Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:17 UTC

Update Date

2022-03-07 02:49:17 UTC

HMDB ID

HMDB0002884

Secondary Accession Numbers

HMDB02884

Metabolite Identification

Common Name

Cetoleic acid

Description

Cetoleic acid, also known as 22:1, N-11 cis or cetoleate, 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. Based on a literature review a significant number of articles have been published on Cetoleic acid.

Structure

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

HMDB0002884
     RDKit          3D
Cetoleic acid
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.5350    1.9511   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7106    1.2926    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3525    0.8809    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092    0.2250    1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.1529    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3275   -1.1099   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -1.6335   -1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.4621   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.9615    0.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783   -0.7601    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7486   -0.1893    1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.1063    1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.5973   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    0.4938   -0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.1383    0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.2560    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379    1.0485    1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    2.1373    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5530    1.6206   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6320    0.6748    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3771    0.2412   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4578   -0.7043   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6265   -1.0147    0.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3142   -1.2725   -1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2416    1.5905   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    1.7771   -0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4110    3.0696   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    0.3851    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4903    1.9835    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8473    1.7499   -0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6734    0.1897   -0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.7630    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4181    0.8299    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -0.4866    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961    0.7896    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0374   -0.5945   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.9507   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -2.3015   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6617   -0.8181   -1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -3.3837   -0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -2.9523   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8322   -1.7989    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6153   -2.8326    0.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -0.9966   -0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    0.0263   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    0.2101    2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.3509    1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -1.2932    0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.2365   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774    0.0530   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    1.2122   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    2.0094   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.6150    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664   -0.5750    1.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.1764   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.5528    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322    0.4009    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132    2.7185    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    2.9097    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    1.1434   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708    2.5296   -0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -0.2388    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845    1.1784    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408    1.1458   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529   -0.2418   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3221   -1.2743   -1.6026 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  2  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  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 24 66  1  0
M  END


  Mrv1652306121922282D          

 24 23  0  0  0  0            999 V2000
 9995.4484 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1632 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8781 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5929 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4173 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1330 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8485 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5620 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2777 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9932 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7067 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4224 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.1379 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.8535 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.5691 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7337 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0189 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3040 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.5892 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.8744 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1577 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7279 9997.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9998.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002884

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h11-12H,2-10,13-21H2,1H3,(H,23,24)/b12-11-

> <INCHI_KEY>
KJDZDTDNIULJBE-QXMHVHEDSA-N

> <FORMULA>
C22H42O2

> <MOLECULAR_WEIGHT>
338.5677

> <EXACT_MASS>
338.318480588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.199078925150516

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11Z)-docos-11-enoic acid

> <ALOGPS_LOGP>
8.97

> <JCHEM_LOGP>
8.562073111

> <ALOGPS_LOGS>
-7.17

> <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>
105.80619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.28e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cetoleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002884
     RDKit          3D
Cetoleic acid
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.5350    1.9511   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7106    1.2926    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3525    0.8809    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092    0.2250    1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.1529    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3275   -1.1099   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -1.6335   -1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.4621   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.9615    0.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783   -0.7601    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7486   -0.1893    1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.1063    1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.5973   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    0.4938   -0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.1383    0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.2560    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379    1.0485    1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    2.1373    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5530    1.6206   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6320    0.6748    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3771    0.2412   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4578   -0.7043   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6265   -1.0147    0.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3142   -1.2725   -1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2416    1.5905   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    1.7771   -0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4110    3.0696   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    0.3851    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4903    1.9835    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8473    1.7499   -0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6734    0.1897   -0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.7630    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4181    0.8299    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -0.4866    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961    0.7896    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0374   -0.5945   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.9507   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -2.3015   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6617   -0.8181   -1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -3.3837   -0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -2.9523   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8322   -1.7989    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6153   -2.8326    0.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -0.9966   -0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    0.0263   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    0.2101    2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.3509    1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -1.2932    0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.2365   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774    0.0530   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    1.2122   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    2.0094   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.6150    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664   -0.5750    1.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.1764   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.5528    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322    0.4009    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132    2.7185    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    2.9097    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    1.1434   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708    2.5296   -0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -0.2388    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845    1.1784    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408    1.1458   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529   -0.2418   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3221   -1.2743   -1.6026 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  2  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  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 24 66  1  0
M  END

HEADER    PROTEIN                                 12-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-JUN-19         0                                  
HETATM    1  C   UNK     0    8658.1708661.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8659.5058661.872   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.8398661.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.1738661.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.7128661.872   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.0488661.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.3848661.872   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.7168661.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.0528661.872   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.3878661.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.7198661.872   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8673.0558661.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.3918661.872   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8675.7278661.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8677.0628661.872   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8656.8368661.872   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8655.5028661.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8654.1678661.872   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8652.8338661.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8651.4998661.872   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8650.1618661.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8648.8278661.872   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8647.4928661.104   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8648.8278663.413   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
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                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0002884
HETATM    1  C1  UNL     1      -9.535   1.951  -0.441  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.711   1.293   0.648  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.353   0.881   0.019  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.509   0.225   1.070  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.143  -0.153   0.496  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.328  -1.110  -0.619  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.164  -1.634  -1.341  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.194  -2.462  -0.641  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.386  -1.961   0.491  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.578  -0.760   0.039  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.749  -0.189   1.084  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.554  -0.106   1.013  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.303  -0.597  -0.159  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.084   0.494  -0.844  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.075   1.138   0.065  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.121   0.256   0.632  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.038   1.049   1.524  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.722   2.137   0.780  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.553   1.621  -0.374  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.632   0.675   0.048  1.00  0.00           C  
HETATM   21  C21 UNL     1       8.377   0.241  -1.196  1.00  0.00           C  
HETATM   22  C22 UNL     1       9.458  -0.704  -0.786  1.00  0.00           C  
HETATM   23  O1  UNL     1       9.627  -1.015   0.419  1.00  0.00           O  
HETATM   24  O2  UNL     1      10.314  -1.272  -1.730  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.242   1.590  -1.444  1.00  0.00           H  
HETATM   26  H2  UNL     1     -10.622   1.777  -0.223  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.411   3.070  -0.373  1.00  0.00           H  
HETATM   28  H4  UNL     1      -9.212   0.385   1.005  1.00  0.00           H  
HETATM   29  H5  UNL     1      -8.490   1.984   1.476  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.847   1.750  -0.413  1.00  0.00           H  
HETATM   31  H7  UNL     1      -7.673   0.190  -0.804  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.968  -0.763   1.368  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.418   0.830   1.973  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.488  -0.487   1.308  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.696   0.790   0.070  1.00  0.00           H  
HETATM   36  H12 UNL     1      -6.037  -0.594  -1.350  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.971  -1.951  -0.201  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.596  -2.302  -2.174  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.662  -0.818  -1.963  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.746  -3.384  -0.259  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.453  -2.952  -1.363  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.832  -1.799   1.453  1.00  0.00           H  
HETATM   43  H19 UNL     1      -1.615  -2.833   0.666  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.143  -0.997  -0.916  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.371   0.026  -0.194  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.220   0.210   2.013  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.108   0.351   1.870  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.095  -1.293   0.274  1.00  0.00           H  
HETATM   49  H25 UNL     1       0.761  -1.236  -0.850  1.00  0.00           H  
HETATM   50  H26 UNL     1       2.677   0.053  -1.700  1.00  0.00           H  
HETATM   51  H27 UNL     1       1.401   1.212  -1.332  1.00  0.00           H  
HETATM   52  H28 UNL     1       3.525   2.009  -0.475  1.00  0.00           H  
HETATM   53  H29 UNL     1       2.515   1.615   0.921  1.00  0.00           H  
HETATM   54  H30 UNL     1       3.666  -0.575   1.225  1.00  0.00           H  
HETATM   55  H31 UNL     1       4.696  -0.176  -0.237  1.00  0.00           H  
HETATM   56  H32 UNL     1       4.415   1.553   2.322  1.00  0.00           H  
HETATM   57  H33 UNL     1       5.732   0.401   2.100  1.00  0.00           H  
HETATM   58  H34 UNL     1       6.413   2.719   1.477  1.00  0.00           H  
HETATM   59  H35 UNL     1       5.037   2.910   0.397  1.00  0.00           H  
HETATM   60  H36 UNL     1       5.935   1.143  -1.155  1.00  0.00           H  
HETATM   61  H37 UNL     1       7.071   2.530  -0.799  1.00  0.00           H  
HETATM   62  H38 UNL     1       7.257  -0.239   0.536  1.00  0.00           H  
HETATM   63  H39 UNL     1       8.385   1.178   0.715  1.00  0.00           H  
HETATM   64  H40 UNL     1       8.841   1.146  -1.642  1.00  0.00           H  
HETATM   65  H41 UNL     1       7.653  -0.242  -1.897  1.00  0.00           H  
HETATM   66  H42 UNL     1      11.322  -1.274  -1.603  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   12   46
CONECT   12   13   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   23   24
CONECT   24   66
END

HMDB0002884
     RDKit          3D
Cetoleic acid
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.5350    1.9511   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7106    1.2926    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3525    0.8809    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092    0.2250    1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.1529    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3275   -1.1099   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -1.6335   -1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.4621   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.9615    0.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783   -0.7601    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7486   -0.1893    1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.1063    1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.5973   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    0.4938   -0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.1383    0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.2560    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379    1.0485    1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    2.1373    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5530    1.6206   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6320    0.6748    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3771    0.2412   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4578   -0.7043   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6265   -1.0147    0.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3142   -1.2725   -1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2416    1.5905   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6215    1.7771   -0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4110    3.0696   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    0.3851    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4903    1.9835    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8473    1.7499   -0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6734    0.1897   -0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.7630    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4181    0.8299    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -0.4866    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961    0.7896    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0374   -0.5945   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.9507   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -2.3015   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6617   -0.8181   -1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -3.3837   -0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -2.9523   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8322   -1.7989    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6153   -2.8326    0.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -0.9966   -0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    0.0263   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    0.2101    2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.3509    1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -1.2932    0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.2365   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774    0.0530   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    1.2122   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    2.0094   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.6150    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664   -0.5750    1.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.1764   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.5528    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322    0.4009    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132    2.7185    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    2.9097    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    1.1434   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708    2.5296   -0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -0.2388    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845    1.1784    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408    1.1458   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529   -0.2418   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3221   -1.2743   -1.6026 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  2  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  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 24 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(Z)-11-Docosenoic acid	ChEBI
(Z)-Docos-11-enoic acid	ChEBI
22:1, N-11 cis	ChEBI
C22:1, N-11 cis	ChEBI
Cetoleinsaeure	ChEBI
cis-11-Docosenoic acid	ChEBI
cis-Delta(11)-Docosenoic acid	ChEBI
cis-Docos-11-enoic acid	ChEBI
Docos-11C-enoic acid	ChEBI
Docos-11C-ensaeure	ChEBI
(Z)-11-Docosenoate	Generator
(Z)-Docos-11-enoate	Generator
cis-11-Docosenoate	Generator
cis-delta(11)-Docosenoate	Generator
cis-Δ(11)-docosenoate	Generator
cis-Δ(11)-docosenoic acid	Generator
cis-Docos-11-enoate	Generator
Docos-11C-enoate	Generator
Cetoleate	Generator
(11Z)-Docos-11-enoate	HMDB
(11Z)-Docos-11-enoic acid	HMDB
11Z-Docosenoate	HMDB
11Z-Docosenoic acid	HMDB
cis-Cetoleate	HMDB
cis-Cetoleic acid	HMDB
Cetoleic acid, (Z)-isomer	HMDB
11-Docosenoic acid	HMDB
Cetoleic acid, (e)-isomer	HMDB
(11Z)-11-Docosenoic acid	HMDB
FA(22:1(11Z))	HMDB
FA(22:1n11)	HMDB
Cetoleic acid	MeSH

Chemical Formula

C₂₂H₄₂O₂

Average Molecular Weight

338.5677

Monoisotopic Molecular Weight

338.318480588

IUPAC Name

(11Z)-docos-11-enoic acid

Traditional Name

cetoleic acid

CAS Registry Number

1002-96-6

SMILES

CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h11-12H,2-10,13-21H2,1H3,(H,23,24)/b12-11-

InChI Key

KJDZDTDNIULJBE-QXMHVHEDSA-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
Unsaturated 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

docosenoic acid (CHEBI:32428 )
Unsaturated fatty acids (LMFA01030088 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 9368807)

Cellular substructure

Membrane (HMDB: HMDB0002884)
Extracellular (HMDB: HMDB0002884)

Source

Exogenous

Exogenous (HMDB: HMDB0002884)

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)

Herb and spice

Herb

Spice

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Carp bream (FooDB: FOOD00568)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Sturgeon (FooDB: FOOD00570)
Charr (FooDB: FOOD00571)
Gadus (Common cod) (FooDB: FOOD00515)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Anguilliformes (FooDB: FOOD00577)
Flatfish (FooDB: FOOD00535)
Garfish (FooDB: FOOD00579)
Haddock (FooDB: FOOD00374)
Gadiformes (FooDB: FOOD00580)
Atlantic halibut (FooDB: FOOD00516)
Greenland halibut/turbot (FooDB: FOOD00370)
Lake trout (FooDB: FOOD00582)
Lemon sole (FooDB: FOOD00583)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway haddock (FooDB: FOOD00588)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Northern pike (FooDB: FOOD00431)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Pollock (FooDB: FOOD00513)
Rainbow trout (FooDB: FOOD00444)
Pacific ocean perch (FooDB: FOOD00598)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Atlantic wolffish (FooDB: FOOD00296)
Fishes (FooDB: FOOD00865)

Crustacean

Fish product

Other fish product (FooDB: FOOD00665)

Amphibian

True frog (FooDB: FOOD00578)

Mollusk

Pinniped

True seal (FooDB: FOOD00600)

Seaweed

Kombu (FooDB: FOOD00602)
Agar (FooDB: FOOD00284)

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)

Tropical fruit

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Fruit product

Other fruit product (FooDB: FOOD00765)
Fruit preserve (FooDB: FOOD00660)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Liquor (FooDB: FOOD00616)
Whisky (FooDB: FOOD00623)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Other beverage

Fortified wines

Sherry (FooDB: FOOD00632)
Vermouth (FooDB: FOOD00631)

Water

Water (FooDB: FOOD00664)

Alcoholic beverage

Other alcoholic beverage (FooDB: FOOD00278)

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)

Other vegetable

Okra (FooDB: FOOD00420)

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Baby food

Baby food (FooDB: FOOD00668)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)
Rye bread (FooDB: FOOD00809)

Cereal

Barley (FooDB: FOOD00088)
Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)
Millet (FooDB: FOOD00126)
Oat (FooDB: FOOD00022)
Rice (FooDB: FOOD00125)
Rye (FooDB: FOOD00169)
Wheat (FooDB: FOOD00561)
Hard wheat (FooDB: FOOD00242)
White bread (FooDB: FOOD00987)

Cereal product

Bread products

Other bread product (FooDB: FOOD00805)

Flat bread

Crisp bread (FooDB: FOOD00640)

Baking good

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Substitute

Sugar substitute (FooDB: FOOD00656)

Seasoning

Salt (FooDB: FOOD00647)

Sauce

Sauce (FooDB: FOOD00646)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Chickpea (FooDB: FOOD00047)
Common pea (FooDB: FOOD00141)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Miso (FooDB: FOOD00695)
Soy milk (FooDB: FOOD00736)
Soy sauce (FooDB: FOOD00694)
Tofu (FooDB: FOOD00696)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Dish

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Cold cut (FooDB: FOOD00770)

Other dish

Dumpling (FooDB: FOOD00669)
Other dish (FooDB: FOOD00836)
Pizza (FooDB: FOOD00637)
Soup (FooDB: FOOD00670)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)

Animal fat

Fish oil (FooDB: FOOD00990)
Fats and oils (FooDB: FOOD00864)

Milk and milk product

Other milk product

Butter (FooDB: FOOD00648)
Casein (FooDB: FOOD00659)
Whey (FooDB: FOOD00658)
Cream (FooDB: FOOD00650)
Dried milk (FooDB: FOOD00689)

Fermented milk product

Cheese (FooDB: FOOD00617)
Yogurt (FooDB: FOOD00620)
Ymer (FooDB: FOOD00638)

Pastry (FooDB: FOOD00641)
Gelatin dessert (FooDB: FOOD00725)

Frozen dessert

Ice cream (FooDB: FOOD00624)
Other frozen dessert (FooDB: FOOD00729)

Other confectionery

Spread

Chocolate spread (FooDB: FOOD00676)

Cocoa and cocoa product

Cocoa product

Coffee and coffee product

Coffee

Snack

Cracker (FooDB: FOOD00787)
Other snack food (FooDB: FOOD00639)

Egg

Eggs (FooDB: FOOD00619)

Tea

Endogenous

Endogenous (HMDB: HMDB0002884)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.3e-05 g/L	ALOGPS
logP	8.97	ALOGPS
logP	8.56	ChemAxon
logS	-7.2	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	19	ChemAxon
Refractivity	105.81 m³·mol⁻¹	ChemAxon
Polarizability	45.2 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]+	191.416	31661259
DarkChem	[M-H]-	193.438	31661259
DeepCCS	[M+H]+	192.642	30932474
DeepCCS	[M-H]-	189.998	30932474
DeepCCS	[M-2H]-	225.079	30932474
DeepCCS	[M+Na]+	201.37	30932474
AllCCS	[M+H]+	198.5	32859911
AllCCS	[M+H-H2O]+	195.9	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	193.9	32859911
AllCCS	[M+Na-2H]-	196.1	32859911
AllCCS	[M+HCOO]-	198.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	11.12 minutes	32390414
Predicted by Siyang on May 30, 2022	29.2752 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	44.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3653.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	814.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	314.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	457.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	717.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1271.5 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	1048.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2743.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	764.4 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	2265.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1026.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	608.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	834.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	734.7 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cetoleic acid	CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O	3561.6	Standard polar	33892256
Cetoleic acid	CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O	2478.9	Standard non polar	33892256
Cetoleic acid	CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O	2546.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cetoleic acid,1TMS,isomer #1	CCCCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C	2619.2	Semi standard non polar	33892256
Cetoleic acid,1TBDMS,isomer #1	CCCCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2902.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cetoleic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8690000000-81ccb0034d9fbf5f1224	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetoleic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00c0-9561000000-5be3f8bb2000a8e33368	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetoleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 10V, Positive-QTOF	splash10-00di-0019000000-c22a658b75d35ea6e29b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 20V, Positive-QTOF	splash10-0ffx-5795000000-bd1aa50ad9a8a48c6ed4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 40V, Positive-QTOF	splash10-004l-8980000000-b3b28a820db2bdd2e041	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 10V, Negative-QTOF	splash10-000i-0019000000-cfb3c7afc93ecf28f3da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 20V, Negative-QTOF	splash10-00ku-1039000000-c2dd9360fea23806c313	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 40V, Negative-QTOF	splash10-052f-9131000000-fbc3abdbc2044cc6b9a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 10V, Negative-QTOF	splash10-000i-0009000000-c73eab4fa862703f84a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 20V, Negative-QTOF	splash10-00kr-1009000000-7dabb6682d31f35b3fc5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 40V, Negative-QTOF	splash10-0006-9021000000-db7287c4480b80bde609	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 10V, Positive-QTOF	splash10-0079-2109000000-ae3d9e03c37915fd05d0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 20V, Positive-QTOF	splash10-05g0-9348000000-e7004c953c82e5e8ee10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetoleic acid 40V, Positive-QTOF	splash10-0a4i-9100000000-e971ca24b71f677c6546	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0295 +/- 0.384 uM	Adult (>18 years old)	Female	Normal	9368807	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003004

KNApSAcK ID

Not Available

Chemspider ID

4445898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

261

PubChem Compound

5282771

PDB ID

Not Available

ChEBI ID

32428

Food Biomarker Ontology

Not Available

VMH ID

M01582

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Loew FM, Schiefer B, Laxdal VA, Prasad K, Forsyth GW, Ackman RG, Olfert ED, Bell JM: Effects of plant and animal lipids rich in docosenoic acids on the myocardium of Cynomolgus monkeys. Nutr Metab. 1978;22(4):201-17. [PubMed:416402 ]
Hagfors L, Nilsson I, Skoldstam L, Johansson G: Fat intake and composition of fatty acids in serum phospholipids in a randomized, controlled, Mediterranean dietary intervention study on patients with rheumatoid arthritis. Nutr Metab (Lond). 2005 Oct 10;2:26. [PubMed:16216119 ]
Schiefer B, Loew FM, Laxdal V, Prasad K, Forsyth G, Ackman RG, Olfert ED: Morphologic effects of dietary plant and animal lipids rich in docosenoic acids on heart and skeletal muscle of cynomolgus monkeys. Am J Pathol. 1978 Mar;90(3):551-64. [PubMed:415615 ]

Showing metabocard for Cetoleic acid (HMDB0002884)

MOL for HMDB0002884 (Cetoleic acid)

3D MOL for HMDB0002884 (Cetoleic acid)

3D SDF for HMDB0002884 (Cetoleic acid)

3D-SDF for HMDB0002884 (Cetoleic acid)

PDB for HMDB0002884 (Cetoleic acid)

3D PDB for HMDB0002884 (Cetoleic acid)

SMILES for HMDB0002884 (Cetoleic acid)

INCHI for HMDB0002884 (Cetoleic acid)

Structure for HMDB0002884 (Cetoleic acid)

3D Structure for HMDB0002884 (Cetoleic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra