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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:18 UTC

Update Date

2022-03-07 02:52:47 UTC

HMDB ID

HMDB0030995

Secondary Accession Numbers

HMDB30995

Metabolite Identification

Common Name

(2'E,4'Z,8E)-Colneleic acid

Description

(2'E,4'Z,8E)-Colneleic acid, also known as 9-oxa-8t10t12c-18:3 or colneleinsaeure, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on (2'E,4'Z,8E)-Colneleic acid.

Structure

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

HMDB0030995
     RDKit          3D
(2'E,4'Z,8E)-Colneleic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    8.9376   -0.9177    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8918   -0.3100   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8046    0.2963    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.9243   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    1.5236    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5043    1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    0.1999    1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    0.8622    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786    0.5121    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776    1.0852   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    0.1933   -0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405   -0.7917   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -1.7233   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -1.3978   -1.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200   -0.1866   -1.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3654   -0.4715   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2938    0.7289   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4011    0.3715    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3351    1.5030    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1365    2.5670   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4521    1.4824    1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6615   -0.7870    1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0617   -2.0027    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8875   -0.3466    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4309   -1.0586   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3175    0.4824   -0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2396    0.9967    1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -0.5548    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    1.7078   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285    0.1177   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    2.1979    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.1969    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -0.0251    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -0.5815    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295    1.6435    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2735   -0.2611    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    0.3410   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.9192    1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.6987   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -2.0829    0.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5876   -1.1891   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9622   -2.2256   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.0256   -2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6571    0.6927   -1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8964   -1.3638   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0047   -0.6907    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179    1.5904   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159    1.0059   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9773   -0.4960   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0082    0.0941    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7821    0.6626    1.5518 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END


  Mrv0541 05061305392D          

 21 20  0  0  0  0            999 V2000
   -1.2888    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030995

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-2-3-4-5-7-10-13-16-21-17-14-11-8-6-9-12-15-18(19)20/h7,10,13-14,16-17H,2-6,8-9,11-12,15H2,1H3,(H,19,20)/b10-7-,16-13+,17-14+

> <INCHI_KEY>
HHZKKFXQEIBVEV-CXXUKANQSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.4452035677402

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid

> <ALOGPS_LOGP>
6.43

> <JCHEM_LOGP>
5.559828782666667

> <ALOGPS_LOGS>
-5.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.766695739610842

> <JCHEM_PKA_STRONGEST_BASIC>
-5.148207564902848

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
89.73789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.33e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
colneleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030995
     RDKit          3D
(2'E,4'Z,8E)-Colneleic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    8.9376   -0.9177    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8918   -0.3100   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8046    0.2963    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.9243   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    1.5236    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5043    1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    0.1999    1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    0.8622    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786    0.5121    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776    1.0852   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    0.1933   -0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405   -0.7917   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -1.7233   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -1.3978   -1.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200   -0.1866   -1.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3654   -0.4715   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2938    0.7289   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4011    0.3715    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3351    1.5030    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1365    2.5670   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4521    1.4824    1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6615   -0.7870    1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0617   -2.0027    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8875   -0.3466    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4309   -1.0586   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3175    0.4824   -0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2396    0.9967    1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -0.5548    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    1.7078   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285    0.1177   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    2.1979    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.1969    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -0.0251    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -0.5815    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295    1.6435    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2735   -0.2611    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    0.3410   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.9192    1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.6987   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -2.0829    0.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5876   -1.1891   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9622   -2.2256   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.0256   -2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6571    0.6927   -1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8964   -1.3638   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0047   -0.6907    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179    1.5904   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159    1.0059   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9773   -0.4960   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0082    0.0941    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7821    0.6626    1.5518 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.406   6.311   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.072   2.461   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.262   1.691   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   0.151   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.595  -0.619   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.929   0.151   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.930   2.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.263  -0.619   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.596   1.691   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.596   0.151   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   21                                                       
CONECT   17   14   21                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0030995
HETATM    1  C1  UNL     1       8.938  -0.918   0.804  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.892  -0.310  -0.119  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.805   0.296   0.763  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.721   0.924  -0.081  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.681   1.524   0.808  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.070   0.504   1.658  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.790   0.200   1.641  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.870   0.862   0.763  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.579   0.512   0.790  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.378   1.085  -0.008  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.268   0.193  -0.658  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.840  -0.792  -0.021  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.758  -1.723  -0.642  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.335  -1.398  -1.958  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.220  -0.187  -1.892  1.00  0.00           C  
HETATM   16  C15 UNL     1      -5.365  -0.471  -0.932  1.00  0.00           C  
HETATM   17  C16 UNL     1      -6.294   0.729  -0.845  1.00  0.00           C  
HETATM   18  C17 UNL     1      -7.401   0.372   0.123  1.00  0.00           C  
HETATM   19  C18 UNL     1      -8.335   1.503   0.247  1.00  0.00           C  
HETATM   20  O2  UNL     1      -8.136   2.567  -0.409  1.00  0.00           O  
HETATM   21  O3  UNL     1      -9.452   1.482   1.059  1.00  0.00           O  
HETATM   22  H1  UNL     1       8.661  -0.787   1.875  1.00  0.00           H  
HETATM   23  H2  UNL     1       9.062  -2.003   0.639  1.00  0.00           H  
HETATM   24  H3  UNL     1       9.888  -0.347   0.670  1.00  0.00           H  
HETATM   25  H4  UNL     1       7.431  -1.059  -0.786  1.00  0.00           H  
HETATM   26  H5  UNL     1       8.318   0.482  -0.768  1.00  0.00           H  
HETATM   27  H6  UNL     1       7.240   0.997   1.493  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.368  -0.555   1.357  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.115   1.708  -0.752  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.329   0.118  -0.735  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.988   2.198   0.285  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.264   2.197   1.528  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.736  -0.025   2.353  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.398  -0.582   2.311  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.129   1.643   0.056  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.274  -0.261   1.475  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.463   0.341  -1.697  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.611  -0.919   1.052  1.00  0.00           H  
HETATM   39  H18 UNL     1      -2.173  -2.699  -0.796  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.568  -2.083   0.068  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.588  -1.189  -2.752  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.962  -2.226  -2.375  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.636   0.026  -2.919  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.657   0.693  -1.596  1.00  0.00           H  
HETATM   45  H24 UNL     1      -5.896  -1.364  -1.310  1.00  0.00           H  
HETATM   46  H25 UNL     1      -5.005  -0.691   0.090  1.00  0.00           H  
HETATM   47  H26 UNL     1      -5.718   1.590  -0.452  1.00  0.00           H  
HETATM   48  H27 UNL     1      -6.716   1.006  -1.818  1.00  0.00           H  
HETATM   49  H28 UNL     1      -7.977  -0.496  -0.256  1.00  0.00           H  
HETATM   50  H29 UNL     1      -7.008   0.094   1.118  1.00  0.00           H  
HETATM   51  H30 UNL     1      -9.782   0.663   1.552  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10   36
CONECT   10   11
CONECT   11   12   12   37
CONECT   12   13   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   20   21
CONECT   21   51
END

HMDB0030995
     RDKit          3D
(2'E,4'Z,8E)-Colneleic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    8.9376   -0.9177    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8918   -0.3100   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8046    0.2963    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.9243   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    1.5236    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5043    1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    0.1999    1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    0.8622    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786    0.5121    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776    1.0852   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    0.1933   -0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405   -0.7917   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -1.7233   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -1.3978   -1.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200   -0.1866   -1.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3654   -0.4715   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2938    0.7289   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4011    0.3715    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3351    1.5030    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1365    2.5670   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4521    1.4824    1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6615   -0.7870    1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0617   -2.0027    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8875   -0.3466    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4309   -1.0586   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3175    0.4824   -0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2396    0.9967    1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -0.5548    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    1.7078   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285    0.1177   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    2.1979    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.1969    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -0.0251    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -0.5815    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295    1.6435    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2735   -0.2611    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635    0.3410   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108   -0.9192    1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.6987   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -2.0829    0.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5876   -1.1891   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9622   -2.2256   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.0256   -2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6571    0.6927   -1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8964   -1.3638   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0047   -0.6907    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179    1.5904   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159    1.0059   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9773   -0.4960   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0082    0.0941    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7821    0.6626    1.5518 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(8E,1'e,3'z)-9-(1',3'-Nonadienyloxy)-8-nonenoic acid	ChEBI
9-Oxa-8t10t12c-18:3	ChEBI
9-Oxa-8t10t12c-C18:3	ChEBI
Colneleinsaeure	ChEBI
(8E)-9-[(1E,3Z)-Nona-1,3-dien-1-yloxy]non-8-enoate	Kegg
(8E,1'e,3'z)-9-(1',3'-Nonadienyloxy)-8-nonenoate	Generator
(8E)-9-[(1E,3Z)-Nona-1,3-dien-1-yloxy]non-8-enoic acid	Generator
(2'e,4'z,8E)-Colneleate	Generator
9-(Nona-1',3'-dienoxy)non-8-enoic acid	MeSH
9-(1,3-Nonadienyloxy)-(e,e,Z)-8-nonenoic acid	HMDB
Colneleic acid	HMDB
Colneleate	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid

Traditional Name

colneleic acid

CAS Registry Number

52761-34-9

SMILES

CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O3/c1-2-3-4-5-7-10-13-16-21-17-14-11-8-6-9-12-15-18(19)20/h7,10,13-14,16-17H,2-6,8-9,11-12,15H2,1H3,(H,19,20)/b10-7-,16-13+,17-14+

InChI Key

HHZKKFXQEIBVEV-CXXUKANQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-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

long-chain fatty acid (CHEBI:60956 )
straight-chain fatty acid (CHEBI:60956 )
divinyl ether fatty acid (CHEBI:60956 )
Fatty ethers (LMFA10000001 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00053 g/L	ALOGPS
logP	6.43	ALOGPS
logP	5.56	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	89.74 m³·mol⁻¹	ChemAxon
Polarizability	35.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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]+	182.352	31661259
DarkChem	[M-H]-	181.308	31661259
DeepCCS	[M+H]+	178.692	30932474
DeepCCS	[M-H]-	176.334	30932474
DeepCCS	[M-2H]-	209.219	30932474
DeepCCS	[M+Na]+	184.785	30932474
AllCCS	[M+H]+	176.9	32859911
AllCCS	[M+H-H2O]+	174.2	32859911
AllCCS	[M+NH4]+	179.3	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	178.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2'E,4'Z,8E)-Colneleic acid	CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O	3701.7	Standard polar	33892256
(2'E,4'Z,8E)-Colneleic acid	CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O	2217.8	Standard non polar	33892256
(2'E,4'Z,8E)-Colneleic acid	CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O	2406.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2'E,4'Z,8E)-Colneleic acid,1TMS,isomer #1	CCCCC/C=C\C=C\O/C=C/CCCCCCC(=O)O[Si](C)(C)C	2427.1	Semi standard non polar	33892256
(2'E,4'Z,8E)-Colneleic acid,1TBDMS,isomer #1	CCCCC/C=C\C=C\O/C=C/CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2656.6	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 - (2'E,4'Z,8E)-Colneleic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9570000000-4a26e4154b0662e966a1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2'E,4'Z,8E)-Colneleic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05i9-9542000000-0eb519be029708d6e80d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2'E,4'Z,8E)-Colneleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Positive-QTOF	splash10-002b-0390000000-777f306faf0a5f45e585	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Positive-QTOF	splash10-05fs-5930000000-2ffc42ad2af950c9bd09	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Positive-QTOF	splash10-0abc-9500000000-7fe7b2cc93074e3d01c7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Negative-QTOF	splash10-0006-0690000000-0a18d2cc2235b67e3b56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Negative-QTOF	splash10-0076-0930000000-27e1fd17a55010e1d245	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Negative-QTOF	splash10-0ab9-5900000000-a7a1f87e344b38ee016d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Negative-QTOF	splash10-0006-0290000000-1d1aa806af15d6816209	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Negative-QTOF	splash10-002f-1970000000-b70fdb4cb2729e9e2a9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Negative-QTOF	splash10-0596-9800000000-759f75ed2947839accf9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Positive-QTOF	splash10-002b-5790000000-8511850061f4619ff3e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Positive-QTOF	splash10-00tn-8920000000-ec931e4b7e86e3b30248	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Positive-QTOF	splash10-067m-9300000000-e82b1446e2b0c6c09c62	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441681

PDB ID

Not Available

ChEBI ID

60956

Food Biomarker Ontology

Not Available

VMH ID

Not Available

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 (2'E,4'Z,8E)-Colneleic acid (HMDB0030995)

MOL for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

3D MOL for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

3D SDF for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

3D-SDF for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

PDB for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

3D PDB for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

SMILES for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

INCHI for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

Structure for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

3D Structure for HMDB0030995 ((2'E,4'Z,8E)-Colneleic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra