Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:35:40 UTC

Update Date

2022-03-07 02:55:42 UTC

HMDB ID

HMDB0038307

Secondary Accession Numbers

HMDB38307

Metabolite Identification

Common Name

Cetyl myristoleate

Description

Cetyl myristoleate is found in cereals and cereal products. Cetyl myristoleate is isolated from rice. Cetyl myristoleate is a food supplement As Diehl got older, he began to experience some osteoarthritis in his hands, knees, and the heels of his feet. His family physician tried the usual regimen of cortisone and non-steroidal anti-inflammatory drugs without much effect on the course of the disease. Finally his physician told Harry he could not have any more cortisone. "So," Diehl said, "I thought about my discovery, and I decided to make a batch and use it on myself. " He did, and the symptoms of osteo-arthritis disappeared. Cetyl myristoleate appeared on the market as a supplement in 1991. Although not as well known as glucosamine and/or chondroitin, there is a growing awareness that cetyl myristoleate equals or surpasses them in the treatment of the body pains brought on by various maladies such as bursitis, gout, osteoarthritis, rheumatoid arthritis, fibromyalgia, and sports related injuries.

Structure

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


  Mrv0541 05061310222D          

 32 31  0  0  0  0            999 V2000
  -10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9137    2.5263    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
    9.1993    2.9388    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
    9.1993    3.7638    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
    8.4848    4.1763    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
    8.4848    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
    7.7703    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
    7.0559    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
   -4.3757    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
    6.3414    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
    5.6269    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
    4.9124    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
    4.1980    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 30  2  0  0  0  0
 32 29  1  0  0  0  0
 32 30  1  0  0  0  0
M  END

HMDB0038307
     RDKit          3D
Cetyl myristoleate
 90 89  0  0  0  0  0  0  0  0999 V2000
   10.8438    2.1307   -1.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0013    3.2729   -1.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0164    2.8878   -3.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496    1.8083   -2.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815    2.2932   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2869    1.7190   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0488    0.5336    0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.6831    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164   -0.6777    1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830    0.2295    1.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777    0.3040    0.9982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -0.8983    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759   -2.0901    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -3.1351   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770   -4.2587   -0.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -2.8929    0.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -3.8848    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6768   -3.2616    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -4.2179    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991   -3.8665    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253   -2.6634    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -1.3753    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -0.1587    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.1409    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4481   -0.7420    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8872   -1.1449   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2819   -0.0347   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4160    0.7737   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8014    1.8752   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9286    2.6838   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5653    3.3508    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7503    4.1770    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6957    1.9081   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6603    1.1897   -2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9115    2.3702   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4573    3.6738   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6546    4.0599   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.7774   -3.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043    2.4521   -3.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3502    1.6774   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6394    0.9040   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    3.2056   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6708    2.1986    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7775    0.2465   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7735    0.8752    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7814   -1.1646   -0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1421   -1.4624    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2916   -0.4029    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2907   -1.7235    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539    1.2623    2.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -0.1744    2.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    0.8325    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390    1.0727    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6115    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2380    1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -1.8267   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.6071    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -4.1459   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8325   -4.7821    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -2.7682    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -2.4441   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -4.5986   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4587   -5.1643    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8328   -4.7432    0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -3.8641    2.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -2.6626   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9175   -2.7486    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1506   -1.2355    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -1.2802    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.7146    0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -0.0742   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    1.2096    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469    0.2965    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3457   -0.0699    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5575   -1.5799    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218   -1.7698   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.8583   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6802   -0.5410   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.5832   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2636    0.1435   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9837    1.3597    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818    2.5161   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0021    1.4493   -2.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1533    3.4858   -2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8218    2.0281   -1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3439    2.6405    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7532    4.0784   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2638    4.6841   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3976    3.5166    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3080    4.9346    1.2179 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  2  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  2  0
 14 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  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 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
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  0
 26 77  1  0
 27 78  1  0
 27 79  1  0
 28 80  1  0
 28 81  1  0
 29 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 32 88  1  0
 32 89  1  0
 32 90  1  0
M  END


  Mrv0541 05061310222D          

 32 31  0  0  0  0            999 V2000
  -10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9137    2.5263    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
    9.1993    2.9388    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
    9.1993    3.7638    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
    8.4848    4.1763    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
    8.4848    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
    7.7703    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
    7.0559    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
   -4.3757    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
    6.3414    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
    5.6269    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
    4.9124    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
    4.1980    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 30  2  0  0  0  0
 32 29  1  0  0  0  0
 32 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038307

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C30H58O2/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-32-30(31)28-26-24-22-20-18-14-12-10-8-6-4-2/h10,12H,3-9,11,13-29H2,1-2H3/b12-10-

> <INCHI_KEY>
DYIOQMKBBPSAFY-BENRWUELSA-N

> <FORMULA>
C30H58O2

> <MOLECULAR_WEIGHT>
450.7803

> <EXACT_MASS>
450.4436811

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
62.50311519073939

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexadecyl (9Z)-tetradec-9-enoate

> <ALOGPS_LOGP>
10.52

> <JCHEM_LOGP>
11.810140841666666

> <ALOGPS_LOGS>
-7.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032727874424106

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
142.8529

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.07e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cetyl myristoleate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038307
     RDKit          3D
Cetyl myristoleate
 90 89  0  0  0  0  0  0  0  0999 V2000
   10.8438    2.1307   -1.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0013    3.2729   -1.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0164    2.8878   -3.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496    1.8083   -2.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815    2.2932   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2869    1.7190   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0488    0.5336    0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.6831    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164   -0.6777    1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830    0.2295    1.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777    0.3040    0.9982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -0.8983    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759   -2.0901    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -3.1351   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770   -4.2587   -0.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -2.8929    0.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -3.8848    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6768   -3.2616    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -4.2179    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991   -3.8665    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253   -2.6634    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -1.3753    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -0.1587    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.1409    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4481   -0.7420    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8872   -1.1449   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2819   -0.0347   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4160    0.7737   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8014    1.8752   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9286    2.6838   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5653    3.3508    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7503    4.1770    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6957    1.9081   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6603    1.1897   -2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9115    2.3702   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4573    3.6738   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6546    4.0599   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.7774   -3.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043    2.4521   -3.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3502    1.6774   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6394    0.9040   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    3.2056   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6708    2.1986    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7775    0.2465   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7735    0.8752    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7814   -1.1646   -0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1421   -1.4624    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2916   -0.4029    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2907   -1.7235    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539    1.2623    2.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -0.1744    2.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    0.8325    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390    1.0727    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6115    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2380    1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -1.8267   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.6071    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -4.1459   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8325   -4.7821    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -2.7682    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -2.4441   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -4.5986   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4587   -5.1643    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8328   -4.7432    0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -3.8641    2.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -2.6626   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9175   -2.7486    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1506   -1.2355    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -1.2802    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.7146    0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -0.0742   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    1.2096    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469    0.2965    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3457   -0.0699    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5575   -1.5799    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218   -1.7698   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.8583   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6802   -0.5410   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.5832   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2636    0.1435   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9837    1.3597    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818    2.5161   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0021    1.4493   -2.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1533    3.4858   -2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8218    2.0281   -1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3439    2.6405    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7532    4.0784   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2638    4.6841   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3976    3.5166    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3080    4.9346    1.2179 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  2  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  2  0
 14 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  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 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
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  0
 26 77  1  0
 27 78  1  0
 27 79  1  0
 28 80  1  0
 28 81  1  0
 29 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 32 88  1  0
 32 89  1  0
 32 90  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     -18.837   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.506   4.716   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.504  10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.172   5.486   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -16.170   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.172   7.026   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.836  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.838   7.796   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.503   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.838   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.169  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.505  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.835   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.171   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.502  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.168   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.834  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.837  10.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.501   9.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.504   9.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.167  10.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.170  10.106   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.833   9.336   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.836   9.336   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.499  10.106   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.503  10.106   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.166   9.336   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.169   9.336   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.168  10.106   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.835  10.106   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.835  11.646   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.502   9.336   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   18                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   19                                                       
CONECT   18   14   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   32                                                       
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   29   30                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0038307
HETATM    1  C1  UNL     1      10.844   2.131  -1.483  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.001   3.273  -1.941  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.016   2.888  -3.025  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.050   1.808  -2.568  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.282   2.293  -1.403  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.287   1.719  -0.211  1.00  0.00           C  
HETATM    7  C7  UNL     1       8.049   0.534   0.120  1.00  0.00           C  
HETATM    8  C8  UNL     1       7.322  -0.683   0.554  1.00  0.00           C  
HETATM    9  C9  UNL     1       6.516  -0.678   1.778  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.383   0.230   1.950  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.278   0.304   0.998  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.451  -0.898   0.740  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.076  -2.090   0.137  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.983  -3.135  -0.038  1.00  0.00           C  
HETATM   15  O1  UNL     1       3.277  -4.259  -0.516  1.00  0.00           O  
HETATM   16  O2  UNL     1       1.672  -2.893   0.310  1.00  0.00           O  
HETATM   17  C15 UNL     1       0.654  -3.885   0.141  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.677  -3.262   0.633  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.784  -4.218   0.504  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.099  -3.867   1.042  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.825  -2.663   0.600  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.231  -1.375   0.985  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.968  -0.159   0.516  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.287   0.141   1.043  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.448  -0.742   0.916  1.00  0.00           C  
HETATM   26  C24 UNL     1      -6.887  -1.145  -0.442  1.00  0.00           C  
HETATM   27  C25 UNL     1      -7.282  -0.035  -1.368  1.00  0.00           C  
HETATM   28  C26 UNL     1      -8.416   0.774  -0.821  1.00  0.00           C  
HETATM   29  C27 UNL     1      -8.801   1.875  -1.820  1.00  0.00           C  
HETATM   30  C28 UNL     1      -9.929   2.684  -1.285  1.00  0.00           C  
HETATM   31  C29 UNL     1      -9.565   3.351   0.003  1.00  0.00           C  
HETATM   32  C30 UNL     1     -10.750   4.177   0.515  1.00  0.00           C  
HETATM   33  H1  UNL     1      10.696   1.908  -0.406  1.00  0.00           H  
HETATM   34  H2  UNL     1      10.660   1.190  -2.050  1.00  0.00           H  
HETATM   35  H3  UNL     1      11.912   2.370  -1.640  1.00  0.00           H  
HETATM   36  H4  UNL     1       9.457   3.674  -1.056  1.00  0.00           H  
HETATM   37  H5  UNL     1      10.655   4.060  -2.375  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.522   3.777  -3.417  1.00  0.00           H  
HETATM   39  H7  UNL     1       9.604   2.452  -3.862  1.00  0.00           H  
HETATM   40  H8  UNL     1       7.350   1.677  -3.450  1.00  0.00           H  
HETATM   41  H9  UNL     1       8.639   0.904  -2.429  1.00  0.00           H  
HETATM   42  H10 UNL     1       6.649   3.206  -1.523  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.671   2.199   0.572  1.00  0.00           H  
HETATM   44  H12 UNL     1       8.777   0.247  -0.673  1.00  0.00           H  
HETATM   45  H13 UNL     1       8.773   0.875   0.958  1.00  0.00           H  
HETATM   46  H14 UNL     1       6.781  -1.165  -0.328  1.00  0.00           H  
HETATM   47  H15 UNL     1       8.142  -1.462   0.732  1.00  0.00           H  
HETATM   48  H16 UNL     1       7.292  -0.403   2.615  1.00  0.00           H  
HETATM   49  H17 UNL     1       6.291  -1.724   2.092  1.00  0.00           H  
HETATM   50  H18 UNL     1       5.654   1.262   2.355  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.865  -0.174   2.932  1.00  0.00           H  
HETATM   52  H20 UNL     1       4.553   0.833   0.033  1.00  0.00           H  
HETATM   53  H21 UNL     1       3.539   1.073   1.439  1.00  0.00           H  
HETATM   54  H22 UNL     1       2.561  -0.611   0.113  1.00  0.00           H  
HETATM   55  H23 UNL     1       3.006  -1.238   1.734  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.452  -1.827  -0.875  1.00  0.00           H  
HETATM   57  H25 UNL     1       4.830  -2.607   0.722  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.497  -4.146  -0.920  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.833  -4.782   0.755  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.515  -2.768   1.582  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.813  -2.444  -0.157  1.00  0.00           H  
HETATM   62  H30 UNL     1      -1.874  -4.599  -0.569  1.00  0.00           H  
HETATM   63  H31 UNL     1      -1.459  -5.164   1.080  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.833  -4.743   0.889  1.00  0.00           H  
HETATM   65  H33 UNL     1      -2.992  -3.864   2.189  1.00  0.00           H  
HETATM   66  H34 UNL     1      -3.849  -2.663  -0.554  1.00  0.00           H  
HETATM   67  H35 UNL     1      -4.917  -2.749   0.862  1.00  0.00           H  
HETATM   68  H36 UNL     1      -2.151  -1.236   0.814  1.00  0.00           H  
HETATM   69  H37 UNL     1      -3.324  -1.280   2.156  1.00  0.00           H  
HETATM   70  H38 UNL     1      -3.288   0.715   0.823  1.00  0.00           H  
HETATM   71  H39 UNL     1      -3.903  -0.074  -0.616  1.00  0.00           H  
HETATM   72  H40 UNL     1      -5.582   1.210   0.752  1.00  0.00           H  
HETATM   73  H41 UNL     1      -5.147   0.296   2.181  1.00  0.00           H  
HETATM   74  H42 UNL     1      -7.346  -0.070   1.287  1.00  0.00           H  
HETATM   75  H43 UNL     1      -6.557  -1.580   1.623  1.00  0.00           H  
HETATM   76  H44 UNL     1      -7.822  -1.770  -0.295  1.00  0.00           H  
HETATM   77  H45 UNL     1      -6.190  -1.858  -0.943  1.00  0.00           H  
HETATM   78  H46 UNL     1      -7.680  -0.541  -2.300  1.00  0.00           H  
HETATM   79  H47 UNL     1      -6.439   0.583  -1.726  1.00  0.00           H  
HETATM   80  H48 UNL     1      -9.264   0.143  -0.537  1.00  0.00           H  
HETATM   81  H49 UNL     1      -7.984   1.360   0.045  1.00  0.00           H  
HETATM   82  H50 UNL     1      -7.882   2.516  -1.906  1.00  0.00           H  
HETATM   83  H51 UNL     1      -9.002   1.449  -2.819  1.00  0.00           H  
HETATM   84  H52 UNL     1     -10.153   3.486  -2.035  1.00  0.00           H  
HETATM   85  H53 UNL     1     -10.822   2.028  -1.136  1.00  0.00           H  
HETATM   86  H54 UNL     1      -9.344   2.641   0.818  1.00  0.00           H  
HETATM   87  H55 UNL     1      -8.753   4.078  -0.181  1.00  0.00           H  
HETATM   88  H56 UNL     1     -11.264   4.684  -0.311  1.00  0.00           H  
HETATM   89  H57 UNL     1     -11.398   3.517   1.104  1.00  0.00           H  
HETATM   90  H58 UNL     1     -10.308   4.935   1.218  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    6   42
CONECT    6    7   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   15   16
CONECT   16   17
CONECT   17   18   58   59
CONECT   18   19   60   61
CONECT   19   20   62   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   68   69
CONECT   23   24   70   71
CONECT   24   25   72   73
CONECT   25   26   74   75
CONECT   26   27   76   77
CONECT   27   28   78   79
CONECT   28   29   80   81
CONECT   29   30   82   83
CONECT   30   31   84   85
CONECT   31   32   86   87
CONECT   32   88   89   90
END

HMDB0038307
     RDKit          3D
Cetyl myristoleate
 90 89  0  0  0  0  0  0  0  0999 V2000
   10.8438    2.1307   -1.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0013    3.2729   -1.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0164    2.8878   -3.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496    1.8083   -2.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815    2.2932   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2869    1.7190   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0488    0.5336    0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.6831    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164   -0.6777    1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830    0.2295    1.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777    0.3040    0.9982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -0.8983    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759   -2.0901    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -3.1351   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770   -4.2587   -0.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -2.8929    0.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -3.8848    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6768   -3.2616    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -4.2179    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991   -3.8665    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253   -2.6634    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -1.3753    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680   -0.1587    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.1409    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4481   -0.7420    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8872   -1.1449   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2819   -0.0347   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4160    0.7737   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8014    1.8752   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9286    2.6838   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5653    3.3508    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7503    4.1770    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6957    1.9081   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6603    1.1897   -2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9115    2.3702   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4573    3.6738   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6546    4.0599   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.7774   -3.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043    2.4521   -3.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3502    1.6774   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6394    0.9040   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    3.2056   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6708    2.1986    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7775    0.2465   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7735    0.8752    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7814   -1.1646   -0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1421   -1.4624    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2916   -0.4029    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2907   -1.7235    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539    1.2623    2.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -0.1744    2.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    0.8325    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390    1.0727    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6115    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2380    1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -1.8267   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.6071    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -4.1459   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8325   -4.7821    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -2.7682    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -2.4441   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -4.5986   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4587   -5.1643    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8328   -4.7432    0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -3.8641    2.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -2.6626   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9175   -2.7486    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1506   -1.2355    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -1.2802    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.7146    0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -0.0742   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    1.2096    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469    0.2965    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3457   -0.0699    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5575   -1.5799    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218   -1.7698   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.8583   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6802   -0.5410   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.5832   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2636    0.1435   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9837    1.3597    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818    2.5161   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0021    1.4493   -2.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1533    3.4858   -2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8218    2.0281   -1.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3439    2.6405    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7532    4.0784   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2638    4.6841   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3976    3.5166    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3080    4.9346    1.2179 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  2  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  2  0
 14 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  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 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
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  0
 26 77  1  0
 27 78  1  0
 27 79  1  0
 28 80  1  0
 28 81  1  0
 29 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 32 88  1  0
 32 89  1  0
 32 90  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cetyl myristoleic acid	Generator
cis-9-Cetylmyristoleate	MeSH
CMO	HMDB
Hexadecyl ester(Z)-9-tetradecenoic acid	HMDB
Palmityl myristoleic acid	Generator
Cetyl myristoleate	MeSH

Chemical Formula

C₃₀H₅₈O₂

Average Molecular Weight

450.7803

Monoisotopic Molecular Weight

450.4436811

IUPAC Name

hexadecyl (9Z)-tetradec-9-enoate

Traditional Name

cetyl myristoleate

CAS Registry Number

64660-84-0

SMILES

CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCC

InChI Identifier

InChI=1S/C30H58O2/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-32-30(31)28-26-24-22-20-18-14-12-10-8-6-4-2/h10,12H,3-9,11,13-29H2,1-2H3/b12-10-

InChI Key

DYIOQMKBBPSAFY-BENRWUELSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as wax monoesters. These are waxes bearing an ester group at exactly one position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Wax monoesters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Wax monoesters (LMFA07010103 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0038307)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038307)

Source

Endogenous

Endogenous (HMDB: HMDB0038307)

Plant

Poaceae (HMDB: HMDB0038307)

Animal

Animal (HMDB: HMDB0038307)

Exogenous

Food

Food (HMDB: HMDB0038307)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0038307)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038307)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038307)

Lipid metabolism pathway (HMDB: HMDB0038307)

Cellular process

Cell signaling (HMDB: HMDB0038307)

Biochemical process

Lipid transport (HMDB: HMDB0038307)

Role

Biological role

Energy source (HMDB: HMDB0038307)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038307)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	519.56 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	5.1e-09 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	13.623 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.1e-06 g/L	ALOGPS
logP	10.52	ALOGPS
logP	11.81	ChemAxon
logS	-7.8	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	142.85 m³·mol⁻¹	ChemAxon
Polarizability	62.5 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]+	220.181	31661259
DarkChem	[M-H]-	220.355	31661259
DeepCCS	[M+H]+	221.166	30932474
DeepCCS	[M-H]-	218.616	30932474
DeepCCS	[M-2H]-	252.008	30932474
DeepCCS	[M+Na]+	227.509	30932474
AllCCS	[M+H]+	232.8	32859911
AllCCS	[M+H-H2O]+	231.5	32859911
AllCCS	[M+NH4]+	234.0	32859911
AllCCS	[M+Na]+	234.4	32859911
AllCCS	[M-H]-	216.3	32859911
AllCCS	[M+Na-2H]-	219.6	32859911
AllCCS	[M+HCOO]-	223.5	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.	10.03 minutes	32390414
Predicted by Siyang on May 30, 2022	40.3911 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.22 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4839.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	1203.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	452.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	674.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	932.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1791.1 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	1499.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	3778.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1052.4 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	3084.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1402.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	820.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1027.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	1012.5 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	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cetyl myristoleate	CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCC	3508.3	Standard polar	33892256
Cetyl myristoleate	CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCC	3170.5	Standard non polar	33892256
Cetyl myristoleate	CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCC	3190.5	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017636

KNApSAcK ID

Not Available

Chemspider ID

4947787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cetyl myristoleate

METLIN ID

Not Available

PubChem Compound

6443825

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1416751

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

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 Cetyl myristoleate (HMDB0038307)

MOL for HMDB0038307 (Cetyl myristoleate)

3D MOL for HMDB0038307 (Cetyl myristoleate)

3D SDF for HMDB0038307 (Cetyl myristoleate)

3D-SDF for HMDB0038307 (Cetyl myristoleate)

PDB for HMDB0038307 (Cetyl myristoleate)

3D PDB for HMDB0038307 (Cetyl myristoleate)

SMILES for HMDB0038307 (Cetyl myristoleate)

INCHI for HMDB0038307 (Cetyl myristoleate)

Structure for HMDB0038307 (Cetyl myristoleate)

3D Structure for HMDB0038307 (Cetyl myristoleate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized