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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:15:34 UTC

Update Date

2022-03-07 02:54:27 UTC

HMDB ID

HMDB0035300

Secondary Accession Numbers

HMDB35300

Metabolite Identification

Common Name

Octadecyl cis-p-coumarate

Description

Octadecyl cis-p-coumarate belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. Octadecyl cis-p-coumarate has been detected, but not quantified in, potatos (Solanum tuberosum) and root vegetables. This could make octadecyl cis-p-coumarate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Octadecyl cis-p-coumarate.

Structure

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


  Mrv0541 02241208562D          

 30 30  0  0  0  0            999 V2000
   -8.6584   -1.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8722   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -1.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3881   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8722   -0.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3881   -0.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020    0.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9108    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9108    1.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1962    0.6726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3722    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7999    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9438    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6584    0.6726    0.0000 C   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
  2  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0035300
     RDKit          3D
Octadecyl cis-p-coumarate
 74 74  0  0  0  0  0  0  0  0999 V2000
  -10.8948    0.9016    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6229    0.3662    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1113    0.1446    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4669    1.4713    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0113    1.4702    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375    1.1830   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3750   -0.1217   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3818   -0.2264   -2.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486   -0.1373   -2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5009   -1.1711   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -0.9546   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -1.0199   -2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3060   -0.7827   -1.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -1.8299   -0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506   -1.6258   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -0.2774    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -0.0751    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.1515   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9891    0.0619    0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.7237    1.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0814   -1.7257    1.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0335   -0.4032    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6730    0.6475    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0207    1.0249    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5732    2.1471    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8524    2.5943    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6224    1.9027    1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9075    2.3336    2.2906 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    0.7844    2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035    0.3356    2.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8291    0.4144    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0339    0.6326    2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9876    1.9957    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1128   -0.6041    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9412    1.0941   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7641   -0.5369    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8943   -0.2808   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8491    2.1923   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8191    1.9247    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235    2.4884    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5598    0.7896    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4767    2.0295   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    1.3718   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3573   -0.0241   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4740   -1.0108   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194   -1.1708   -3.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.6029   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3533   -0.3053   -3.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6895    0.8879   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973   -2.1947   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0497   -1.1912   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7896   -1.6941   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    0.0492   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.0229   -2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820   -0.2499   -2.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -0.7637   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    0.2142   -1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -2.8613   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.7476    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -1.7136   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051   -2.4511    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908    0.5091   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -0.1771    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7489    0.9865    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916   -0.7866    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1087   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410    0.6861   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5511   -1.0214    2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1333    1.2488    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0120    2.7469    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2715    3.4841    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6703    1.9747    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6958    0.2307    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4263   -0.5498    2.7651 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 26 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
M  END


  Mrv0541 02241208562D          

 30 30  0  0  0  0            999 V2000
   -8.6584   -1.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8722   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -1.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3881   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8722   -0.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3881   -0.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020    0.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9108    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9108    1.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1962    0.6726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3722    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7999    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9438    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6584    0.6726    0.0000 C   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
  2  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035300

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24-30-27(29)23-20-25-18-21-26(28)22-19-25/h18-23,28H,2-17,24H2,1H3/b23-20+

> <INCHI_KEY>
SXXOKKBSVARFFB-BSYVCWPDSA-N

> <FORMULA>
C27H44O3

> <MOLECULAR_WEIGHT>
416.6365

> <EXACT_MASS>
416.329045274

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.75163621982284

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadecyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
9.47

> <JCHEM_LOGP>
9.759608652333334

> <ALOGPS_LOGS>
-7.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398661260312757

> <JCHEM_PKA_STRONGEST_BASIC>
-5.9547309780583015

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
128.0975

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octadecyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035300
     RDKit          3D
Octadecyl cis-p-coumarate
 74 74  0  0  0  0  0  0  0  0999 V2000
  -10.8948    0.9016    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6229    0.3662    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1113    0.1446    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4669    1.4713    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0113    1.4702    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375    1.1830   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3750   -0.1217   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3818   -0.2264   -2.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486   -0.1373   -2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5009   -1.1711   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -0.9546   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -1.0199   -2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3060   -0.7827   -1.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -1.8299   -0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506   -1.6258   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -0.2774    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -0.0751    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.1515   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9891    0.0619    0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.7237    1.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0814   -1.7257    1.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0335   -0.4032    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6730    0.6475    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0207    1.0249    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5732    2.1471    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8524    2.5943    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6224    1.9027    1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9075    2.3336    2.2906 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    0.7844    2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035    0.3356    2.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8291    0.4144    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0339    0.6326    2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9876    1.9957    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1128   -0.6041    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9412    1.0941   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7641   -0.5369    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8943   -0.2808   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8491    2.1923   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8191    1.9247    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235    2.4884    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5598    0.7896    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4767    2.0295   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    1.3718   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3573   -0.0241   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4740   -1.0108   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194   -1.1708   -3.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.6029   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3533   -0.3053   -3.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6895    0.8879   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973   -2.1947   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0497   -1.1912   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7896   -1.6941   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    0.0492   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.0229   -2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820   -0.2499   -2.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -0.7637   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    0.2142   -1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -2.8613   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.7476    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -1.7136   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051   -2.4511    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908    0.5091   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -0.1771    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7489    0.9865    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916   -0.7866    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1087   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410    0.6861   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5511   -1.0214    2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1333    1.2488    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0120    2.7469    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2715    3.4841    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6703    1.9747    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6958    0.2307    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4263   -0.5498    2.7651 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 26 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0     -16.162  -3.616   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -14.695  -2.800   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.389  -3.616   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.924  -2.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.695  -1.174   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.389  -0.358   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.924  -1.174   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.457  -0.358   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.457   1.271   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.167   2.025   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.167   3.616   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -7.833   1.256   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.502   2.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.167   1.256   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.834   2.025   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.502   1.256   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.169   2.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.163   1.256   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.497   2.025   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.831   1.256   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.162   2.025   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.496   1.256   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.827   2.025   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.161   1.256   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.495   2.025   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.826   1.256   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.160   2.025   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.495   1.256   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.828   2.025   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.162   1.256   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    4    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

COMPND    HMDB0035300
HETATM    1  C1  UNL     1     -10.895   0.902   1.798  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.623   0.366   0.421  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.111   0.145   0.272  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.467   1.471   0.474  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.011   1.470   0.400  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.237   1.183  -0.802  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.375  -0.122  -1.512  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.382  -0.226  -2.667  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.949  -0.137  -2.251  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.501  -1.171  -1.297  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.041  -0.955  -0.953  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.115  -1.020  -2.107  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.306  -0.783  -1.658  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.707  -1.830  -0.674  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.151  -1.626  -0.265  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.300  -0.277   0.371  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.729  -0.075   0.836  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.678  -0.152  -0.323  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.989   0.062   0.150  1.00  0.00           O  
HETATM   20  C19 UNL     1       6.656  -0.724   1.064  1.00  0.00           C  
HETATM   21  O2  UNL     1       6.081  -1.726   1.538  1.00  0.00           O  
HETATM   22  C20 UNL     1       8.034  -0.403   1.493  1.00  0.00           C  
HETATM   23  C21 UNL     1       8.673   0.647   1.014  1.00  0.00           C  
HETATM   24  C22 UNL     1      10.021   1.025   1.385  1.00  0.00           C  
HETATM   25  C23 UNL     1      10.573   2.147   0.811  1.00  0.00           C  
HETATM   26  C24 UNL     1      11.852   2.594   1.096  1.00  0.00           C  
HETATM   27  C25 UNL     1      12.622   1.903   1.990  1.00  0.00           C  
HETATM   28  O3  UNL     1      13.908   2.334   2.291  1.00  0.00           O  
HETATM   29  C26 UNL     1      12.095   0.784   2.574  1.00  0.00           C  
HETATM   30  C27 UNL     1      10.803   0.336   2.283  1.00  0.00           C  
HETATM   31  H1  UNL     1     -11.829   0.414   2.158  1.00  0.00           H  
HETATM   32  H2  UNL     1     -10.034   0.633   2.455  1.00  0.00           H  
HETATM   33  H3  UNL     1     -10.988   1.996   1.731  1.00  0.00           H  
HETATM   34  H4  UNL     1     -11.113  -0.604   0.222  1.00  0.00           H  
HETATM   35  H5  UNL     1     -10.941   1.094  -0.338  1.00  0.00           H  
HETATM   36  H6  UNL     1      -8.764  -0.537   1.087  1.00  0.00           H  
HETATM   37  H7  UNL     1      -8.894  -0.281  -0.688  1.00  0.00           H  
HETATM   38  H8  UNL     1      -8.849   2.192  -0.310  1.00  0.00           H  
HETATM   39  H9  UNL     1      -8.819   1.925   1.447  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.623   2.488   0.800  1.00  0.00           H  
HETATM   41  H11 UNL     1      -6.560   0.790   1.224  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.477   2.029  -1.549  1.00  0.00           H  
HETATM   43  H13 UNL     1      -5.124   1.372  -0.650  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.357  -0.024  -2.100  1.00  0.00           H  
HETATM   45  H15 UNL     1      -6.474  -1.011  -0.913  1.00  0.00           H  
HETATM   46  H16 UNL     1      -5.619  -1.171  -3.196  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.626   0.603  -3.362  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.353  -0.305  -3.205  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.689   0.888  -1.954  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.597  -2.195  -1.752  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.050  -1.191  -0.337  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.790  -1.694  -0.149  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.985   0.049  -0.450  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.162  -2.023  -2.565  1.00  0.00           H  
HETATM   55  H25 UNL     1      -1.382  -0.250  -2.871  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.984  -0.764  -2.522  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.328   0.214  -1.154  1.00  0.00           H  
HETATM   58  H28 UNL     1       0.646  -2.861  -1.082  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.123  -1.748   0.286  1.00  0.00           H  
HETATM   60  H30 UNL     1       2.754  -1.714  -1.205  1.00  0.00           H  
HETATM   61  H31 UNL     1       2.505  -2.451   0.383  1.00  0.00           H  
HETATM   62  H32 UNL     1       2.091   0.509  -0.390  1.00  0.00           H  
HETATM   63  H33 UNL     1       1.661  -0.177   1.263  1.00  0.00           H  
HETATM   64  H34 UNL     1       3.749   0.987   1.224  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.992  -0.787   1.618  1.00  0.00           H  
HETATM   66  H36 UNL     1       4.596  -1.109  -0.881  1.00  0.00           H  
HETATM   67  H37 UNL     1       4.441   0.686  -1.021  1.00  0.00           H  
HETATM   68  H38 UNL     1       8.551  -1.021   2.209  1.00  0.00           H  
HETATM   69  H39 UNL     1       8.133   1.249   0.300  1.00  0.00           H  
HETATM   70  H40 UNL     1      10.012   2.747   0.088  1.00  0.00           H  
HETATM   71  H41 UNL     1      12.271   3.484   0.632  1.00  0.00           H  
HETATM   72  H42 UNL     1      14.670   1.975   1.720  1.00  0.00           H  
HETATM   73  H43 UNL     1      12.696   0.231   3.281  1.00  0.00           H  
HETATM   74  H44 UNL     1      10.426  -0.550   2.765  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   66   67
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   23   68
CONECT   23   24   69
CONECT   24   25   25   30
CONECT   25   26   70
CONECT   26   27   27   71
CONECT   27   28   29
CONECT   28   72
CONECT   29   30   30   73
CONECT   30   74
END

HMDB0035300
     RDKit          3D
Octadecyl cis-p-coumarate
 74 74  0  0  0  0  0  0  0  0999 V2000
  -10.8948    0.9016    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6229    0.3662    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1113    0.1446    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4669    1.4713    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0113    1.4702    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375    1.1830   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3750   -0.1217   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3818   -0.2264   -2.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486   -0.1373   -2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5009   -1.1711   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -0.9546   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -1.0199   -2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3060   -0.7827   -1.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -1.8299   -0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506   -1.6258   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -0.2774    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -0.0751    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.1515   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9891    0.0619    0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.7237    1.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0814   -1.7257    1.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0335   -0.4032    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6730    0.6475    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0207    1.0249    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5732    2.1471    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8524    2.5943    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6224    1.9027    1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9075    2.3336    2.2906 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    0.7844    2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035    0.3356    2.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8291    0.4144    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0339    0.6326    2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9876    1.9957    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1128   -0.6041    0.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9412    1.0941   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7641   -0.5369    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8943   -0.2808   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8491    2.1923   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8191    1.9247    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235    2.4884    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5598    0.7896    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4767    2.0295   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    1.3718   -0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3573   -0.0241   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4740   -1.0108   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194   -1.1708   -3.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.6029   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3533   -0.3053   -3.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6895    0.8879   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973   -2.1947   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0497   -1.1912   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7896   -1.6941   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    0.0492   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.0229   -2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820   -0.2499   -2.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -0.7637   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    0.2142   -1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -2.8613   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.7476    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -1.7136   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051   -2.4511    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908    0.5091   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -0.1771    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7489    0.9865    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916   -0.7866    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1087   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410    0.6861   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5511   -1.0214    2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1333    1.2488    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0120    2.7469    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2715    3.4841    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6703    1.9747    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6958    0.2307    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4263   -0.5498    2.7651 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 26 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Octadecyl cis-p-coumaric acid	Generator
Octadecyl (e)-P-coumarate	HMDB
Octadecyl e-P-coumarate	HMDB
Octadecyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator
Octadecyl trans-p-coumaric acid	Generator

Chemical Formula

C₂₇H₄₄O₃

Average Molecular Weight

416.6365

Monoisotopic Molecular Weight

416.329045274

IUPAC Name

octadecyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

octadecyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

72943-88-5

SMILES

CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C27H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24-30-27(29)23-20-25-18-21-26(28)22-19-25/h18-23,28H,2-17,24H2,1H3/b23-20+

InChI Key

SXXOKKBSVARFFB-BSYVCWPDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Fatty alcohol ester
Cinnamic acid ester
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Membrane (FooDB: )
Cell membrane (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (FooDB: )

Not Available

Nutrient (FooDB: )

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 - 100 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.9e-05 g/L	ALOGPS
logP	9.47	ALOGPS
logP	9.76	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	128.1 m³·mol⁻¹	ChemAxon
Polarizability	54.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	215.636	30932474
DeepCCS	[M-H]-	212.783	30932474
DeepCCS	[M-2H]-	246.989	30932474
DeepCCS	[M+Na]+	223.383	30932474
AllCCS	[M+H]+	211.9	32859911
AllCCS	[M+H-H2O]+	209.9	32859911
AllCCS	[M+NH4]+	213.7	32859911
AllCCS	[M+Na]+	214.2	32859911
AllCCS	[M-H]-	205.6	32859911
AllCCS	[M+Na-2H]-	208.4	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octadecyl cis-p-coumarate	CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C1=CC=C(O)C=C1	4445.3	Standard polar	33892256
Octadecyl cis-p-coumarate	CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C1=CC=C(O)C=C1	3252.4	Standard non polar	33892256
Octadecyl cis-p-coumarate	CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C1=CC=C(O)C=C1	3567.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octadecyl cis-p-coumarate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3486.8	Semi standard non polar	33892256
Octadecyl cis-p-coumarate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3765.8	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 - Octadecyl cis-p-coumarate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2940000000-4e4684e514ed3131afa6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecyl cis-p-coumarate GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-2390100000-cf3cf018f2c1b588358d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecyl cis-p-coumarate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecyl cis-p-coumarate 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 - Octadecyl cis-p-coumarate 10V, Positive-QTOF	splash10-014j-0742900000-88008f78522bbeb1cfac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 20V, Positive-QTOF	splash10-0f6t-1950000000-4fbda59e44d09e21e617	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 40V, Positive-QTOF	splash10-0005-4920000000-cf2fc508e447ae45c00d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 10V, Negative-QTOF	splash10-014j-0920800000-b0eb1d0ee96cb6ee07bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 20V, Negative-QTOF	splash10-0292-0910000000-6ce56496261b8af402b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 40V, Negative-QTOF	splash10-00kb-1920000000-b5e0a4f25655ddb7b6fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 10V, Negative-QTOF	splash10-014i-0900700000-44f237a9dc6e55258071	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 20V, Negative-QTOF	splash10-066r-0905300000-00e35404635d57cd5f3e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 40V, Negative-QTOF	splash10-014i-1900000000-a638912f0d2192fe29af	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 10V, Positive-QTOF	splash10-00kb-0901600000-99fca7727cf475ef1270	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 20V, Positive-QTOF	splash10-014j-1913100000-38f1e6dbcf97ac867edf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecyl cis-p-coumarate 40V, Positive-QTOF	splash10-066s-3900000000-7702a16ae462a27d2f82	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB013967

KNApSAcK ID

C00037574

Chemspider ID

30777081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12018904

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Octadecyl cis-p-coumarate (HMDB0035300)

MOL for HMDB0035300 (Octadecyl cis-p-coumarate)

3D MOL for HMDB0035300 (Octadecyl cis-p-coumarate)

3D SDF for HMDB0035300 (Octadecyl cis-p-coumarate)

3D-SDF for HMDB0035300 (Octadecyl cis-p-coumarate)

PDB for HMDB0035300 (Octadecyl cis-p-coumarate)

3D PDB for HMDB0035300 (Octadecyl cis-p-coumarate)

SMILES for HMDB0035300 (Octadecyl cis-p-coumarate)

INCHI for HMDB0035300 (Octadecyl cis-p-coumarate)

Structure for HMDB0035300 (Octadecyl cis-p-coumarate)

3D Structure for HMDB0035300 (Octadecyl cis-p-coumarate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra