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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 10:22:20 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006463

Secondary Accession Numbers

HMDB06463

Metabolite Identification

Common Name

Stearidonyl carnitine

Description

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

Structure

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

  Mrv0541 02231220392D          

 30 29  0  0  0  0            999 V2000
    6.6208  -16.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3318  -15.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4732  -16.1463    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.9098  -15.7437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.6208  -16.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0470  -16.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7580  -15.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0513  -16.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801  -15.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1928  -16.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0664  -16.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843  -17.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4379  -18.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8792  -26.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0393  -25.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6329  -26.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2017  -22.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5219  -20.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1154  -21.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9530  -24.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4356  -19.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7929  -25.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0168  -18.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1030  -19.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3618  -21.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6205  -23.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2755  -20.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5343  -23.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3003  -26.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0540  -26.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  3  1  0  0  0  0
 11  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 13 12  2  0  0  0  0
 23 12  1  0  0  0  0
 22 14  1  0  0  0  0
 16 14  2  0  0  0  0
 20 15  2  0  0  0  0
 22 15  1  0  0  0  0
 29 16  1  0  0  0  0
 19 17  2  0  0  0  0
 28 17  1  0  0  0  0
 21 18  2  0  0  0  0
 27 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 30 29  1  0  0  0  0
  8 12  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END

HMDB0006463
     RDKit          3D
Stearidonyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
    9.9455    1.6481    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0761    1.0062    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    2.0460   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.2707   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1765    1.5422   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.8911   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204   -0.3977   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889   -1.4013   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -2.1737    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589   -1.2478    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -1.1134    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -1.8245   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.6472    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -3.3853   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561   -3.2392   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -2.3039    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229   -1.2499   -0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -0.3110    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7465   -0.4791    1.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4420    0.7375   -0.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059    1.6472    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811    3.0577    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5713    3.6523   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8542    3.0994   -2.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    4.9779   -1.1204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6176    1.6626   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3435    0.4274   -0.0712 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.1231   -0.4181   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561   -0.3615    1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7906    0.7008   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2400    2.1448    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5160    0.8357    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6406    2.3753    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7919    0.4013   -0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3137    0.3658    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2787    2.6745   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0200    3.0882   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796    0.9204    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5076    2.3752    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551    1.5540   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651   -0.7672   -2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902   -0.9952    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -2.1268   -1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.8966   -0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1442   -2.7996    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -0.6451    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9254   -0.4019    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -1.0519   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623   -2.4104   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -3.4284    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191   -2.0774    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169   -4.1098   -1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -3.8604   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048   -1.8684    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.8987    0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978   -0.6769   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4873   -1.7366   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    1.3285    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    3.1804    0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    3.6719    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731    1.9798   -1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2334    2.4319    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2431   -1.0599   -1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0043   -1.0985   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1186    0.1793   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9914   -0.8643    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2366    1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544   -1.2086    0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9329    1.7290   -0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1891    0.6816    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3456    0.0150   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 26 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
M  CHG  2  25  -1  27   1
M  END

  Mrv0541 02231220392D          

 30 29  0  0  0  0            999 V2000
    6.6208  -16.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3318  -15.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4732  -16.1463    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.9098  -15.7437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.6208  -16.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0470  -16.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7580  -15.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0513  -16.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801  -15.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1928  -16.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0664  -16.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843  -17.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4379  -18.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8792  -26.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0393  -25.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6329  -26.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2017  -22.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5219  -20.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1154  -21.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9530  -24.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4356  -19.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7929  -25.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0168  -18.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1030  -19.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3618  -21.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6205  -23.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2755  -20.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5343  -23.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3003  -26.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0540  -26.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  3  1  0  0  0  0
 11  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 13 12  2  0  0  0  0
 23 12  1  0  0  0  0
 22 14  1  0  0  0  0
 16 14  2  0  0  0  0
 20 15  2  0  0  0  0
 22 15  1  0  0  0  0
 29 16  1  0  0  0  0
 19 17  2  0  0  0  0
 28 17  1  0  0  0  0
 21 18  2  0  0  0  0
 27 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 30 29  1  0  0  0  0
  8 12  1  0  0  0  0
M  CHG  2   3   1   4  -1
M  END
> <DATABASE_ID>
HMDB0006463

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h6-7,9-10,13-14,17-18,23H,5,8,11-12,15-16,19-22H2,1-4H3/b7-6-,10-9-,14-13-,18-17-

> <INCHI_KEY>
UQCYGYDOQKYSDD-IIWKRHCOSA-N

> <FORMULA>
C25H41NO4

> <MOLECULAR_WEIGHT>
419.5973

> <EXACT_MASS>
419.303558805

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
48.0814918210863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4Z,8Z,12Z,15Z)-octadeca-4,8,12,15-tetraenoyloxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
1.474998557528254

> <ALOGPS_LOGS>
-7.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.171787623733597

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0606012766993995

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
150.74510000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stearidonyl carnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006463
     RDKit          3D
Stearidonyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
    9.9455    1.6481    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0761    1.0062    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    2.0460   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.2707   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1765    1.5422   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.8911   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204   -0.3977   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889   -1.4013   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -2.1737    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589   -1.2478    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -1.1134    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -1.8245   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.6472    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -3.3853   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561   -3.2392   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -2.3039    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229   -1.2499   -0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -0.3110    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7465   -0.4791    1.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4420    0.7375   -0.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059    1.6472    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811    3.0577    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5713    3.6523   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8542    3.0994   -2.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    4.9779   -1.1204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6176    1.6626   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3435    0.4274   -0.0712 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.1231   -0.4181   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561   -0.3615    1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7906    0.7008   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2400    2.1448    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5160    0.8357    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6406    2.3753    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7919    0.4013   -0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3137    0.3658    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2787    2.6745   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0200    3.0882   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796    0.9204    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5076    2.3752    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551    1.5540   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651   -0.7672   -2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902   -0.9952    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -2.1268   -1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.8966   -0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1442   -2.7996    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -0.6451    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9254   -0.4019    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -1.0519   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623   -2.4104   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -3.4284    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191   -2.0774    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169   -4.1098   -1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -3.8604   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048   -1.8684    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.8987    0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978   -0.6769   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4873   -1.7366   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    1.3285    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    3.1804    0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    3.6719    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731    1.9798   -1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2334    2.4319    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2431   -1.0599   -1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0043   -1.0985   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1186    0.1793   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9914   -0.8643    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2366    1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544   -1.2086    0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9329    1.7290   -0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1891    0.6816    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3456    0.0150   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 26 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
M  CHG  2  25  -1  27   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      12.359 -30.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.686 -29.380   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      17.683 -30.140   0.000  0.00  0.00           N+1
HETATM    4  O   UNK     0      11.032 -29.388   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      12.359 -31.691   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.021 -30.148   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.348 -29.372   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.029 -31.691   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      18.443 -28.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.027 -30.899   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.924 -31.475   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.211 -33.057   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.617 -33.683   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.575 -49.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.007 -47.120   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.981 -49.904   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.177 -42.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.041 -37.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.015 -40.714   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.846 -45.588   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.880 -36.399   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.413 -47.746   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.965 -33.962   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.126 -35.493   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.609 -40.088   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.092 -44.683   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.448 -38.557   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.931 -43.151   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.227 -48.999   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.634 -49.625   0.000  0.00  0.00           C+0
CONECT    1    2    4    5                                                  
CONECT    2    1    6                                                       
CONECT    3    7    9   10   11                                             
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7    8                                                  
CONECT    7    3    6                                                       
CONECT    8    6   12                                                       
CONECT    9    3                                                            
CONECT   10    3                                                            
CONECT   11    3                                                            
CONECT   12   13   23    8                                                  
CONECT   13   12                                                            
CONECT   14   22   16                                                       
CONECT   15   20   22                                                       
CONECT   16   14   29                                                       
CONECT   17   19   28                                                       
CONECT   18   21   27                                                       
CONECT   19   17   25                                                       
CONECT   20   15   26                                                       
CONECT   21   18   24                                                       
CONECT   22   14   15                                                       
CONECT   23   12   24                                                       
CONECT   24   21   23                                                       
CONECT   25   19   27                                                       
CONECT   26   20   28                                                       
CONECT   27   18   25                                                       
CONECT   28   17   26                                                       
CONECT   29   16   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0006463
HETATM    1  C1  UNL     1       9.946   1.648   1.239  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.076   1.006   0.159  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.545   2.046  -0.746  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.279   2.271  -0.919  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.176   1.542  -0.254  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.329   0.891  -1.283  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.120  -0.398  -1.364  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.689  -1.401  -0.454  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.590  -2.174   0.260  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.759  -1.248   1.046  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.479  -1.113   0.819  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.727  -1.824  -0.196  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.627  -2.647   0.500  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.163  -3.385  -0.481  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.456  -3.239  -0.657  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.248  -2.304   0.128  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.923  -1.250  -0.756  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.721  -0.311   0.067  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.746  -0.479   1.309  1.00  0.00           O  
HETATM   20  O2  UNL     1      -4.442   0.738  -0.425  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.206   1.647   0.287  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.681   3.058   0.280  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.571   3.652  -1.068  1.00  0.00           C  
HETATM   24  O3  UNL     1      -4.854   3.099  -2.143  1.00  0.00           O  
HETATM   25  O4  UNL     1      -4.097   4.978  -1.120  1.00  0.00           O1-
HETATM   26  C22 UNL     1      -6.618   1.663  -0.178  1.00  0.00           C  
HETATM   27  N1  UNL     1      -7.344   0.427  -0.071  1.00  0.00           N1+
HETATM   28  C23 UNL     1      -7.123  -0.418  -1.248  1.00  0.00           C  
HETATM   29  C24 UNL     1      -7.056  -0.362   1.078  1.00  0.00           C  
HETATM   30  C25 UNL     1      -8.791   0.701  -0.069  1.00  0.00           C  
HETATM   31  H1  UNL     1       9.240   2.145   1.941  1.00  0.00           H  
HETATM   32  H2  UNL     1      10.516   0.836   1.709  1.00  0.00           H  
HETATM   33  H3  UNL     1      10.641   2.375   0.776  1.00  0.00           H  
HETATM   34  H4  UNL     1       9.792   0.401  -0.459  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.314   0.366   0.571  1.00  0.00           H  
HETATM   36  H6  UNL     1       9.279   2.675  -1.315  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.020   3.088  -1.634  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.480   0.920   0.581  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.508   2.375   0.169  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.855   1.554  -2.015  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.465  -0.767  -2.181  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.390  -0.995   0.269  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.254  -2.127  -1.086  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.071  -2.897  -0.357  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.144  -2.800   1.033  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.227  -0.645   1.856  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.925  -0.402   1.449  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.136  -1.052  -0.777  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.262  -2.410  -0.930  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.230  -3.428   1.063  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.119  -2.077   1.258  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.417  -4.110  -1.097  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.912  -3.860  -1.428  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.805  -1.868   1.015  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.136  -2.899   0.524  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.098  -0.677  -1.227  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.487  -1.737  -1.553  1.00  0.00           H  
HETATM   58  H28 UNL     1      -5.114   1.329   1.371  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.761   3.180   0.882  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.461   3.672   0.820  1.00  0.00           H  
HETATM   61  H31 UNL     1      -6.673   1.980  -1.239  1.00  0.00           H  
HETATM   62  H32 UNL     1      -7.233   2.432   0.376  1.00  0.00           H  
HETATM   63  H33 UNL     1      -6.243  -1.060  -1.147  1.00  0.00           H  
HETATM   64  H34 UNL     1      -8.004  -1.098  -1.314  1.00  0.00           H  
HETATM   65  H35 UNL     1      -7.119   0.179  -2.180  1.00  0.00           H  
HETATM   66  H36 UNL     1      -7.991  -0.864   1.403  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.728   0.237   1.970  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.354  -1.209   0.873  1.00  0.00           H  
HETATM   69  H39 UNL     1      -8.933   1.729  -0.449  1.00  0.00           H  
HETATM   70  H40 UNL     1      -9.189   0.682   0.965  1.00  0.00           H  
HETATM   71  H41 UNL     1      -9.346   0.015  -0.704  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4    4   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   40
CONECT    7    8   41
CONECT    8    9   42   43
CONECT    9   10   44   45
CONECT   10   11   11   46
CONECT   11   12   47
CONECT   12   13   48   49
CONECT   13   14   50   51
CONECT   14   15   15   52
CONECT   15   16   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   26   58
CONECT   22   23   59   60
CONECT   23   24   24   25
CONECT   26   27   61   62
CONECT   27   28   29   30
CONECT   28   63   64   65
CONECT   29   66   67   68
CONECT   30   69   70   71
END

HMDB0006463
     RDKit          3D
Stearidonyl carnitine
 71 70  0  0  0  0  0  0  0  0999 V2000
    9.9455    1.6481    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0761    1.0062    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    2.0460   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.2707   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1765    1.5422   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.8911   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204   -0.3977   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889   -1.4013   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -2.1737    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589   -1.2478    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -1.1134    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -1.8245   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.6472    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -3.3853   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561   -3.2392   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -2.3039    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229   -1.2499   -0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -0.3110    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7465   -0.4791    1.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4420    0.7375   -0.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059    1.6472    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811    3.0577    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5713    3.6523   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8542    3.0994   -2.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    4.9779   -1.1204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.6176    1.6626   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3435    0.4274   -0.0712 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.1231   -0.4181   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0561   -0.3615    1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7906    0.7008   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2400    2.1448    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5160    0.8357    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6406    2.3753    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7919    0.4013   -0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3137    0.3658    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2787    2.6745   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0200    3.0882   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796    0.9204    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5076    2.3752    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551    1.5540   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651   -0.7672   -2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902   -0.9952    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -2.1268   -1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -2.8966   -0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1442   -2.7996    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -0.6451    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9254   -0.4019    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -1.0519   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623   -2.4104   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -3.4284    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191   -2.0774    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169   -4.1098   -1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -3.8604   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048   -1.8684    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.8987    0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978   -0.6769   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4873   -1.7366   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    1.3285    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    3.1804    0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    3.6719    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731    1.9798   -1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2334    2.4319    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2431   -1.0599   -1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0043   -1.0985   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1186    0.1793   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9914   -0.8643    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2366    1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544   -1.2086    0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9329    1.7290   -0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1891    0.6816    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3456    0.0150   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 26 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
M  CHG  2  25  -1  27   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₄₁NO₄

Average Molecular Weight

419.5973

Monoisotopic Molecular Weight

419.303558805

IUPAC Name

3-[(4Z,8Z,12Z,15Z)-octadeca-4,8,12,15-tetraenoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

stearidonyl carnitine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h6-7,9-10,13-14,17-18,23H,5,8,11-12,15-16,19-22H2,1-4H3/b7-6-,10-9-,14-13-,18-17-

InChI Key

UQCYGYDOQKYSDD-IIWKRHCOSA-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: HMDB0006463)
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)

Source

Exogenous

Exogenous (HMDB: HMDB0006463)

Food

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)

Endogenous

Endogenous (HMDB: HMDB0006463)

Process

Not Available

Role

Biological role

Energy source (PMID: 35710135)

Industrial application

Pharmaceutical industry

Biomarker

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	2.3e-05 g/L	ALOGPS
logP	0.96	ALOGPS
logP	1.47	ChemAxon
logS	-7.3	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	18	ChemAxon
Refractivity	150.75 m³·mol⁻¹	ChemAxon
Polarizability	48.08 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]+	223.992	30932474
DeepCCS	[M-H]-	221.634	30932474
DeepCCS	[M-2H]-	254.55	30932474
DeepCCS	[M+Na]+	231.053	30932474
AllCCS	[M+H]+	216.0	32859911
AllCCS	[M+H-H2O]+	214.0	32859911
AllCCS	[M+NH4]+	217.8	32859911
AllCCS	[M+Na]+	218.4	32859911
AllCCS	[M-H]-	208.8	32859911
AllCCS	[M+Na-2H]-	211.2	32859911
AllCCS	[M+HCOO]-	213.9	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Stearidonyl 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 - Stearidonyl carnitine 10V, Positive-QTOF	splash10-00di-0000900000-1603a9751c72c7b814c1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearidonyl carnitine 20V, Positive-QTOF	splash10-0079-9000500000-5d9ac18800082473820f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearidonyl carnitine 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-09-21	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

FDB023923

KNApSAcK ID

Not Available

Chemspider ID

35015993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2614432

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477835

PDB ID

Not Available

ChEBI ID

Not Available

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 Stearidonyl carnitine (HMDB0006463)

MOL for HMDB0006463 (Stearidonyl carnitine)

3D MOL for HMDB0006463 (Stearidonyl carnitine)

3D SDF for HMDB0006463 (Stearidonyl carnitine)

3D-SDF for HMDB0006463 (Stearidonyl carnitine)

PDB for HMDB0006463 (Stearidonyl carnitine)

3D PDB for HMDB0006463 (Stearidonyl carnitine)

SMILES for HMDB0006463 (Stearidonyl carnitine)

INCHI for HMDB0006463 (Stearidonyl carnitine)

Structure for HMDB0006463 (Stearidonyl carnitine)

3D Structure for HMDB0006463 (Stearidonyl carnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra