MiMeDB: Showing metabocard for Ethyl 9-hexadecenoate (MMDBc0033416)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:47:40 UTC

Update Date

2024-04-30 20:08:34 UTC

Metabolite ID

MMDBc0033416

Metabolite Identification

Common Name

Ethyl 9-hexadecenoate

Description

Ethyl 9-hexadecenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.

Structure

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

HMDB0059871
     RDKit          3D
Ethyl 9-hexadecenoate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1088   -0.4697   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5589   -0.3142   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    0.7230    0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668    1.0368    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8796    1.5644   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    0.7641   -1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0595   -0.5637   -1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.9307   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -2.2376   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -2.3011   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901   -1.6899    0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554   -0.2434    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9668    0.6844    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.7455   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    1.8556   -1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988    1.4580   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    2.3632   -0.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8755    0.2205    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9989   -0.1741    0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3100   -0.0004    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5959    0.5049   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3674   -1.0112    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429   -1.0889   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3618   -0.0420   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -1.3213   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7632    1.6587    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237    0.4356    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    0.1249    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884    1.7650    1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499    2.6066   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    1.7402    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    0.6715   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808    1.2831   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552   -1.2609   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -0.2427   -2.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -2.8869   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.7712   -2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -3.4310   -0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016   -2.0460   -1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.0075    1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3192   -2.2278    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861    0.1084    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480   -0.0379    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    1.7425    0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.5453    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -0.1717   -1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5827    0.9825   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.7969   -2.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    2.8352   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.3482    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072   -1.2524    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319    0.7789    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0270    0.3462   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460   -0.9656    0.0477 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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
M  END

5364759
  Mrv0541 02241223102D          

 20 19  0  0  0  0            999 V2000
    3.0791    0.3630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0818    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7963   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5108    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 18  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033416

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC\C=C\CCCCCCCC(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h9-10H,3-8,11-17H2,1-2H3/b10-9+

> <INCHI_KEY>
JELGPLUONQGOHF-MDZDMXLPSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
37.509696090780984

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (9E)-hexadec-9-enoate

> <ALOGPS_LOGP>
7.23

> <JCHEM_LOGP>
6.397363131666666

> <ALOGPS_LOGS>
-6.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032123337017807

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
87.71789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (9E)-hexadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059871
     RDKit          3D
Ethyl 9-hexadecenoate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1088   -0.4697   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5589   -0.3142   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    0.7230    0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668    1.0368    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8796    1.5644   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    0.7641   -1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0595   -0.5637   -1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.9307   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -2.2376   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -2.3011   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901   -1.6899    0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554   -0.2434    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9668    0.6844    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.7455   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    1.8556   -1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988    1.4580   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    2.3632   -0.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8755    0.2205    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9989   -0.1741    0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3100   -0.0004    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5959    0.5049   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3674   -1.0112    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429   -1.0889   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3618   -0.0420   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -1.3213   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7632    1.6587    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237    0.4356    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    0.1249    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884    1.7650    1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499    2.6066   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    1.7402    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    0.6715   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808    1.2831   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552   -1.2609   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -0.2427   -2.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -2.8869   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.7712   -2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -3.4310   -0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016   -2.0460   -1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.0075    1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3192   -2.2278    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861    0.1084    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480   -0.0379    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    1.7425    0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.5453    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -0.1717   -1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5827    0.9825   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.7969   -2.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    2.8352   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.3482    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072   -1.2524    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319    0.7789    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0270    0.3462   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460   -0.9656    0.0477 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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 5364759                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       5.748   0.678   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081  -1.632   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.416  -0.092   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.750   0.678   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.082   0.678   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.083  -0.092   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748  -0.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.417   0.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.752   0.678   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.086  -0.092   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.418  -0.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.419   0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415   0.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.751  -0.092   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.085   0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.753  -0.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.087   0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081  -0.092   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -0.092   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.080   0.678   0.000  0.00  0.00           C+0
CONECT    1   18   19                                                       
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   14                                                       
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    9   15                                                       
CONECT   12   10   16                                                       
CONECT   13    7   18                                                       
CONECT   14    8   15                                                       
CONECT   15   11   14                                                       
CONECT   16   12   17                                                       
CONECT   17   16                                                            
CONECT   18    1    2   13                                                  
CONECT   19    1   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0059871
HETATM    1  C1  UNL     1      -7.109  -0.470  -0.389  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.559  -0.314  -0.404  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.176   0.723   0.580  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.767   1.037   0.815  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.880   1.564  -0.218  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.611   0.764  -1.442  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.059  -0.564  -1.095  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.854  -0.931  -1.531  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.288  -2.238  -1.203  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.000  -2.301  -0.464  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.090  -1.690   0.863  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.955  -0.243   0.989  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.967   0.684   0.465  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.345   0.745  -0.944  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.411   1.856  -1.106  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.599   1.458  -0.330  1.00  0.00           C  
HETATM   17  O1  UNL     1       5.471   2.363  -0.097  1.00  0.00           O  
HETATM   18  O2  UNL     1       4.875   0.220   0.170  1.00  0.00           O  
HETATM   19  C17 UNL     1       5.999  -0.174   0.906  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.310  -0.000   0.162  1.00  0.00           C  
HETATM   21  H1  UNL     1      -7.596   0.505  -0.451  1.00  0.00           H  
HETATM   22  H2  UNL     1      -7.367  -1.011   0.540  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.343  -1.089  -1.278  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.362  -0.042  -1.455  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.162  -1.321  -0.151  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.763   1.659   0.319  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.624   0.436   1.581  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.257   0.125   1.268  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.688   1.765   1.709  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.150   2.607  -0.555  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.867   1.740   0.283  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.415   0.672  -2.171  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.781   1.283  -2.055  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.655  -1.261  -0.468  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.307  -0.243  -2.148  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.079  -2.887  -0.725  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.110  -2.771  -2.202  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.244  -3.431  -0.272  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.802  -2.046  -1.193  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.052  -2.008   1.403  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.319  -2.228   1.522  1.00  0.00           H  
HETATM   42  H22 UNL     1      -0.086   0.108   0.740  1.00  0.00           H  
HETATM   43  H23 UNL     1       0.948  -0.038   2.139  1.00  0.00           H  
HETATM   44  H24 UNL     1       1.652   1.742   0.781  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.910   0.545   1.094  1.00  0.00           H  
HETATM   46  H26 UNL     1       2.909  -0.172  -1.258  1.00  0.00           H  
HETATM   47  H27 UNL     1       1.583   0.982  -1.681  1.00  0.00           H  
HETATM   48  H28 UNL     1       3.718   1.797  -2.189  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.008   2.835  -0.851  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.035   0.348   1.887  1.00  0.00           H  
HETATM   51  H31 UNL     1       5.907  -1.252   1.155  1.00  0.00           H  
HETATM   52  H32 UNL     1       7.932   0.779   0.607  1.00  0.00           H  
HETATM   53  H33 UNL     1       7.027   0.346  -0.865  1.00  0.00           H  
HETATM   54  H34 UNL     1       7.846  -0.966   0.048  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   50   51
CONECT   20   52   53   54
END

HMDB0059871
     RDKit          3D
Ethyl 9-hexadecenoate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1088   -0.4697   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5589   -0.3142   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    0.7230    0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668    1.0368    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8796    1.5644   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    0.7641   -1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0595   -0.5637   -1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.9307   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -2.2376   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -2.3011   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901   -1.6899    0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554   -0.2434    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9668    0.6844    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.7455   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    1.8556   -1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988    1.4580   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    2.3632   -0.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8755    0.2205    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9989   -0.1741    0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3100   -0.0004    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5959    0.5049   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3674   -1.0112    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429   -1.0889   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3618   -0.0420   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -1.3213   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7632    1.6587    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237    0.4356    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    0.1249    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884    1.7650    1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1499    2.6066   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    1.7402    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    0.6715   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808    1.2831   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552   -1.2609   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -0.2427   -2.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -2.8869   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.7712   -2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -3.4310   -0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016   -2.0460   -1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.0075    1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3192   -2.2278    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861    0.1084    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480   -0.0379    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    1.7425    0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.5453    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -0.1717   -1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5827    0.9825   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.7969   -2.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    2.8352   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.3482    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072   -1.2524    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319    0.7789    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0270    0.3462   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460   -0.9656    0.0477 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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
M  END

Synonyms

Value	Source
Ethyl 9-hexadecenoic acid	Generator
Ethyl (e)-hexadec-9-enoate	HMDB

Molecular Formula

C₁₈H₃₄O₂

Average Mass

282.4614

Monoisotopic Mass

282.255880332

IUPAC Name

ethyl (9E)-hexadec-9-enoate

Traditional Name

ethyl (9E)-hexadec-9-enoate

CAS Registry Number

54546-22-4

SMILES

CCCCCC\C=C\CCCCCCCC(=O)OCC

InChI Identifier

InChI=1S/C18H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h9-10H,3-8,11-17H2,1-2H3/b10-9+

InChI Key

JELGPLUONQGOHF-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Wax monoesters (LMFA07010633 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	6.9e-05 g/L	ALOGPS
logP	7.23	ALOGPS
logP	6.4	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	87.72 m³·mol⁻¹	ChemAxon
Polarizability	37.51 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	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05a9-4940000000-19a173dcc40c9944055c	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1190000000-03c398077ceb11a2bc34	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000b-9780000000-56af63d7a70dd02e0717	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9800000000-c7a75847f5e088140e29	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001r-1090000000-9af8813fc1aa7d02cf93	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0019-3090000000-1e680a3296d546e9cb81	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4v-9040000000-429ba6fa8cca56e81c56	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-3290000000-faa2eb9291ae8dea419f	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05o1-9320000000-6617877c5f0ff47b1473	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0apl-9000000000-bd5825827d55e0b1f85d	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-07b7401c610e18106c16	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1090000000-e984744f02e074bc31c2	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9120000000-7ff9ec7fa07ce6a099dc	2021-10-11	View Spectrum
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

Membrane

Biospecimen Locations

Not Available

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0016503	Ethyl 9-hexadecenoate	(9Z)-hexadecenoic acid	Monoglyceride lipase	Lipid (ester bond) hydrolysis	RHEA	34755880
MMDBr0016504	Ethyl 9-hexadecenoate	(9Z)-hexadecenoic acid	Monoglyceride lipase	Lipid (ester bond) hydrolysis	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0059871

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4516898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5364759

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for Ethyl 9-hexadecenoate (MMDBc0033416)

MOL for #<Metabolite:0x00007fa4bf44cda0>

3D MOL for #<Metabolite:0x00007fa4bf44cda0>

3D SDF for #<Metabolite:0x00007fa4bf44cda0>

3D-SDF for #<Metabolite:0x00007fa4bf44cda0>

PDB for #<Metabolite:0x00007fa4bf44cda0>

3D PDB for #<Metabolite:0x00007fa4bf44cda0>

SMILES for #<Metabolite:0x00007fa4bf44cda0>

INCHI for #<Metabolite:0x00007fa4bf44cda0>

Structure for #<Metabolite:0x00007fa4bf44cda0>

3D Structure for #<Metabolite:0x00007fa4bf44cda0>