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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:09:55 UTC

Update Date

2022-03-07 02:54:24 UTC

HMDB ID

HMDB0035215

Secondary Accession Numbers

HMDB35215

Metabolite Identification

Common Name

Ximenic acid

Description

Ximenic acid, also known as ximenate or 17-hexacosenoate, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review a small amount of articles have been published on Ximenic acid.

Structure

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


  Mrv0541 05061308182D          

 28 27  0  0  0  0            999 V2000
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  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  2  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
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 26  1  0  0  0  0
M  END

HMDB0035215
     RDKit          3D
Ximenic acid
 78 77  0  0  0  0  0  0  0  0999 V2000
    8.5129    3.5303   -0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5606    3.0158    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6325    1.5548    0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.7511    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645    0.8423   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887   -0.0790   -1.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3163   -1.5061   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1137   -2.3626   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.9038   -0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3860   -2.8271    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -2.4112    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0009   -3.2354    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.1758   -0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -1.9303   -1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.1259   -0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -0.5610    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533    0.2814    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -0.5306    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2029    0.3951    1.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159   -0.3349    1.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    0.5073    2.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9868    1.6832    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225    1.4356   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6036    0.6069   -0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8955    1.0264    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4096    2.3181   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5067    2.7308    0.2252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7183    3.1010   -1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2445    4.4175   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5502    4.0005   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8591    2.7876   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4640    3.4620    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    3.4119    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8779    1.3457    1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5635    1.2096    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.9339    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300   -0.3282    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063    0.5714   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7482    1.8656   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7032    0.0378   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.2516   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -1.8774   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.6453   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -3.4163   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -2.1093   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -0.9236   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621   -3.8403    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -1.3281    0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893   -2.6761    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -3.2627    1.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479   -4.3345    0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460   -3.9258   -0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747   -3.7121   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -1.2104   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -2.1227   -2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371   -0.2850   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720   -1.7843   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.1887    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.2602    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    0.6200    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.1439    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -1.4160    1.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218   -0.8216   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8476    0.8411    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    1.1630    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7570   -0.8943    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -1.1379    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    0.9011    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4894   -0.1653    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0846    2.3488    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7204    2.2956    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5420    2.4228   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    0.9580   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.4956   -1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3948   -0.4383    0.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6761    0.2568   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8461    0.9594    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1672    3.6343   -1.8413 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  2  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  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 25 77  1  0
 28 78  1  0
M  END


  Mrv0541 05061308182D          

 28 27  0  0  0  0            999 V2000
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  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  2  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
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035215

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C\CCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H50O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h9-10H,2-8,11-25H2,1H3,(H,27,28)/b10-9+

> <INCHI_KEY>
RQIDQEBURXNDKG-MDZDMXLPSA-N

> <FORMULA>
C26H50O2

> <MOLECULAR_WEIGHT>
394.674

> <EXACT_MASS>
394.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.72341669948808

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(17E)-hexacos-17-enoic acid

> <ALOGPS_LOGP>
9.82

> <JCHEM_LOGP>
10.340347771

> <ALOGPS_LOGS>
-7.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
124.21019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(17E)-hexacos-17-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035215
     RDKit          3D
Ximenic acid
 78 77  0  0  0  0  0  0  0  0999 V2000
    8.5129    3.5303   -0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5606    3.0158    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6325    1.5548    0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.7511    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645    0.8423   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887   -0.0790   -1.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3163   -1.5061   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1137   -2.3626   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.9038   -0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3860   -2.8271    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -2.4112    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0009   -3.2354    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.1758   -0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -1.9303   -1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.1259   -0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -0.5610    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533    0.2814    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -0.5306    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2029    0.3951    1.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159   -0.3349    1.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    0.5073    2.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9868    1.6832    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225    1.4356   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6036    0.6069   -0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8955    1.0264    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4096    2.3181   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5067    2.7308    0.2252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7183    3.1010   -1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2445    4.4175   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5502    4.0005   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8591    2.7876   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4640    3.4620    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    3.4119    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8779    1.3457    1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5635    1.2096    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.9339    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300   -0.3282    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063    0.5714   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7482    1.8656   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7032    0.0378   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.2516   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -1.8774   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.6453   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -3.4163   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -2.1093   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -0.9236   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621   -3.8403    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -1.3281    0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893   -2.6761    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -3.2627    1.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479   -4.3345    0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460   -3.9258   -0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747   -3.7121   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -1.2104   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -2.1227   -2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371   -0.2850   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720   -1.7843   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.1887    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.2602    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    0.6200    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.1439    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -1.4160    1.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218   -0.8216   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8476    0.8411    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    1.1630    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7570   -0.8943    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -1.1379    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    0.9011    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4894   -0.1653    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0846    2.3488    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7204    2.2956    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5420    2.4228   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    0.9580   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.4956   -1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3948   -0.4383    0.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6761    0.2568   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8461    0.9594    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1672    3.6343   -1.8413 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  2  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  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 25 77  1  0
 28 78  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       1.499  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.833   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.167  10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.501   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.834  10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.168   9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.502  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.835   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.169  10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      36.175  10.106   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      34.842   7.796   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    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   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   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0035215
HETATM    1  C1  UNL     1       8.513   3.530  -0.823  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.561   3.016   0.581  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.632   1.555   0.755  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.490   0.751   0.280  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.164   0.842  -1.178  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.989  -0.079  -1.519  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.316  -1.506  -1.207  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.114  -2.363  -1.596  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.949  -1.904  -0.796  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.386  -2.827   0.013  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.218  -2.411   0.831  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.001  -3.235   0.504  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.527  -3.176  -0.884  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.160  -1.930  -1.550  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.946  -1.126  -0.997  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.677  -0.561   0.344  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.853   0.281   0.850  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.117  -0.531   0.956  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.203   0.395   1.464  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.516  -0.335   1.603  1.00  0.00           C  
HETATM   21  C21 UNL     1      -6.627   0.507   2.099  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.987   1.683   1.278  1.00  0.00           C  
HETATM   23  C23 UNL     1      -7.423   1.436  -0.108  1.00  0.00           C  
HETATM   24  C24 UNL     1      -8.604   0.607  -0.346  1.00  0.00           C  
HETATM   25  C25 UNL     1      -9.895   1.026   0.211  1.00  0.00           C  
HETATM   26  C26 UNL     1     -10.410   2.318  -0.221  1.00  0.00           C  
HETATM   27  O1  UNL     1     -11.507   2.731   0.225  1.00  0.00           O  
HETATM   28  O2  UNL     1      -9.718   3.101  -1.110  1.00  0.00           O  
HETATM   29  H1  UNL     1       9.245   4.417  -0.921  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.550   4.000  -1.079  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.859   2.788  -1.563  1.00  0.00           H  
HETATM   32  H4  UNL     1       9.464   3.462   1.092  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.691   3.412   1.180  1.00  0.00           H  
HETATM   34  H6  UNL     1       8.878   1.346   1.833  1.00  0.00           H  
HETATM   35  H7  UNL     1       9.564   1.210   0.208  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.553   0.934   0.903  1.00  0.00           H  
HETATM   37  H9  UNL     1       7.730  -0.328   0.564  1.00  0.00           H  
HETATM   38  H10 UNL     1       8.006   0.571  -1.810  1.00  0.00           H  
HETATM   39  H11 UNL     1       6.748   1.866  -1.376  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.703   0.038  -2.572  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.171   0.252  -0.815  1.00  0.00           H  
HETATM   42  H14 UNL     1       7.209  -1.877  -1.716  1.00  0.00           H  
HETATM   43  H15 UNL     1       6.389  -1.645  -0.088  1.00  0.00           H  
HETATM   44  H16 UNL     1       5.341  -3.416  -1.449  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.897  -2.109  -2.664  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.538  -0.924  -0.820  1.00  0.00           H  
HETATM   47  H19 UNL     1       3.762  -3.840   0.073  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.060  -1.328   0.830  1.00  0.00           H  
HETATM   49  H21 UNL     1       2.489  -2.676   1.896  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.297  -3.263   1.322  1.00  0.00           H  
HETATM   51  H23 UNL     1       1.448  -4.334   0.579  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.346  -3.926  -0.944  1.00  0.00           H  
HETATM   53  H25 UNL     1       1.275  -3.712  -1.580  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.047  -1.210  -1.632  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.027  -2.123  -2.674  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.137  -0.285  -1.726  1.00  0.00           H  
HETATM   57  H29 UNL     1      -1.872  -1.784  -0.997  1.00  0.00           H  
HETATM   58  H30 UNL     1       0.153   0.189   0.222  1.00  0.00           H  
HETATM   59  H31 UNL     1      -0.414  -1.260   1.112  1.00  0.00           H  
HETATM   60  H32 UNL     1      -1.583   0.620   1.859  1.00  0.00           H  
HETATM   61  H33 UNL     1      -2.016   1.144   0.206  1.00  0.00           H  
HETATM   62  H34 UNL     1      -2.988  -1.416   1.611  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.422  -0.822  -0.088  1.00  0.00           H  
HETATM   64  H36 UNL     1      -3.848   0.841   2.389  1.00  0.00           H  
HETATM   65  H37 UNL     1      -4.347   1.163   0.656  1.00  0.00           H  
HETATM   66  H38 UNL     1      -5.757  -0.894   0.676  1.00  0.00           H  
HETATM   67  H39 UNL     1      -5.337  -1.138   2.375  1.00  0.00           H  
HETATM   68  H40 UNL     1      -6.316   0.901   3.113  1.00  0.00           H  
HETATM   69  H41 UNL     1      -7.489  -0.165   2.329  1.00  0.00           H  
HETATM   70  H42 UNL     1      -6.085   2.349   1.230  1.00  0.00           H  
HETATM   71  H43 UNL     1      -7.720   2.296   1.877  1.00  0.00           H  
HETATM   72  H44 UNL     1      -7.542   2.423  -0.610  1.00  0.00           H  
HETATM   73  H45 UNL     1      -6.553   0.958  -0.648  1.00  0.00           H  
HETATM   74  H46 UNL     1      -8.722   0.496  -1.463  1.00  0.00           H  
HETATM   75  H47 UNL     1      -8.395  -0.438   0.002  1.00  0.00           H  
HETATM   76  H48 UNL     1     -10.676   0.257  -0.056  1.00  0.00           H  
HETATM   77  H49 UNL     1      -9.846   0.959   1.339  1.00  0.00           H  
HETATM   78  H50 UNL     1     -10.167   3.634  -1.841  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   10   46
CONECT   10   11   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   52   53
CONECT   14   15   54   55
CONECT   15   16   56   57
CONECT   16   17   58   59
CONECT   17   18   60   61
CONECT   18   19   62   63
CONECT   19   20   64   65
CONECT   20   21   66   67
CONECT   21   22   68   69
CONECT   22   23   70   71
CONECT   23   24   72   73
CONECT   24   25   74   75
CONECT   25   26   76   77
CONECT   26   27   27   28
CONECT   28   78
END

HMDB0035215
     RDKit          3D
Ximenic acid
 78 77  0  0  0  0  0  0  0  0999 V2000
    8.5129    3.5303   -0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5606    3.0158    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6325    1.5548    0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.7511    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645    0.8423   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887   -0.0790   -1.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3163   -1.5061   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1137   -2.3626   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.9038   -0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3860   -2.8271    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -2.4112    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0009   -3.2354    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.1758   -0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -1.9303   -1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.1259   -0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775   -0.5610    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533    0.2814    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1172   -0.5306    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2029    0.3951    1.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159   -0.3349    1.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    0.5073    2.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9868    1.6832    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225    1.4356   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6036    0.6069   -0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8955    1.0264    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4096    2.3181   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5067    2.7308    0.2252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7183    3.1010   -1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2445    4.4175   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5502    4.0005   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8591    2.7876   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4640    3.4620    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    3.4119    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8779    1.3457    1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5635    1.2096    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.9339    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300   -0.3282    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063    0.5714   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7482    1.8656   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7032    0.0378   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1708    0.2516   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -1.8774   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.6453   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -3.4163   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -2.1093   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -0.9236   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621   -3.8403    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -1.3281    0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893   -2.6761    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -3.2627    1.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479   -4.3345    0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460   -3.9258   -0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747   -3.7121   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -1.2104   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -2.1227   -2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371   -0.2850   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720   -1.7843   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.1887    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.2602    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    0.6200    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.1439    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -1.4160    1.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218   -0.8216   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8476    0.8411    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    1.1630    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7570   -0.8943    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -1.1379    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    0.9011    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4894   -0.1653    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0846    2.3488    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7204    2.2956    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5420    2.4228   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5527    0.9580   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.4956   -1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3948   -0.4383    0.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6761    0.2568   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8461    0.9594    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1672    3.6343   -1.8413 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  2  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  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 25 77  1  0
 28 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ximenate	Generator
17-Hexacosenoate	HMDB

Chemical Formula

C₂₆H₅₀O₂

Average Molecular Weight

394.674

Monoisotopic Molecular Weight

394.381080844

IUPAC Name

(17E)-hexacos-17-enoic acid

Traditional Name

(17E)-hexacos-17-enoic acid

CAS Registry Number

66274-43-9

SMILES

CCCCCCCC\C=C\CCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C26H50O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h9-10H,2-8,11-25H2,1H3,(H,27,28)/b10-9+

InChI Key

RQIDQEBURXNDKG-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Unsaturated fatty acids (LMFA01030422 )

Ontology

Not Available

Blood (HMDB: HMDB0035215)
Urine (HMDB: HMDB0035215)

Cellular substructure

Membrane (HMDB: HMDB0035215)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035215)

Source

Endogenous

Endogenous (HMDB: HMDB0035215)

Animal

Animal (HMDB: HMDB0035215)

Exogenous

Food

Food (HMDB: HMDB0035215)

Aquatic origin

Fish

Fishes (FooDB: FOOD00865)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035215)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035215)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035215)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035215)

Nutrient

Nutrient (HMDB: HMDB0035215)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035215)

Emulsifier (HMDB: HMDB0035215)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	50.5 - 50.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	9.1e-07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.6e-05 g/L	ALOGPS
logP	9.82	ALOGPS
logP	10.34	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	124.21 m³·mol⁻¹	ChemAxon
Polarizability	54.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	207.555	31661259
DarkChem	[M-H]-	210.237	31661259
DeepCCS	[M+H]+	205.058	30932474
DeepCCS	[M-H]-	202.7	30932474
DeepCCS	[M-2H]-	235.651	30932474
DeepCCS	[M+Na]+	211.341	30932474
AllCCS	[M+H]+	216.6	32859911
AllCCS	[M+H-H2O]+	214.5	32859911
AllCCS	[M+NH4]+	218.6	32859911
AllCCS	[M+Na]+	219.2	32859911
AllCCS	[M-H]-	206.9	32859911
AllCCS	[M+Na-2H]-	210.1	32859911
AllCCS	[M+HCOO]-	213.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ximenic acid	CCCCCCCC\C=C\CCCCCCCCCCCCCCCC(O)=O	3826.4	Standard polar	33892256
Ximenic acid	CCCCCCCC\C=C\CCCCCCCCCCCCCCCC(O)=O	2866.2	Standard non polar	33892256
Ximenic acid	CCCCCCCC\C=C\CCCCCCCCCCCCCCCC(O)=O	2955.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ximenic acid,1TMS,isomer #1	CCCCCCCC/C=C/CCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	3026.7	Semi standard non polar	33892256
Ximenic acid,1TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3330.7	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 - Ximenic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-8981000000-8e83bea43b67dc3ea7d8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ximenic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0umr-9552000000-f8415e74f1946de32b48	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ximenic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 10V, Positive-QTOF	splash10-002b-0009000000-d09fe6a24eb06e19b4ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 20V, Positive-QTOF	splash10-002k-3439000000-c802e79be475102848f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 40V, Positive-QTOF	splash10-000f-8954000000-e86415956d4ba50dde83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 10V, Negative-QTOF	splash10-0006-0009000000-d6223d2fd48f798e1b1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 20V, Negative-QTOF	splash10-0007-0009000000-a0f41d546610b7efffa4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 40V, Negative-QTOF	splash10-0a4l-9113000000-4663521c87384e9d2615	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 10V, Negative-QTOF	splash10-0006-0009000000-720733a91067ed37e978	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 20V, Negative-QTOF	splash10-002f-1009000000-6b1202eec1257b0b8283	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 40V, Negative-QTOF	splash10-0006-9002000000-afbdf9f0577f1f729897	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 10V, Positive-QTOF	splash10-002b-2009000000-1a6b50c96fb74eaca27d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 20V, Positive-QTOF	splash10-056r-6239000000-d1369420b4a0a98024b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ximenic acid 40V, Positive-QTOF	splash10-0a4l-9100000000-e508e29b8477dbffed17	2021-09-25	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

FDB013863

KNApSAcK ID

C00058172

Chemspider ID

4471996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312571

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848441

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ximenic acid (HMDB0035215)

MOL for HMDB0035215 (Ximenic acid)

3D MOL for HMDB0035215 (Ximenic acid)

3D SDF for HMDB0035215 (Ximenic acid)

3D-SDF for HMDB0035215 (Ximenic acid)

PDB for HMDB0035215 (Ximenic acid)

3D PDB for HMDB0035215 (Ximenic acid)

SMILES for HMDB0035215 (Ximenic acid)

INCHI for HMDB0035215 (Ximenic acid)

Structure for HMDB0035215 (Ximenic acid)

3D Structure for HMDB0035215 (Ximenic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra