MiMeDB: Showing metabocard for Stearidonic acid (MMDBc0048123)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:51:12 UTC

Update Date

2024-04-30 20:35:45 UTC

Metabolite ID

MMDBc0048123

Metabolite Identification

Common Name

Stearidonic acid

Description

Stearidonic acid is found in dietary plant oils which are metabolized to longer-chain, more unsaturated (n-3) PUFA. These oils appear to possess hypotriglyceridemic properties typically associated with fish oils.(PMID: 15173404 ). Stearidonic acid may be used as a precursor to increase the EPA content of human lipids and that combinations of gamma-linolenic acid and stearidonic acid eicosapentaenoic acid can be used to manipulate the fatty acid compositions of lipid pools in subtle ways. Such effects may offer new strategies for manipulation of cell composition in order to influence cellular responses and functions in desirable ways. (PMID: 15120716 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292223512D          

 47 46  0  0  0  0            999 V2000
    5.3329    3.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    5.5060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4506    4.8647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    6.7914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    5.6417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    5.6417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    7.5059    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    7.2039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    3.1667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742    3.1667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5835    4.8763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283    2.3897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    3.0310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.6917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.6917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954    2.4013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472    0.6165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359    0.8986    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9887    2.5787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482    2.5787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
M  CHG  1  46  -1
M  END


  Mrv1652304292223512D          

 47 46  0  0  0  0            999 V2000
    5.3329    3.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    5.5060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4506    4.8647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    6.7914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    5.6417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    5.6417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    7.5059    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    7.2039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    3.1667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742    3.1667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5835    4.8763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283    2.3897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    3.0310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.6917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.6917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954    2.4013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472    0.6165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359    0.8986    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9887    2.5787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482    2.5787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
M  CHG  1  46  -1
M  END
> <DATABASE_ID>
MMDBc0048123

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(/[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/p-1/b4-3-,7-6-,10-9-,13-12-

> <INCHI_KEY>
JIWBIWFOSCKQMA-LTKCOYKYSA-M

> <FORMULA>
C18H27O2

> <MOLECULAR_WEIGHT>
275.413

> <EXACT_MASS>
275.201653689

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.62789222697745

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

> <ALOGPS_LOGP>
6.01

> <JCHEM_LOGP>
5.698033481

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.922492763245736

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
101.58909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       9.955   7.287   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       8.621   8.057   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.621   9.597   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       9.955  10.367   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       5.750  10.278   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0       6.441   9.081   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       7.287  11.907   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       8.621  12.677   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       5.954  12.677   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       5.954  14.217   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       4.620  11.907   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       3.929  10.531   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       5.311  10.531   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       3.286  12.677   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.056  14.011   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.953  13.447   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.516  11.344   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       7.287   7.287   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       6.596   5.911   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       7.979   5.911   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       4.823   9.102   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       4.620   7.287   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       3.286   8.057   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       5.466   4.461   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.157   5.658   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       1.953   5.747   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       3.929   1.291   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.311   1.291   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0       7.085   4.482   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.954   1.897   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0       7.555   1.151   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       8.467   1.677   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0       9.312   4.814   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       7.930   4.814   0.000  0.00  0.00           H+0
HETATM   45  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19    2   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   92    0
END

Synonyms

Value	Source
(18:4n3)	ChEBI
all-cis-Octadeca-6,9,12,15-tetraenoate	ChEBI
C18:4(Omega-3)(1-)	ChEBI
Stearidonate (18:4n3)	ChEBI
all-cis-Octadeca-6,9,12,15-tetraenoic acid	Generator
Stearidonic acid (18:4n3)	Generator
Stearidonic acid	Generator

Molecular Formula

C₁₈H₂₇O₂

Average Mass

275.413

Monoisotopic Mass

275.201653689

IUPAC Name

(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

Traditional Name

(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

CAS Registry Number

20290-75-9

SMILES

[H]\C(=C(/[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O

InChI Identifier

InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/p-1/b4-3-,7-6-,10-9-,13-12-

InChI Key

JIWBIWFOSCKQMA-LTKCOYKYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
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
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

octadecatetraenoate (CHEBI:77222 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00038 g/L	ALOGPS
logP	6.01	ALOGPS
logP	5.7	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.59 m³·mol⁻¹	ChemAxon
Polarizability	32.63 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Placenta

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	Data Source	Reference
MMDBr0001111	Stearidonic acid	Stearidonoyl CoA	Not Available	VMH	15292367
MMDBr0002898	Stearidonic acid	Stearoyl-CoA	Not Available	VMH	8584017
MMDBr0002899	Stearidonic acid	Stearoyl-CoA	Not Available	VMH	8584017
MMDBr0009262	Stearidonoyl CoA	Stearidonic acid	acyl-CoA thioesterase 1	VMH	30371894
MMDBr0009992	Stearidonic acid	Stearidonoyl CoA	Not Available	VMH	30371894

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
Eukaryota/Fungi	Basidiomycota	3	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	0.016	0.001	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.408	0.4	uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	26476344
Human Blood	Detected but not Quantified				Adult (>18 years old)	Female	Normal	HMDB	27355821
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00000405

Chemspider ID

30786228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stearidonic acid

METLIN ID

Not Available

PubChem Compound

25245840

PDB ID

Not Available

ChEBI ID

77222

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Miles EA, Banerjee T, Calder PC: The influence of different combinations of gamma-linolenic, stearidonic and eicosapentaenoic acids on the fatty acid composition of blood lipids and mononuclear cells in human volunteers. Prostaglandins Leukot Essent Fatty Acids. 2004 Jun;70(6):529-38. doi: 10.1016/j.plefa.2003.11.008. [PubMed:15120716 ]
Surette ME, Edens M, Chilton FH, Tramposch KM: Dietary echium oil increases plasma and neutrophil long-chain (n-3) fatty acids and lowers serum triacylglycerols in hypertriglyceridemic humans. J Nutr. 2004 Jun;134(6):1406-11. doi: 10.1093/jn/134.6.1406. [PubMed:15173404 ]
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 Stearidonic acid (MMDBc0048123)

MOL for #<Metabolite:0x00005634c1a6aaa8>

3D MOL for #<Metabolite:0x00005634c1a6aaa8>

3D SDF for #<Metabolite:0x00005634c1a6aaa8>

3D-SDF for #<Metabolite:0x00005634c1a6aaa8>

PDB for #<Metabolite:0x00005634c1a6aaa8>

3D PDB for #<Metabolite:0x00005634c1a6aaa8>

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Structure for #<Metabolite:0x00005634c1a6aaa8>

3D Structure for #<Metabolite:0x00005634c1a6aaa8>