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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:06 UTC

HMDB ID

HMDB0000848

Secondary Accession Numbers

HMDB0062532
HMDB00848
HMDB62532

Metabolite Identification

Common Name

Stearoylcarnitine

Description

Stearoylcarnitine, also known as acylcarnitine C18:0, is a fatty ester lipid molecule. It is found in significantly greater amounts of patients with carnitine palmitoyltransferase (CPT) II deficiency when compared to controls (PMID:15653102 ). Stearoylcarnitine is also found to be associated with celiac disease, another inborn error of metabolism. The carnitine palmitoyltransferase (CPT; EC 2.3.1.21) enzyme system, in conjunction with acyl-CoA synthetase and carnitine/acylcarnitine translocase, provides the mechanism whereby long-chain fatty acids are transferred from the cytosol to the mitochondrial matrix to undergo beta-oxidation (OMIM: 600650 ). Stearoylcarnitine is considered to be practically insoluble in water and acidic.

Structure

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


  Mrv1652305271900292D          

 30 29  0  0  0  0            999 V2000
 9995.506510001.3131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.220610000.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.648810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.362810001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.076910000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.790910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.505010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.219110001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.932510000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.648410001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.362210000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.077910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.791610000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.505310001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.219010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.648410000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.362010001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.075810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.934710002.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.506510002.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410002.5481    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
 9994.074110002.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410003.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.939010003.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.798610000.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.798610000.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5147 9999.6517    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
 9994.0864 9999.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  CHG  2  23   1  29  -1
M  END

HMDB0000848
     RDKit          3D
Stearoylcarnitine
 80 79  0  0  0  0  0  0  0  0999 V2000
   10.6769   -0.2567    0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623    0.4245    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3607    0.6565    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891   -0.6213   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495   -1.5733    0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3037   -0.9448    1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022   -0.5700    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0243    0.0515    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651    0.4234    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.3974   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711    1.9623   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097    1.1615   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519    0.0980   -1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.5429   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    1.5802   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.1034   -2.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -0.0976   -1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195    0.1901   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3999    1.3279   -0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9845   -0.8352   -0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9009   -0.5573    1.0327 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3485   -1.2628    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380   -1.0896    3.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787   -0.3948    3.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -1.7314    4.6556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2695   -1.0768    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428   -0.5272   -0.5020 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.3334   -1.1964   -1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2806   -0.7959   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6598    0.8724   -0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -0.2129    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4501   -1.3426    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8597    0.2689   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3162   -0.1413    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9392    1.4170    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790    1.2891   -0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882    1.1899    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -0.3714   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5427   -1.1188   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -2.4760    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1849   -1.9193    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6658   -0.0531    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9168   -1.7105    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4202    0.2622   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -1.3711    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -0.6551    2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892    0.9441    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356   -0.5494    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0980    0.8967    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6044    2.2692    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.9377   -1.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    2.6778   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4800    2.7287   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.8871   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921    0.7757   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.8500   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -0.3022   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    0.8322    0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -0.3612   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.9465   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.4824   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1417    1.9428   -2.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    0.8697   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9228   -0.4196   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383   -0.9690   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8484    0.5184    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112   -0.9168    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -2.3543    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710   -1.4861    5.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1278   -2.1844    0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9666   -1.0275    1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1482   -1.2503   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -0.6384   -2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9925   -2.2209   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7657    0.1078   -0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4545   -1.6325    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6469   -1.0107   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5655    1.2765   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8263    1.1081   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573    1.4608    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  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
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 21 66  1  1
 22 67  1  0
 22 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  CHG  1  27   1
M  END


  Mrv1652305271900292D          

 30 29  0  0  0  0            999 V2000
 9995.506510001.3131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.220610000.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.648810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.362810001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.076910000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.790910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.505010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.219110001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.932510000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.648410001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.362210000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.077910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.791610000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.505310001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.219010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.648410000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.362010001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.075810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.934710002.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.506510002.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410002.5481    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
 9994.074110002.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410003.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.939010003.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.798610000.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.798610000.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5147 9999.6517    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
 9994.0864 9999.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  CHG  2  23   1  29  -1
M  END
> <DATABASE_ID>
HMDB0000848

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H49NO4/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/h23H,5-22H2,1-4H3/t23-/m1/s1

> <INCHI_KEY>
FNPHNLNTJNMAEE-HSZRJFAPSA-N

> <FORMULA>
C25H49NO4

> <MOLECULAR_WEIGHT>
427.67

> <EXACT_MASS>
427.366159062

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.70027801292885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.9226851841949206

> <ALOGPS_LOGS>
-7.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.216763902737658

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022335

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
146.27870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stearoylcarnitine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000848
     RDKit          3D
Stearoylcarnitine
 80 79  0  0  0  0  0  0  0  0999 V2000
   10.6769   -0.2567    0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623    0.4245    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3607    0.6565    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891   -0.6213   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495   -1.5733    0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3037   -0.9448    1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022   -0.5700    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0243    0.0515    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651    0.4234    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.3974   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711    1.9623   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097    1.1615   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519    0.0980   -1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.5429   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    1.5802   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.1034   -2.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -0.0976   -1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195    0.1901   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3999    1.3279   -0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9845   -0.8352   -0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9009   -0.5573    1.0327 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3485   -1.2628    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380   -1.0896    3.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787   -0.3948    3.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -1.7314    4.6556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2695   -1.0768    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428   -0.5272   -0.5020 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.3334   -1.1964   -1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2806   -0.7959   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6598    0.8724   -0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -0.2129    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4501   -1.3426    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8597    0.2689   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3162   -0.1413    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9392    1.4170    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790    1.2891   -0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882    1.1899    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -0.3714   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5427   -1.1188   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -2.4760    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1849   -1.9193    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6658   -0.0531    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9168   -1.7105    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4202    0.2622   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -1.3711    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -0.6551    2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892    0.9441    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356   -0.5494    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0980    0.8967    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6044    2.2692    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.9377   -1.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    2.6778   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4800    2.7287   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.8871   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921    0.7757   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.8500   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -0.3022   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    0.8322    0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -0.3612   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.9465   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.4824   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1417    1.9428   -2.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    0.8697   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9228   -0.4196   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383   -0.9690   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8484    0.5184    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112   -0.9168    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -2.3543    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710   -1.4861    5.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1278   -2.1844    0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9666   -1.0275    1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1482   -1.2503   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -0.6384   -2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9925   -2.2209   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7657    0.1078   -0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4545   -1.6325    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6469   -1.0107   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5655    1.2765   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8263    1.1081   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573    1.4608    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  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
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 21 66  1  1
 22 67  1  0
 22 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  CHG  1  27   1
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8658.2798669.118   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8659.6128668.346   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8660.9458669.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.2788668.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.6118669.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.9448668.346   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.2768669.118   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.6098668.346   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8668.9428669.118   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.2748668.346   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.6108669.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8672.9438668.346   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.2798669.118   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8675.6118668.346   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8676.9438669.118   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8678.2758668.346   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8679.6118669.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8680.9448668.346   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8682.2768669.118   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8683.6088668.346   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8660.9458670.657   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8658.2798670.657   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0    8656.9468671.423   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0    8655.6058670.653   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8656.9468672.963   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8655.3538672.343   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8656.9578668.327   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8656.9578666.788   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0    8658.2948666.017   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0    8655.6288666.017   0.000  0.00  0.00           O+0
CONECT    1    2   22   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
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                                                            
CONECT   21    3                                                            
CONECT   22    1   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0000848
HETATM    1  C1  UNL     1      10.677  -0.257   0.167  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.562   0.424   0.941  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.361   0.657   0.072  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.789  -0.621  -0.483  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.349  -1.573   0.578  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.304  -0.945   1.451  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.102  -0.570   0.610  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.024   0.052   1.461  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.765   0.423   0.715  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.047   1.397  -0.344  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.971   1.962  -1.162  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.110   1.162  -2.023  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.252   0.098  -1.444  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.696   0.543  -0.393  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.634   1.580  -0.880  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.467   1.103  -2.031  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.267  -0.098  -1.673  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.220   0.190  -0.575  1.00  0.00           C  
HETATM   19  O1  UNL     1      -4.400   1.328  -0.081  1.00  0.00           O  
HETATM   20  O2  UNL     1      -4.984  -0.835  -0.024  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.901  -0.557   1.033  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.348  -1.263   2.259  1.00  0.00           C  
HETATM   23  C21 UNL     1      -6.138  -1.090   3.474  1.00  0.00           C  
HETATM   24  O3  UNL     1      -7.179  -0.395   3.569  1.00  0.00           O  
HETATM   25  O4  UNL     1      -5.741  -1.731   4.656  1.00  0.00           O  
HETATM   26  C22 UNL     1      -7.269  -1.077   0.676  1.00  0.00           C  
HETATM   27  N1  UNL     1      -7.843  -0.527  -0.502  1.00  0.00           N1+
HETATM   28  C23 UNL     1      -7.333  -1.196  -1.706  1.00  0.00           C  
HETATM   29  C24 UNL     1      -9.281  -0.796  -0.487  1.00  0.00           C  
HETATM   30  C25 UNL     1      -7.660   0.872  -0.695  1.00  0.00           C  
HETATM   31  H1  UNL     1      11.627  -0.213   0.737  1.00  0.00           H  
HETATM   32  H2  UNL     1      10.450  -1.343   0.018  1.00  0.00           H  
HETATM   33  H3  UNL     1      10.860   0.269  -0.789  1.00  0.00           H  
HETATM   34  H4  UNL     1       9.316  -0.141   1.857  1.00  0.00           H  
HETATM   35  H5  UNL     1       9.939   1.417   1.262  1.00  0.00           H  
HETATM   36  H6  UNL     1       8.679   1.289  -0.792  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.588   1.190   0.638  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.952  -0.371  -1.154  1.00  0.00           H  
HETATM   39  H9  UNL     1       8.543  -1.119  -1.163  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.929  -2.476   0.042  1.00  0.00           H  
HETATM   41  H11 UNL     1       8.185  -1.919   1.227  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.666  -0.053   1.958  1.00  0.00           H  
HETATM   43  H13 UNL     1       5.917  -1.710   2.186  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.420   0.262  -0.092  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.698  -1.371   0.001  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.825  -0.655   2.293  1.00  0.00           H  
HETATM   47  H17 UNL     1       4.489   0.944   1.946  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.336  -0.549   0.397  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.098   0.897   1.504  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.604   2.269   0.122  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.861   0.938  -1.002  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.306   2.678  -0.553  1.00  0.00           H  
HETATM   53  H23 UNL     1       2.480   2.729  -1.851  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.396   1.887  -2.534  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.692   0.776  -2.917  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.785  -0.850  -1.167  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.427  -0.302  -2.288  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.182   0.832   0.561  1.00  0.00           H  
HETATM   59  H29 UNL     1      -1.297  -0.361  -0.084  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.254   1.947  -0.014  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.067   2.482  -1.299  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.142   1.943  -2.402  1.00  0.00           H  
HETATM   63  H33 UNL     1      -1.845   0.870  -2.930  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.923  -0.420  -2.544  1.00  0.00           H  
HETATM   65  H35 UNL     1      -2.638  -0.969  -1.425  1.00  0.00           H  
HETATM   66  H36 UNL     1      -5.848   0.518   1.234  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.311  -0.917   2.486  1.00  0.00           H  
HETATM   68  H38 UNL     1      -5.238  -2.354   2.061  1.00  0.00           H  
HETATM   69  H39 UNL     1      -4.871  -1.486   5.127  1.00  0.00           H  
HETATM   70  H40 UNL     1      -7.128  -2.184   0.495  1.00  0.00           H  
HETATM   71  H41 UNL     1      -7.967  -1.028   1.530  1.00  0.00           H  
HETATM   72  H42 UNL     1      -8.148  -1.250  -2.456  1.00  0.00           H  
HETATM   73  H43 UNL     1      -6.499  -0.638  -2.155  1.00  0.00           H  
HETATM   74  H44 UNL     1      -6.993  -2.221  -1.496  1.00  0.00           H  
HETATM   75  H45 UNL     1      -9.766   0.108  -0.058  1.00  0.00           H  
HETATM   76  H46 UNL     1      -9.455  -1.633   0.208  1.00  0.00           H  
HETATM   77  H47 UNL     1      -9.647  -1.011  -1.513  1.00  0.00           H  
HETATM   78  H48 UNL     1      -8.566   1.277  -1.202  1.00  0.00           H  
HETATM   79  H49 UNL     1      -6.826   1.108  -1.419  1.00  0.00           H  
HETATM   80  H50 UNL     1      -7.557   1.461   0.246  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   26   66
CONECT   22   23   67   68
CONECT   23   24   24   25
CONECT   25   69
CONECT   26   27   70   71
CONECT   27   28   29   30
CONECT   28   72   73   74
CONECT   29   75   76   77
CONECT   30   78   79   80
END

HMDB0000848
     RDKit          3D
Stearoylcarnitine
 80 79  0  0  0  0  0  0  0  0999 V2000
   10.6769   -0.2567    0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623    0.4245    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3607    0.6565    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891   -0.6213   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495   -1.5733    0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3037   -0.9448    1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022   -0.5700    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0243    0.0515    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651    0.4234    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.3974   -0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711    1.9623   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097    1.1615   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519    0.0980   -1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.5429   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    1.5802   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.1034   -2.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -0.0976   -1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195    0.1901   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3999    1.3279   -0.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9845   -0.8352   -0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9009   -0.5573    1.0327 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3485   -1.2628    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380   -1.0896    3.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787   -0.3948    3.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -1.7314    4.6556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2695   -1.0768    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428   -0.5272   -0.5020 N   0  0  0  0  0  4  0  0  0  0  0  0
   -7.3334   -1.1964   -1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2806   -0.7959   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6598    0.8724   -0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -0.2129    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4501   -1.3426    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8597    0.2689   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3162   -0.1413    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9392    1.4170    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790    1.2891   -0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882    1.1899    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -0.3714   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5427   -1.1188   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -2.4760    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1849   -1.9193    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6658   -0.0531    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9168   -1.7105    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4202    0.2622   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -1.3711    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -0.6551    2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892    0.9441    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356   -0.5494    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0980    0.8967    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6044    2.2692    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.9377   -1.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    2.6778   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4800    2.7287   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.8871   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921    0.7757   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -0.8500   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -0.3022   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    0.8322    0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -0.3612   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.9465   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.4824   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1417    1.9428   -2.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    0.8697   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9228   -0.4196   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383   -0.9690   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8484    0.5184    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112   -0.9168    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -2.3543    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710   -1.4861    5.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1278   -2.1844    0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9666   -1.0275    1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1482   -1.2503   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -0.6384   -2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9925   -2.2209   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7657    0.1078   -0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4545   -1.6325    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6469   -1.0107   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5655    1.2765   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8263    1.1081   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573    1.4608    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  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
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 21 66  1  1
 22 67  1  0
 22 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  CHG  1  27   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Stearoylcarnitine	ChEBI
(R)-Octadecanoylcarnitine	ChEBI
(R)-Stearoylcarnitine	ChEBI
Acylcarnitine C18:0	ChEBI
L-Stearoylcarnitine	ChEBI
O-Octadecanoyl-(R)-carnitine	ChEBI
O-Octadecanoyl-R-carnitine	ChEBI
O-Stearoyl-L-carnitine	ChEBI
Octadecanoylcarnitine	ChEBI
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoate	HMDB
O-Octadecanoylcarnitine	HMDB
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoic acid	HMDB
(R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctadecyl)oxy]-1-propanaminium inner salt	HMDB
L-(3-Carboxy-2-hydroxypropyl)trimethyl-ammonium stearate hydroxide inner salt	HMDB
L-Stearic acid ester with (3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt	HMDB
Octadecanoyl-L-carnitine	HMDB
Stearoyl-L-carnitine	HMDB
Stearoylcarnitine	ChEBI

Chemical Formula

C₂₅H₅₀NO₄

Average Molecular Weight

428.677

Monoisotopic Molecular Weight

428.373435514

IUPAC Name

(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

stearoylcarnitine

CAS Registry Number

25597-09-5

SMILES

CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C25H49NO4/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/h23H,5-22H2,1-4H3/p+1/t23-/m1/s1

InChI Key

FNPHNLNTJNMAEE-HSZRJFAPSA-O

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

O-acyl-L-carnitine (CHEBI:84644 )
Fatty acyl carnitines (LMFA07070008 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16425363)

Organ

Placenta (HMDB: HMDB0000848)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)
Urine (PMID: 32340350)

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0000848)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000848)

Source

Endogenous

Endogenous (HMDB: HMDB0000848)

Animal

Animal (HMDB: HMDB0000848)

Exogenous

Food

Food (HMDB: HMDB0000848)

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: HMDB0000848)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000848)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000848)
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids (PathBank: SMP0087267)

Lipid metabolism pathway (HMDB: HMDB0000848)

Biochemical process

Lipid transport (HMDB: HMDB0000848)

Role

Biological role

Energy source (HMDB: HMDB0000848)

Industrial application

Pharmaceutical industry

Biomarker

Celiac disease (MarkerDB: MDB00000265)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	MetCCS_train_pos	221.133	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.0e-05 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.92	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	146.28 m³·mol⁻¹	ChemAxon
Polarizability	54.7 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]+	217.529	30932474
DeepCCS	[M-H]-	213.51	30932474
DeepCCS	[M-2H]-	250.052	30932474
DeepCCS	[M+Na]+	226.344	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.14 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7662 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.22 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	62.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2932.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	256.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	638.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	941.2 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	851.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	600.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2306.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	627.0 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	2286.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	552.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	514.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	308.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	143.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Stearoylcarnitine	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C	3879.1	Standard polar	33892256
Stearoylcarnitine	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C	2763.2	Standard non polar	33892256
Stearoylcarnitine	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C	2986.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Stearoylcarnitine,1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)O[Si](C)(C)C)C[N+](C)(C)C	2992.7	Semi standard non polar	33892256
Stearoylcarnitine,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C[N+](C)(C)C	3235.0	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.080 +/- 0.004 uM	Adult (>18 years old)	Both	Normal	16425363	details
Blood	Detected and Quantified	0.04 +/- 0.01 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.04 +/- 0.01 uM	Adult (>18 years old)	Both	Normal	28278231	details
Blood	Detected and Quantified	0.020-0.070 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected and Quantified	0.020-0.070 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected and Quantified	0.64 +/- 0.56 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	0.24 +/- 0.13 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	0.0-0.07 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	0.01(0.0-0.1) umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	0.01(0.0-0.02) umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.076 +/- 0.004 uM	Adult (>18 years old)	Both	Celiac disease	16425363	details
Blood	Detected and Quantified	0.0258 (0.018) uM	Adult (>18 years old)	Female	Pregnancy with fetus having congenital heart defect	24704061	details
Blood	Detected and Quantified	0.0371 (0.0085) uM	Adult (>18 years old)	Female	Pregnancy	24704061	details
Blood	Detected and Quantified	0.036 +/- 0.012 uM	Children (1-13 years old)	Both	Obesity	Metabolomics reve...	details
Blood	Detected and Quantified	0.040 +/- 0.013 uM	Children (1-13 years old)	Both	Obesity	Metabolomics reve...	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Celiac disease
Bene J, Komlosi K, Gasztonyi B, Juhasz M, Tulassay Z, Melegh B: Plasma carnitine ester profile in adult celiac disease patients maintained on long-term gluten free diet. World J Gastroenterol. 2005 Nov 14;11(42):6671-5. [PubMed:16425363 ]
Pregnancy
Bahado-Singh RO, Ertl R, Mandal R, Bjorndahl TC, Syngelaki A, Han B, Dong E, Liu PB, Alpay-Savasan Z, Wishart DS, Nicolaides KH: Metabolomic prediction of fetal congenital heart defect in the first trimester. Am J Obstet Gynecol. 2014 Sep;211(3):240.e1-240.e14. doi: 10.1016/j.ajog.2014.03.056. Epub 2014 Apr 1. [PubMed:24704061 ]
Obesity
Simone Wahl, Christina Holzapfel, Zhonghao Yu, Michaela Breier, Ivan Kondofersky, Christiane Fuchs, Paula Singmann, Cornelia Prehn, Jerzy Adamski, Harald Grallert, Thomas Illig, Rui Wang-Sattler, Thomas Reinehr (2013). Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children. Metabolomics.
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

212750 (Celiac disease)
601665 (Obesity)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022278

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

1585824

Wikipedia Link

Not Available

METLIN ID

5811

PubChem Compound

52922056

PDB ID

Not Available

ChEBI ID

84644

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000265

Good Scents ID

Not Available

References

Synthesis Reference

Zhou, Qingzhong. Synthesis of branched-chain analogs of stearoyl carnitine and tests for their abilities to inhibited protein kinase C. Beijing Daxue Xuebao, Ziran Kexueban (1992), 28(2), 143-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Kamimori H, Hamashima Y, Konishi M: Determination of carnitine and saturated-acyl group carnitines in human urine by high-performance liquid chromatography with fluorescence detection. Anal Biochem. 1994 May 1;218(2):417-24. [PubMed:8074302 ]
Minkler PE, Ingalls ST, Hoppel CL: High-performance liquid chromatographic separation of acylcarnitines following derivatization with 4'-bromophenacyl trifluoromethanesulfonate. Anal Biochem. 1990 Feb 15;185(1):29-35. [PubMed:2344045 ]
Minkler PE, Kerner J, North KN, Hoppel CL: Quantitation of long-chain acylcarnitines by HPLC/fluorescence detection: application to plasma and tissue specimens from patients with carnitine palmitoyltransferase-II deficiency. Clin Chim Acta. 2005 Feb;352(1-2):81-92. [PubMed:15653102 ]
Bell FP: Carnitine esters: novel inhibitors of plasma lecithin: cholesterol acyltransferase in experimental animals but not in man (Homo sapiens). Int J Biochem. 1983;15(2):133-6. [PubMed:6822312 ]
Fingerhut R, Roschinger W, Muntau AC, Dame T, Kreischer J, Arnecke R, Superti-Furga A, Troxler H, Liebl B, Olgemoller B, Roscher AA: Hepatic carnitine palmitoyltransferase I deficiency: acylcarnitine profiles in blood spots are highly specific. Clin Chem. 2001 Oct;47(10):1763-8. [PubMed:11568084 ]
Zhang AQ, Mitchell SC, Ayesh R, Smith RL: Determination of trimethylamine and related aliphatic amines in human urine by head-space gas chromatography. J Chromatogr. 1992 Dec 23;584(2):141-5. [PubMed:1484098 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Stearoylcarnitine (HMDB0000848)

MOL for HMDB0000848 (Stearoylcarnitine)

3D MOL for HMDB0000848 (Stearoylcarnitine)

3D SDF for HMDB0000848 (Stearoylcarnitine)

3D-SDF for HMDB0000848 (Stearoylcarnitine)

PDB for HMDB0000848 (Stearoylcarnitine)

3D PDB for HMDB0000848 (Stearoylcarnitine)

SMILES for HMDB0000848 (Stearoylcarnitine)

INCHI for HMDB0000848 (Stearoylcarnitine)

Structure for HMDB0000848 (Stearoylcarnitine)

3D Structure for HMDB0000848 (Stearoylcarnitine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized