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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:49 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002356

Secondary Accession Numbers

HMDB0060125
HMDB02356
HMDB60125

Metabolite Identification

Common Name

Hexacosanoic acid

Description

Hexacosanoic acid, or cerotic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. It is most commonly found in beeswax and carnauba wax, and is a white crystalline solid. Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome. Hexacosanoic acid, also known as C26:0 or N-hexacosanoate, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Hexacosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexacosanoic acid is a potentially toxic compound.

Structure

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

  Mrv1652309272007372D          

 28 27  0  0  0  0            999 V2000
 9995.8190 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5339 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9637 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6786 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3942 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1078 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8234 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5371 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2528 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9684 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6820 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3977 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1154 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8290 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.5446 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2582 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.9739 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1042 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3894 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6744 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9595 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2426 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5278 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8130 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0980 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3831 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0980 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
M  END

HMDB0002356
     RDKit          3D
Hexacosanoic acid
 80 79  0  0  0  0  0  0  0  0999 V2000
   -8.4221    0.7546   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2381   -0.1829   -2.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0016    0.6405   -3.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    1.6115   -2.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4872    1.2148   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    0.3087   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -1.0612   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4040   -1.9758   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -2.1191    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -3.0521    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -3.2780    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.1698    3.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614   -1.2666    3.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -0.4228    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.4926    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.2686    2.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    0.7097    3.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919    1.5392    1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.6788    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472    1.6229   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031    0.8901   -1.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.1032   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662    1.0034   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.2312   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712    1.0784   -1.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9342    2.0695   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8459    2.9510   -2.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1797    2.1403   -3.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2911    1.5983   -3.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3880    0.2334   -2.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4043    1.1781   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3945   -0.8800   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -0.7932   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256    0.0337   -3.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058    1.3151   -4.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5834    2.3449   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620    2.3293   -2.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.8118   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4319    2.1765   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216    0.3426    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4427    0.7445   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585   -1.1257   -1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -1.5580   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -2.9765   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4345   -1.6234   -0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -1.1963    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3427   -2.5677    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -2.7087    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -4.0388    0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415   -3.9735    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -3.9659    3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302   -2.6309    4.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.5710    3.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605   -1.8678    4.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -0.5576    4.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3772   -0.9065    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4149    0.3087    2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795    1.2386    3.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596    1.0514    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714   -0.9214    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.9746    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9998    0.1569    3.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312    1.4146    3.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    2.2464    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.2271    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3602    0.1167    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476    0.0492    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3712    2.3362   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6199    2.2182   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8253    1.5946   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.2233   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0616   -0.7585   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -0.3223   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    1.7795   -2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116    1.5307   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5329   -0.5714   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7106   -0.3251   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6825    0.4501   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6525    1.5920   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546    1.4855   -4.3305 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  0
 19 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 23 74  1  0
 23 75  1  0
 24 76  1  0
 24 77  1  0
 25 78  1  0
 25 79  1  0
 28 80  1  0
M  END

  Mrv1652309272007372D          

 28 27  0  0  0  0            999 V2000
 9995.8190 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5339 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9637 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6786 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3942 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1078 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8234 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5371 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2528 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9684 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6820 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3977 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1154 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8290 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.5446 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2582 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.9739 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1042 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3894 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6744 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9595 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2426 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5278 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8130 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0980 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3831 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0980 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002356

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)

> <INCHI_KEY>
XMHIUKTWLZUKEX-UHFFFAOYSA-N

> <FORMULA>
C26H52O2

> <MOLECULAR_WEIGHT>
396.6899

> <EXACT_MASS>
396.396730908

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.83465806631858

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexacosanoic acid

> <ALOGPS_LOGP>
9.87

> <JCHEM_LOGP>
10.702269427666668

> <ALOGPS_LOGS>
-7.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
123.09359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexacosanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002356
     RDKit          3D
Hexacosanoic acid
 80 79  0  0  0  0  0  0  0  0999 V2000
   -8.4221    0.7546   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2381   -0.1829   -2.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0016    0.6405   -3.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    1.6115   -2.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4872    1.2148   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    0.3087   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -1.0612   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4040   -1.9758   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -2.1191    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -3.0521    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -3.2780    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.1698    3.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614   -1.2666    3.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -0.4228    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.4926    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.2686    2.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    0.7097    3.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919    1.5392    1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.6788    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472    1.6229   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031    0.8901   -1.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.1032   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662    1.0034   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.2312   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712    1.0784   -1.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9342    2.0695   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8459    2.9510   -2.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1797    2.1403   -3.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2911    1.5983   -3.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3880    0.2334   -2.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4043    1.1781   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3945   -0.8800   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -0.7932   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256    0.0337   -3.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058    1.3151   -4.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5834    2.3449   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620    2.3293   -2.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.8118   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4319    2.1765   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216    0.3426    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4427    0.7445   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585   -1.1257   -1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -1.5580   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -2.9765   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4345   -1.6234   -0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -1.1963    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3427   -2.5677    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -2.7087    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -4.0388    0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415   -3.9735    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -3.9659    3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302   -2.6309    4.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.5710    3.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605   -1.8678    4.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -0.5576    4.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3772   -0.9065    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4149    0.3087    2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795    1.2386    3.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596    1.0514    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714   -0.9214    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.9746    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9998    0.1569    3.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312    1.4146    3.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    2.2464    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.2271    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3602    0.1167    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476    0.0492    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3712    2.3362   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6199    2.2182   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8253    1.5946   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.2233   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0616   -0.7585   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -0.3223   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    1.7795   -2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116    1.5307   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5329   -0.5714   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7106   -0.3251   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6825    0.4501   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6525    1.5920   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546    1.4855   -4.3305 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  0
 19 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 23 74  1  0
 23 75  1  0
 24 76  1  0
 24 77  1  0
 25 78  1  0
 25 79  1  0
 28 80  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8658.8628663.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.1978663.064   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.5318663.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.8668663.064   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.2008663.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.5368663.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.8688663.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8668.2048663.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.5368663.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.8728663.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8672.2088663.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8673.5408663.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.8768663.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8676.2158663.064   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8677.5478663.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8678.8838663.064   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8680.2158663.832   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8681.5518663.064   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8657.5288663.064   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8656.1948663.832   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8654.8598663.064   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8653.5248663.832   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8652.1868663.064   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8650.8528663.832   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8649.5188663.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8648.1838663.832   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8646.8488663.064   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0    8648.1838665.373   0.000  0.00  0.00           O+0
CONECT    1    2   19                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
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                                                            
CONECT   19    1   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0002356
HETATM    1  C1  UNL     1      -8.422   0.755  -2.866  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.238  -0.183  -2.986  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.002   0.640  -3.239  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.695   1.612  -2.176  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.487   1.215  -0.790  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.421   0.309  -0.361  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.513  -1.061  -0.892  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.404  -1.976  -0.395  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.388  -2.119   1.090  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.239  -3.052   1.446  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.104  -3.278   2.897  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.917  -2.170   3.828  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.761  -1.267   3.781  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.550  -0.423   2.593  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.668   0.493   2.775  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.932  -0.269   2.987  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.080   0.710   3.149  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.192   1.539   1.901  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.448   0.679   0.664  1.00  0.00           C  
HETATM   20  C20 UNL     1       3.547   1.623  -0.514  1.00  0.00           C  
HETATM   21  C21 UNL     1       3.803   0.890  -1.805  1.00  0.00           C  
HETATM   22  C22 UNL     1       5.068   0.103  -1.805  1.00  0.00           C  
HETATM   23  C23 UNL     1       6.266   1.003  -1.582  1.00  0.00           C  
HETATM   24  C24 UNL     1       7.553   0.231  -1.581  1.00  0.00           C  
HETATM   25  C25 UNL     1       8.771   1.078  -1.363  1.00  0.00           C  
HETATM   26  C26 UNL     1       8.934   2.069  -2.424  1.00  0.00           C  
HETATM   27  O1  UNL     1       9.846   2.951  -2.303  1.00  0.00           O  
HETATM   28  O2  UNL     1       8.180   2.140  -3.568  1.00  0.00           O  
HETATM   29  H1  UNL     1      -8.291   1.598  -3.571  1.00  0.00           H  
HETATM   30  H2  UNL     1      -9.388   0.233  -2.981  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.404   1.178  -1.842  1.00  0.00           H  
HETATM   32  H4  UNL     1      -7.395  -0.880  -3.850  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.167  -0.793  -2.072  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.226   0.034  -3.668  1.00  0.00           H  
HETATM   35  H7  UNL     1      -6.306   1.315  -4.149  1.00  0.00           H  
HETATM   36  H8  UNL     1      -6.583   2.345  -2.168  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.862   2.329  -2.492  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.506   0.812  -0.415  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.432   2.177  -0.181  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.222   0.343   0.746  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.443   0.744  -0.769  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.459  -1.126  -1.985  1.00  0.00           H  
HETATM   43  H15 UNL     1      -5.473  -1.558  -0.573  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.587  -2.976  -0.837  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.434  -1.623  -0.749  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.231  -1.196   1.647  1.00  0.00           H  
HETATM   47  H19 UNL     1      -4.343  -2.568   1.487  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.341  -2.709   0.942  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.471  -4.039   0.908  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.941  -3.973   3.227  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.191  -3.966   3.031  1.00  0.00           H  
HETATM   52  H24 UNL     1      -1.930  -2.631   4.882  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.888  -1.571   3.827  1.00  0.00           H  
HETATM   54  H26 UNL     1       0.160  -1.868   4.046  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.871  -0.558   4.667  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.377  -0.907   1.636  1.00  0.00           H  
HETATM   57  H29 UNL     1      -1.415   0.309   2.548  1.00  0.00           H  
HETATM   58  H30 UNL     1       0.479   1.239   3.545  1.00  0.00           H  
HETATM   59  H31 UNL     1       0.760   1.051   1.798  1.00  0.00           H  
HETATM   60  H32 UNL     1       1.871  -0.921   3.908  1.00  0.00           H  
HETATM   61  H33 UNL     1       2.145  -0.975   2.159  1.00  0.00           H  
HETATM   62  H34 UNL     1       4.000   0.157   3.372  1.00  0.00           H  
HETATM   63  H35 UNL     1       2.831   1.415   3.992  1.00  0.00           H  
HETATM   64  H36 UNL     1       2.351   2.246   1.760  1.00  0.00           H  
HETATM   65  H37 UNL     1       4.086   2.227   2.034  1.00  0.00           H  
HETATM   66  H38 UNL     1       4.360   0.117   0.862  1.00  0.00           H  
HETATM   67  H39 UNL     1       2.548   0.049   0.472  1.00  0.00           H  
HETATM   68  H40 UNL     1       4.371   2.336  -0.321  1.00  0.00           H  
HETATM   69  H41 UNL     1       2.620   2.218  -0.547  1.00  0.00           H  
HETATM   70  H42 UNL     1       3.825   1.595  -2.651  1.00  0.00           H  
HETATM   71  H43 UNL     1       2.931   0.223  -1.978  1.00  0.00           H  
HETATM   72  H44 UNL     1       5.062  -0.758  -1.116  1.00  0.00           H  
HETATM   73  H45 UNL     1       5.194  -0.322  -2.830  1.00  0.00           H  
HETATM   74  H46 UNL     1       6.292   1.780  -2.361  1.00  0.00           H  
HETATM   75  H47 UNL     1       6.212   1.531  -0.604  1.00  0.00           H  
HETATM   76  H48 UNL     1       7.533  -0.571  -0.788  1.00  0.00           H  
HETATM   77  H49 UNL     1       7.711  -0.325  -2.532  1.00  0.00           H  
HETATM   78  H50 UNL     1       9.682   0.450  -1.235  1.00  0.00           H  
HETATM   79  H51 UNL     1       8.652   1.592  -0.361  1.00  0.00           H  
HETATM   80  H52 UNL     1       8.355   1.485  -4.330  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   56   57
CONECT   15   16   58   59
CONECT   16   17   60   61
CONECT   17   18   62   63
CONECT   18   19   64   65
CONECT   19   20   66   67
CONECT   20   21   68   69
CONECT   21   22   70   71
CONECT   22   23   72   73
CONECT   23   24   74   75
CONECT   24   25   76   77
CONECT   25   26   78   79
CONECT   26   27   27   28
CONECT   28   80
END

HMDB0002356
     RDKit          3D
Hexacosanoic acid
 80 79  0  0  0  0  0  0  0  0999 V2000
   -8.4221    0.7546   -2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2381   -0.1829   -2.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0016    0.6405   -3.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    1.6115   -2.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4872    1.2148   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    0.3087   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -1.0612   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4040   -1.9758   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -2.1191    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -3.0521    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -3.2780    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.1698    3.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614   -1.2666    3.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -0.4228    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.4926    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.2686    2.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    0.7097    3.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919    1.5392    1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.6788    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472    1.6229   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031    0.8901   -1.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.1032   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662    1.0034   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.2312   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712    1.0784   -1.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9342    2.0695   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8459    2.9510   -2.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1797    2.1403   -3.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2911    1.5983   -3.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3880    0.2334   -2.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4043    1.1781   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3945   -0.8800   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -0.7932   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256    0.0337   -3.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058    1.3151   -4.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5834    2.3449   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620    2.3293   -2.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.8118   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4319    2.1765   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216    0.3426    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4427    0.7445   -0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585   -1.1257   -1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -1.5580   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -2.9765   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4345   -1.6234   -0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -1.1963    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3427   -2.5677    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -2.7087    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -4.0388    0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415   -3.9735    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -3.9659    3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302   -2.6309    4.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.5710    3.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605   -1.8678    4.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -0.5576    4.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3772   -0.9065    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4149    0.3087    2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795    1.2386    3.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596    1.0514    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714   -0.9214    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.9746    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9998    0.1569    3.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312    1.4146    3.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    2.2464    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.2271    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3602    0.1167    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476    0.0492    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3712    2.3362   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6199    2.2182   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8253    1.5946   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.2233   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0616   -0.7585   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -0.3223   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    1.7795   -2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116    1.5307   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5329   -0.5714   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7106   -0.3251   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6825    0.4501   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6525    1.5920   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546    1.4855   -4.3305 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  0
 19 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 23 74  1  0
 23 75  1  0
 24 76  1  0
 24 77  1  0
 25 78  1  0
 25 79  1  0
 28 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
C26:0	ChEBI
Ceratinic acid	ChEBI
Ceric acid	ChEBI
Cerinic acid	ChEBI
Cerotic acid	ChEBI
Cerotinic acid	ChEBI
Cerylic acid	ChEBI
CH3-[CH2]24-COOH	ChEBI
Hexacosansaeure	ChEBI
Hexacosoic acid	ChEBI
Hexaeicosanoic acid	ChEBI
N-C26:0	ChEBI
N-Hexacosanoic acid	ChEBI
Ceratinate	Generator
Cerate	Generator
Cerinate	Generator
Cerotate	Generator
Cerotinate	Generator
Cerylate	Generator
Hexacosoate	Generator
Hexaeicosanoate	Generator
N-Hexacosanoate	Generator
Hexacosanoate	Generator
Hexacosanoate (N-C26:0)	HMDB
Hexacosanoic acid	PhytoBank
FA(26:0)	PhytoBank

Chemical Formula

C₂₆H₅₂O₂

Average Molecular Weight

396.6899

Monoisotopic Molecular Weight

396.396730908

IUPAC Name

hexacosanoic acid

Traditional Name

hexacosanoic acid

CAS Registry Number

506-46-7

SMILES

CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)

InChI Key

XMHIUKTWLZUKEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

very long-chain fatty acid (CHEBI:31009 )
straight-chain saturated fatty acid (CHEBI:31009 )
Straight chain fatty acids (LMFA01010026 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2294415)

Organ

Gland

Adrenal Gland (HMDB: HMDB0002356)

Cell

Fibroblasts (HMDB: HMDB0002356)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0002356)

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)

Pulse

Bean

Mung bean (FooDB: FOOD00200)

Herb and spice

Herb

Dandelion (FooDB: FOOD00181)

Oilseed crop

Flaxseed (FooDB: FOOD00101)
Cottonseed (FooDB: FOOD00341)

Spice

Nutmeg (FooDB: FOOD00118)

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Tropical fruit

Sugar apple (FooDB: FOOD00485)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Endogenous

Endogenous (HMDB: HMDB0002356)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Beta Oxidation of Very Long Chain Fatty Acids (HMDB: HMDB0002356)

Disease pathway

Adrenoleukodystrophy, X-Linked (HMDB: HMDB0002356)
Carnitine-Acylcarnitine Translocase Deficiency (PathBank: SMP0120582)

Role

Industrial application

Pharmaceutical industry

Biomarker

Zellweger Syndrome (MarkerDB: MDB00000391)
Adrenoleukodystrophy (MarkerDB: MDB00000391)
D-Bifunctional protein deficiency (MarkerDB: MDB00000391)
Rhizomelic Chondrodysplasia Punctata (MarkerDB: MDB00000391)
Adrenomyeloneuropathy (MarkerDB: MDB00000391)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.8e-05 g/L	ALOGPS
logP	9.87	ALOGPS
logP	10.7	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	123.09 m³·mol⁻¹	ChemAxon
Polarizability	55.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
DarkChem	[M+H]+	207.611	31661259
DarkChem	[M-H]-	208.705	31661259
DeepCCS	[M+H]+	199.69	30932474
DeepCCS	[M-H]-	196.941	30932474
DeepCCS	[M-2H]-	231.889	30932474
DeepCCS	[M+Na]+	208.18	30932474
AllCCS	[M+H]+	221.9	32859911
AllCCS	[M+H-H2O]+	219.8	32859911
AllCCS	[M+NH4]+	223.8	32859911
AllCCS	[M+Na]+	224.3	32859911
AllCCS	[M-H]-	204.9	32859911
AllCCS	[M+Na-2H]-	207.5	32859911
AllCCS	[M+HCOO]-	210.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexacosanoic acid	CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O	4150.1	Standard polar	33892256
Hexacosanoic acid	CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O	2902.3	Standard non polar	33892256
Hexacosanoic acid	CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O	2965.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexacosanoic acid,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	3033.6	Semi standard non polar	33892256
Hexacosanoic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3293.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hexacosanoic acid GC-MS (1 TMS)	splash10-0159-2900100000-dc0324482e5853e76290	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexacosanoic acid GC-MS (Non-derivatized)	splash10-0159-2900100000-dc0324482e5853e76290	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexacosanoic acid GC-MS (Non-derivatized)	splash10-0159-2900100000-dc0324482e5853e76290	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexacosanoic acid GC-EI-TOF (Non-derivatized)	splash10-0159-1900000000-9d83fa08f63878dd9794	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexacosanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8890000000-a358b076f9e4d3b08976	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexacosanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0fmr-9550000000-f90d4cc6a83ff8e16245	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexacosanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0597-9201000000-41113a5b904c5db7332d	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexacosanoic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0a4j-0109000000-bc2c74027165503fd92f	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexacosanoic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0pb9-2193000000-cf0ac4a96f99022c7b3a	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexacosanoic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0w30-6096000000-65025824de97c5fb5ff7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexacosanoic acid n/a 27V, negative-QTOF	splash10-00lr-0009000000-998e2947790abd467bc7	2020-07-21	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 10V, Positive-QTOF	splash10-002b-0009000000-bd3c909a0431684b20e7	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 20V, Positive-QTOF	splash10-0ug1-3439000000-ca5336c838aa14069626	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 40V, Positive-QTOF	splash10-000f-6974000000-93ebd8f603ed3f48dd9d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 10V, Negative-QTOF	splash10-0002-0009000000-50e9c7751bdac41b78c8	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 20V, Negative-QTOF	splash10-0f6t-0009000000-fdc9aa019c323235312e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 40V, Negative-QTOF	splash10-0a4l-9113000000-af814ec2317a697df1a0	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 10V, Negative-QTOF	splash10-0002-0009000000-87ff11014d638fb7aedd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 20V, Negative-QTOF	splash10-002b-1009000000-28b98f74e9fa6d052c38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 40V, Negative-QTOF	splash10-0006-9003000000-9b4d6e9900769e9411a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 10V, Positive-QTOF	splash10-002b-2009000000-459e9bac675c0081de3d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 20V, Positive-QTOF	splash10-056s-7039000000-16142145274003e6395d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexacosanoic acid 40V, Positive-QTOF	splash10-0a4l-9010000000-33f6f730f4cbdee5a975	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Adrenal Gland
Fibroblasts

Pathways

Name	SMPDB/PathBank	KEGG
Biosynthesis of unsaturated fatty acids	Not Available
Adrenoleukodystrophy, X-linked		Not Available
Carnitine-acylcarnitine translocase deficiency		Not Available
Acylcarnitine Hexacosanoylcarnitine		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.110 +/- 0.006 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	<0.9 uM	Children (1-13 years old)	Not Specified	Normal	23423674	details
Blood	Detected and Quantified	0.832 +/- 0.454 uM	Children (1-13 years old)	Not Specified	Normal	2894756	details
Blood	Detected and Quantified	0.832 +/- 0.454 uM	Infant (0-1 year old)	Not Specified	Normal	2921319	details
Blood	Detected and Quantified	0.45-1.32 uM	Infant (0-1 year old)	Not Specified	Normal	12646728	details
Blood	Detected and Quantified	0.83 +/- 0.45 uM	Adult (>18 years old)	Both	Normal	2294415	details
Blood	Detected and Quantified	0.781 (0.277-1.563) uM	Children (1-13 years old)	Both	Normal	7931872	details
Blood	Detected and Quantified	0.790 (0.450-1.320) uM	Not Specified	Both	Normal	Physician's Guide...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.0-1.3 uM	Children (1-13 years old)	Male	Mental retardation, enteropathy, deafness, peripheral neuropathy, ichthyosis, and keratoderma	23423674	details
Blood	Detected and Quantified	0.993 (0.252-1.622) uM	Newborn (0-30 days old)	Both	Adrenoleukodystrophy, neonatal	MetaGene: Metabol...	details
Blood	Detected and Quantified	6.806 uM	Infant (0-1 year old)	Male	Pseudo Zellweger->D-bifunctional protein deficiency	2921319	details
Blood	Detected and Quantified	7.167 uM	Children (1-13 years old)	Female	Pseudoneonatal adrenoleukodystrophy	2894756	details
Blood	Detected and Quantified	2.571-4.512 uM	Adult (>18 years old)	Female	X-linked adrenoleukodystrophy	7807943	details
Blood	Detected and Quantified	2.26 uM	Children (1-13 years old)	Not Specified	X-linked adrenoleukodystrophy	7609459	details
Blood	Detected and Quantified	5.4 uM	Infant (0-1 year old)	Not Specified	D-Bifunctional Protein Deficiency	12646728	details
Blood	Detected and Quantified	1.21 uM	Infant (0-1 year old)	Male	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	1.33 uM	Newborn (0-30 days old)	Female	Rhizomelic chondrodysplasia punctata	9818927	details
Blood	Detected and Quantified	4.10 (2.42 - 6.43) uM	Adult (>18 years old)	Both	Adrenomyeloneuropathy	2294415	details
Blood	Detected and Quantified	7.9 uM	Newborn (0-30 days old)	Not Specified	Zellweger syndrome	9818927	details
Blood	Detected and Quantified	1.300-2.370 uM	Children (1-13 years old)	Female	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	2.0167-2.0923 uM	Children (1-13 years old)	Male	Peroxisomal disorders, new type, liver	7931872	details
Blood	Detected and Quantified	4.710-6.700 uM	Newborn (0-30 days old)	Female	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	7.200-18.400 uM	Newborn (0-30 days old)	Not Specified	Neonatal adrenoleukodystrophy	9818927	details
Blood	Detected and Quantified	7.310 (4.185-11.218) uM	Children (1-13 years old)	Both	Zellweger syndrome	7931872	details

Associated Disorders and Diseases

Disease References

Adrenomyeloneuropathy
Sadeghi-Nejad A, Senior B: Adrenomyeloneuropathy presenting as Addison's disease in childhood. N Engl J Med. 1990 Jan 4;322(1):13-6. [PubMed:2294415 ]
Adrenoleukodystrophy, neonatal
G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Rhizomelic chondrodysplasia punctata
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ]
Peroxisomal biogenesis defect
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ] Mandel H, Espeel M, Roels F, Sofer N, Luder A, Iancu TC, Aizin A, Berant M, Wanders RJ, Schutgens RB: A new type of peroxisomal disorder with variable expression in liver and fibroblasts. J Pediatr. 1994 Oct;125(4):549-55. [PubMed:7931872 ]
Peroxisomal disorders, new type, liver
Mandel H, Espeel M, Roels F, Sofer N, Luder A, Iancu TC, Aizin A, Berant M, Wanders RJ, Schutgens RB: A new type of peroxisomal disorder with variable expression in liver and fibroblasts. J Pediatr. 1994 Oct;125(4):549-55. [PubMed:7931872 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Adrenoleukodystrophy
Steinberg SJ, Fensom AH, Dalton NR, Toseland PA, Kennedy CR, Mowat AP: Measurement of plasma very long-chain fatty acids as a preliminary screening procedure for the diagnosis of peroxisomal disorders. J Inherit Metab Dis. 1994;17(3):323-6. [PubMed:7807943 ] ten Brink HJ, van den Heuvel CM, Poll-The BT, Wanders RJ, Jakobs C: Peroxisomal disorders: concentrations of metabolites in cerebrospinal fluid compared with plasma. J Inherit Metab Dis. 1993;16(3):587-90. [PubMed:7609459 ]
D-Bifunctional protein deficiency
Watkins PA, Chen WW, Harris CJ, Hoefler G, Hoefler S, Blake DC Jr, Balfe A, Kelley RI, Moser AB, Beard ME, et al.: Peroxisomal bifunctional enzyme deficiency. J Clin Invest. 1989 Mar;83(3):771-7. [PubMed:2921319 ] Rizzo C, Boenzi S, Wanders RJ, Duran M, Caruso U, Dionisi-Vici C: Characteristic acylcarnitine profiles in inherited defects of peroxisome biogenesis: a novel tool for screening diagnosis using tandem mass spectrometry. Pediatr Res. 2003 Jun;53(6):1013-8. doi: 10.1203/01.PDR.0000064902.59052.0F. Epub 2003 Mar 19. [PubMed:12646728 ]
Pseudoneonatal adrenoleukodystrophy
Poll-The BT, Roels F, Ogier H, Scotto J, Vamecq J, Schutgens RB, Wanders RJ, van Roermund CW, van Wijland MJ, Schram AW, et al.: A new peroxisomal disorder with enlarged peroxisomes and a specific deficiency of acyl-CoA oxidase (pseudo-neonatal adrenoleukodystrophy). Am J Hum Genet. 1988 Mar;42(3):422-34. [PubMed:2894756 ]
Mental retardation, enteropathy, deafness, peripheral neuropathy, ichthyosis, and keratoderma
Martinelli D, Travaglini L, Drouin CA, Ceballos-Picot I, Rizza T, Bertini E, Carrozzo R, Petrini S, de Lonlay P, El Hachem M, Hubert L, Montpetit A, Torre G, Dionisi-Vici C: MEDNIK syndrome: a novel defect of copper metabolism treatable by zinc acetate therapy. Brain. 2013 Mar;136(Pt 3):872-81. doi: 10.1093/brain/awt012. Epub 2013 Feb 18. [PubMed:23423674 ]

Associated OMIM IDs

300100 (Adrenomyeloneuropathy)
215100 (Rhizomelic chondrodysplasia punctata)
214100 (Peroxisomal biogenesis defect)
300100 (Adrenoleukodystrophy)
261515 (D-Bifunctional protein deficiency)
264470 (Pseudoneonatal adrenoleukodystrophy)
609313 (Mental retardation, enteropathy, deafness, peripheral neuropathy, ichthyosis, and keratoderma)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004035

KNApSAcK ID

C00035114

Chemspider ID

10037

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

31009

Food Biomarker Ontology

Not Available

VMH ID

HEXC

MarkerDB ID

MDB00000391

Good Scents ID

Not Available

References

Synthesis Reference

Tsuji S; Sano T; Ariga T; Miyatake T Increased synthesis of hexacosanoic acid (C23:0) by cultured skin fibroblasts from patients with adrenoleukodystrophy (ALD) and adrenomyeloneuropathy (AMN). Journal of biochemistry (1981), 90(4), 1233-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Dhaunsi GS, Kaur J, Alsaeid K, Turner RB, Bitar MS: Very long chain fatty acids activate NADPH oxidase in human dermal fibroblasts. Cell Biochem Funct. 2005 Jan-Feb;23(1):65-8. [PubMed:15565636 ]
Moser HW, Moser AB, Powers JM, Nitowsky HM, Schaumburg HH, Norum RA, Migeon BR: The prenatal diagnosis of adrenoleukodystrophy. Demonstration of increased hexacosanoic acid levels in cultured amniocytes and fetal adrenal gland. Pediatr Res. 1982 Mar;16(3):172-5. [PubMed:7063272 ]
Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Deon M, Wajner M, Sirtori LR, Fitarelli D, Coelho DM, Sitta A, Barschak AG, Ferreira GC, Haeser A, Giugliani R, Vargas CR: The effect of Lorenzo's oil on oxidative stress in X-linked adrenoleukodystrophy. J Neurol Sci. 2006 Sep 25;247(2):157-64. Epub 2006 Jun 5. [PubMed:16750542 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Enzymes

Enzyme Details

1. Long-chain-fatty-acid--CoA ligase 1

General function:: Involved in catalytic activity
Specific function:: Activation of long-chain fatty acids for both synthesis of cellular lipids, and degradation via beta-oxidation. Preferentially uses palmitoleate, oleate and linoleate.
Gene Name:: ACSL1
Uniprot ID:: P33121
Molecular weight:: 77942.685

Showing metabocard for Hexacosanoic acid (HMDB0002356)

MOL for HMDB0002356 (Hexacosanoic acid)

3D MOL for HMDB0002356 (Hexacosanoic acid)

3D SDF for HMDB0002356 (Hexacosanoic acid)

3D-SDF for HMDB0002356 (Hexacosanoic acid)

PDB for HMDB0002356 (Hexacosanoic acid)

3D PDB for HMDB0002356 (Hexacosanoic acid)

SMILES for HMDB0002356 (Hexacosanoic acid)

INCHI for HMDB0002356 (Hexacosanoic acid)

Structure for HMDB0002356 (Hexacosanoic acid)

3D Structure for HMDB0002356 (Hexacosanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes