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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-20 21:10:42 UTC

Update Date

2021-09-14 15:42:57 UTC

HMDB ID

HMDB0059928

Secondary Accession Numbers

HMDB59928

Metabolite Identification

Common Name

3-(Acetyloxy)-2-hydroxypropyl icosanoate

Description

3-(Acetyloxy)-2-hydroxypropyl icosanoate belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3. 3-(Acetyloxy)-2-hydroxypropyl icosanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

?
  Mrv0541 03201314102D          

 30 29  0  0  0  0            999 V2000
   -9.9311   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2167    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5022   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7877    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0733   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3588    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6443   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9298    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2154   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5009    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438    1.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583   -0.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2162   -0.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306    1.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6451   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -1.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
M  END

HMDB0059928
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl icosanoate
 78 77  0  0  0  0  0  0  0  0999 V2000
   -9.5480    3.5973   -1.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9178    2.4963   -2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1893    1.1300   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6724    0.9675   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    1.1748   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501    1.0349    0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -0.3275    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2221   -1.4361    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7390   -1.3845    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.4286    1.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -1.3684    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445   -2.5040    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -2.4519    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -2.5233    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -2.5008    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900   -1.2362    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.1935   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5200   -1.2820    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9321   -1.2711    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2285   -0.0077   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143    0.2454   -1.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0862    0.9270    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4649    2.1452   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906    2.1097   -1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745    1.5571   -2.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5494    1.4356   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2182    2.0565   -0.3878 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4851    1.6226   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1862    2.2814    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9930    0.6900   -0.7191 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1447    4.2265   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7725    4.2623   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2474    3.2269   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3386    2.4603   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    2.7154   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2492    0.8555   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6089    0.4059   -2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1867    1.7120    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9671   -0.0324   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.2317   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.5242   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9540    1.8218    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4616    1.2017    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8199   -0.5377    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2359   -0.3321    2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046   -2.3949    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7173   -1.5726   -0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -2.3379   -0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4413   -0.5703   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -2.4042    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -0.6420    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508   -0.4249    0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2708    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -2.4710   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -3.4994    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -3.2908   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943   -1.5086   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -3.3785    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -1.5757    1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -2.6502    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -3.3364    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424   -0.3172    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -1.1680   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -1.9891   -0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6370   -0.2212   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190   -2.1259    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865   -0.3322    1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939   -2.1041   -0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.4532    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1222    2.6877    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    2.8481   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4200    3.1709   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9879    0.7901   -3.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4360    0.3670   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0639    1.5313   -2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4578    3.3276    0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5699    2.3675    1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1671    1.7820    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
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 13 56  1  0
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 15 60  1  0
 15 61  1  0
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 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 19 68  1  0
 19 69  1  0
 23 70  1  0
 23 71  1  0
 24 72  1  0
 25 73  1  0
 26 74  1  0
 26 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
M  END

?
  Mrv0541 03201314102D          

 30 29  0  0  0  0            999 V2000
   -9.9311   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2167    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5022   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7877    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0733   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3588    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6443   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9298    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2154   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5009    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438    1.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583   -0.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2162   -0.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306    0.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306    1.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6451   -0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -1.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059928

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H48O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(28)30-22-24(27)21-29-23(2)26/h24,27H,3-22H2,1-2H3

> <INCHI_KEY>
BTMNZFJQAYHOPN-UHFFFAOYSA-N

> <FORMULA>
C25H48O5

> <MOLECULAR_WEIGHT>
428.6456

> <EXACT_MASS>
428.350174646

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
55.18955544879111

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(acetyloxy)-2-hydroxypropyl icosanoate

> <ALOGPS_LOGP>
8.08

> <JCHEM_LOGP>
7.30143995

> <ALOGPS_LOGS>
-6.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.631236257558882

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3974972609437444

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
121.66299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.60e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-2-hydroxypropyl icosanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059928
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl icosanoate
 78 77  0  0  0  0  0  0  0  0999 V2000
   -9.5480    3.5973   -1.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9178    2.4963   -2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1893    1.1300   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6724    0.9675   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    1.1748   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501    1.0349    0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -0.3275    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2221   -1.4361    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7390   -1.3845    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.4286    1.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -1.3684    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445   -2.5040    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -2.4519    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -2.5233    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -2.5008    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900   -1.2362    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.1935   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5200   -1.2820    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9321   -1.2711    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2285   -0.0077   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143    0.2454   -1.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0862    0.9270    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4649    2.1452   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906    2.1097   -1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745    1.5571   -2.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5494    1.4356   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2182    2.0565   -0.3878 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4851    1.6226   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1862    2.2814    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9930    0.6900   -0.7191 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1447    4.2265   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7725    4.2623   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2474    3.2269   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3386    2.4603   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    2.7154   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2492    0.8555   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6089    0.4059   -2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1867    1.7120    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9671   -0.0324   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.2317   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.5242   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9540    1.8218    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4616    1.2017    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8199   -0.5377    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2359   -0.3321    2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046   -2.3949    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7173   -1.5726   -0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -2.3379   -0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4413   -0.5703   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -2.4042    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -0.6420    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508   -0.4249    0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2708    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -2.4710   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -3.4994    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -3.2908   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943   -1.5086   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -3.3785    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -1.5757    1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -2.6502    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -3.3364    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424   -0.3172    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -1.1680   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -1.9891   -0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6370   -0.2212   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190   -2.1259    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865   -0.3322    1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939   -2.1041   -0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.4532    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1222    2.6877    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    2.8481   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4200    3.1709   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9879    0.7901   -3.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4360    0.3670   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0639    1.5313   -2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4578    3.3276    0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5699    2.3675    1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1671    1.7820    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 19 68  1  0
 19 69  1  0
 23 70  1  0
 23 71  1  0
 24 72  1  0
 25 73  1  0
 26 74  1  0
 26 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
M  END

HEADER    PROTEIN                                 20-MAR-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ?                                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-13         0                                  
HETATM    1  C   UNK     0     -18.538  -0.436   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.205   0.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.871  -0.436   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.537   0.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.203  -0.436   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.870   0.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.536  -0.436   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.202   0.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.869  -0.436   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.535   0.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.201  -0.436   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.868   0.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.534  -0.436   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.200   0.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.133  -0.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.467   0.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.801  -0.436   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.134   0.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.468  -0.436   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.802   0.334   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.802   1.874   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.135  -0.436   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.469   0.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.803  -0.436   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.137   0.334   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.470  -0.436   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.804   0.334   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.804   1.874   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.138  -0.436   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.803  -1.976   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   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0059928
HETATM    1  C1  UNL     1      -9.548   3.597  -1.566  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.918   2.496  -2.366  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.189   1.130  -1.784  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.672   0.967  -0.385  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.180   1.175  -0.390  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.550   1.035   0.970  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.775  -0.327   1.575  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.222  -1.436   0.752  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.739  -1.385   0.508  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.920  -1.429   1.751  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.456  -1.368   1.379  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.045  -2.504   0.499  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.557  -2.452   0.131  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.312  -2.523   1.340  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.760  -2.501   0.943  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.090  -1.236   0.222  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.560  -1.193  -0.213  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.520  -1.282   0.914  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.932  -1.271   0.422  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.229  -0.008  -0.296  1.00  0.00           C  
HETATM   21  O1  UNL     1       5.714   0.245  -1.404  1.00  0.00           O  
HETATM   22  O2  UNL     1       7.086   0.927   0.243  1.00  0.00           O  
HETATM   23  C21 UNL     1       7.465   2.145  -0.298  1.00  0.00           C  
HETATM   24  C22 UNL     1       8.191   2.110  -1.603  1.00  0.00           C  
HETATM   25  O3  UNL     1       7.474   1.557  -2.648  1.00  0.00           O  
HETATM   26  C23 UNL     1       9.549   1.436  -1.461  1.00  0.00           C  
HETATM   27  O4  UNL     1      10.218   2.057  -0.388  1.00  0.00           O  
HETATM   28  C24 UNL     1      11.485   1.623  -0.054  1.00  0.00           C  
HETATM   29  C25 UNL     1      12.186   2.281   1.075  1.00  0.00           C  
HETATM   30  O5  UNL     1      11.993   0.690  -0.719  1.00  0.00           O  
HETATM   31  H1  UNL     1     -10.145   4.226  -2.265  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.772   4.262  -1.129  1.00  0.00           H  
HETATM   33  H3  UNL     1     -10.247   3.227  -0.791  1.00  0.00           H  
HETATM   34  H4  UNL     1      -9.339   2.460  -3.413  1.00  0.00           H  
HETATM   35  H5  UNL     1      -7.853   2.715  -2.489  1.00  0.00           H  
HETATM   36  H6  UNL     1     -10.249   0.855  -1.912  1.00  0.00           H  
HETATM   37  H7  UNL     1      -8.609   0.406  -2.425  1.00  0.00           H  
HETATM   38  H8  UNL     1      -9.187   1.712   0.256  1.00  0.00           H  
HETATM   39  H9  UNL     1      -8.967  -0.032  -0.028  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.997   2.232  -0.707  1.00  0.00           H  
HETATM   41  H11 UNL     1      -6.651   0.524  -1.082  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.954   1.822   1.637  1.00  0.00           H  
HETATM   43  H13 UNL     1      -5.462   1.202   0.838  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.820  -0.538   1.798  1.00  0.00           H  
HETATM   45  H15 UNL     1      -6.236  -0.332   2.558  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.405  -2.395   1.318  1.00  0.00           H  
HETATM   47  H17 UNL     1      -6.717  -1.573  -0.219  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.511  -2.338  -0.059  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.441  -0.570  -0.177  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.087  -2.404   2.264  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.183  -0.642   2.488  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.251  -0.425   0.791  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.851  -1.271   2.288  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.561  -2.471  -0.501  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.280  -3.499   0.926  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.345  -3.291  -0.531  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.394  -1.509  -0.443  1.00  0.00           H  
HETATM   58  H28 UNL     1       0.057  -3.379   1.993  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.136  -1.576   1.925  1.00  0.00           H  
HETATM   60  H30 UNL     1       2.411  -2.650   1.833  1.00  0.00           H  
HETATM   61  H31 UNL     1       1.950  -3.336   0.205  1.00  0.00           H  
HETATM   62  H32 UNL     1       1.842  -0.317   0.790  1.00  0.00           H  
HETATM   63  H33 UNL     1       1.529  -1.168  -0.741  1.00  0.00           H  
HETATM   64  H34 UNL     1       3.700  -1.989  -0.974  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.637  -0.221  -0.773  1.00  0.00           H  
HETATM   66  H36 UNL     1       4.319  -2.126   1.608  1.00  0.00           H  
HETATM   67  H37 UNL     1       4.386  -0.332   1.520  1.00  0.00           H  
HETATM   68  H38 UNL     1       6.094  -2.104  -0.299  1.00  0.00           H  
HETATM   69  H39 UNL     1       6.659  -1.453   1.249  1.00  0.00           H  
HETATM   70  H40 UNL     1       8.122   2.688   0.441  1.00  0.00           H  
HETATM   71  H41 UNL     1       6.575   2.848  -0.412  1.00  0.00           H  
HETATM   72  H42 UNL     1       8.420   3.171  -1.920  1.00  0.00           H  
HETATM   73  H43 UNL     1       7.988   0.790  -3.004  1.00  0.00           H  
HETATM   74  H44 UNL     1       9.436   0.367  -1.181  1.00  0.00           H  
HETATM   75  H45 UNL     1      10.064   1.531  -2.431  1.00  0.00           H  
HETATM   76  H46 UNL     1      12.458   3.328   0.776  1.00  0.00           H  
HETATM   77  H47 UNL     1      11.570   2.368   1.981  1.00  0.00           H  
HETATM   78  H48 UNL     1      13.167   1.782   1.274  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   66   67
CONECT   19   20   68   69
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   70   71
CONECT   24   25   26   72
CONECT   25   73
CONECT   26   27   74   75
CONECT   27   28
CONECT   28   29   30   30
CONECT   29   76   77   78
END

HMDB0059928
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl icosanoate
 78 77  0  0  0  0  0  0  0  0999 V2000
   -9.5480    3.5973   -1.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9178    2.4963   -2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1893    1.1300   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6724    0.9675   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    1.1748   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501    1.0349    0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -0.3275    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2221   -1.4361    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7390   -1.3845    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.4286    1.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -1.3684    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445   -2.5040    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -2.4519    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -2.5233    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -2.5008    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900   -1.2362    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.1935   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5200   -1.2820    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9321   -1.2711    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2285   -0.0077   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143    0.2454   -1.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4649    2.1452   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906    2.1097   -1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745    1.5571   -2.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2182    2.0565   -0.3878 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4851    1.6226   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1862    2.2814    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9930    0.6900   -0.7191 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1447    4.2265   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.2474    3.2269   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3386    2.4603   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    2.7154   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2492    0.8555   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6089    0.4059   -2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1867    1.7120    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9671   -0.0324   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4616    1.2017    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8199   -0.5377    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2359   -0.3321    2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046   -2.3949    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7173   -1.5726   -0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -2.3379   -0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4413   -0.5703   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -2.4042    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -0.6420    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508   -0.4249    0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2708    2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -2.4710   -0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -3.4994    0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -3.2908   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943   -1.5086   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -3.3785    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -1.5757    1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -2.6502    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -3.3364    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424   -0.3172    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -1.1680   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -1.9891   -0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6370   -0.2212   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190   -2.1259    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865   -0.3322    1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939   -2.1041   -0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590   -1.4532    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1222    2.6877    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    2.8481   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4200    3.1709   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9879    0.7901   -3.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4360    0.3670   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0639    1.5313   -2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4578    3.3276    0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5699    2.3675    1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1671    1.7820    1.2735 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
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 20 22  1  0
 22 23  1  0
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  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
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  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
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 29 76  1  0
 29 77  1  0
 29 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(Acetyloxy)-2-hydroxypropyl icosanoic acid	Generator

Chemical Formula

C₂₅H₄₈O₅

Average Molecular Weight

428.6456

Monoisotopic Molecular Weight

428.350174646

IUPAC Name

3-(acetyloxy)-2-hydroxypropyl icosanoate

Traditional Name

3-(acetyloxy)-2-hydroxypropyl icosanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O

InChI Identifier

InChI=1S/C25H48O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(28)30-22-24(27)21-29-23(2)26/h24,27H,3-22H2,1-2H3

InChI Key

BTMNZFJQAYHOPN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,3-diacylglycerols

Alternative Parents

Substituents

1,3-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059928)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.6e-05 g/L	ALOGPS
logP	8.08	ALOGPS
logP	7.3	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	121.66 m³·mol⁻¹	ChemAxon
Polarizability	55.19 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]+	213.236	31661259
DarkChem	[M-H]-	211.901	31661259
DeepCCS	[M+H]+	207.159	30932474
DeepCCS	[M-H]-	204.609	30932474
DeepCCS	[M-2H]-	237.811	30932474
DeepCCS	[M+Na]+	213.695	30932474
AllCCS	[M+H]+	220.3	32859911
AllCCS	[M+H-H2O]+	218.4	32859911
AllCCS	[M+NH4]+	222.0	32859911
AllCCS	[M+Na]+	222.5	32859911
AllCCS	[M-H]-	210.5	32859911
AllCCS	[M+Na-2H]-	213.1	32859911
AllCCS	[M+HCOO]-	216.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Acetyloxy)-2-hydroxypropyl icosanoate	CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	3667.0	Standard polar	33892256
3-(Acetyloxy)-2-hydroxypropyl icosanoate	CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	2965.6	Standard non polar	33892256
3-(Acetyloxy)-2-hydroxypropyl icosanoate	CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	3069.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Acetyloxy)-2-hydroxypropyl icosanoate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)O[Si](C)(C)C	3032.7	Semi standard non polar	33892256
3-(Acetyloxy)-2-hydroxypropyl icosanoate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)O[Si](C)(C)C(C)(C)C	3330.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate GC-MS (1 TMS) - 70eV, Positive	splash10-002o-9340200000-37090ee8d116caeb225a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 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 - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 10V, Positive-QTOF	splash10-016r-1117900000-b3dc28d23177cf05893c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 20V, Positive-QTOF	splash10-014j-7597100000-1f4f6b0611a711742b22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 40V, Positive-QTOF	splash10-0a4i-9100000000-e44b903549efe263c4ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 10V, Negative-QTOF	splash10-0a4r-9003100000-7d3a5a364bc7adae7071	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 20V, Negative-QTOF	splash10-0a4i-9000000000-71e88afb3579a2aab7f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl icosanoate 40V, Negative-QTOF	splash10-0bt9-9137000000-5fed795f321837a5e640	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6850772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3-(Acetyloxy)-2-hydroxypropyl icosanoate (HMDB0059928)

MOL for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

3D MOL for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

3D SDF for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

3D-SDF for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

PDB for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

3D PDB for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

SMILES for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

INCHI for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

Structure for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

3D Structure for HMDB0059928 (3-(Acetyloxy)-2-hydroxypropyl icosanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra