPND    HMDB0006321
HETATM    1  C1  UNL     1      10.844   0.358  -1.880  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.979  -0.612  -2.658  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.493  -1.696  -1.700  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.691  -0.992  -0.605  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.172  -1.985   0.385  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.391  -1.325   1.450  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.237  -0.008   1.425  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.450   0.690   2.492  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.312   1.394   1.845  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.210   2.706   1.965  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.077   3.417   1.322  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.191   2.461   0.603  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.007   2.598  -0.698  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.131   1.659  -1.435  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.573   0.648  -0.494  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.270   0.521  -0.316  1.00  0.00           C  
HETATM   17  C17 UNL     1      -0.205  -0.523   0.651  1.00  0.00           C  
HETATM   18  C18 UNL     1      -1.056  -1.468  -0.094  1.00  0.00           C  
HETATM   19  C19 UNL     1      -2.334  -1.637   0.271  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.136  -2.599  -0.515  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.308  -1.895  -1.136  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.177  -1.349  -0.068  1.00  0.00           C  
HETATM   23  O1  UNL     1      -4.959  -1.534   1.155  1.00  0.00           O  
HETATM   24  O2  UNL     1      -6.307  -0.585  -0.356  1.00  0.00           O  
HETATM   25  C23 UNL     1      -7.158  -0.049   0.640  1.00  0.00           C  
HETATM   26  C24 UNL     1      -6.999   1.429   0.616  1.00  0.00           C  
HETATM   27  C25 UNL     1      -7.792   2.191   1.578  1.00  0.00           C  
HETATM   28  O3  UNL     1      -8.572   1.729   2.434  1.00  0.00           O  
HETATM   29  O4  UNL     1      -7.673   3.582   1.544  1.00  0.00           O1-
HETATM   30  C26 UNL     1      -8.525  -0.603   0.618  1.00  0.00           C  
HETATM   31  N1  UNL     1      -9.321  -0.454  -0.540  1.00  0.00           N1+
HETATM   32  C27 UNL     1      -8.832   0.376  -1.591  1.00  0.00           C  
HETATM   33  C28 UNL     1      -9.743  -1.763  -1.086  1.00  0.00           C  
HETATM   34  C29 UNL     1     -10.597   0.158  -0.110  1.00  0.00           C  
HETATM   35  H1  UNL     1      10.280   1.281  -1.674  1.00  0.00           H  
HETATM   36  H2  UNL     1      11.705   0.639  -2.521  1.00  0.00           H  
HETATM   37  H3  UNL     1      11.212  -0.152  -0.981  1.00  0.00           H  
HETATM   38  H4  UNL     1      10.521  -1.046  -3.502  1.00  0.00           H  
HETATM   39  H5  UNL     1       9.093  -0.074  -3.065  1.00  0.00           H  
HETATM   40  H6  UNL     1       8.824  -2.350  -2.284  1.00  0.00           H  
HETATM   41  H7  UNL     1      10.365  -2.232  -1.288  1.00  0.00           H  
HETATM   42  H8  UNL     1       7.848  -0.476  -1.086  1.00  0.00           H  
HETATM   43  H9  UNL     1       9.356  -0.225  -0.139  1.00  0.00           H  
HETATM   44  H10 UNL     1       8.991  -2.608   0.825  1.00  0.00           H  
HETATM   45  H11 UNL     1       7.547  -2.719  -0.193  1.00  0.00           H  
HETATM   46  H12 UNL     1       6.944  -1.904   2.250  1.00  0.00           H  
HETATM   47  H13 UNL     1       7.668   0.589   0.643  1.00  0.00           H  
HETATM   48  H14 UNL     1       7.131   1.410   2.972  1.00  0.00           H  
HETATM   49  H15 UNL     1       6.108  -0.058   3.245  1.00  0.00           H  
HETATM   50  H16 UNL     1       4.578   0.855   1.286  1.00  0.00           H  
HETATM   51  H17 UNL     1       5.928   3.300   2.522  1.00  0.00           H  
HETATM   52  H18 UNL     1       4.471   4.188   0.636  1.00  0.00           H  
HETATM   53  H19 UNL     1       3.477   3.904   2.115  1.00  0.00           H  
HETATM   54  H20 UNL     1       2.717   1.679   1.150  1.00  0.00           H  
HETATM   55  H21 UNL     1       3.496   3.404  -1.256  1.00  0.00           H  
HETATM   56  H22 UNL     1       1.310   2.198  -1.950  1.00  0.00           H  
HETATM   57  H23 UNL     1       2.731   1.126  -2.186  1.00  0.00           H  
HETATM   58  H24 UNL     1       2.252   0.003   0.055  1.00  0.00           H  
HETATM   59  H25 UNL     1      -0.425   1.154  -0.853  1.00  0.00           H  
HETATM   60  H26 UNL     1       0.637  -1.067   1.093  1.00  0.00           H  
HETATM   61  H27 UNL     1      -0.791  -0.042   1.441  1.00  0.00           H  
HETATM   62  H28 UNL     1      -0.668  -2.038  -0.942  1.00  0.00           H  
HETATM   63  H29 UNL     1      -2.739  -1.090   1.103  1.00  0.00           H  
HETATM   64  H30 UNL     1      -3.563  -3.397   0.152  1.00  0.00           H  
HETATM   65  H31 UNL     1      -2.516  -3.090  -1.314  1.00  0.00           H  
HETATM   66  H32 UNL     1      -4.876  -2.667  -1.711  1.00  0.00           H  
HETATM   67  H33 UNL     1      -3.968  -1.078  -1.807  1.00  0.00           H  
HETATM   68  H34 UNL     1      -6.704  -0.385   1.630  1.00  0.00           H  
HETATM   69  H35 UNL     1      -5.902   1.618   0.892  1.00  0.00           H  
HETATM   70  H36 UNL     1      -7.060   1.898  -0.395  1.00  0.00           H  
HETATM   71  H37 UNL     1      -8.417  -1.734   0.776  1.00  0.00           H  
HETATM   72  H38 UNL     1      -9.070  -0.299   1.544  1.00  0.00           H  
HETATM   73  H39 UNL     1      -9.142   1.424  -1.399  1.00  0.00           H  
HETATM   74  H40 UNL     1      -9.452   0.095  -2.507  1.00  0.00           H  
HETATM   75  H41 UNL     1      -7.805   0.229  -1.909  1.00  0.00           H  
HETATM   76  H42 UNL     1      -9.952  -2.403  -0.230  1.00  0.00           H  
HETATM   77  H43 UNL     1      -8.987  -2.148  -1.790  1.00  0.00           H  
HETATM   78  H44 UNL     1     -10.678  -1.593  -1.661  1.00  0.00           H  
HETATM   79  H45 UNL     1     -11.470  -0.316  -0.555  1.00  0.00           H  
HETATM   80  H46 UNL     1     -10.632   1.235  -0.392  1.00  0.00           H  
HETATM   81  H47 UNL     1     -10.703   0.127   0.988  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6   44   45
CONECT    6    7    7   46
CONECT    7    8   47
CONECT    8    9   48   49
CONECT    9   10   10   50
CONECT   10   11   51
CONECT   11   12   52   53
CONECT   12   13   13   54
CONECT   13   14   55
CONECT   14   15   56   57
CONECT   15   16   16   58
CONECT   16   17   59
CONECT   17   18   60   61
CONECT   18   19   19   62
CONECT   19   20   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   30   68
CONECT   26   27   69   70
CONECT   27   28   28   29
CONECT   30   31   71   72
CONECT   31   32   33   34
CONECT   32   73   74   75
CONECT   33   76   77   78
CONECT   34   79   80   81
END

HMDB0006321
     RDKit          3D
Docosa-4,7,10,13,16-pentaenoyl carnitine
 81 80  0  0  0  0  0  0  0  0999 V2000
   10.8437    0.3583   -1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9794   -0.6122   -2.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -1.6962   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6905   -0.9923   -0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715   -1.9849    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3913   -1.3249    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2368   -0.0082    1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4500    0.6899    2.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3118    1.3939    1.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    2.7057    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770    3.4170    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    2.4612    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072    2.5980   -0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1307    1.6595   -1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    0.6477   -0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2696    0.5211   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045   -0.5232    0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -1.4679   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3338   -1.6373    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363   -2.5992   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3082   -1.8953   -1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1767   -1.3493   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589   -1.5336    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3071   -0.5854   -0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1583   -0.0488    0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9989    1.4287    0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7925    2.1910    1.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5723    1.7293    2.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6733    3.5821    1.5435 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.5252   -0.6031    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3214   -0.4539   -0.5397 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.8323    0.3757   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7434   -1.7635   -1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5971    0.1579   -0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2802    1.2810   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7049    0.6389   -2.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2123   -0.1520   -0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5214   -1.0461   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0931   -0.0740   -3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8236   -2.3503   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651   -2.2316   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8476   -0.4761   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3556   -0.2252   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9914   -2.6079    0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5468   -2.7185   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9445   -1.9041    2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6682    0.5893    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311    1.4095    2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -0.0581    3.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.8545    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    3.3004    2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4713    4.1884    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774    3.9038    2.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    1.6787    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956    3.4035   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097    2.1977   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.1262   -2.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.0028    0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    1.1535   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6367   -1.0667    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7913   -0.0419    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684   -2.0382   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391   -1.0903    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -3.3967    0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -3.0900   -1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -2.6674   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -1.0783   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7043   -0.3850    1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017    1.6176    0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    1.8979   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4172   -1.7341    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0698   -0.2989    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1425    1.4239   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4521    0.0951   -2.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8053    0.2289   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9520   -2.4030   -0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9865   -2.1481   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6776   -1.5931   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4699   -0.3155   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6317    1.2349   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7034    0.1274    0.9876 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
M  CHG  2  29  -1  31   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Adrenyl carnitine	HMDB

Chemical Formula

C₂₉H₄₇NO₄

Average Molecular Weight

473.6878

Monoisotopic Molecular Weight

473.350508997

IUPAC Name

3-[(4E,7E,10E,13E,16E)-docosa-4,7,10,13,16-pentaenoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

adrenyl carnitine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C29H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29(33)34-27(25-28(31)32)26-30(2,3)4/h9-10,12-13,15-16,18-19,21-22,27H,5-8,11,14,17,20,23-26H2,1-4H3/b10-9+,13-12+,16-15+,19-18+,22-21+

InChI Key

KRXOUZZWQXTUIB-IDERWEGCSA-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

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0006321)
Peroxisome (PMID: 35710135)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 35710135)

Cell

All cells and tissues (PMID: 35710135)

Excreta

Biofluid or Excreta

Urine (PMID: 35710135)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006321)

Source

Endogenous

Endogenous (HMDB: HMDB0006321)

Animal

Animal (HMDB: HMDB0006321)

Exogenous

Food

Food (HMDB: HMDB0006321)

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: HMDB0006321)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006321)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006321)

Lipid metabolism pathway (HMDB: HMDB0006321)

Cellular process

Cell signaling (HMDB: HMDB0006321)

Biochemical process

Lipid transport (HMDB: HMDB0006321)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.3e-05 g/L	ALOGPS
logP	2.41	ALOGPS
logP	2.89	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	170.27 m³·mol⁻¹	ChemAxon
Polarizability	56.98 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]+	223.668	30932474
DeepCCS	[M-H]-	221.272	30932474
DeepCCS	[M-2H]-	254.506	30932474
DeepCCS	[M+Na]+	230.867	30932474
AllCCS	[M+H]+	228.8	32859911
AllCCS	[M+H-H2O]+	227.1	32859911
AllCCS	[M+NH4]+	230.4	32859911
AllCCS	[M+Na]+	230.8	32859911
AllCCS	[M-H]-	222.0	32859911
AllCCS	[M+Na-2H]-	225.2	32859911
AllCCS	[M+HCOO]-	228.8	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.	4.99 minutes	32390414
Predicted by Siyang on May 30, 2022	26.323 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.48 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3664.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	334.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	254.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	270.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	684.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1268.4 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	677.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	314.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2871.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	833.1 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	2524.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	744.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	613.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	310.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	260.3 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	9.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Docosa-4,7,10,13,16-pentaenoyl carnitine	CCCCC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	4060.7	Standard polar	33892256
Docosa-4,7,10,13,16-pentaenoyl carnitine	CCCCC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	2874.5	Standard non polar	33892256
Docosa-4,7,10,13,16-pentaenoyl carnitine	CCCCC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	3258.7	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 - Docosa-4,7,10,13,16-pentaenoyl 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 - Docosa-4,7,10,13,16-pentaenoyl carnitine 10V, Positive-QTOF	splash10-00di-0000900000-c803f4e59fb64569d911	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-4,7,10,13,16-pentaenoyl carnitine 20V, Positive-QTOF	splash10-0079-9000500000-2d196ac1653bfa249fa8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-4,7,10,13,16-pentaenoyl carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023888

KNApSAcK ID

Not Available

Chemspider ID

35015990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2614452

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477825

PDB ID

Not Available

ChEBI ID

134423

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 Docosa-4,7,10,13,16-pentaenoyl carnitine (HMDB0006321)

MOL for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

3D MOL for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

3D SDF for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

3D-SDF for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

PDB for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

3D PDB for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

SMILES for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

INCHI for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

Structure for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

3D Structure for HMDB0006321 (Docosa-4,7,10,13,16-pentaenoyl carnitine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra