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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:43:55 UTC

Update Date

2022-03-07 02:56:09 UTC

HMDB ID

HMDB0039317

Secondary Accession Numbers

HMDB39317

Metabolite Identification

Common Name

Hexadecyl ferulate

Description

Hexadecyl ferulate belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Hexadecyl ferulate has been detected, but not quantified in, potatos (Solanum tuberosum) and root vegetables. This could make hexadecyl ferulate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Hexadecyl ferulate.

Structure

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


  Mrv0541 05061311002D          

 30 30  0  0  0  0            999 V2000
   -7.8592   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  2  0  0  0  0
 26 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28 26  2  0  0  0  0
 29  2  1  0  0  0  0
 29 25  1  0  0  0  0
 30 21  1  0  0  0  0
 30 26  1  0  0  0  0
M  END

HMDB0039317
     RDKit          3D
Hexadecyl ferulate
 72 72  0  0  0  0  0  0  0  0999 V2000
    8.3619    3.1885   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8814    2.3115    1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460    1.8994    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043    1.1263   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -0.1231   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.1951    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072   -1.8741    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4642   -1.0752    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -1.8840    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309   -2.5211   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332   -1.5330   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -0.5541   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -1.1602   -0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388   -1.9597   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.5196   -1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8526   -1.4397   -0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -2.0520   -0.4307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -1.1405   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.0428   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666   -1.6837    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3980   -1.0599    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5366    0.3574    0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5807    1.2174    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8088    2.5797    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0095    3.1103    1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2657    4.4789    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9878    2.2364    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2084    2.7929    0.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2715    1.9667   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757    0.8992    0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5152    3.8493   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1497    3.8743    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7131    2.6068   -0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5300    1.4487    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8666    2.9571    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    2.8220    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    1.2686    1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8492    1.8359   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3137    1.0795   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368   -0.5017   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1818    0.1938   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6880   -1.9927    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3050   -0.8812    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447   -2.4917   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7887   -2.6917    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -0.1890    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -0.7369    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -1.1857    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.6615    1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -3.0772    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4644   -3.2792   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.9738   -1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103   -2.0955   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    0.1510   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.0351    0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -0.2748   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -1.7268    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796   -1.2776   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184   -2.7283   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6676   -3.1110   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3016   -3.2189   -1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -0.9012    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -0.7230   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802   -2.7938    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3295   -1.6644    1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.8586    1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    3.2251    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5432    5.1067    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9390    1.5074   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4631    1.1207    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1842    2.5390   -0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5759    0.2656    0.2368 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  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 22  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
 20 64  1  0
 21 65  1  0
 23 66  1  0
 24 67  1  0
 26 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
M  END


  Mrv0541 05061311002D          

 30 30  0  0  0  0            999 V2000
   -7.8592   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  2  0  0  0  0
 26 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28 26  2  0  0  0  0
 29  2  1  0  0  0  0
 29 25  1  0  0  0  0
 30 21  1  0  0  0  0
 30 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039317

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCOC(=O)\C=C/C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-30-26(28)20-18-23-17-19-24(27)25(22-23)29-2/h17-20,22,27H,3-16,21H2,1-2H3/b20-18-

> <INCHI_KEY>
ZISDTRGMDDVTKY-ZZEZOPTASA-N

> <FORMULA>
C26H42O4

> <MOLECULAR_WEIGHT>
418.6093

> <EXACT_MASS>
418.308309832

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.99766966696626

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexadecyl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
8.55

> <JCHEM_LOGP>
8.712800056666666

> <ALOGPS_LOGS>
-6.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.86780689476177

> <JCHEM_PKA_STRONGEST_BASIC>
-4.888712062953741

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
125.35869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.65e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexadecyl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039317
     RDKit          3D
Hexadecyl ferulate
 72 72  0  0  0  0  0  0  0  0999 V2000
    8.3619    3.1885   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8814    2.3115    1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460    1.8994    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043    1.1263   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -0.1231   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.1951    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072   -1.8741    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4642   -1.0752    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -1.8840    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309   -2.5211   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332   -1.5330   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -0.5541   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -1.1602   -0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388   -1.9597   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.5196   -1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8526   -1.4397   -0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -2.0520   -0.4307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -1.1405   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.0428   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666   -1.6837    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3980   -1.0599    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5366    0.3574    0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5807    1.2174    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8088    2.5797    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0095    3.1103    1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2657    4.4789    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9878    2.2364    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2084    2.7929    0.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2715    1.9667   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757    0.8992    0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5152    3.8493   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1497    3.8743    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7131    2.6068   -0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5300    1.4487    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8666    2.9571    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    2.8220    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    1.2686    1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8492    1.8359   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3137    1.0795   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368   -0.5017   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1818    0.1938   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6880   -1.9927    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3050   -0.8812    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447   -2.4917   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7887   -2.6917    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -0.1890    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -0.7369    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -1.1857    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.6615    1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -3.0772    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4644   -3.2792   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.9738   -1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103   -2.0955   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    0.1510   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.0351    0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -0.2748   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -1.7268    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796   -1.2776   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184   -2.7283   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6676   -3.1110   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3016   -3.2189   -1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -0.9012    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -0.7230   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802   -2.7938    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3295   -1.6644    1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.8586    1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    3.2251    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5432    5.1067    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9390    1.5074   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4631    1.1207    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1842    2.5390   -0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5759    0.2656    0.2368 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  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 22  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
 20 64  1  0
 21 65  1  0
 23 66  1  0
 24 67  1  0
 26 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  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     -14.671 -17.710   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671 -22.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.337 -18.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.003 -17.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336 -17.710   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668 -17.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001 -17.710   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -17.710   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000 -18.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -17.710   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -17.710   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -20.790   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336 -22.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -17.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003 -20.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669 -20.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003 -22.330   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.669 -24.640   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002 -20.020   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337 -23.100   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668 -17.710   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   29                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   21                                                       
CONECT   17   19   23                                                       
CONECT   18   20   23                                                       
CONECT   19   17   24                                                       
CONECT   20   18   26                                                       
CONECT   21   16   30                                                       
CONECT   22   23   25                                                       
CONECT   23   17   18   22                                                  
CONECT   24   19   25   27                                                  
CONECT   25   22   24   29                                                  
CONECT   26   20   28   30                                                  
CONECT   27   24                                                            
CONECT   28   26                                                            
CONECT   29    2   25                                                       
CONECT   30   21   26                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

COMPND    HMDB0039317
HETATM    1  C1  UNL     1       8.362   3.188  -0.117  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.881   2.312   1.016  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.446   1.899   0.771  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.304   1.126  -0.520  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.083  -0.123  -0.598  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.904  -1.195   0.383  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.607  -1.874   0.568  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.464  -1.075   1.044  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.192  -1.884   1.214  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.731  -2.521  -0.056  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.433  -1.533  -1.150  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.374  -0.554  -0.815  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.035  -1.160  -0.498  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.539  -1.960  -1.621  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.875  -2.520  -1.186  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.853  -1.440  -0.825  1.00  0.00           C  
HETATM   17  O1  UNL     1      -4.086  -2.052  -0.431  1.00  0.00           O  
HETATM   18  C17 UNL     1      -5.122  -1.140  -0.051  1.00  0.00           C  
HETATM   19  O2  UNL     1      -4.790   0.043  -0.124  1.00  0.00           O  
HETATM   20  C18 UNL     1      -6.367  -1.684   0.351  1.00  0.00           C  
HETATM   21  C19 UNL     1      -7.398  -1.060   0.786  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.537   0.357   0.994  1.00  0.00           C  
HETATM   23  C21 UNL     1      -6.581   1.217   1.430  1.00  0.00           C  
HETATM   24  C22 UNL     1      -6.809   2.580   1.473  1.00  0.00           C  
HETATM   25  C23 UNL     1      -8.010   3.110   1.080  1.00  0.00           C  
HETATM   26  O3  UNL     1      -8.266   4.479   1.113  1.00  0.00           O  
HETATM   27  C24 UNL     1      -8.988   2.236   0.638  1.00  0.00           C  
HETATM   28  O4  UNL     1     -10.208   2.793   0.243  1.00  0.00           O  
HETATM   29  C25 UNL     1     -11.272   1.967  -0.226  1.00  0.00           C  
HETATM   30  C26 UNL     1      -8.776   0.899   0.590  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.515   3.849  -0.444  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.150   3.874   0.259  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.713   2.607  -0.973  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.530   1.449   1.188  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.867   2.957   1.928  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.851   2.822   0.662  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.053   1.269   1.591  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.849   1.836  -1.274  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.314   1.080  -0.947  1.00  0.00           H  
HETATM   40  H10 UNL     1       7.037  -0.502  -1.658  1.00  0.00           H  
HETATM   41  H11 UNL     1       8.182   0.194  -0.519  1.00  0.00           H  
HETATM   42  H12 UNL     1       7.688  -1.993   0.111  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.305  -0.881   1.411  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.345  -2.492  -0.347  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.789  -2.692   1.338  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.185  -0.189   0.471  1.00  0.00           H  
HETATM   47  H17 UNL     1       4.718  -0.737   2.095  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.413  -1.186   1.578  1.00  0.00           H  
HETATM   49  H19 UNL     1       3.324  -2.662   1.974  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.798  -3.077   0.171  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.464  -3.279  -0.395  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.371  -0.974  -1.348  1.00  0.00           H  
HETATM   53  H23 UNL     1       2.210  -2.096  -2.078  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.247   0.151  -1.638  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.690   0.035   0.076  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.651  -0.275  -0.341  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.010  -1.727   0.445  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.780  -1.278  -2.491  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.118  -2.728  -2.019  1.00  0.00           H  
HETATM   60  H30 UNL     1      -1.668  -3.111  -0.251  1.00  0.00           H  
HETATM   61  H31 UNL     1      -2.302  -3.219  -1.911  1.00  0.00           H  
HETATM   62  H32 UNL     1      -2.524  -0.901   0.112  1.00  0.00           H  
HETATM   63  H33 UNL     1      -3.011  -0.723  -1.642  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.480  -2.794   0.287  1.00  0.00           H  
HETATM   65  H35 UNL     1      -8.329  -1.664   1.054  1.00  0.00           H  
HETATM   66  H36 UNL     1      -5.626   0.859   1.843  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.001   3.225   1.830  1.00  0.00           H  
HETATM   68  H38 UNL     1      -7.543   5.107   1.437  1.00  0.00           H  
HETATM   69  H39 UNL     1     -10.939   1.507  -1.178  1.00  0.00           H  
HETATM   70  H40 UNL     1     -11.463   1.121   0.484  1.00  0.00           H  
HETATM   71  H41 UNL     1     -12.184   2.539  -0.396  1.00  0.00           H  
HETATM   72  H42 UNL     1      -9.576   0.266   0.237  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
CONECT   18   19   19   20
CONECT   20   21   21   64
CONECT   21   22   65
CONECT   22   23   23   30
CONECT   23   24   66
CONECT   24   25   25   67
CONECT   25   26   27
CONECT   26   68
CONECT   27   28   30   30
CONECT   28   29
CONECT   29   69   70   71
CONECT   30   72
END

HMDB0039317
     RDKit          3D
Hexadecyl ferulate
 72 72  0  0  0  0  0  0  0  0999 V2000
    8.3619    3.1885   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8814    2.3115    1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460    1.8994    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043    1.1263   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -0.1231   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.1951    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072   -1.8741    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4642   -1.0752    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -1.8840    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309   -2.5211   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332   -1.5330   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -0.5541   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -1.1602   -0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388   -1.9597   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.5196   -1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8526   -1.4397   -0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -2.0520   -0.4307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -1.1405   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.0428   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666   -1.6837    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3980   -1.0599    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5366    0.3574    0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5807    1.2174    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8088    2.5797    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0095    3.1103    1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2657    4.4789    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9878    2.2364    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2084    2.7929    0.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2715    1.9667   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757    0.8992    0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5152    3.8493   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1497    3.8743    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7131    2.6068   -0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5300    1.4487    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8666    2.9571    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    2.8220    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    1.2686    1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8492    1.8359   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3137    1.0795   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368   -0.5017   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1818    0.1938   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6880   -1.9927    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3050   -0.8812    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447   -2.4917   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7887   -2.6917    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -0.1890    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -0.7369    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -1.1857    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.6615    1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -3.0772    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4644   -3.2792   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.9738   -1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103   -2.0955   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    0.1510   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.0351    0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -0.2748   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -1.7268    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796   -1.2776   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184   -2.7283   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6676   -3.1110   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3016   -3.2189   -1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -0.9012    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -0.7230   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802   -2.7938    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3295   -1.6644    1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.8586    1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    3.2251    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5432    5.1067    1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9390    1.5074   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4631    1.1207    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1842    2.5390   -0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5759    0.2656    0.2368 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  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 22  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
 20 64  1  0
 21 65  1  0
 23 66  1  0
 24 67  1  0
 26 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hexadecyl ferulic acid	Generator
Hexadecyl (e)-ferulate	HMDB
Hexadecyl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₆H₄₂O₄

Average Molecular Weight

418.6093

Monoisotopic Molecular Weight

418.308309832

IUPAC Name

hexadecyl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

hexadecyl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

158306-36-6

SMILES

CCCCCCCCCCCCCCCCOC(=O)\C=C/C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C26H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-30-26(28)20-18-23-17-19-24(27)25(22-23)29-2/h17-20,22,27H,3-16,21H2,1-2H3/b20-18-

InChI Key

ZISDTRGMDDVTKY-ZZEZOPTASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039317)
Cell membrane (HMDB: HMDB0039317)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039317)

Source

Exogenous

Exogenous (HMDB: HMDB0039317)

Food

Food (HMDB: HMDB0039317)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0039317)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039317)

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	6.6e-05 g/L	ALOGPS
logP	8.55	ALOGPS
logP	8.71	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	125.36 m³·mol⁻¹	ChemAxon
Polarizability	53 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]+	216.722	30932474
DeepCCS	[M-H]-	213.27	30932474
DeepCCS	[M-2H]-	249.01	30932474
DeepCCS	[M+Na]+	225.298	30932474
AllCCS	[M+H]+	210.4	32859911
AllCCS	[M+H-H2O]+	208.4	32859911
AllCCS	[M+NH4]+	212.2	32859911
AllCCS	[M+Na]+	212.8	32859911
AllCCS	[M-H]-	203.8	32859911
AllCCS	[M+Na-2H]-	206.3	32859911
AllCCS	[M+HCOO]-	209.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	11.43 minutes	32390414
Predicted by Siyang on May 30, 2022	27.1474 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.76 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3891.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	715.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	311.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	332.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	709.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1328.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1056.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2701.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	773.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2171.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	907.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	646.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	648.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	586.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexadecyl ferulate	CCCCCCCCCCCCCCCCOC(=O)\C=C/C1=CC(OC)=C(O)C=C1	4987.6	Standard polar	33892256
Hexadecyl ferulate	CCCCCCCCCCCCCCCCOC(=O)\C=C/C1=CC(OC)=C(O)C=C1	3223.4	Standard non polar	33892256
Hexadecyl ferulate	CCCCCCCCCCCCCCCCOC(=O)\C=C/C1=CC(OC)=C(O)C=C1	3425.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexadecyl ferulate,1TMS,isomer #1	CCCCCCCCCCCCCCCCOC(=O)/C=C\C1=CC=C(O[Si](C)(C)C)C(OC)=C1	3411.0	Semi standard non polar	33892256
Hexadecyl ferulate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCOC(=O)/C=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	3699.5	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 - Hexadecyl ferulate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1921000000-9a077a0b0909d1a8e803	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecyl ferulate GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-5592300000-9dc2ad593bc3899f1368	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecyl ferulate 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 - Hexadecyl ferulate 10V, Positive-QTOF	splash10-016r-0640900000-555c4591b5155c656d4b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 20V, Positive-QTOF	splash10-004i-2950000000-a7af3420dedd75815e11	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 40V, Positive-QTOF	splash10-004l-4900000000-9e4355fa856481062af9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 10V, Negative-QTOF	splash10-016r-0930800000-8ac6f970a5ce1e714e7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 20V, Negative-QTOF	splash10-004l-0920100000-e749c9f2ff5b8428213c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 40V, Negative-QTOF	splash10-004i-0920000000-712bbbe7d5db13b2bfc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 10V, Positive-QTOF	splash10-00or-0900500000-024107048f631b8c4a8f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 20V, Positive-QTOF	splash10-00n1-1921300000-87b7e9253f7b12b8ca5f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 40V, Positive-QTOF	splash10-0002-3900000000-c3ace306fd5d48509c2f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 10V, Negative-QTOF	splash10-014i-0500900000-11872efd69bc5d7325d3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 20V, Negative-QTOF	splash10-001r-0960100000-cc3632df32ddd28a6b9d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecyl ferulate 40V, Negative-QTOF	splash10-001j-0900000000-19b86f21e387369ef27f	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

FDB018867

KNApSAcK ID

Not Available

Chemspider ID

30777344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14522983

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 Hexadecyl ferulate (HMDB0039317)

MOL for HMDB0039317 (Hexadecyl ferulate)

3D MOL for HMDB0039317 (Hexadecyl ferulate)

3D SDF for HMDB0039317 (Hexadecyl ferulate)

3D-SDF for HMDB0039317 (Hexadecyl ferulate)

PDB for HMDB0039317 (Hexadecyl ferulate)

3D PDB for HMDB0039317 (Hexadecyl ferulate)

SMILES for HMDB0039317 (Hexadecyl ferulate)

INCHI for HMDB0039317 (Hexadecyl ferulate)

Structure for HMDB0039317 (Hexadecyl ferulate)

3D Structure for HMDB0039317 (Hexadecyl ferulate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra