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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:43:10 UTC

Update Date

2022-11-30 19:24:26 UTC

HMDB ID

HMDB0112215

Secondary Accession Numbers

None

Metabolite Identification

Common Name

CE(5M5)

Description

CE(5M5) 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(5M5) refers to the furan fatty acid's 5-carbon carboxyalkyl moiety, the methyl substitution in the 3-position of its furan moiety, and its 5-carbon alkyl moiety.

Structure

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


  Mrv1652309081718432D          

 45 49  0  0  0  0            999 V2000
    3.5408   -1.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5440    7.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1850    7.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0612    5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    2.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6599    4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -0.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    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
  -10.6751    6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4821    6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4202    5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -0.0957    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
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    1.6500    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
   -9.8432    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3583    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7370    7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6132    5.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.9856    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
    0.8932    0.6580    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
   -7.8592    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3583    4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    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
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    0.8295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 20 19  1  0  0  0  0
 22 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 29  2  1  0  0  0  0
 29  3  1  0  0  0  0
 29 14  1  0  0  0  0
 30  4  1  0  0  0  0
 30 15  1  0  0  0  0
 31  5  1  0  0  0  0
 31 27  1  0  0  0  0
 32 19  2  0  0  0  0
 32 28  1  0  0  0  0
 33 16  1  0  0  0  0
 33 27  2  0  0  0  0
 34 23  1  0  0  0  0
 34 28  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 36 30  1  0  0  0  0
 37 22  1  0  0  0  0
 37 35  1  0  0  0  0
 38 24  1  0  0  0  0
 38 35  1  0  0  0  0
 39 17  1  0  0  0  0
 39 31  2  0  0  0  0
 40 18  1  0  0  0  0
 41  6  1  0  0  0  0
 41 25  1  0  0  0  0
 41 32  1  0  0  0  0
 41 38  1  0  0  0  0
 42  7  1  0  0  0  0
 42 26  1  0  0  0  0
 42 36  1  0  0  0  0
 42 37  1  0  0  0  0
 43 40  2  0  0  0  0
 44 33  1  0  0  0  0
 44 39  1  0  0  0  0
 45 34  1  0  0  0  0
 45 40  1  0  0  0  0
M  END

HMDB0112215
     RDKit          3D
CE(5M5)
113117  0  0  0  0  0  0  0  0999 V2000
   11.2629    3.0418    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0533    1.9016   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5608    0.9574    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3421   -0.1615    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5291   -0.9736   -0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3547   -1.6125   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314   -2.8628    0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0338   -3.0797    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5244   -4.2863    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3491   -1.9159    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9095   -1.6872    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311   -2.4995   -0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.3908   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673   -0.9738   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969   -0.9586   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863   -2.0254    0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318    0.1997   -0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244    0.1772    0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.0537    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    1.4814    0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2242    0.5657    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220   -0.7541    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204    0.4344   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    0.1350   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -0.0817   -2.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4177    0.5001   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    1.2707   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3081    1.5820    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    1.2682    0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    1.7336   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    3.2554   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6888    1.1066   -0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4547    0.4252    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8204    1.4225    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7411   -0.2053   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4998   -0.9162    0.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7270   -1.6128    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8327   -0.8675   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5886   -0.1615   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5130    0.0874    0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4301    0.0912   -1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4289    0.8935   -2.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5337    1.4213   -1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9370    0.6370   -1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1593   -1.1013   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0048    3.7171   -0.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8319    3.6297    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3078    2.6345    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3704    1.3620   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9431    2.2951   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7217    0.6030    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2450    1.5514    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8402   -0.8030    0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1561    0.3240   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2499   -0.3363   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2274   -1.7381   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1478   -3.5684    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2452   -5.0705    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2462   -4.6836    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -3.9940    2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -0.5988    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6445   -2.0132    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4842   -3.5426   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -2.1509   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -2.7804    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834   -3.0740   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777   -0.3439    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -0.5397   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -0.8591    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504    1.9835    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    0.5924    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529    2.5014    0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868    1.5079    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -0.8089    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.6214    0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -0.8234    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    0.0487   -3.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152    0.2170   -3.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -1.2036   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -0.3101   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    2.2311   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617    2.6455    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.9951    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9816    0.1937    1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2316    1.8865    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603    3.7158   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5139    3.6057   -0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    3.5635    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3170    1.9011   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9354   -0.4027    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9412    1.5714    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4125    1.1836    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4328    2.4542    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4044    0.6195   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4525   -0.9074   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7394   -0.2073    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8472   -1.6812    1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4731   -2.4929   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1500   -2.1419    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6665   -1.6145   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4890   -0.2770   -2.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5596    0.9467   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7408   -0.5142   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9375    1.0120    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5243    0.3213    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6833   -0.4535    1.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3031   -0.0594   -2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.8054   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    1.7446   -3.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    0.2081   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727    2.3669   -1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3864    0.0678   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596    1.7053   -1.4480 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  2  0
  7  8  1  0
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 45  6  1  0
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 44113  1  0
M  END


  Mrv1652309081718432D          

 45 49  0  0  0  0            999 V2000
    3.5408   -1.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5440    7.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1850    7.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0612    5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    2.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6599    4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -0.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    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
  -10.6751    6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4821    6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4202    5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -0.0957    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
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    1.6500    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
   -9.8432    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3583    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7370    7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6132    5.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.9856    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
    0.8932    0.6580    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
   -7.8592    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3583    4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    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
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    0.8295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 20 19  1  0  0  0  0
 22 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 29  2  1  0  0  0  0
 29  3  1  0  0  0  0
 29 14  1  0  0  0  0
 30  4  1  0  0  0  0
 30 15  1  0  0  0  0
 31  5  1  0  0  0  0
 31 27  1  0  0  0  0
 32 19  2  0  0  0  0
 32 28  1  0  0  0  0
 33 16  1  0  0  0  0
 33 27  2  0  0  0  0
 34 23  1  0  0  0  0
 34 28  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 36 30  1  0  0  0  0
 37 22  1  0  0  0  0
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 38 24  1  0  0  0  0
 38 35  1  0  0  0  0
 39 17  1  0  0  0  0
 39 31  2  0  0  0  0
 40 18  1  0  0  0  0
 41  6  1  0  0  0  0
 41 25  1  0  0  0  0
 41 32  1  0  0  0  0
 41 38  1  0  0  0  0
 42  7  1  0  0  0  0
 42 26  1  0  0  0  0
 42 36  1  0  0  0  0
 42 37  1  0  0  0  0
 43 40  2  0  0  0  0
 44 33  1  0  0  0  0
 44 39  1  0  0  0  0
 45 34  1  0  0  0  0
 45 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112215

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC(C)=C(CCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C42H68O3/c1-8-9-10-16-33-27-31(5)39(44-33)17-11-12-18-40(43)45-34-23-25-41(6)32(28-34)19-20-35-37-22-21-36(30(4)15-13-14-29(2)3)42(37,7)26-24-38(35)41/h19,27,29-30,34-38H,8-18,20-26,28H2,1-7H3

> <INCHI_KEY>
YMBDHKJHGXXQDY-UHFFFAOYSA-N

> <FORMULA>
C42H68O3

> <MOLECULAR_WEIGHT>
621.003

> <EXACT_MASS>
620.51684605

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
80.79579107183913

> <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 5-(3-methyl-5-pentylfuran-2-yl)pentanoate

> <ALOGPS_LOGP>
9.54

> <JCHEM_LOGP>
12.195610541999997

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.670156664828533

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
189.35570000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-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 5-(3-methyl-5-pentylfuran-2-yl)pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112215
     RDKit          3D
CE(5M5)
113117  0  0  0  0  0  0  0  0999 V2000
   11.2629    3.0418    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0533    1.9016   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5608    0.9574    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3421   -0.1615    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5291   -0.9736   -0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3547   -1.6125   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314   -2.8628    0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0338   -3.0797    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5244   -4.2863    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3491   -1.9159    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9095   -1.6872    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311   -2.4995   -0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.3908   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673   -0.9738   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969   -0.9586   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863   -2.0254    0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318    0.1997   -0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244    0.1772    0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.0537    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    1.4814    0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2242    0.5657    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220   -0.7541    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204    0.4344   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    0.1350   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -0.0817   -2.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4177    0.5001   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    1.2707   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3081    1.5820    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    1.2682    0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    1.7336   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    3.2554   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6888    1.1066   -0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4547    0.4252    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8204    1.4225    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7411   -0.2053   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4998   -0.9162    0.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7270   -1.6128    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8327   -0.8675   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5886   -0.1615   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5130    0.0874    0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4301    0.0912   -1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4289    0.8935   -2.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5337    1.4213   -1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9370    0.6370   -1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1593   -1.1013   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0048    3.7171   -0.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8319    3.6297    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3078    2.6345    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3704    1.3620   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9431    2.2951   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7217    0.6030    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2450    1.5514    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8402   -0.8030    0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1561    0.3240   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2499   -0.3363   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2274   -1.7381   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1478   -3.5684    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2452   -5.0705    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2462   -4.6836    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -3.9940    2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -0.5988    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6445   -2.0132    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4842   -3.5426   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -2.1509   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -2.7804    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834   -3.0740   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777   -0.3439    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -0.5397   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -0.8591    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504    1.9835    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    0.5924    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529    2.5014    0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868    1.5079    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -0.8089    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.6214    0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -0.8234    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    0.0487   -3.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152    0.2170   -3.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -1.2036   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -0.3101   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    2.2311   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617    2.6455    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.9951    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9816    0.1937    1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2316    1.8865    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603    3.7158   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5139    3.6057   -0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    3.5635    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3170    1.9011   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9354   -0.4027    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9412    1.5714    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4125    1.1836    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4328    2.4542    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4044    0.6195   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4525   -0.9074   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7394   -0.2073    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8472   -1.6812    1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4731   -2.4929   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1500   -2.1419    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6665   -1.6145   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4890   -0.2770   -2.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5596    0.9467   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7408   -0.5142   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9375    1.0120    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5243    0.3213    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6833   -0.4535    1.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3031   -0.0594   -2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.8054   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    1.7446   -3.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    0.2081   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727    2.3669   -1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3864    0.0678   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596    1.7053   -1.4480 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
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 20 21  1  0
 21 22  1  0
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 23 44  1  0
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  1 46  1  0
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  9 60  1  0
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 44113  1  0
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       6.610  -3.314   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -23.415  13.530   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -20.879  14.355   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.914  10.785   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.727   5.213   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -16.165   9.232   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.983  -1.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.452  -1.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.825  -0.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -19.927  11.425   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -21.433  11.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -19.451   9.961   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.294  -0.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -18.374   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -17.469   5.684   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -13.337   7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.437   2.562   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.669   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.909  13.210   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -17.945   9.641   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.407   3.706   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.667   1.228   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -14.670   5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -17.469   8.176   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -16.004   6.160   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.003   5.390   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -16.004   7.700   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -6.668   5.390   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.161   1.548   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -8.002   3.080   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   29                                                            
CONECT    3   29                                                            
CONECT    4   30                                                            
CONECT    5   31                                                            
CONECT    6   41                                                            
CONECT    7   42                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   16                                                       
CONECT   11   12   17                                                       
CONECT   12   11   18                                                       
CONECT   13   14   15                                                       
CONECT   14   13   29                                                       
CONECT   15   13   30                                                       
CONECT   16   10   33                                                       
CONECT   17   11   39                                                       
CONECT   18   12   40                                                       
CONECT   19   20   32                                                       
CONECT   20   19   35                                                       
CONECT   21   22   36                                                       
CONECT   22   21   37                                                       
CONECT   23   25   34                                                       
CONECT   24   26   38                                                       
CONECT   25   23   41                                                       
CONECT   26   24   42                                                       
CONECT   27   31   33                                                       
CONECT   28   32   34                                                       
CONECT   29    2    3   14                                                  
CONECT   30    4   15   36                                                  
CONECT   31    5   27   39                                                  
CONECT   32   19   28   41                                                  
CONECT   33   16   27   44                                                  
CONECT   34   23   28   45                                                  
CONECT   35   20   37   38                                                  
CONECT   36   21   30   42                                                  
CONECT   37   22   35   42                                                  
CONECT   38   24   35   41                                                  
CONECT   39   17   31   44                                                  
CONECT   40   18   43   45                                                  
CONECT   41    6   25   32   38                                             
CONECT   42    7   26   36   37                                             
CONECT   43   40                                                            
CONECT   44   33   39                                                       
CONECT   45   34   40                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

COMPND    HMDB0112215
HETATM    1  C1  UNL     1      11.263   3.042   0.279  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.053   1.902  -0.318  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.561   0.957   0.761  1.00  0.00           C  
HETATM    4  C4  UNL     1      13.342  -0.161   0.131  1.00  0.00           C  
HETATM    5  C5  UNL     1      12.529  -0.974  -0.833  1.00  0.00           C  
HETATM    6  C6  UNL     1      11.355  -1.613  -0.206  1.00  0.00           C  
HETATM    7  C7  UNL     1      11.331  -2.863   0.373  1.00  0.00           C  
HETATM    8  C8  UNL     1      10.034  -3.080   0.842  1.00  0.00           C  
HETATM    9  C9  UNL     1       9.524  -4.286   1.540  1.00  0.00           C  
HETATM   10  C10 UNL     1       9.349  -1.916   0.504  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.910  -1.687   0.808  1.00  0.00           C  
HETATM   12  C12 UNL     1       7.131  -2.499  -0.199  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.650  -2.391  -0.038  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.167  -0.974  -0.185  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.697  -0.959  -0.020  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.086  -2.025   0.195  1.00  0.00           O  
HETATM   17  O2  UNL     1       2.932   0.200  -0.091  1.00  0.00           O  
HETATM   18  C16 UNL     1       1.524   0.177   0.069  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.018   1.054   1.163  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.404   1.481   0.990  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.224   0.566   0.114  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.422  -0.754   0.811  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.520   0.434  -1.174  1.00  0.00           C  
HETATM   24  C22 UNL     1      -1.200   0.135  -2.258  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.664  -0.082  -2.251  1.00  0.00           C  
HETATM   26  C24 UNL     1      -3.418   0.500  -1.127  1.00  0.00           C  
HETATM   27  C25 UNL     1      -2.532   1.271  -0.179  1.00  0.00           C  
HETATM   28  C26 UNL     1      -3.308   1.582   1.048  1.00  0.00           C  
HETATM   29  C27 UNL     1      -4.784   1.268   0.962  1.00  0.00           C  
HETATM   30  C28 UNL     1      -5.399   1.734  -0.315  1.00  0.00           C  
HETATM   31  C29 UNL     1      -5.569   3.255  -0.211  1.00  0.00           C  
HETATM   32  C30 UNL     1      -6.689   1.107  -0.656  1.00  0.00           C  
HETATM   33  C31 UNL     1      -7.455   0.425   0.409  1.00  0.00           C  
HETATM   34  C32 UNL     1      -7.820   1.423   1.484  1.00  0.00           C  
HETATM   35  C33 UNL     1      -8.741  -0.205  -0.163  1.00  0.00           C  
HETATM   36  C34 UNL     1      -9.500  -0.916   0.917  1.00  0.00           C  
HETATM   37  C35 UNL     1     -10.727  -1.613   0.491  1.00  0.00           C  
HETATM   38  C36 UNL     1     -11.833  -0.867  -0.130  1.00  0.00           C  
HETATM   39  C37 UNL     1     -11.589  -0.161  -1.413  1.00  0.00           C  
HETATM   40  C38 UNL     1     -12.513   0.087   0.878  1.00  0.00           C  
HETATM   41  C39 UNL     1      -6.430   0.091  -1.776  1.00  0.00           C  
HETATM   42  C40 UNL     1      -5.429   0.894  -2.592  1.00  0.00           C  
HETATM   43  C41 UNL     1      -4.534   1.421  -1.527  1.00  0.00           C  
HETATM   44  C42 UNL     1       0.937   0.637  -1.248  1.00  0.00           C  
HETATM   45  O3  UNL     1      10.159  -1.101  -0.100  1.00  0.00           O  
HETATM   46  H1  UNL     1      11.005   3.717  -0.582  1.00  0.00           H  
HETATM   47  H2  UNL     1      11.832   3.630   1.007  1.00  0.00           H  
HETATM   48  H3  UNL     1      10.308   2.634   0.669  1.00  0.00           H  
HETATM   49  H4  UNL     1      11.370   1.362  -1.017  1.00  0.00           H  
HETATM   50  H5  UNL     1      12.943   2.295  -0.844  1.00  0.00           H  
HETATM   51  H6  UNL     1      11.722   0.603   1.375  1.00  0.00           H  
HETATM   52  H7  UNL     1      13.245   1.551   1.394  1.00  0.00           H  
HETATM   53  H8  UNL     1      13.840  -0.803   0.862  1.00  0.00           H  
HETATM   54  H9  UNL     1      14.156   0.324  -0.479  1.00  0.00           H  
HETATM   55  H10 UNL     1      12.250  -0.336  -1.717  1.00  0.00           H  
HETATM   56  H11 UNL     1      13.227  -1.738  -1.268  1.00  0.00           H  
HETATM   57  H12 UNL     1      12.148  -3.568   0.464  1.00  0.00           H  
HETATM   58  H13 UNL     1       9.245  -5.070   0.816  1.00  0.00           H  
HETATM   59  H14 UNL     1      10.246  -4.684   2.287  1.00  0.00           H  
HETATM   60  H15 UNL     1       8.565  -3.994   2.057  1.00  0.00           H  
HETATM   61  H16 UNL     1       7.696  -0.599   0.669  1.00  0.00           H  
HETATM   62  H17 UNL     1       7.644  -2.013   1.817  1.00  0.00           H  
HETATM   63  H18 UNL     1       7.484  -3.543  -0.106  1.00  0.00           H  
HETATM   64  H19 UNL     1       7.393  -2.151  -1.239  1.00  0.00           H  
HETATM   65  H20 UNL     1       5.318  -2.780   0.960  1.00  0.00           H  
HETATM   66  H21 UNL     1       5.183  -3.074  -0.778  1.00  0.00           H  
HETATM   67  H22 UNL     1       5.578  -0.344   0.641  1.00  0.00           H  
HETATM   68  H23 UNL     1       5.454  -0.540  -1.162  1.00  0.00           H  
HETATM   69  H24 UNL     1       1.173  -0.859   0.246  1.00  0.00           H  
HETATM   70  H25 UNL     1       1.650   1.983   1.175  1.00  0.00           H  
HETATM   71  H26 UNL     1       1.179   0.592   2.163  1.00  0.00           H  
HETATM   72  H27 UNL     1      -0.453   2.501   0.549  1.00  0.00           H  
HETATM   73  H28 UNL     1      -0.887   1.508   1.988  1.00  0.00           H  
HETATM   74  H29 UNL     1      -0.825  -0.809   1.753  1.00  0.00           H  
HETATM   75  H30 UNL     1      -1.102  -1.621   0.194  1.00  0.00           H  
HETATM   76  H31 UNL     1      -2.487  -0.823   1.106  1.00  0.00           H  
HETATM   77  H32 UNL     1      -0.623   0.049  -3.207  1.00  0.00           H  
HETATM   78  H33 UNL     1      -3.015   0.217  -3.260  1.00  0.00           H  
HETATM   79  H34 UNL     1      -2.799  -1.204  -2.237  1.00  0.00           H  
HETATM   80  H35 UNL     1      -3.885  -0.310  -0.504  1.00  0.00           H  
HETATM   81  H36 UNL     1      -2.254   2.231  -0.677  1.00  0.00           H  
HETATM   82  H37 UNL     1      -3.162   2.646   1.335  1.00  0.00           H  
HETATM   83  H38 UNL     1      -2.904   0.995   1.924  1.00  0.00           H  
HETATM   84  H39 UNL     1      -4.982   0.194   1.121  1.00  0.00           H  
HETATM   85  H40 UNL     1      -5.232   1.887   1.798  1.00  0.00           H  
HETATM   86  H41 UNL     1      -4.760   3.716  -0.840  1.00  0.00           H  
HETATM   87  H42 UNL     1      -6.514   3.606  -0.647  1.00  0.00           H  
HETATM   88  H43 UNL     1      -5.378   3.564   0.821  1.00  0.00           H  
HETATM   89  H44 UNL     1      -7.317   1.901  -1.170  1.00  0.00           H  
HETATM   90  H45 UNL     1      -6.935  -0.403   0.906  1.00  0.00           H  
HETATM   91  H46 UNL     1      -8.941   1.571   1.529  1.00  0.00           H  
HETATM   92  H47 UNL     1      -7.412   1.184   2.477  1.00  0.00           H  
HETATM   93  H48 UNL     1      -7.433   2.454   1.226  1.00  0.00           H  
HETATM   94  H49 UNL     1      -9.404   0.620  -0.512  1.00  0.00           H  
HETATM   95  H50 UNL     1      -8.453  -0.907  -0.959  1.00  0.00           H  
HETATM   96  H51 UNL     1      -9.739  -0.207   1.771  1.00  0.00           H  
HETATM   97  H52 UNL     1      -8.847  -1.681   1.431  1.00  0.00           H  
HETATM   98  H53 UNL     1     -10.473  -2.493  -0.175  1.00  0.00           H  
HETATM   99  H54 UNL     1     -11.150  -2.142   1.409  1.00  0.00           H  
HETATM  100  H55 UNL     1     -12.667  -1.615  -0.341  1.00  0.00           H  
HETATM  101  H56 UNL     1     -12.489  -0.277  -2.121  1.00  0.00           H  
HETATM  102  H57 UNL     1     -11.560   0.947  -1.276  1.00  0.00           H  
HETATM  103  H58 UNL     1     -10.741  -0.514  -2.015  1.00  0.00           H  
HETATM  104  H59 UNL     1     -11.938   1.012   0.963  1.00  0.00           H  
HETATM  105  H60 UNL     1     -13.524   0.321   0.453  1.00  0.00           H  
HETATM  106  H61 UNL     1     -12.683  -0.453   1.815  1.00  0.00           H  
HETATM  107  H62 UNL     1      -7.303  -0.059  -2.412  1.00  0.00           H  
HETATM  108  H63 UNL     1      -5.923  -0.805  -1.424  1.00  0.00           H  
HETATM  109  H64 UNL     1      -5.977   1.745  -3.052  1.00  0.00           H  
HETATM  110  H65 UNL     1      -5.010   0.208  -3.315  1.00  0.00           H  
HETATM  111  H66 UNL     1      -4.073   2.367  -1.868  1.00  0.00           H  
HETATM  112  H67 UNL     1       1.386   0.068  -2.092  1.00  0.00           H  
HETATM  113  H68 UNL     1       1.160   1.705  -1.448  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7    7   45
CONECT    7    8   57
CONECT    8    9   10   10
CONECT    9   58   59   60
CONECT   10   11   45
CONECT   11   12   61   62
CONECT   12   13   63   64
CONECT   13   14   65   66
CONECT   14   15   67   68
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   44   69
CONECT   19   20   70   71
CONECT   20   21   72   73
CONECT   21   22   23   27
CONECT   22   74   75   76
CONECT   23   24   24   44
CONECT   24   25   77
CONECT   25   26   78   79
CONECT   26   27   43   80
CONECT   27   28   81
CONECT   28   29   82   83
CONECT   29   30   84   85
CONECT   30   31   32   43
CONECT   31   86   87   88
CONECT   32   33   41   89
CONECT   33   34   35   90
CONECT   34   91   92   93
CONECT   35   36   94   95
CONECT   36   37   96   97
CONECT   37   38   98   99
CONECT   38   39   40  100
CONECT   39  101  102  103
CONECT   40  104  105  106
CONECT   41   42  107  108
CONECT   42   43  109  110
CONECT   43  111
CONECT   44  112  113
END

HMDB0112215
     RDKit          3D
CE(5M5)
113117  0  0  0  0  0  0  0  0999 V2000
   11.2629    3.0418    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0533    1.9016   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5608    0.9574    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3421   -0.1615    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5291   -0.9736   -0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3547   -1.6125   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314   -2.8628    0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0338   -3.0797    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5244   -4.2863    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3491   -1.9159    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9095   -1.6872    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311   -2.4995   -0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6498   -2.3908   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673   -0.9738   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969   -0.9586   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863   -2.0254    0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318    0.1997   -0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244    0.1772    0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.0537    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    1.4814    0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2242    0.5657    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220   -0.7541    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204    0.4344   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    0.1350   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -0.0817   -2.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4177    0.5001   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    1.2707   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3081    1.5820    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    1.2682    0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    1.7336   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689    3.2554   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6888    1.1066   -0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4547    0.4252    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8204    1.4225    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7411   -0.2053   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4998   -0.9162    0.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7270   -1.6128    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8327   -0.8675   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5886   -0.1615   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5130    0.0874    0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4301    0.0912   -1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4289    0.8935   -2.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5337    1.4213   -1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9370    0.6370   -1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1593   -1.1013   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0048    3.7171   -0.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8319    3.6297    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3078    2.6345    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3704    1.3620   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9431    2.2951   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7217    0.6030    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2450    1.5514    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8402   -0.8030    0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1561    0.3240   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2499   -0.3363   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2274   -1.7381   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1478   -3.5684    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2452   -5.0705    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2462   -4.6836    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5651   -3.9940    2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -0.5988    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6445   -2.0132    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4842   -3.5426   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -2.1509   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -2.7804    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834   -3.0740   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777   -0.3439    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -0.5397   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -0.8591    0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504    1.9835    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    0.5924    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529    2.5014    0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868    1.5079    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -0.8089    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1015   -1.6214    0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -0.8234    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    0.0487   -3.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152    0.2170   -3.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -1.2036   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -0.3101   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    2.2311   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617    2.6455    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.9951    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9816    0.1937    1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2316    1.8865    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603    3.7158   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5139    3.6057   -0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    3.5635    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3170    1.9011   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9354   -0.4027    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9412    1.5714    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4125    1.1836    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4328    2.4542    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4044    0.6195   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4525   -0.9074   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7394   -0.2073    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8472   -1.6812    1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4731   -2.4929   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1500   -2.1419    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6665   -1.6145   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4890   -0.2770   -2.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5596    0.9467   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7408   -0.5142   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9375    1.0120    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5243    0.3213    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6833   -0.4535    1.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3031   -0.0594   -2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.8054   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    1.7446   -3.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    0.2081   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727    2.3669   -1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3864    0.0678   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596    1.7053   -1.4480 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 32 41  1  0
 41 42  1  0
 42 43  1  0
 23 44  1  0
 10 45  1  0
 45  6  1  0
 44 18  1  0
 27 21  1  0
 43 30  1  0
 43 26  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  7 57  1  0
  9 58  1  0
  9 59  1  0
  9 60  1  0
 11 61  1  0
 11 62  1  0
 12 63  1  0
 12 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 14 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 20 72  1  0
 20 73  1  0
 22 74  1  0
 22 75  1  0
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 31 86  1  0
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 32 89  1  0
 33 90  1  0
 34 91  1  0
 34 92  1  0
 34 93  1  0
 35 94  1  0
 35 95  1  0
 36 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  0
 39101  1  0
 39102  1  0
 39103  1  0
 40104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 44112  1  0
 44113  1  0
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 5-(3-methyl-5-pentylfuran-2-yl)pentanoic acid	Generator
CE(MonoMe(5,5))	SMPDB, HMDB
5M5 cholesteryl ester	SMPDB, HMDB
MonoMe(5,5) cholesteryl ester	SMPDB, HMDB
CE(5M5)	SMPDB
2,15-Dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl 5-(3-methyl-5-pentylfuran-2-yl)pentanoic acid	Generator, HMDB

Chemical Formula

C₄₂H₆₈O₃

Average Molecular Weight

621.003

Monoisotopic Molecular Weight

620.51684605

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 5-(3-methyl-5-pentylfuran-2-yl)pentanoate

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 5-(3-methyl-5-pentylfuran-2-yl)pentanoate

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC(C)=C(CCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1

InChI Identifier

InChI=1S/C42H68O3/c1-8-9-10-16-33-27-31(5)39(44-33)17-11-12-18-40(43)45-34-23-25-41(6)32(28-34)19-20-35-37-22-21-36(30(4)15-13-14-29(2)3)42(37,7)26-24-38(35)41/h19,27,29-30,34-38H,8-18,20-26,28H2,1-7H3

InChI Key

YMBDHKJHGXXQDY-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: HMDB0112215)

Atherosclerosis (HMDB: HMDB0112215)

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	9.54	ALOGPS
logP	12.2	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-2.7	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	16	ChemAxon
Refractivity	189.36 m³·mol⁻¹	ChemAxon
Polarizability	80.8 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]+	246.88	31661259
DarkChem	[M-H]-	242.58	31661259
DeepCCS	[M+H]+	263.411	30932474
DeepCCS	[M-H]-	261.016	30932474
DeepCCS	[M-2H]-	293.901	30932474
DeepCCS	[M+Na]+	269.324	30932474
AllCCS	[M+H]+	259.4	32859911
AllCCS	[M+H-H2O]+	258.8	32859911
AllCCS	[M+NH4]+	259.9	32859911
AllCCS	[M+Na]+	260.1	32859911
AllCCS	[M-H]-	216.4	32859911
AllCCS	[M+Na-2H]-	221.6	32859911
AllCCS	[M+HCOO]-	227.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
CE(5M5)	CCCCCC1=CC(C)=C(CCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4433.3	Standard polar	33892256
CE(5M5)	CCCCCC1=CC(C)=C(CCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4466.3	Standard non polar	33892256
CE(5M5)	CCCCCC1=CC(C)=C(CCCCC(=O)OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCCC(C)C)O1	4490.9	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(5M5) 10V, Positive-QTOF	splash10-00dr-1256049000-fbed031ee5c45e9ae925	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 20V, Positive-QTOF	splash10-05n0-5339020000-1d2ef8a77b4cae3a0bcc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 40V, Positive-QTOF	splash10-0a4i-6309030000-794e247e99f2baced7cb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 10V, Negative-QTOF	splash10-014i-0024009000-2783990b9506f867e892	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 20V, Negative-QTOF	splash10-00kr-0139002000-6b820f53a1e8e569efc5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 40V, Negative-QTOF	splash10-00kr-1219000000-3cb759baf97addc6381f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 10V, Negative-QTOF	splash10-014i-0001009000-a598b283410b4b60035f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 20V, Negative-QTOF	splash10-014i-0003029000-39dfd327a8550f0cacd2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 40V, Negative-QTOF	splash10-0ap4-9802432000-1a2c01d5aa22dedf5904	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 10V, Positive-QTOF	splash10-0fk9-2201029000-88afcb2c868a0e7de595	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 20V, Positive-QTOF	splash10-0a4l-9021011000-14a2c1f978624620911d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - CE(5M5) 40V, Positive-QTOF	splash10-0a4i-9411010000-c42612deac0b6d4af9aa	2021-09-22	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

131819658

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

Vetter W, Wendlinger C (2013). Furan fatty acids – valuable minor fatty acids in food. Lipid Technology.
Wendlinger C, Hammann S, Vetter W (2016). Detailed Study of Furan Fatty Acids in Total Lipids and the Cholesteryl Ester Fraction of Fish Liver. Food Analytical Methods.

Showing metabocard for CE(5M5) (HMDB0112215)

MOL for HMDB0112215 (CE(5M5))

3D MOL for HMDB0112215 (CE(5M5))

3D SDF for HMDB0112215 (CE(5M5))

3D-SDF for HMDB0112215 (CE(5M5))

PDB for HMDB0112215 (CE(5M5))

3D PDB for HMDB0112215 (CE(5M5))

SMILES for HMDB0112215 (CE(5M5))

INCHI for HMDB0112215 (CE(5M5))

Structure for HMDB0112215 (CE(5M5))

3D Structure for HMDB0112215 (CE(5M5))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra