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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:36:29 UTC

Update Date

2022-03-07 02:56:07 UTC

HMDB ID

HMDB0039225

Secondary Accession Numbers

HMDB39225

Metabolite Identification

Common Name

2-Stearyl citrate

Description

2-Stearyl citrate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on 2-Stearyl citrate.

Structure

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


  Mrv0541 05061310562D          

 31 30  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8874    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1249    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1249    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2999    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 27 22  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 24  1  0  0  0  0
 31 18  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0039225
     RDKit          3D
2-Stearyl citrate
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.7751   -0.3107   -1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2784    1.0622   -1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0264    1.1558    0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9873    0.1613    0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6602    0.3813    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.6150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858   -0.3647   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.0077    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046    1.3326    1.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    0.9193    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -0.4409    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527   -0.9082    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.0057    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9183   -0.5313   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    0.2819   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    0.2983    0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295   -1.0665    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270   -1.7491   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385   -1.0460   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5194   -0.7589    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4944   -1.1403    1.2941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6670   -0.0021   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3834    0.2683   -1.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8564   -0.9611   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5876   -2.2135   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8159   -3.1101   -0.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2025   -2.4500   -2.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9499    1.2569    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0727    1.9770   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5514    3.0285    0.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6877    1.6153   -1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9880   -1.0496   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5635   -0.6623   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3045   -0.1930   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3879    1.2907   -1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965    1.7824   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6089    2.1715    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430    1.0602    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8118    0.3961    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218   -0.8791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428    1.4190    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922    0.2112   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9480   -1.6352    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824   -0.6183    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.1482    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.4332   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.1057   -0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4263    1.7947   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094    2.5012    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    1.0613    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649    1.6506    2.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    1.2216    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.1649    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.5690    3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -0.8862    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6772   -1.9530    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    1.0251    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -0.1280    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   -0.5438   -1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376   -1.5993   -0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5808    0.0054   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    1.3517   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    0.7375    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869    0.9559    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7182    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2260   -0.9949    1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426   -2.7961    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.7875   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.2878   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7897   -0.4850   -0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600   -1.2790    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1634   -1.7033   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0741    1.9224    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2560    1.0592    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6487    2.1321   -2.4002 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
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
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 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
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 18 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  1  0
M  END


  Mrv0541 05061310562D          

 31 30  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8874    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1249    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1249    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0624    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2999    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 27 22  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 24  1  0  0  0  0
 31 18  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039225

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H44O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-31-23(29)24(30,19-21(25)26)20-22(27)28/h30H,2-20H2,1H3,(H,25,26)(H,27,28)

> <INCHI_KEY>
QILIJDWPBISFBO-UHFFFAOYSA-N

> <FORMULA>
C24H44O7

> <MOLECULAR_WEIGHT>
444.602

> <EXACT_MASS>
444.308703762

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
53.67370471749636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-[(octadecyloxy)carbonyl]pentanedioic acid

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
6.371066928666667

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.281116088175834

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.587688445931485

> <JCHEM_PKA_STRONGEST_BASIC>
-4.189890585807254

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
118.68059999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-[(octadecyloxy)carbonyl]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039225
     RDKit          3D
2-Stearyl citrate
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.7751   -0.3107   -1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2784    1.0622   -1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0264    1.1558    0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9873    0.1613    0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6602    0.3813    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.6150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858   -0.3647   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.0077    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046    1.3326    1.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    0.9193    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -0.4409    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527   -0.9082    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.0057    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9183   -0.5313   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    0.2819   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    0.2983    0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295   -1.0665    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270   -1.7491   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385   -1.0460   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5194   -0.7589    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4944   -1.1403    1.2941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6670   -0.0021   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3834    0.2683   -1.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8564   -0.9611   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5876   -2.2135   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8159   -3.1101   -0.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2025   -2.4500   -2.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9499    1.2569    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0727    1.9770   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5514    3.0285    0.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6877    1.6153   -1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9880   -1.0496   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5635   -0.6623   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3045   -0.1930   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3879    1.2907   -1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965    1.7824   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6089    2.1715    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430    1.0602    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8118    0.3961    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218   -0.8791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428    1.4190    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922    0.2112   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9480   -1.6352    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824   -0.6183    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.1482    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.4332   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.1057   -0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4263    1.7947   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094    2.5012    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    1.0613    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649    1.6506    2.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    1.2216    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.1649    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.5690    3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -0.8862    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6772   -1.9530    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    1.0251    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -0.1280    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   -0.5438   -1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376   -1.5993   -0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5808    0.0054   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    1.3517   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    0.7375    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869    0.9559    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7182    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2260   -0.9949    1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426   -2.7961    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.7875   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.2878   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7897   -0.4850   -0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600   -1.2790    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1634   -1.7033   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0741    1.9224    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2560    1.0592    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6487    2.1321   -2.4002 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
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  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      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.151  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      44.590  10.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.050  12.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      46.130  10.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      43.820  14.107   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      42.486  10.669   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      43.820  11.439   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      46.900   8.772   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      46.900  11.439   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      43.050  15.441   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      45.360  14.107   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      42.486   9.129   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      45.154  12.209   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      41.153  11.439   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   31                                                       
CONECT   19   21   24                                                       
CONECT   20   22   24                                                       
CONECT   21   19   25   26                                                  
CONECT   22   20   27   28                                                  
CONECT   23   24   29   31                                                  
CONECT   24   19   20   23   30                                             
CONECT   25   21                                                            
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28   22                                                            
CONECT   29   23                                                            
CONECT   30   24                                                            
CONECT   31   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0039225
HETATM    1  C1  UNL     1       9.775  -0.311  -1.659  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.278   1.062  -1.261  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.026   1.156   0.227  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.987   0.161   0.689  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.660   0.381   0.008  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.639  -0.615   0.478  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.286  -0.365  -0.226  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.793   1.008   0.084  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.505   1.333   1.476  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.346   0.919   2.244  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.805  -0.441   2.333  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.053  -0.908   1.140  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.188   0.006   0.941  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.918  -0.531  -0.276  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.132   0.282  -0.569  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.119   0.298   0.552  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.629  -1.067   0.920  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.327  -1.749  -0.228  1.00  0.00           C  
HETATM   19  O1  UNL     1      -5.439  -1.046  -0.703  1.00  0.00           O  
HETATM   20  C19 UNL     1      -6.519  -0.759   0.110  1.00  0.00           C  
HETATM   21  O2  UNL     1      -6.494  -1.140   1.294  1.00  0.00           O  
HETATM   22  C20 UNL     1      -7.667  -0.002  -0.480  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.383   0.268  -1.801  1.00  0.00           O  
HETATM   24  C21 UNL     1      -8.856  -0.961  -0.361  1.00  0.00           C  
HETATM   25  C22 UNL     1      -8.588  -2.214  -1.111  1.00  0.00           C  
HETATM   26  O4  UNL     1      -7.816  -3.110  -0.692  1.00  0.00           O  
HETATM   27  O5  UNL     1      -9.202  -2.450  -2.350  1.00  0.00           O  
HETATM   28  C23 UNL     1      -7.950   1.257   0.269  1.00  0.00           C  
HETATM   29  C24 UNL     1      -9.073   1.977  -0.356  1.00  0.00           C  
HETATM   30  O6  UNL     1      -9.551   3.029   0.201  1.00  0.00           O  
HETATM   31  O7  UNL     1      -9.688   1.615  -1.535  1.00  0.00           O  
HETATM   32  H1  UNL     1       8.988  -1.050  -1.799  1.00  0.00           H  
HETATM   33  H2  UNL     1      10.563  -0.662  -0.931  1.00  0.00           H  
HETATM   34  H3  UNL     1      10.304  -0.193  -2.628  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.388   1.291  -1.844  1.00  0.00           H  
HETATM   36  H5  UNL     1      10.097   1.782  -1.491  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.609   2.171   0.418  1.00  0.00           H  
HETATM   38  H7  UNL     1       9.943   1.060   0.805  1.00  0.00           H  
HETATM   39  H8  UNL     1       7.812   0.396   1.782  1.00  0.00           H  
HETATM   40  H9  UNL     1       8.322  -0.879   0.654  1.00  0.00           H  
HETATM   41  H10 UNL     1       6.343   1.419   0.144  1.00  0.00           H  
HETATM   42  H11 UNL     1       6.792   0.211  -1.100  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.948  -1.635   0.178  1.00  0.00           H  
HETATM   44  H13 UNL     1       5.482  -0.618   1.567  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.643  -1.148   0.117  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.439  -0.433  -1.327  1.00  0.00           H  
HETATM   47  H16 UNL     1       2.811   1.106  -0.494  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.426   1.795  -0.437  1.00  0.00           H  
HETATM   49  H18 UNL     1       3.509   2.501   1.523  1.00  0.00           H  
HETATM   50  H19 UNL     1       4.423   1.061   2.136  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.465   1.651   2.025  1.00  0.00           H  
HETATM   52  H21 UNL     1       2.562   1.222   3.353  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.660  -1.165   2.501  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.123  -0.569   3.224  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.539  -0.886   0.175  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.677  -1.953   1.309  1.00  0.00           H  
HETATM   57  H26 UNL     1       0.109   1.025   0.713  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.855  -0.128   1.811  1.00  0.00           H  
HETATM   59  H28 UNL     1      -0.207  -0.544  -1.139  1.00  0.00           H  
HETATM   60  H29 UNL     1      -1.138  -1.599  -0.071  1.00  0.00           H  
HETATM   61  H30 UNL     1      -2.581   0.005  -1.544  1.00  0.00           H  
HETATM   62  H31 UNL     1      -1.791   1.352  -0.702  1.00  0.00           H  
HETATM   63  H32 UNL     1      -2.636   0.737   1.446  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.987   0.956   0.309  1.00  0.00           H  
HETATM   65  H34 UNL     1      -2.747  -1.718   1.177  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.226  -0.995   1.832  1.00  0.00           H  
HETATM   67  H36 UNL     1      -4.543  -2.796   0.052  1.00  0.00           H  
HETATM   68  H37 UNL     1      -3.586  -1.787  -1.072  1.00  0.00           H  
HETATM   69  H38 UNL     1      -6.403   0.288  -1.995  1.00  0.00           H  
HETATM   70  H39 UNL     1      -9.790  -0.485  -0.629  1.00  0.00           H  
HETATM   71  H40 UNL     1      -8.960  -1.279   0.716  1.00  0.00           H  
HETATM   72  H41 UNL     1      -9.163  -1.703  -3.050  1.00  0.00           H  
HETATM   73  H42 UNL     1      -7.074   1.922   0.323  1.00  0.00           H  
HETATM   74  H43 UNL     1      -8.256   1.059   1.331  1.00  0.00           H  
HETATM   75  H44 UNL     1      -9.649   2.132  -2.400  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   65   66
CONECT   18   19   67   68
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   24   28
CONECT   23   69
CONECT   24   25   70   71
CONECT   25   26   26   27
CONECT   27   72
CONECT   28   29   73   74
CONECT   29   30   30   31
CONECT   31   75
END

HMDB0039225
     RDKit          3D
2-Stearyl citrate
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.7751   -0.3107   -1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2784    1.0622   -1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0264    1.1558    0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9873    0.1613    0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6602    0.3813    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -0.6150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858   -0.3647   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.0077    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046    1.3326    1.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    0.9193    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -0.4409    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527   -0.9082    1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.0057    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9183   -0.5313   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    0.2819   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    0.2983    0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295   -1.0665    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270   -1.7491   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385   -1.0460   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5194   -0.7589    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4944   -1.1403    1.2941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6670   -0.0021   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3834    0.2683   -1.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8564   -0.9611   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5876   -2.2135   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8159   -3.1101   -0.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2025   -2.4500   -2.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9499    1.2569    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0727    1.9770   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5514    3.0285    0.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6877    1.6153   -1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9880   -1.0496   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5635   -0.6623   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3045   -0.1930   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3879    1.2907   -1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965    1.7824   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6089    2.1715    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430    1.0602    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8118    0.3961    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218   -0.8791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428    1.4190    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922    0.2112   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9480   -1.6352    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824   -0.6183    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.1482    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.4332   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.1057   -0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4263    1.7947   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094    2.5012    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    1.0613    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649    1.6506    2.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618    1.2216    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.1649    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.5690    3.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -0.8862    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6772   -1.9530    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    1.0251    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -0.1280    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   -0.5438   -1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376   -1.5993   -0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5808    0.0054   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    1.3517   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    0.7375    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869    0.9559    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7182    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2260   -0.9949    1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426   -2.7961    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.7875   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.2878   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7897   -0.4850   -0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600   -1.2790    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1634   -1.7033   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0741    1.9224    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2560    1.0592    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6487    2.1321   -2.4002 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
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Stearyl citric acid	Generator
3-Hydroxy-3-[(octadecyloxy)carbonyl]pentanedioate	HMDB

Chemical Formula

C₂₄H₄₄O₇

Average Molecular Weight

444.602

Monoisotopic Molecular Weight

444.308703762

IUPAC Name

3-hydroxy-3-[(octadecyloxy)carbonyl]pentanedioic acid

Traditional Name

3-hydroxy-3-[(octadecyloxy)carbonyl]pentanedioic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C24H44O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-31-23(29)24(30,19-21(25)26)20-22(27)28/h30H,2-20H2,1H3,(H,25,26)(H,27,28)

InChI Key

QILIJDWPBISFBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
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: HMDB0039225)
Cell membrane (HMDB: HMDB0039225)

Source

Exogenous

Exogenous (HMDB: HMDB0039225)

Food

Food (HMDB: HMDB0039225)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039225)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	80.4 - 80.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00031 g/L	ALOGPS
logP	4.9	ALOGPS
logP	6.37	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	118.68 m³·mol⁻¹	ChemAxon
Polarizability	53.67 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]+	213.085	31661259
DarkChem	[M-H]-	208.94	31661259
DeepCCS	[M+H]+	214.297	30932474
DeepCCS	[M-H]-	211.747	30932474
DeepCCS	[M-2H]-	244.952	30932474
DeepCCS	[M+Na]+	221.565	30932474
AllCCS	[M+H]+	218.8	32859911
AllCCS	[M+H-H2O]+	217.0	32859911
AllCCS	[M+NH4]+	220.4	32859911
AllCCS	[M+Na]+	220.9	32859911
AllCCS	[M-H]-	211.2	32859911
AllCCS	[M+Na-2H]-	213.2	32859911
AllCCS	[M+HCOO]-	215.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	11.13 minutes	32390414
Predicted by Siyang on May 30, 2022	20.5358 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3365.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	333.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	232.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	637.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	971.0 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	942.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1928.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	689.9 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	1975.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	746.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	514.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	545.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.8 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	43.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Stearyl citrate	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(O)=O)CC(O)=O	4899.8	Standard polar	33892256
2-Stearyl citrate	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(O)=O)CC(O)=O	2879.0	Standard non polar	33892256
2-Stearyl citrate	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(O)=O)CC(O)=O	3311.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Stearyl citrate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O)(CC(=O)O)O[Si](C)(C)C	3333.6	Semi standard non polar	33892256
2-Stearyl citrate,1TMS,isomer #2	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(=O)O)CC(=O)O[Si](C)(C)C	3381.1	Semi standard non polar	33892256
2-Stearyl citrate,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O)(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3320.1	Semi standard non polar	33892256
2-Stearyl citrate,2TMS,isomer #2	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(=O)O[Si](C)(C)C)CC(=O)O[Si](C)(C)C	3352.3	Semi standard non polar	33892256
2-Stearyl citrate,3TMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O[Si](C)(C)C)(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3388.7	Semi standard non polar	33892256
2-Stearyl citrate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O)(CC(=O)O)O[Si](C)(C)C(C)(C)C	3575.2	Semi standard non polar	33892256
2-Stearyl citrate,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(=O)O)CC(=O)O[Si](C)(C)C(C)(C)C	3622.9	Semi standard non polar	33892256
2-Stearyl citrate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O)(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3819.8	Semi standard non polar	33892256
2-Stearyl citrate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCOC(=O)C(O)(CC(=O)O[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	3849.3	Semi standard non polar	33892256
2-Stearyl citrate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCOC(=O)C(CC(=O)O[Si](C)(C)C(C)(C)C)(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4083.3	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 - 2-Stearyl citrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1920000000-8b6ad3483127da3ab7d9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Stearyl citrate GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3229002000-f6ad012c11bbd9830146	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Stearyl citrate 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 - 2-Stearyl citrate 10V, Positive-QTOF	splash10-002b-0226900000-5d6331322ef7deb88fac	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 20V, Positive-QTOF	splash10-0w2i-7459100000-d35984376f72b26fc169	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 40V, Positive-QTOF	splash10-002n-3920000000-8ac9e689cab5b4db6ffe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 10V, Negative-QTOF	splash10-0007-0409400000-9dc71348efaba1db4b73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 20V, Negative-QTOF	splash10-0537-3904100000-81ed62cc97c9d6242ba6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 40V, Negative-QTOF	splash10-0pb9-7910000000-44ab6631cda37a47cd7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 10V, Positive-QTOF	splash10-0002-0100900000-b548f088820869fa5f60	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 20V, Positive-QTOF	splash10-0fi1-1492600000-43d1f13e5ed6d4ca85f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 40V, Positive-QTOF	splash10-0535-9400000000-85342436f5db90b4a4f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 10V, Negative-QTOF	splash10-004i-0301900000-0e388d99635ed925bedf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 20V, Negative-QTOF	splash10-0f6w-0905200000-2713415d5aa17516beee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Stearyl citrate 40V, Negative-QTOF	splash10-0kai-5901000000-c4fd42d631366e7ba9d4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018757

KNApSAcK ID

Not Available

Chemspider ID

30777336

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71587497

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 2-Stearyl citrate (HMDB0039225)

MOL for HMDB0039225 (2-Stearyl citrate)

3D MOL for HMDB0039225 (2-Stearyl citrate)

3D SDF for HMDB0039225 (2-Stearyl citrate)

3D-SDF for HMDB0039225 (2-Stearyl citrate)

PDB for HMDB0039225 (2-Stearyl citrate)

3D PDB for HMDB0039225 (2-Stearyl citrate)

SMILES for HMDB0039225 (2-Stearyl citrate)

INCHI for HMDB0039225 (2-Stearyl citrate)

Structure for HMDB0039225 (2-Stearyl citrate)

3D Structure for HMDB0039225 (2-Stearyl citrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra