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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:43 UTC

Update Date

2022-03-07 02:49:14 UTC

HMDB ID

HMDB0002231

Secondary Accession Numbers

HMDB02231

Metabolite Identification

Common Name

11Z-Eicosenoic acid

Description

11Z-Eicosenoic acid, also known as gondoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 11Z-Eicosenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). More specifically, 11Z-Eicosenoic acid is a monounsaturated omega-9 fatty acid found in a variety of nuts and plant oils. It is not produced by humans and comes from the diet. It has been found in the red blood cell membrane with increased concentrations in children with regressive autism (PMID: 16581239 ).

Structure

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

HMDB0002231
     RDKit          3D
11Z-Eicosenoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -7.4655    1.7683   -1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8806    0.5254   -2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7201    0.0975   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445   -0.1635    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -0.6183    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.4072    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2732   -0.0080    2.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -1.2715    1.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5642   -1.7044    2.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -1.8271    2.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022   -1.5666    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -0.4695    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586   -0.2286   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.8346   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5100    0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8817   -0.7497    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4316   -0.6955   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    0.4284   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764    0.4518   -2.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    1.5620   -2.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1672    2.2842   -1.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833    1.7948   -3.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    2.4293   -1.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2143    1.5429   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9673    2.3468   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6065   -0.3146   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4747    0.7156   -3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.9333   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.7802   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1194   -0.9811   -0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8004    0.7722    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -1.5690    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8828   -0.8538    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7896    0.6525    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916    1.3903    1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8143   -0.1660    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753    0.8423    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867   -1.2933    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -2.0723    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8810   -1.9314    3.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -2.1642    3.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.1838    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086   -2.5001    0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1168   -0.8525    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    0.4240    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635   -1.1878   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    0.0588   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4089    0.9841   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    1.7975    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599    0.3835    1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677    1.3634    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6984   -0.9926    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209   -1.5730    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -1.6872   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -0.5766   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9918    1.4101   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2872    0.2531   -0.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4438   -0.5397   -2.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    0.5853   -3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5864    1.8207   -3.8313 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  2  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  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 22 60  1  0
M  END

  Mrv1652309272007382D          

 22 21  0  0  0  0            999 V2000
 9998.5149 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2299 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9447 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6599 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4848 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2004 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9139 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6295 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3451 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0586 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7742 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4898 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2054 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8002 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0854 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3706 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6556 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9409 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2261 9999.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5093 9999.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7945 9999.3864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.509310000.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002231

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-

> <INCHI_KEY>
BITHHVVYSMSWAG-KTKRTIGZSA-N

> <FORMULA>
C20H38O2

> <MOLECULAR_WEIGHT>
310.5145

> <EXACT_MASS>
310.28718046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.31598330422464

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
8.40

> <JCHEM_LOGP>
7.672935781000001

> <ALOGPS_LOGS>
-6.80

> <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>
96.60419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.95e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-11-eicosenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002231
     RDKit          3D
11Z-Eicosenoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -7.4655    1.7683   -1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8806    0.5254   -2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7201    0.0975   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445   -0.1635    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -0.6183    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.4072    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2732   -0.0080    2.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -1.2715    1.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5642   -1.7044    2.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -1.8271    2.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022   -1.5666    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -0.4695    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586   -0.2286   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.8346   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5100    0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8817   -0.7497    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4316   -0.6955   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    0.4284   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764    0.4518   -2.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    1.5620   -2.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1672    2.2842   -1.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833    1.7948   -3.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    2.4293   -1.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2143    1.5429   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9673    2.3468   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6065   -0.3146   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4747    0.7156   -3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.9333   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.7802   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1194   -0.9811   -0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8004    0.7722    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -1.5690    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8828   -0.8538    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7896    0.6525    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916    1.3903    1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8143   -0.1660    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753    0.8423    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867   -1.2933    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -2.0723    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8810   -1.9314    3.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -2.1642    3.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.1838    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086   -2.5001    0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1168   -0.8525    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    0.4240    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635   -1.1878   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    0.0588   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4089    0.9841   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    1.7975    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599    0.3835    1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677    1.3634    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6984   -0.9926    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209   -1.5730    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -1.6872   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -0.5766   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9918    1.4101   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2872    0.2531   -0.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4438   -0.5397   -2.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    0.5853   -3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5864    1.8207   -3.8313 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  2  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  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 22 60  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    8663.8948665.521   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.2298666.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.5638665.521   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.8988666.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.4388666.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8670.7748665.521   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8672.1068666.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8673.4428665.521   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8674.7788666.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8676.1098665.521   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8677.4458666.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8678.7818665.521   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8680.1178666.290   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.5608666.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.2268665.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8659.8928666.290   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8658.5578665.521   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8657.2238666.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8655.8898665.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8654.5518666.290   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8653.2168665.521   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8654.5518667.831   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
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                                                            
CONECT   14    1   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0034296
HETATM    1  C1  UNL     1      -4.064   3.149  -1.044  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.846   2.426   0.056  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.772   0.932  -0.295  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.522   0.124   0.741  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.496  -1.354   0.447  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.073  -1.808   0.437  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.930  -3.288   0.158  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.417  -3.581   0.185  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.875  -3.234   1.517  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.932  -2.349   1.735  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.259  -1.556   0.690  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.228  -1.919   0.799  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.985  -1.169  -0.250  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.817   0.312  -0.037  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.594   1.110  -1.067  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.080   0.806  -1.018  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.626   1.155   0.345  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.092   0.839   0.378  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.847   1.610  -0.642  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.807   3.072  -0.499  1.00  0.00           C  
HETATM   21  O1  UNL     1       6.240   3.634   0.456  1.00  0.00           O  
HETATM   22  O2  UNL     1       7.423   3.851  -1.465  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.742   3.160  -1.928  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.782   4.162  -0.716  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.162   2.566  -1.316  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.880   2.778   0.113  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.335   2.621   1.001  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.255   0.760  -1.277  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.689   0.707  -0.289  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.548   0.509   0.894  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.932   0.252   1.697  1.00  0.00           H  
HETATM   32  H10 UNL     1      -6.030  -1.569  -0.506  1.00  0.00           H  
HETATM   33  H11 UNL     1      -6.027  -1.844   1.311  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.618  -1.578   1.403  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.561  -1.293  -0.427  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.361  -3.878   0.992  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.359  -3.592  -0.795  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.975  -2.953  -0.589  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.238  -4.650  -0.070  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.286  -3.755   2.426  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.603  -2.169   2.782  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.543  -1.765  -0.325  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.395  -0.479   0.979  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.321  -3.014   0.712  1.00  0.00           H  
HETATM   45  H23 UNL     1       1.599  -1.549   1.792  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.671  -1.437  -1.283  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.066  -1.386  -0.092  1.00  0.00           H  
HETATM   48  H26 UNL     1       0.736   0.597  -0.203  1.00  0.00           H  
HETATM   49  H27 UNL     1       2.071   0.545   1.003  1.00  0.00           H  
HETATM   50  H28 UNL     1       2.181   0.863  -2.064  1.00  0.00           H  
HETATM   51  H29 UNL     1       2.426   2.192  -0.902  1.00  0.00           H  
HETATM   52  H30 UNL     1       4.542   1.478  -1.796  1.00  0.00           H  
HETATM   53  H31 UNL     1       4.255  -0.236  -1.304  1.00  0.00           H  
HETATM   54  H32 UNL     1       4.069   0.577   1.131  1.00  0.00           H  
HETATM   55  H33 UNL     1       4.491   2.241   0.489  1.00  0.00           H  
HETATM   56  H34 UNL     1       6.454   1.201   1.390  1.00  0.00           H  
HETATM   57  H35 UNL     1       6.284  -0.262   0.311  1.00  0.00           H  
HETATM   58  H36 UNL     1       6.519   1.398  -1.704  1.00  0.00           H  
HETATM   59  H37 UNL     1       7.929   1.245  -0.664  1.00  0.00           H  
HETATM   60  H38 UNL     1       7.154   4.798  -1.603  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   56   57
CONECT   19   20   58   59
CONECT   20   21   21   22
CONECT   22   60
END

HMDB0002231
     RDKit          3D
11Z-Eicosenoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -7.4655    1.7683   -1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8806    0.5254   -2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7201    0.0975   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445   -0.1635    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -0.6183    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.4072    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2732   -0.0080    2.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -1.2715    1.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5642   -1.7044    2.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -1.8271    2.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022   -1.5666    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -0.4695    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586   -0.2286   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.8346   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5100    0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8817   -0.7497    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4316   -0.6955   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    0.4284   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764    0.4518   -2.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    1.5620   -2.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1672    2.2842   -1.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833    1.7948   -3.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    2.4293   -1.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2143    1.5429   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9673    2.3468   -2.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6065   -0.3146   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4747    0.7156   -3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.9333   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.7802   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1194   -0.9811   -0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8004    0.7722    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -1.5690    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8828   -0.8538    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7896    0.6525    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916    1.3903    1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8143   -0.1660    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753    0.8423    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867   -1.2933    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -2.0723    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8810   -1.9314    3.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -2.1642    3.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.1838    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086   -2.5001    0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1168   -0.8525    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    0.4240    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635   -1.1878   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    0.0588   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4089    0.9841   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    1.7975    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599    0.3835    1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677    1.3634    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6984   -0.9926    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209   -1.5730    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -1.6872   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -0.5766   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9918    1.4101   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2872    0.2531   -0.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4438   -0.5397   -2.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    0.5853   -3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5864    1.8207   -3.8313 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  2  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  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 22 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11Z)-Eicosenoic acid	ChEBI
(11Z)-Icosenoic acid	ChEBI
(Z)-Eicos-11-enoic acid	ChEBI
(Z)-Icos-11-enoic acid	ChEBI
(Z)-Icosa-11-enoic acid	ChEBI
11-Eicosenoic acid	ChEBI
11-Icosenoic acid	ChEBI
20:1	ChEBI
cis-11-Eicosenoic acid	ChEBI
cis-Delta(11)-Eicosenoic acid	ChEBI
cis-Gondoic acid	ChEBI
Eicosenoic acid	ChEBI
Gondoic acid	ChEBI
Z-Delta(11)-Eicosensaeure	ChEBI
(11Z)-Eicosenoate	Generator
(11Z)-Icosenoate	Generator
(Z)-Eicos-11-enoate	Generator
(Z)-Icos-11-enoate	Generator
(Z)-Icosa-11-enoate	Generator
11-Eicosenoate	Generator
11-Icosenoate	Generator
cis-11-Eicosenoate	Generator
cis-delta(11)-Eicosenoate	Generator
cis-Δ(11)-eicosenoate	Generator
cis-Δ(11)-eicosenoic acid	Generator
cis-Gondoate	Generator
Eicosenoate	Generator
Gondoate	Generator
Z-Δ(11)-eicosensaeure	Generator
11Z-Eicosenoate	Generator
(11Z)-Icos-11-enoate	HMDB
(11Z)-Icos-11-enoic acid	HMDB
11(Z)-Eicosenoate	HMDB
11(Z)-Eicosenoic acid	HMDB
11-cis-Eicosenoate	HMDB
11-cis-Eicosenoic acid	HMDB
11Z-Eicosenoic acid	HMDB
20:1(N-9)	HMDB
20:1n9	HMDB
cis-11-Icosenoate	HMDB
cis-11-Icosenoic acid	HMDB
FA(20:1(11Z))	HMDB
FA(20:1n9)	HMDB
(11Z)-11-Eicosenoic acid	PhytoBank
(Z)-11-Eicosenoic acid	PhytoBank
cis-delta11-Eicosenoic acid	PhytoBank
cis-Δ11-Eicosenoic acid	PhytoBank

Chemical Formula

C₂₀H₃₈O₂

Average Molecular Weight

310.5145

Monoisotopic Molecular Weight

310.28718046

IUPAC Name

(11Z)-icos-11-enoic acid

Traditional Name

cis-11-eicosenoic acid

CAS Registry Number

5561-99-9

SMILES

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

InChI Identifier

InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-

InChI Key

BITHHVVYSMSWAG-KTKRTIGZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

icosenoic acid (CHEBI:32425 )
Unsaturated fatty acids (C16526 )
Monounsaturated fatty acids (C16526 )
Unsaturated fatty acids (LMFA01030085 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0034296)

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0034296)

Excreta

Biofluid or Excreta

Feces (PMID: 22411374)
Urine (HMDB: HMDB0034296)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034296)

Source

Exogenous

Exogenous (HMDB: HMDB0034296)

Food

Food (HMDB: HMDB0034296)

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)

Nut

Peanut (FooDB: FOOD00016)

Vegetable

Fruit vegetable

Italian sweet red pepper (FooDB: FOOD00881)

Endogenous

Endogenous (HMDB: HMDB0034296)

Plant

Plant (HMDB: HMDB0034296)

Animal

Animal (HMDB: HMDB0034296)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034296)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034296)

Lipid metabolism pathway (HMDB: HMDB0034296)

Cellular process

Cell signaling (HMDB: HMDB0034296)

Biochemical process

Lipid transport (HMDB: HMDB0034296)

Role

Biological role

Energy source (HMDB: HMDB0034296)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034296)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	426.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.00096 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	8.760 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	183.95	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001851

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.0e-05 g/L	ALOGPS
logP	8.4	ALOGPS
logP	7.67	ChemAxon
logS	-6.8	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	17	ChemAxon
Refractivity	96.6 m³·mol⁻¹	ChemAxon
Polarizability	41.32 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]+	185.165	31661259
DarkChem	[M-H]-	184.223	31661259
DeepCCS	[M+H]+	185.805	30932474
DeepCCS	[M-H]-	181.785	30932474
DeepCCS	[M-2H]-	218.473	30932474
DeepCCS	[M+Na]+	194.62	30932474
AllCCS	[M+H]+	189.1	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.4	32859911
AllCCS	[M-H]-	186.9	32859911
AllCCS	[M+Na-2H]-	188.7	32859911
AllCCS	[M+HCOO]-	191.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11Z-Eicosenoic acid	CCCCCCCC\C=C/CCCCCCCCCC(O)=O	3360.2	Standard polar	33892256
11Z-Eicosenoic acid	CCCCCCCC\C=C/CCCCCCCCCC(O)=O	2285.2	Standard non polar	33892256
11Z-Eicosenoic acid	CCCCCCCC\C=C/CCCCCCCCCC(O)=O	2346.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11Z-Eicosenoic acid,1TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C	2416.6	Semi standard non polar	33892256
11Z-Eicosenoic acid,1TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C	2416.6	Semi standard non polar	33892256
11Z-Eicosenoic acid,1TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2687.6	Semi standard non polar	33892256
11Z-Eicosenoic acid,1TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2687.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 11Z-Eicosenoic acid GC-EI-TOF (Non-derivatized)	splash10-00mk-3900000000-c719ddc966597d00d2c5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11Z-Eicosenoic acid GC-EI-TOF (Non-derivatized)	splash10-00mk-3900000000-c719ddc966597d00d2c5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9450000000-350fb3d4ba5a967ba8b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0g70-9551000000-c82b71c168fb5563f7d4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11Z-Eicosenoic 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid n/a 21V, negative-QTOF	splash10-0006-0090000000-1756232c26bf8fc138c5	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid n/a 21V, positive-QTOF	splash10-0006-0290000000-fa5d9f6e60781ae83e2e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 10V, positive-QTOF	splash10-0006-5490000000-0cbb37e5b7ecad5adaaa	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 12V, positive-QTOF	splash10-000y-9650000000-ba5e2b939e8a556b6d1f	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 14V, positive-QTOF	splash10-00l2-9410000000-9496a07390108fe35cab	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 16V, positive-QTOF	splash10-05nb-9300000000-b3b200aebba967262b9b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 17V, positive-QTOF	splash10-067j-9200000000-91f2ccafad22a2bb8069	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 21V, positive-QTOF	splash10-067j-9100000000-dbb0d513ad4f77e24d3c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 26V, positive-QTOF	splash10-067i-9000000000-1b21d5d4d80742618d4c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 32V, positive-QTOF	splash10-067i-9000000000-d00f7dd8a36d506bf1b5	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 39V, positive-QTOF	splash10-0aor-9000000000-de7f5670d39d685918e0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid Orbitrap 47V, positive-QTOF	splash10-0ar0-9000000000-509d8fad571b85568099	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid n/a 21V, positive-QTOF	splash10-004i-2890000000-dcdc3d85495da91cc6db	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 11Z-Eicosenoic acid n/a 21V, positive-QTOF	splash10-070e-1920000000-1c2aeaf08cc4ea4f0540	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 10V, Negative-QTOF	splash10-0a4i-0029000000-c49b53bb3e3caf9cb042	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 20V, Negative-QTOF	splash10-0a4i-1079000000-9504027ae4d5b071c4a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 40V, Negative-QTOF	splash10-0a4l-9240000000-7e3a558d23fc622e0aa2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 10V, Negative-QTOF	splash10-0a4i-0019000000-0d96115f81e42756fc2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 20V, Negative-QTOF	splash10-0a4i-1059000000-4c31464e6f8ead1139f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 40V, Negative-QTOF	splash10-0006-9020000000-90362612fe130589b56d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 10V, Positive-QTOF	splash10-03dl-0197000000-fa25affc2bb6f0cd695b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 20V, Positive-QTOF	splash10-0i03-4691000000-b79f41c0508982a46111	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 40V, Positive-QTOF	splash10-0007-9850000000-3d2cfec12ab1aec5686b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 10V, Positive-QTOF	splash10-03dl-5397000000-d942974f980afe9a14c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11Z-Eicosenoic acid 20V, Positive-QTOF	splash10-0btc-9561000000-bf355ad19adfba5af8df	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Saliva

Tissue Locations

Erythrocyte
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.663 +/- 0.59 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	1.498 +/- 1.213 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22024767	details
Blood	Detected and Quantified	11.722 +/- 5.378 uM	Adult (>18 years old)	Female	Normal	9368807	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22024767	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

181500 (Schizophrenia)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eicosenoic acid

METLIN ID

6563

PubChem Compound

5282768

PDB ID

Not Available

ChEBI ID

32425

Food Biomarker Ontology

Not Available

VMH ID

CE2510

MarkerDB ID

Not Available

Good Scents ID

rw1230181

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bu B, Ashwood P, Harvey D, King IB, Water JV, Jin LW: Fatty acid compositions of red blood cell phospholipids in children with autism. Prostaglandins Leukot Essent Fatty Acids. 2006 Apr;74(4):215-21. [PubMed:16581239 ]
Deshimaru R, Ishitani K, Makita K, Horiguchi F, Nozawa S: Analysis of fatty acid composition in human bone marrow aspirates. Keio J Med. 2005 Sep;54(3):150-5. [PubMed:16237277 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 11Z-Eicosenoic acid (HMDB0002231)

MOL for HMDB0002231 (11Z-Eicosenoic acid)

3D MOL for HMDB0002231 (11Z-Eicosenoic acid)

3D SDF for HMDB0002231 (11Z-Eicosenoic acid)

3D-SDF for HMDB0002231 (11Z-Eicosenoic acid)

PDB for HMDB0002231 (11Z-Eicosenoic acid)

3D PDB for HMDB0002231 (11Z-Eicosenoic acid)

SMILES for HMDB0002231 (11Z-Eicosenoic acid)

INCHI for HMDB0002231 (11Z-Eicosenoic acid)

Structure for HMDB0002231 (11Z-Eicosenoic acid)

3D Structure for HMDB0002231 (11Z-Eicosenoic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra