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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 20:06:20 UTC

Update Date

2022-03-07 02:54:23 UTC

HMDB ID

HMDB0035159

Secondary Accession Numbers

HMDB35159

Metabolite Identification

Common Name

Paullinic acid

Description

Paullinic acid, also known as C20:1N-7 or (Z)-13-icosenoate, 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. Based on a literature review a significant number of articles have been published on Paullinic acid.

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>
HMDB0035159

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View Stereo Labels

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

Chemical Formula

C₂₀H₃₈O₂

Average Molecular Weight

310.5145

Monoisotopic Molecular Weight

310.28718046

IUPAC Name

(13Z)-icos-13-enoic acid

Traditional Name

paullinic acid

CAS Registry Number

17735-94-3

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 )

Ontology

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	13.4 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	185.7	31661259
DarkChem	[M-H]-	185.416	31661259
DeepCCS	[M+H]+	182.803	30932474
DeepCCS	[M-H]-	178.783	30932474
DeepCCS	[M-2H]-	215.519	30932474
DeepCCS	[M+Na]+	191.618	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
Paullinic acid	CCCCCC\C=C/CCCCCCCCCCCC(O)=O	3360.2	Standard polar	33892256
Paullinic acid	CCCCCC\C=C/CCCCCCCCCCCC(O)=O	2285.7	Standard non polar	33892256
Paullinic acid	CCCCCC\C=C/CCCCCCCCCCCC(O)=O	2349.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Paullinic acid,1TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCCCC(=O)O[Si](C)(C)C	2417.5	Semi standard non polar	33892256
Paullinic acid,1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2687.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Paullinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9550000000-a568fde49f01f4bff86f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Paullinic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9651000000-0b21c94910de55c98564	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Paullinic 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 - Paullinic acid n/a 21V, negative-QTOF	splash10-0006-0090000000-ab01f5fb032949f686ad	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-0006-0290000000-fac4c80d3081e8b3b5c5	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-02vi-0193000000-5d9878771c6003135c31	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 3V, positive-QTOF	splash10-03di-0149000000-fd505d52bb9e0d6e1b17	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 5V, positive-QTOF	splash10-03dl-1495000000-69de97a249f270595e46	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 7V, positive-QTOF	splash10-01r6-4892000000-646f945fc98f3bf346ba	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 9V, positive-QTOF	splash10-004m-5941000000-b492f3b08954e3a5529b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 13V, positive-QTOF	splash10-05us-9600000000-d5ab265d673aac9b47b8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 17V, positive-QTOF	splash10-0awa-9300000000-3f685ec5299d90341331	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 19V, positive-QTOF	splash10-05us-9200000000-f977085ed182d8a895a2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 22V, positive-QTOF	splash10-0api-9100000000-dc195350c90d9d5444f2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 28V, positive-QTOF	splash10-0api-9000000000-73db49cc4be80748474e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-0006-0190000000-710656f7efd37751d30a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-0a4i-0490000000-050c4a7e6f32ea375515	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-0006-0900000000-d35906d7351e142a863e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-0bvv-1920000000-d26dc4979fc630343cb7	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid n/a 21V, positive-QTOF	splash10-004i-0390000000-8ad8df84242d4d8f960b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 8V, positive-QTOF	splash10-0006-1290000000-679d24cbb9090fd9f9ba	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Paullinic acid Orbitrap 10V, positive-QTOF	splash10-0006-7690000000-ba9ad589989cef510c64	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 10V, Positive-QTOF	splash10-03dl-1097000000-38aaf259252ef8f75073	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 20V, Positive-QTOF	splash10-0gb9-5491000000-60604ba44c7420adfc6b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 40V, Positive-QTOF	splash10-0f6x-8950000000-73d56613f4cb3b60203d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 10V, Negative-QTOF	splash10-0a4i-0029000000-96e19787c146e6cffec7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 20V, Negative-QTOF	splash10-0a4i-2079000000-7b58a38dd8fd32b3b5ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paullinic acid 40V, Negative-QTOF	splash10-0a4l-9140000000-757a0134c1c27398f2ca	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	11.722 +/- 5.378 uM	Adult (>18 years old)	Female	Normal	9368807	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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

VMH ID

M00017

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. 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 Paullinic acid (HMDB0035159)

MOL for HMDB0035159 (Paullinic acid)

3D MOL for HMDB0035159 (Paullinic acid)

3D SDF for HMDB0035159 (Paullinic acid)

3D-SDF for HMDB0035159 (Paullinic acid)

PDB for HMDB0035159 (Paullinic acid)

3D PDB for HMDB0035159 (Paullinic acid)

SMILES for HMDB0035159 (Paullinic acid)

INCHI for HMDB0035159 (Paullinic acid)

Structure for HMDB0035159 (Paullinic acid)

3D Structure for HMDB0035159 (Paullinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra