MiMeDB: Showing metabocard for 13-Eicosenoic acid (MMDBc0016934)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:26:35 UTC

Update Date

2025-01-16 03:39:11 UTC

Metabolite ID

MMDBc0016934

Metabolite Identification

Common Name

13-Eicosenoic acid

Description

Paullinic acid is found in fats and oils. Paullinic acid is isolated from herring oil and rapeseed oil and from various Sapindacea

Structure

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

HMDB0035159
     RDKit          3D
Paullinic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -8.0341    3.2696   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4306    2.2370    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142    1.4412   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7578    0.3827    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667   -0.3442   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -1.4456    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739   -0.9536    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9810   -1.0677    1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -1.7390    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601   -0.8452   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078   -0.2927    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6825   -1.2744    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -2.2749    1.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076   -1.9286    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3436   -1.1976   -1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.9373   -1.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075   -0.1050   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744    1.2292   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893    2.0063    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3359    2.3161   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301    2.0305   -1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3102    3.0123    0.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1394    3.2859   -0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7636    3.0464   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6237    4.2887   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2294    1.5594    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9634    2.7487    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    2.1097   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    0.9705   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5585   -0.2907    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2835    0.8754    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -0.8573   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980    0.3512   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259   -2.0345   -0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -2.1188    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8611   -0.4320    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -0.6495    2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6667   -2.1667   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -2.6245    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -1.4159   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0107   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    0.1817    1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933    0.6012    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994   -0.6699    2.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.7966    2.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -3.0471    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9728   -2.9230    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.3370    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084   -2.8890   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319   -1.8035   -1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879   -0.2430   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.9096   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -0.4625   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502    0.0848   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -0.6918   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614    1.1606   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283    1.7729   -1.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693    2.9922    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3456    1.4114    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1064    2.5108    0.5490 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  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
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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


  Mrv1652309042000382D          

 22 21  0  0  0  0            999 V2000
 9999.9431 9999.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6581 9999.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3729 9999.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0881 9999.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9130 9999.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6286 9999.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3421 9999.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0577 9999.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7733 9999.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4868 9999.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2024 9999.7946    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
 9998.5141 9999.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2291 9999.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016934

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC\C=C/CCCCCCCCCCCC(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/h7-8H,2-6,9-19H2,1H3,(H,21,22)/b8-7-

> <INCHI_KEY>
URXZXNYJPAJJOQ-FPLPWBNLSA-N

> <FORMULA>
C20H38O2

> <MOLECULAR_WEIGHT>
310.5145

> <EXACT_MASS>
310.28718046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.344801616760364

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(13Z)-icos-13-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>
96.60419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.96e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
paullinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035159
     RDKit          3D
Paullinic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -8.0341    3.2696   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4306    2.2370    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142    1.4412   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7578    0.3827    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667   -0.3442   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -1.4456    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739   -0.9536    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9810   -1.0677    1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -1.7390    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601   -0.8452   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078   -0.2927    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6825   -1.2744    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -2.2749    1.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076   -1.9286    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3436   -1.1976   -1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.9373   -1.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075   -0.1050   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744    1.2292   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893    2.0063    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3359    2.3161   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301    2.0305   -1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3102    3.0123    0.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1394    3.2859   -0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7636    3.0464   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6237    4.2887   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2294    1.5594    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9634    2.7487    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    2.1097   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    0.9705   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5585   -0.2907    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2835    0.8754    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -0.8573   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980    0.3512   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259   -2.0345   -0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -2.1188    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8611   -0.4320    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -0.6495    2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6667   -2.1667   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -2.6245    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -1.4159   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0107   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    0.1817    1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933    0.6012    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994   -0.6699    2.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.7966    2.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -3.0471    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9728   -2.9230    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.3370    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084   -2.8890   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319   -1.8035   -1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879   -0.2430   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.9096   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -0.4625   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502    0.0848   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -0.6918   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614    1.1606   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283    1.7729   -1.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693    2.9922    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3456    1.4114    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1064    2.5108    0.5490 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  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
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.5608665.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.8958666.283   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.2298665.515   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8670.5648666.283   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8672.1048666.283   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8673.4408665.515   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8674.7728666.283   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8676.1088665.515   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8677.4438666.283   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8678.7758665.515   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8680.1118666.283   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.5608666.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.2268665.521   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8659.8928666.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.5578665.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8657.2238666.290   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8655.8898665.521   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8654.5518666.290   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8653.2168665.521   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8654.5518667.831   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8663.8938665.518   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8665.2288666.286   0.000  0.00  0.00           C+0
CONECT    1    2   22                                                       
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                                                            
CONECT   12   13   21                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   12   22                                                       
CONECT   22   21    1                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0035159
HETATM    1  C1  UNL     1      -8.034   3.270  -0.668  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.431   2.237   0.279  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.414   1.441  -0.518  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.758   0.383   0.349  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.767  -0.344  -0.555  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.031  -1.446   0.200  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.274  -0.954   1.329  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.981  -1.068   1.489  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.129  -1.739   0.490  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.060  -0.845  -0.104  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.908  -0.293   0.893  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.683  -1.274   1.662  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.539  -2.275   1.043  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.708  -1.929   0.205  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.344  -1.198  -1.043  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.621  -0.937  -1.845  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.607  -0.105  -1.073  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.074   1.229  -0.678  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.089   2.006   0.091  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.336   2.316  -0.603  1.00  0.00           C  
HETATM   21  O1  UNL     1       7.630   2.031  -1.777  1.00  0.00           O  
HETATM   22  O2  UNL     1       8.310   3.012   0.133  1.00  0.00           O  
HETATM   23  H1  UNL     1      -9.139   3.286  -0.614  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.764   3.046  -1.730  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.624   4.289  -0.474  1.00  0.00           H  
HETATM   26  H4  UNL     1      -8.229   1.559   0.604  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.963   2.749   1.134  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.660   2.110  -0.988  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.967   0.970  -1.369  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.558  -0.291   0.688  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.283   0.875   1.196  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.378  -0.857  -1.327  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.098   0.351  -1.067  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.526  -2.035  -0.568  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.877  -2.119   0.574  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.861  -0.432   2.127  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.493  -0.649   2.413  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.667  -2.167  -0.364  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.600  -2.625   0.968  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.404  -1.416  -0.925  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.587   0.011  -0.580  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.191   0.182   1.695  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.393   0.601   0.514  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.299  -0.670   2.410  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.944  -1.797   2.361  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.958  -3.047   0.443  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.973  -2.923   1.893  1.00  0.00           H  
HETATM   48  H26 UNL     1       4.473  -1.337   0.786  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.208  -2.889  -0.097  1.00  0.00           H  
HETATM   50  H28 UNL     1       2.632  -1.804  -1.654  1.00  0.00           H  
HETATM   51  H29 UNL     1       2.888  -0.243  -0.801  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.081  -1.910  -2.055  1.00  0.00           H  
HETATM   53  H31 UNL     1       4.349  -0.463  -2.801  1.00  0.00           H  
HETATM   54  H32 UNL     1       6.450   0.085  -1.807  1.00  0.00           H  
HETATM   55  H33 UNL     1       6.051  -0.692  -0.261  1.00  0.00           H  
HETATM   56  H34 UNL     1       4.161   1.161  -0.034  1.00  0.00           H  
HETATM   57  H35 UNL     1       4.728   1.773  -1.590  1.00  0.00           H  
HETATM   58  H36 UNL     1       5.669   2.992   0.446  1.00  0.00           H  
HETATM   59  H37 UNL     1       6.346   1.411   1.006  1.00  0.00           H  
HETATM   60  H38 UNL     1       9.106   2.511   0.549  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    8   36
CONECT    8    9   37
CONECT    9   10   38   39
CONECT   10   11   40   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

HMDB0035159
     RDKit          3D
Paullinic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
   -8.0341    3.2696   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4306    2.2370    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142    1.4412   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7578    0.3827    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667   -0.3442   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -1.4456    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739   -0.9536    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9810   -1.0677    1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -1.7390    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601   -0.8452   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078   -0.2927    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6825   -1.2744    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -2.2749    1.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076   -1.9286    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3436   -1.1976   -1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.9373   -1.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075   -0.1050   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744    1.2292   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893    2.0063    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3359    2.3161   -0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301    2.0305   -1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3102    3.0123    0.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1394    3.2859   -0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7636    3.0464   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6237    4.2887   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2294    1.5594    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9634    2.7487    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    2.1097   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    0.9705   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5585   -0.2907    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2835    0.8754    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -0.8573   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980    0.3512   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259   -2.0345   -0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -2.1188    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8611   -0.4320    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -0.6495    2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6667   -2.1667   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -2.6245    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -1.4159   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0107   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    0.1817    1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933    0.6012    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994   -0.6699    2.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.7966    2.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -3.0471    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9728   -2.9230    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.3370    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084   -2.8890   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319   -1.8035   -1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879   -0.2430   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.9096   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -0.4625   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502    0.0848   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -0.6918   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614    1.1606   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283    1.7729   -1.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693    2.9922    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3456    1.4114    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1064    2.5108    0.5490 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  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
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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

Synonyms

Value	Source
(13Z)-Eicos-13-enoic acid	ChEBI
(Z)-13-Eicosenoic acid	ChEBI
(Z)-13-Icosenoic acid	ChEBI
(Z)-Eicos-13-enoic acid	ChEBI
13Z-Eicosenoic acid	ChEBI
C20:1N-7	ChEBI
cis-13-Eicosenoic acid	ChEBI
(13Z)-Eicos-13-enoate	Generator
(Z)-13-Eicosenoate	Generator
(Z)-13-Icosenoate	Generator
(Z)-Eicos-13-enoate	Generator
13Z-Eicosenoate	Generator
cis-13-Eicosenoate	Generator
Paullinate	Generator

Molecular Formula

C₂₀H₃₈O₂

Average Mass

310.5145

Monoisotopic Mass

310.28718046

IUPAC Name

(13Z)-icos-13-enoic acid

Traditional Name

paullinic acid

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CCCCCCCCCCCC(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/h7-8H,2-6,9-19H2,1H3,(H,21,22)/b8-7-

InChI Key

URXZXNYJPAJJOQ-FPLPWBNLSA-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

Unsaturated fatty acids (LMFA01030367 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted 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	41.34 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

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0028301	CL(10:0/20:1(13Z)/10:0/20:1(13Z))	2-MLCL(10:0/0:0/10:0/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028302	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(11Z))	2-MLCL(10:0/0:0/20:1(11Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028303	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(13Z))	2-MLCL(10:0/0:0/20:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028304	CL(10:0/20:1(13Z)/20:1(11Z)/22:0)	2-MLCL(10:0/0:0/20:1(11Z)/22:0)	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028305	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(11Z))	2-MLCL(10:0/0:0/20:1(11Z)/22:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028306	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(9Z))	2-MLCL(10:0/0:0/20:1(11Z)/22:1(9Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028307	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(11Z))	2-MLCL(10:0/0:0/20:1(13Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028308	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(13Z))	2-MLCL(10:0/0:0/20:1(13Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028309	CL(10:0/20:1(13Z)/20:1(13Z)/22:0)	2-MLCL(10:0/0:0/20:1(13Z)/22:0)	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028310	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(11Z))	2-MLCL(10:0/0:0/20:1(13Z)/22:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0028311	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(9Z))	2-MLCL(10:0/0:0/20:1(13Z)/22:1(9Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0030018	CL(12:0/20:1(13Z)/12:0/20:1(13Z))	2-MLCL(12:0/0:0/12:0/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0030019	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(11Z))	2-MLCL(12:0/0:0/20:1(11Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0030020	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(13Z))	2-MLCL(12:0/0:0/20:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0030021	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(11Z))	2-MLCL(12:0/0:0/20:1(13Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0030022	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(13Z))	2-MLCL(12:0/0:0/20:1(13Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0031254	CL(14:0/20:1(13Z)/14:0/20:1(13Z))	2-MLCL(14:0/0:0/14:0/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0032228	CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(13Z))	2-MLCL(14:1(11Z)/0:0/14:1(9Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0032230	CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(13Z))	2-MLCL(14:1(11Z)/0:0/14:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0032232	CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(13Z))	2-MLCL(14:1(11Z)/20:1(13Z)/14:1(9Z)/0:0)	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0033214	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(11Z))	2-MLCL(14:1(9Z)/0:0/14:1(11Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0033215	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(13Z))	2-MLCL(14:1(9Z)/0:0/14:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0033217	CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(13Z))	2-MLCL(14:1(9Z)/0:0/14:1(9Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0033652	CL(15:0/20:1(13Z)/15:0/20:1(13Z))	2-MLCL(15:0/0:0/15:0/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034090	CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(13Z))	2-MLCL(15:1(11Z)/0:0/15:1(9Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034092	CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(13Z))	2-MLCL(15:1(11Z)/0:0/15:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034094	CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(13Z))	2-MLCL(15:1(11Z)/0:0/15:1(9Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034382	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(11Z))	2-MLCL(15:1(9Z)/0:0/15:1(11Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034383	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(13Z))	2-MLCL(15:1(9Z)/0:0/15:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034385	CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(13Z))	2-MLCL(15:1(9Z)/0:0/15:1(9Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034759	CL(16:0/20:1(13Z)/16:0/20:1(13Z))	2-MLCL(16:0/0:0/16:0/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034911	CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(13Z))	2-MLCL(16:1(11Z)/0:0/16:1(9Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034913	CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(13Z))	2-MLCL(16:1(11Z)/0:0/16:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0034915	CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(13Z))	2-MLCL(16:1(11Z)/0:0/16:1(9Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0035204	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(11Z))	2-MLCL(16:1(9Z)/0:0/16:1(11Z)/20:1(11Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0035205	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(13Z))	2-MLCL(16:1(9Z)/0:0/16:1(11Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0035207	CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(13Z))	2-MLCL(16:1(9Z)/0:0/16:1(9Z)/20:1(13Z))	Cardiolipin-specific deacylase 1, mitochondrial	Deacylation	RHEA	34755880
MMDBr0036334	PC(14:0/20:1(13Z))	LysoPC(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036352	PC(16:0/20:1(13Z))	LysoPC(16:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036394	PC(10:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036395	PC(12:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036396	PC(14:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036397	PC(14:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036398	PC(15:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036399	PC(15:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036400	PC(15:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036401	PC(16:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0036402	PC(16:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038108	PG(20:1(13Z)/20:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038109	PG(20:1(13Z)/20:1(13Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038110	PG(20:1(13Z)/22:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038111	PG(20:1(13Z)/22:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038112	PG(20:1(13Z)/22:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038113	PG(20:1(13Z)/23:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038114	PG(20:1(13Z)/23:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038115	PG(20:1(13Z)/24:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038116	PG(20:1(13Z)/24:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038117	PG(20:1(13Z)/24:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038118	PG(20:1(13Z)/25:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038119	PG(20:1(13Z)/25:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038120	PG(20:1(13Z)/25:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038121	PG(20:1(13Z)/26:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038122	PG(20:1(13Z)/26:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038123	PG(20:1(13Z)/26:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038124	PG(20:1(13Z)/27:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038125	PG(20:1(13Z)/27:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038126	PG(20:1(13Z)/27:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038127	PG(20:1(13Z)/28:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038128	PG(20:1(13Z)/28:1(11Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038129	PG(20:1(13Z)/28:1(9Z))	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038130	PG(20:1(13Z)/30:0)	13-Eicosenoic acid	Unknown Protein		RHEA	34755880
MMDBr0038564	PE(10:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038611	PE(12:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038624	PE(14:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038626	PE(14:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038634	PE(14:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038639	PE(15:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038641	PE(15:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038648	PE(15:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038656	PE(16:1(9Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038658	PE(16:1(11Z)/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038672	PE(16:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0039524	DG(20:1(13Z)/20:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039525	DG(20:1(13Z)/20:1(13Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039526	DG(20:1(13Z)/22:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039527	DG(20:1(13Z)/22:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039528	DG(20:1(13Z)/22:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039529	DG(20:1(13Z)/23:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039530	DG(20:1(13Z)/23:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039531	DG(20:1(13Z)/24:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039532	DG(20:1(13Z)/24:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039533	DG(20:1(13Z)/24:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039534	DG(20:1(13Z)/25:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039535	DG(20:1(13Z)/25:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039536	DG(20:1(13Z)/25:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039537	DG(20:1(13Z)/26:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039538	DG(20:1(13Z)/26:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039539	DG(20:1(13Z)/26:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039540	DG(20:1(13Z)/27:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039541	DG(20:1(13Z)/27:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039542	DG(20:1(13Z)/27:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039543	DG(20:1(13Z)/28:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039544	DG(20:1(13Z)/28:1(11Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039545	DG(20:1(13Z)/28:1(9Z)/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039546	DG(20:1(13Z)/30:0/0:0)	13-Eicosenoic acid	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
General Exposome	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	11.722	5.378			uM	Adult (>18 years old)	Female	Normal	HMDB	9368807

External Links

HMDB ID

HMDB0035159

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013796

KNApSAcK ID

Not Available

Chemspider ID

4471943

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Paullinic_acid

METLIN ID

Not Available

PubChem Compound

5312518

PDB ID

Not Available

ChEBI ID

134479

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 13-Eicosenoic acid (MMDBc0016934)

MOL for #<Metabolite:0x00007f924f94e6f0>

3D MOL for #<Metabolite:0x00007f924f94e6f0>

3D SDF for #<Metabolite:0x00007f924f94e6f0>

3D-SDF for #<Metabolite:0x00007f924f94e6f0>

PDB for #<Metabolite:0x00007f924f94e6f0>

3D PDB for #<Metabolite:0x00007f924f94e6f0>

SMILES for #<Metabolite:0x00007f924f94e6f0>

INCHI for #<Metabolite:0x00007f924f94e6f0>

Structure for #<Metabolite:0x00007f924f94e6f0>

3D Structure for #<Metabolite:0x00007f924f94e6f0>