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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:45:37 UTC

Update Date

2022-11-30 19:24:26 UTC

HMDB ID

HMDB0112226

Secondary Accession Numbers

None

Metabolite Identification

Common Name

CE(8F4)

Description

CE(8F4) is a furan fatty acid ester of cholesterol or simply a cholesteryl ester (CE). Cholesteryl esters are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesteryl esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesteryl esters tend to contain relatively high proportions of C18 fatty acids. Cholesteryl esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesteryl esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesteryl esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesteryl esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesteryl esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesteryl esters from CoA esters of fatty acids and cholesterol. Cholesteryl ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells. The shorthand notation for CE(8F4) refers to the furan fatty acid's 8-carbon carboxyalkyl moiety, the non-methylated furan moiety, and its 4-carbon alkyl moiety.

Structure

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


  Mrv1652309081718452D          

 46 50  0  0  0  0            999 V2000
  -13.2046    0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993   -3.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7197    1.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8992    1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3374   -2.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4143    1.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1813    1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3744    1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5938    1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0418    2.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 22 21  1  0  0  0  0
 23 20  1  0  0  0  0
 25 24  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 31  2  1  0  0  0  0
 31  3  1  0  0  0  0
 31 15  1  0  0  0  0
 32  4  1  0  0  0  0
 32 16  1  0  0  0  0
 33 20  2  0  0  0  0
 33 30  1  0  0  0  0
 34 17  1  0  0  0  0
 34 21  2  0  0  0  0
 35 18  1  0  0  0  0
 35 22  2  0  0  0  0
 36 26  1  0  0  0  0
 36 30  1  0  0  0  0
 37 23  1  0  0  0  0
 38 24  1  0  0  0  0
 38 32  1  0  0  0  0
 39 25  1  0  0  0  0
 39 37  1  0  0  0  0
 40 27  1  0  0  0  0
 40 37  1  0  0  0  0
 41 19  1  0  0  0  0
 42  5  1  0  0  0  0
 42 28  1  0  0  0  0
 42 33  1  0  0  0  0
 42 40  1  0  0  0  0
 43  6  1  0  0  0  0
 43 29  1  0  0  0  0
 43 38  1  0  0  0  0
 43 39  1  0  0  0  0
 44 41  2  0  0  0  0
 45 34  1  0  0  0  0
 45 35  1  0  0  0  0
 46 36  1  0  0  0  0
 46 41  1  0  0  0  0
M  END

HMDB0112226
     RDKit          3D
CE(8F4)
116120  0  0  0  0  0  0  0  0999 V2000
   15.4936    1.5252    1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9979    1.3047    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2721    2.3378    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7933    2.1412    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4198    0.7861    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774   -0.3650    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9791   -1.3710    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7899   -0.7932   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3536   -1.5547   -2.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869   -1.5305   -2.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3279   -0.1249   -2.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9166    0.1846   -2.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9470   -0.1302   -1.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7387   -1.5521   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286   -1.6196   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479   -1.1689   -0.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -0.9439   -1.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3065   -0.9910    0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -0.5720   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.8206    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    1.2675   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7494    0.2592    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705    0.2610    1.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.0120   -0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -1.6950   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582   -1.2811   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365    0.0296   -1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1126    0.7888   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    1.3071    1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9973    0.5016    1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -0.3701    0.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947   -1.8130    1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2473   -0.0619    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1009   -0.8839    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.8249    2.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5403   -0.4580    1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8220    0.9703    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2976    1.2180    1.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7029    0.9422   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2008    1.2485   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0030    1.7890   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6401   -0.4155   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -0.6276   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3767    0.0942   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -1.5852    0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0668    0.4741   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749    2.2099    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8759    2.0118    2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9741    0.5269    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7346    0.2819    0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7512    1.3617    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5090    3.3596    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5214    2.1636   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2340    2.9115    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4771    2.2894    1.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6185   -0.4161    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8334   -2.4142    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6963   -1.0680   -3.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7011   -2.6033   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4744   -2.1774   -3.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5304   -1.9460   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7682    0.4915   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9130    0.3452   -3.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8394    1.3200   -2.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926   -0.2812   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9450    0.3178   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    0.4595   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -2.1409   -2.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803   -2.0503   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -2.6864    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748   -0.9754    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1153   -0.4951   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048    1.5256   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964    0.8360    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    2.2619    0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7427    1.3306   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.2283    2.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -0.3622    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793    1.2706    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.6773   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -1.3882   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1786   -2.0980   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9433    0.6535   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    1.7995   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    1.5835    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3424    2.3083    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7743    1.2291    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6879   -0.0723    2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4033   -1.9409    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -2.5139    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -2.1155    2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3872    1.0105    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1284   -1.9649    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6786   -0.3037    3.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9265   -0.4110    3.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9062   -1.8832    3.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7753   -0.6691    0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1850   -1.1231    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2823    1.6770    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6433    1.2560    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5521    2.2799    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8725    0.5274    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6300   -0.1336   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5541    1.1933   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3245    2.3167    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7872    0.5537    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3928    2.5795   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7499    2.3129   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3909    1.1896   -1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2086   -1.3545   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1882    0.4169   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1366   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1328   -1.7131   -1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309081718452D          

 46 50  0  0  0  0            999 V2000
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  -12.7197    1.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8992    1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3374   -2.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
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 42 33  1  0  0  0  0
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 43  6  1  0  0  0  0
 43 29  1  0  0  0  0
 43 38  1  0  0  0  0
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 44 41  2  0  0  0  0
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 45 35  1  0  0  0  0
 46 36  1  0  0  0  0
 46 41  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112226

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1=CC=C(CCCCCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C43H70O3/c1-7-8-17-34-21-22-35(45-34)18-12-10-9-11-13-19-41(44)46-36-26-28-42(5)33(30-36)20-23-37-39-25-24-38(32(4)16-14-15-31(2)3)43(39,6)29-27-40(37)42/h20-22,31-32,36-40H,7-19,23-30H2,1-6H3

> <INCHI_KEY>
WAZXXLLRONWTAP-UHFFFAOYSA-N

> <FORMULA>
C43H70O3

> <MOLECULAR_WEIGHT>
635.03

> <EXACT_MASS>
634.532496114

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
116

> <JCHEM_AVERAGE_POLARIZABILITY>
83.18747081111158

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoate

> <ALOGPS_LOGP>
9.85

> <JCHEM_LOGP>
12.571326482666667

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7574852587582357

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
193.51650000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112226
     RDKit          3D
CE(8F4)
116120  0  0  0  0  0  0  0  0999 V2000
   15.4936    1.5252    1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9979    1.3047    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2721    2.3378    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7933    2.1412    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0668    0.4741   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749    2.2099    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8759    2.0118    2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6185   -0.4161    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8334   -2.4142    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6963   -1.0680   -3.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7011   -2.6033   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4926   -0.2812   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7427    1.3306   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.2283    2.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -0.3622    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793    1.2706    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.6773   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -1.3882   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1786   -2.0980   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9433    0.6535   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    1.7995   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    1.5835    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3424    2.3083    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7743    1.2291    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6879   -0.0723    2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4033   -1.9409    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -2.5139    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -2.1155    2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3872    1.0105    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1284   -1.9649    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6786   -0.3037    3.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9265   -0.4110    3.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9062   -1.8832    3.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7753   -0.6691    0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1850   -1.1231    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2823    1.6770    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6433    1.2560    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5521    2.2799    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8725    0.5274    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6300   -0.1336   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5541    1.1933   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3245    2.3167    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7872    0.5537    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3928    2.5795   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7499    2.3129   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3909    1.1896   -1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2086   -1.3545   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1882    0.4169   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1366   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1328   -1.7131   -1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6650    1.1773   -0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249   -2.5203   -0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -1.9478    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
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  8  9  1  0
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M  END

HEADER    PROTEIN                                 08-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-17         0                                  
HETATM    1  C   UNK     0     -24.649   1.162   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.079  -5.830   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.542  -6.655   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.828  -1.532   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -23.743   2.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -22.212   2.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.670   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.590  -3.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.096  -4.046   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.114  -2.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -21.307   3.493   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -16.004   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -19.005   1.998   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -17.499   2.318   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.132   2.016   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.608  -1.941   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -19.775   3.332   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -17.338   3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -18.745   4.476   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   31                                                            
CONECT    3   31                                                            
CONECT    4   32                                                            
CONECT    5   42                                                            
CONECT    6   43                                                            
CONECT    7    1    8                                                       
CONECT    8    7   17                                                       
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   18                                                       
CONECT   13   11   19                                                       
CONECT   14   15   16                                                       
CONECT   15   14   31                                                       
CONECT   16   14   32                                                       
CONECT   17    8   34                                                       
CONECT   18   12   35                                                       
CONECT   19   13   41                                                       
CONECT   20   23   33                                                       
CONECT   21   22   34                                                       
CONECT   22   21   35                                                       
CONECT   23   20   37                                                       
CONECT   24   25   38                                                       
CONECT   25   24   39                                                       
CONECT   26   28   36                                                       
CONECT   27   29   40                                                       
CONECT   28   26   42                                                       
CONECT   29   27   43                                                       
CONECT   30   33   36                                                       
CONECT   31    2    3   15                                                  
CONECT   32    4   16   38                                                  
CONECT   33   20   30   42                                                  
CONECT   34   17   21   45                                                  
CONECT   35   18   22   45                                                  
CONECT   36   26   30   46                                                  
CONECT   37   23   39   40                                                  
CONECT   38   24   32   43                                                  
CONECT   39   25   37   43                                                  
CONECT   40   27   37   42                                                  
CONECT   41   19   44   46                                                  
CONECT   42    5   28   33   40                                             
CONECT   43    6   29   38   39                                             
CONECT   44   41                                                            
CONECT   45   34   35                                                       
CONECT   46   36   41                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

COMPND    HMDB0112226
HETATM    1  C1  UNL     1      15.494   1.525   1.209  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.998   1.305   1.374  1.00  0.00           C  
HETATM    3  C3  UNL     1      13.272   2.338   0.547  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.793   2.141   0.706  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.420   0.786   0.238  1.00  0.00           C  
HETATM    6  C6  UNL     1      11.377  -0.365   0.990  1.00  0.00           C  
HETATM    7  C7  UNL     1      10.979  -1.371   0.140  1.00  0.00           C  
HETATM    8  C8  UNL     1      10.790  -0.793  -1.115  1.00  0.00           C  
HETATM    9  C9  UNL     1      10.354  -1.555  -2.319  1.00  0.00           C  
HETATM   10  C10 UNL     1       8.787  -1.530  -2.362  1.00  0.00           C  
HETATM   11  C11 UNL     1       8.328  -0.125  -2.468  1.00  0.00           C  
HETATM   12  C12 UNL     1       6.917   0.185  -2.594  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.947  -0.130  -1.543  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.739  -1.552  -1.188  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.629  -1.620  -0.140  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.348  -1.169  -0.683  1.00  0.00           C  
HETATM   17  O1  UNL     1       3.145  -0.944  -1.883  1.00  0.00           O  
HETATM   18  O2  UNL     1       2.306  -0.991   0.222  1.00  0.00           O  
HETATM   19  C17 UNL     1       1.043  -0.572  -0.253  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.697   0.821   0.212  1.00  0.00           C  
HETATM   21  C19 UNL     1      -0.659   1.268  -0.166  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.749   0.259   0.279  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.570   0.261   1.811  1.00  0.00           C  
HETATM   24  C22 UNL     1      -1.346  -1.012  -0.272  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.131  -1.695  -1.074  1.00  0.00           C  
HETATM   26  C24 UNL     1      -3.458  -1.281  -1.499  1.00  0.00           C  
HETATM   27  C25 UNL     1      -3.937   0.030  -1.030  1.00  0.00           C  
HETATM   28  C26 UNL     1      -3.113   0.789  -0.054  1.00  0.00           C  
HETATM   29  C27 UNL     1      -3.895   1.307   1.125  1.00  0.00           C  
HETATM   30  C28 UNL     1      -4.997   0.502   1.664  1.00  0.00           C  
HETATM   31  C29 UNL     1      -5.745  -0.370   0.709  1.00  0.00           C  
HETATM   32  C30 UNL     1      -5.495  -1.813   1.011  1.00  0.00           C  
HETATM   33  C31 UNL     1      -7.247  -0.062   0.650  1.00  0.00           C  
HETATM   34  C32 UNL     1      -8.101  -0.884   1.524  1.00  0.00           C  
HETATM   35  C33 UNL     1      -7.859  -0.825   2.992  1.00  0.00           C  
HETATM   36  C34 UNL     1      -9.540  -0.458   1.294  1.00  0.00           C  
HETATM   37  C35 UNL     1      -9.822   0.970   1.594  1.00  0.00           C  
HETATM   38  C36 UNL     1     -11.298   1.218   1.329  1.00  0.00           C  
HETATM   39  C37 UNL     1     -11.703   0.942  -0.091  1.00  0.00           C  
HETATM   40  C38 UNL     1     -13.201   1.249  -0.164  1.00  0.00           C  
HETATM   41  C39 UNL     1     -11.003   1.789  -1.095  1.00  0.00           C  
HETATM   42  C40 UNL     1      -7.640  -0.416  -0.796  1.00  0.00           C  
HETATM   43  C41 UNL     1      -6.318  -0.628  -1.536  1.00  0.00           C  
HETATM   44  C42 UNL     1      -5.377   0.094  -0.652  1.00  0.00           C  
HETATM   45  C43 UNL     1      -0.026  -1.585   0.056  1.00  0.00           C  
HETATM   46  O3  UNL     1      11.067   0.474  -0.983  1.00  0.00           O  
HETATM   47  H1  UNL     1      15.675   2.210   0.356  1.00  0.00           H  
HETATM   48  H2  UNL     1      15.876   2.012   2.131  1.00  0.00           H  
HETATM   49  H3  UNL     1      15.974   0.527   1.076  1.00  0.00           H  
HETATM   50  H4  UNL     1      13.735   0.282   0.982  1.00  0.00           H  
HETATM   51  H5  UNL     1      13.751   1.362   2.440  1.00  0.00           H  
HETATM   52  H6  UNL     1      13.509   3.360   0.868  1.00  0.00           H  
HETATM   53  H7  UNL     1      13.521   2.164  -0.528  1.00  0.00           H  
HETATM   54  H8  UNL     1      11.234   2.911   0.097  1.00  0.00           H  
HETATM   55  H9  UNL     1      11.477   2.289   1.759  1.00  0.00           H  
HETATM   56  H10 UNL     1      11.618  -0.416   2.036  1.00  0.00           H  
HETATM   57  H11 UNL     1      10.833  -2.414   0.371  1.00  0.00           H  
HETATM   58  H12 UNL     1      10.696  -1.068  -3.242  1.00  0.00           H  
HETATM   59  H13 UNL     1      10.701  -2.603  -2.280  1.00  0.00           H  
HETATM   60  H14 UNL     1       8.474  -2.177  -3.189  1.00  0.00           H  
HETATM   61  H15 UNL     1       8.530  -1.946  -1.368  1.00  0.00           H  
HETATM   62  H16 UNL     1       8.768   0.492  -1.596  1.00  0.00           H  
HETATM   63  H17 UNL     1       8.913   0.345  -3.344  1.00  0.00           H  
HETATM   64  H18 UNL     1       6.839   1.320  -2.827  1.00  0.00           H  
HETATM   65  H19 UNL     1       6.493  -0.281  -3.561  1.00  0.00           H  
HETATM   66  H20 UNL     1       4.945   0.318  -1.819  1.00  0.00           H  
HETATM   67  H21 UNL     1       6.231   0.459  -0.583  1.00  0.00           H  
HETATM   68  H22 UNL     1       5.405  -2.141  -2.066  1.00  0.00           H  
HETATM   69  H23 UNL     1       6.580  -2.050  -0.702  1.00  0.00           H  
HETATM   70  H24 UNL     1       4.598  -2.686   0.196  1.00  0.00           H  
HETATM   71  H25 UNL     1       4.975  -0.975   0.711  1.00  0.00           H  
HETATM   72  H26 UNL     1       1.115  -0.495  -1.361  1.00  0.00           H  
HETATM   73  H27 UNL     1       1.505   1.526  -0.142  1.00  0.00           H  
HETATM   74  H28 UNL     1       0.796   0.836   1.313  1.00  0.00           H  
HETATM   75  H29 UNL     1      -0.859   2.262   0.247  1.00  0.00           H  
HETATM   76  H30 UNL     1      -0.743   1.331  -1.269  1.00  0.00           H  
HETATM   77  H31 UNL     1      -2.373  -0.228   2.342  1.00  0.00           H  
HETATM   78  H32 UNL     1      -0.651  -0.362   2.020  1.00  0.00           H  
HETATM   79  H33 UNL     1      -1.279   1.271   2.149  1.00  0.00           H  
HETATM   80  H34 UNL     1      -1.780  -2.677  -1.480  1.00  0.00           H  
HETATM   81  H35 UNL     1      -3.452  -1.388  -2.630  1.00  0.00           H  
HETATM   82  H36 UNL     1      -4.179  -2.098  -1.205  1.00  0.00           H  
HETATM   83  H37 UNL     1      -3.943   0.653  -1.997  1.00  0.00           H  
HETATM   84  H38 UNL     1      -2.819   1.799  -0.555  1.00  0.00           H  
HETATM   85  H39 UNL     1      -3.223   1.584   1.958  1.00  0.00           H  
HETATM   86  H40 UNL     1      -4.342   2.308   0.817  1.00  0.00           H  
HETATM   87  H41 UNL     1      -5.774   1.229   2.071  1.00  0.00           H  
HETATM   88  H42 UNL     1      -4.688  -0.072   2.579  1.00  0.00           H  
HETATM   89  H43 UNL     1      -4.403  -1.941   1.161  1.00  0.00           H  
HETATM   90  H44 UNL     1      -5.959  -2.514   0.309  1.00  0.00           H  
HETATM   91  H45 UNL     1      -5.932  -2.115   2.010  1.00  0.00           H  
HETATM   92  H46 UNL     1      -7.387   1.011   0.818  1.00  0.00           H  
HETATM   93  H47 UNL     1      -8.128  -1.965   1.153  1.00  0.00           H  
HETATM   94  H48 UNL     1      -8.679  -0.304   3.548  1.00  0.00           H  
HETATM   95  H49 UNL     1      -6.927  -0.411   3.342  1.00  0.00           H  
HETATM   96  H50 UNL     1      -7.906  -1.883   3.386  1.00  0.00           H  
HETATM   97  H51 UNL     1      -9.775  -0.669   0.242  1.00  0.00           H  
HETATM   98  H52 UNL     1     -10.185  -1.123   1.936  1.00  0.00           H  
HETATM   99  H53 UNL     1      -9.282   1.677   0.948  1.00  0.00           H  
HETATM  100  H54 UNL     1      -9.643   1.256   2.647  1.00  0.00           H  
HETATM  101  H55 UNL     1     -11.552   2.280   1.538  1.00  0.00           H  
HETATM  102  H56 UNL     1     -11.873   0.527   1.986  1.00  0.00           H  
HETATM  103  H57 UNL     1     -11.630  -0.134  -0.371  1.00  0.00           H  
HETATM  104  H58 UNL     1     -13.554   1.193  -1.213  1.00  0.00           H  
HETATM  105  H59 UNL     1     -13.325   2.317   0.133  1.00  0.00           H  
HETATM  106  H60 UNL     1     -13.787   0.554   0.445  1.00  0.00           H  
HETATM  107  H61 UNL     1     -10.393   2.579  -0.606  1.00  0.00           H  
HETATM  108  H62 UNL     1     -11.750   2.313  -1.722  1.00  0.00           H  
HETATM  109  H63 UNL     1     -10.391   1.190  -1.808  1.00  0.00           H  
HETATM  110  H64 UNL     1      -8.209  -1.355  -0.851  1.00  0.00           H  
HETATM  111  H65 UNL     1      -8.188   0.417  -1.260  1.00  0.00           H  
HETATM  112  H66 UNL     1      -6.393  -0.137  -2.514  1.00  0.00           H  
HETATM  113  H67 UNL     1      -6.133  -1.713  -1.629  1.00  0.00           H  
HETATM  114  H68 UNL     1      -5.665   1.177  -0.693  1.00  0.00           H  
HETATM  115  H69 UNL     1       0.125  -2.520  -0.541  1.00  0.00           H  
HETATM  116  H70 UNL     1       0.059  -1.948   1.114  1.00  0.00           H  
CONECT    1    2   47   48   49
CONECT    2    3   50   51
CONECT    3    4   52   53
CONECT    4    5   54   55
CONECT    5    6    6   46
CONECT    6    7   56
CONECT    7    8    8   57
CONECT    8    9   46
CONECT    9   10   58   59
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   64   65
CONECT   13   14   66   67
CONECT   14   15   68   69
CONECT   15   16   70   71
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   45   72
CONECT   20   21   73   74
CONECT   21   22   75   76
CONECT   22   23   24   28
CONECT   23   77   78   79
CONECT   24   25   25   45
CONECT   25   26   80
CONECT   26   27   81   82
CONECT   27   28   44   83
CONECT   28   29   84
CONECT   29   30   85   86
CONECT   30   31   87   88
CONECT   31   32   33   44
CONECT   32   89   90   91
CONECT   33   34   42   92
CONECT   34   35   36   93
CONECT   35   94   95   96
CONECT   36   37   97   98
CONECT   37   38   99  100
CONECT   38   39  101  102
CONECT   39   40   41  103
CONECT   40  104  105  106
CONECT   41  107  108  109
CONECT   42   43  110  111
CONECT   43   44  112  113
CONECT   44  114
CONECT   45  115  116
END

HMDB0112226
     RDKit          3D
CE(8F4)
116120  0  0  0  0  0  0  0  0999 V2000
   15.4936    1.5252    1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9979    1.3047    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2721    2.3378    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7933    2.1412    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4198    0.7861    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774   -0.3650    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9791   -1.3710    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7899   -0.7932   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3536   -1.5547   -2.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869   -1.5305   -2.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3279   -0.1249   -2.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9166    0.1846   -2.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9470   -0.1302   -1.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7387   -1.5521   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286   -1.6196   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479   -1.1689   -0.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -0.9439   -1.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3065   -0.9910    0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -0.5720   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.8206    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    1.2675   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7494    0.2592    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705    0.2610    1.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.0120   -0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -1.6950   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582   -1.2811   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365    0.0296   -1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1126    0.7888   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    1.3071    1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9973    0.5016    1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -0.3701    0.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947   -1.8130    1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2473   -0.0619    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1009   -0.8839    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.8249    2.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5403   -0.4580    1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8220    0.9703    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2976    1.2180    1.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7029    0.9422   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2008    1.2485   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0030    1.7890   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6401   -0.4155   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -0.6276   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3767    0.0942   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -1.5852    0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0668    0.4741   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749    2.2099    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8759    2.0118    2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9741    0.5269    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7346    0.2819    0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7512    1.3617    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5090    3.3596    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5214    2.1636   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2340    2.9115    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4771    2.2894    1.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6185   -0.4161    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8334   -2.4142    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6963   -1.0680   -3.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7011   -2.6033   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4744   -2.1774   -3.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5304   -1.9460   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7682    0.4915   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9130    0.3452   -3.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8394    1.3200   -2.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926   -0.2812   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9450    0.3178   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    0.4595   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -2.1409   -2.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803   -2.0503   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -2.6864    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748   -0.9754    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1153   -0.4951   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048    1.5256   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964    0.8360    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    2.2619    0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7427    1.3306   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.2283    2.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -0.3622    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793    1.2706    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.6773   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -1.3882   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1786   -2.0980   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9433    0.6535   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    1.7995   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    1.5835    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3424    2.3083    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7743    1.2291    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6879   -0.0723    2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4033   -1.9409    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9591   -2.5139    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9324   -2.1155    2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3872    1.0105    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1284   -1.9649    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6786   -0.3037    3.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9265   -0.4110    3.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9062   -1.8832    3.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7753   -0.6691    0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2823    1.6770    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6433    1.2560    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.7499    2.3129   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3909    1.1896   -1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2086   -1.3545   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1882    0.4169   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1366   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1328   -1.7131   -1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0594   -1.9478    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,15-Dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0,.0,]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoic acid	Generator
8F4 cholesteryl ester	SMPDB, HMDB
CE(8F4)	SMPDB
2,15-Dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoic acid	Generator, HMDB

Chemical Formula

C₄₃H₇₀O₃

Average Molecular Weight

635.03

Monoisotopic Molecular Weight

634.532496114

IUPAC Name

2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoate

Traditional Name

2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl 8-(5-butylfuran-2-yl)octanoate

CAS Registry Number

Not Available

SMILES

CCCCC1=CC=C(CCCCCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1

InChI Identifier

InChI=1S/C43H70O3/c1-7-8-17-34-21-22-35(45-34)18-12-10-9-11-13-19-41(44)46-36-26-28-42(5)33(30-36)20-23-37-39-25-24-38(32(4)16-14-15-31(2)3)43(39,6)29-27-40(37)42/h20-22,31-32,36-40H,7-19,23-30H2,1-6H3

InChI Key

WAZXXLLRONWTAP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Cholesteryl esters

Alternative Parents

Substituents

Cholesteryl ester
Cholesterol
Cholestane-skeleton
Delta-5-steroid
Furanoid fatty acid
Fatty acyl
Furan
Heteroaromatic compound
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Cancer

Circulatory system disorder

Cardiac disorder

Cardiovascular disease (HMDB: HMDB0112226)

Atherosclerosis (HMDB: HMDB0112226)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 5318997)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

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
logP	9.85	ALOGPS
logP	12.57	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	193.52 m³·mol⁻¹	ChemAxon
Polarizability	83.19 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	248.601	31661259
DarkChem	[M-H]-	245.72	31661259
DeepCCS	[M+H]+	269.35	30932474
DeepCCS	[M-H]-	266.954	30932474
DeepCCS	[M-2H]-	299.839	30932474
DeepCCS	[M+Na]+	275.262	30932474
AllCCS	[M+H]+	258.6	32859911
AllCCS	[M+H-H2O]+	258.2	32859911
AllCCS	[M+NH4]+	259.1	32859911
AllCCS	[M+Na]+	259.2	32859911
AllCCS	[M-H]-	214.2	32859911
AllCCS	[M+Na-2H]-	219.8	32859911
AllCCS	[M+HCOO]-	226.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
CE(8F4)	CCCCC1=CC=C(CCCCCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4575.9	Standard polar	33892256
CE(8F4)	CCCCC1=CC=C(CCCCCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4600.6	Standard non polar	33892256
CE(8F4)	CCCCC1=CC=C(CCCCCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4569.5	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 10V, Positive-QTOF	splash10-000i-1055039000-dcc46894c8f1f949e9f2	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 20V, Positive-QTOF	splash10-0avs-5139020000-2c8e3d53404d573b5287	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 40V, Positive-QTOF	splash10-0a6r-6019011000-61bed1b8c1bcfea49170	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 10V, Negative-QTOF	splash10-001i-0024009000-dc781fa4a5cee7a8c4c9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 20V, Negative-QTOF	splash10-000i-0149002000-fe6bf695001965cca8ed	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 40V, Negative-QTOF	splash10-00kr-2129000000-b4fd346c0ab379db9ba2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 10V, Negative-QTOF	splash10-001i-0010009000-68bb2c38e95edb585c32	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 20V, Negative-QTOF	splash10-001i-0001039000-4120712b7dbc7c6432a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 40V, Negative-QTOF	splash10-015l-9702135000-ec5716c3eea032f9944c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 10V, Positive-QTOF	splash10-00kr-3139015000-55d83c5cfc9fc748fb5e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 20V, Positive-QTOF	splash10-066r-9422001000-20e5b68423a26b2788af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(8F4) 40V, Positive-QTOF	splash10-05ne-9310000000-1a2110f4e2e335fd7b2d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

131819669

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

Ishii K, Okajima H, Koyamatsu T, Okada Y, Watanabe H: The composition of furan fatty acids in the crayfish. Lipids. 1988 Jul;23(7):694-700. doi: 10.1007/BF02535671. [PubMed:27520122 ]
Vetter W, Wendlinger C (2013). Furan fatty acids – valuable minor fatty acids in food. Lipid Technology.

Showing metabocard for CE(8F4) (HMDB0112226)

MOL for HMDB0112226 (CE(8F4))

3D MOL for HMDB0112226 (CE(8F4))

3D SDF for HMDB0112226 (CE(8F4))

3D-SDF for HMDB0112226 (CE(8F4))

PDB for HMDB0112226 (CE(8F4))

3D PDB for HMDB0112226 (CE(8F4))

SMILES for HMDB0112226 (CE(8F4))

INCHI for HMDB0112226 (CE(8F4))

Structure for HMDB0112226 (CE(8F4))

3D Structure for HMDB0112226 (CE(8F4))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra