Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:29:19 UTC

Update Date

2022-03-07 02:53:50 UTC

HMDB ID

HMDB0033729

Secondary Accession Numbers

HMDB33729

Metabolite Identification

Common Name

1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside

Description

1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside belongs to the class of organic compounds known as withanolide glycosides and derivatives. These are withanolides in which at least one hydroxyl group is glycosylated. 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241217412D          

 47 52  0  0  0  0            999 V2000
    0.6833    2.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169    1.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3817    0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3817    1.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    2.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    3.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603    1.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    3.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8644    3.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0574    2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060    3.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7603    4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544    1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    2.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    2.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    2.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989    3.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -1.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    1.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    2.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -1.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -2.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -3.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1187   -3.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1187   -4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -3.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -1.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 31  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 33  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 34  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  2  0  0  0  0
 26 27  2  0  0  0  0
 26 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 37  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 37 38  1  0  0  0  0
 37 42  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 43  1  0  0  0  0
 40 41  1  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 41 46  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

HMDB0033729
     RDKit          3D
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside
101106  0  0  0  0  0  0  0  0999 V2000
    1.9160    3.9358   -2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538    3.1391   -1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    3.5904   -1.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    1.8785   -1.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6067    1.0678   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841   -0.2179   -0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.8360    0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -0.6321   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1528   -1.8226   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202   -1.8794   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.8737   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -1.7291   -3.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7740   -0.5292   -3.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6444   -0.7195   -1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4119    0.4659   -1.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302   -0.6126    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    0.5445    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -1.8491    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8221   -1.8530    1.9899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8020   -0.2974    1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128   -0.1907    1.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.9323    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.7447    2.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -0.6681    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.6738    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5141   -1.1037    2.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.0423    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876    0.1265    0.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -0.3230   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.8045   -1.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0350   -0.8475   -0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7094   -1.3214   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1262   -0.8993   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9391   -1.4849   -2.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7316   -0.0446   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1564    0.3712   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8822    0.0318    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9970    0.5453    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5246    1.3744    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907    0.1871    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854    0.6150    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760    1.6083    1.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052    1.1358   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.5464   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.3536    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.8076    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905    2.1103    1.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    5.0018   -2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5075    3.8121   -3.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.6598   -2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543    1.6175    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.9017   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434    0.0800   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -1.9373    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -2.6496   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777   -2.8267   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764   -2.5529   -3.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4117   -1.7580   -3.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023   -0.5310   -3.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7257   -0.9522   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    1.1980   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.5255    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688    0.7848    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9046   -2.7426    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0831   -2.4888    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792    0.6711    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1485   -1.0203    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6412    3.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    0.0563    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.6926    2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -1.6906    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426   -1.3784    0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.4737    3.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -2.1436    2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -2.0139    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6170   -0.8874    2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6825    0.8649    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1014   -1.1851   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425    0.8492   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    1.8004   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536    0.8082   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9389   -1.7115    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1833   -1.0912   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7604   -2.4581   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7590   -2.1261   -2.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3424   -0.5997   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3051   -2.1304   -3.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2674    1.4587   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6595   -0.1500   -1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7814    0.7236    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494    1.3352    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842    1.8423    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994    2.5713    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8676    0.3274   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361    2.0713   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    1.9893   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073    2.3813    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -0.1162   -0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479    2.2602    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    2.9479    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777    2.1519    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 38 40  1  0
 28 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 46  5  1  0
 18  9  1  0
 46 21  1  0
 45 24  1  0
 41 25  1  0
 40 31  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  9 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 18 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 34 87  1  0
 36 88  1  0
 36 89  1  0
 37 90  1  0
 42 91  1  0
 42 92  1  0
 42 93  1  0
 43 94  1  0
 43 95  1  0
 44 96  1  0
 44 97  1  0
 45 98  1  0
 47 99  1  0
 47100  1  0
 47101  1  0
M  END


  Mrv0541 02241217412D          

 47 52  0  0  0  0            999 V2000
    0.6833    2.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169    1.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3817    0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3817    1.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    2.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    3.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603    1.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    3.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8644    3.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0574    2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060    3.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7603    4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544    1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    2.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    2.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    2.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989    3.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -1.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    1.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    2.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888    1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -1.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -2.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -3.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1187   -3.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1187   -4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888   -4.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -3.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2603   -1.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 31  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 33  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 34  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  2  0  0  0  0
 26 27  2  0  0  0  0
 26 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 37  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 37 38  1  0  0  0  0
 37 42  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 43  1  0  0  0  0
 40 41  1  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 41 46  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033729

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CCC2C3CC=C4CC(CC(OC(C)=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C1CC(C)=C(CO)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C36H54O11/c1-17-12-27(46-33(43)23(17)15-37)18(2)24-8-9-25-22-7-6-20-13-21(45-34-32(42)31(41)30(40)28(16-38)47-34)14-29(44-19(3)39)36(20,5)26(22)10-11-35(24,25)4/h6,18,21-22,24-32,34,37-38,40-42H,7-16H2,1-5H3

> <INCHI_KEY>
SKADEWVNQSRPEJ-UHFFFAOYSA-N

> <FORMULA>
C36H54O11

> <MOLECULAR_WEIGHT>
662.8074

> <EXACT_MASS>
662.36661257

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
74.13642223617617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,15-dimethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetate

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.8173166159999985

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.191927917715464

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209618148737801

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8538493304385115

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
170.37740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl}-2,15-dimethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033729
     RDKit          3D
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside
101106  0  0  0  0  0  0  0  0999 V2000
    1.9160    3.9358   -2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538    3.1391   -1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    3.5904   -1.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    1.8785   -1.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6067    1.0678   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841   -0.2179   -0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.8360    0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -0.6321   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1528   -1.8226   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202   -1.8794   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.8737   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -1.7291   -3.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7740   -0.5292   -3.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6444   -0.7195   -1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4119    0.4659   -1.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302   -0.6126    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    0.5445    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -1.8491    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8221   -1.8530    1.9899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8020   -0.2974    1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128   -0.1907    1.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.9323    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.7447    2.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -0.6681    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.6738    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5141   -1.1037    2.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.0423    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876    0.1265    0.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -0.3230   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.8045   -1.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0350   -0.8475   -0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7094   -1.3214   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1262   -0.8993   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9391   -1.4849   -2.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7316   -0.0446   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1564    0.3712   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8822    0.0318    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9970    0.5453    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5246    1.3744    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907    0.1871    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854    0.6150    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760    1.6083    1.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052    1.1358   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.5464   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.3536    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.8076    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905    2.1103    1.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    5.0018   -2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5075    3.8121   -3.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.6598   -2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543    1.6175    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.9017   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434    0.0800   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -1.9373    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -2.6496   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777   -2.8267   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764   -2.5529   -3.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4117   -1.7580   -3.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023   -0.5310   -3.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7257   -0.9522   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    1.1980   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.5255    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688    0.7848    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9046   -2.7426    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0831   -2.4888    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792    0.6711    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1485   -1.0203    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6412    3.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    0.0563    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.6926    2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -1.6906    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426   -1.3784    0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.4737    3.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -2.1436    2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -2.0139    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6170   -0.8874    2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6825    0.8649    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1014   -1.1851   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425    0.8492   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    1.8004   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536    0.8082   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9389   -1.7115    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1833   -1.0912   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7604   -2.4581   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7590   -2.1261   -2.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3424   -0.5997   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3051   -2.1304   -3.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2674    1.4587   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6595   -0.1500   -1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7814    0.7236    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494    1.3352    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842    1.8423    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994    2.5713    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8676    0.3274   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361    2.0713   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    1.9893   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073    2.3813    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -0.1162   -0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479    2.2602    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    2.9479    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777    2.1519    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 38 40  1  0
 28 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 46  5  1  0
 18  9  1  0
 46 21  1  0
 45 24  1  0
 41 25  1  0
 40 31  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  9 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 18 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 34 87  1  0
 36 88  1  0
 36 89  1  0
 37 90  1  0
 42 91  1  0
 42 92  1  0
 42 93  1  0
 43 94  1  0
 43 95  1  0
 44 96  1  0
 44 97  1  0
 45 98  1  0
 47 99  1  0
 47100  1  0
 47101  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.275   4.167   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.114   2.634   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.218   3.404   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.553   2.634   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.553   1.095   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.218   0.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.114   1.095   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.579   0.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.485   1.865   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.579   3.112   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.054   4.575   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.966   5.666   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.218  -1.215   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.553  -1.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.887  -1.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.219  -1.985   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.554  -1.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.554   0.325   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.887   1.865   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.887   0.325   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.219   1.095   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.219   2.634   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.555   7.321   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.080   5.856   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.574   5.537   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.545   6.682   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.019   8.145   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.128   2.927   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.099   4.072   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.592   3.751   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.561   4.896   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.038   6.361   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.886  -1.985   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -5.554   3.404   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.554   4.944   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -6.886   2.634   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.886  -3.525   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.220  -4.295   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -8.220  -5.835   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.886  -6.605   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.554  -5.835   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.554  -4.295   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.555  -6.605   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -9.555  -8.145   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -6.886  -8.145   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -4.219  -6.605   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -4.219  -3.525   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   13                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    2    9   11                                                  
CONECT   11   10   12   31                                                  
CONECT   12   11                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   33                                                  
CONECT   18   17   21                                                       
CONECT   19   20                                                            
CONECT   20    5   15   19   21                                             
CONECT   21   18   20   22                                                  
CONECT   22   21   34                                                       
CONECT   23   24                                                            
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   25   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   11   30   32                                                  
CONECT   32   26   31                                                       
CONECT   33   17   37                                                       
CONECT   34   22   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   33   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   46                                                  
CONECT   42   37   41   47                                                  
CONECT   43   39   44                                                       
CONECT   44   43                                                            
CONECT   45   40                                                            
CONECT   46   41                                                            
CONECT   47   42                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

COMPND    HMDB0033729
HETATM    1  C1  UNL     1       1.916   3.936  -2.845  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.554   3.139  -1.742  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.534   3.590  -1.096  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.084   1.879  -1.397  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.607   1.068  -0.394  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.184  -0.218  -0.945  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.085  -0.836   0.104  1.00  0.00           C  
HETATM    8  O3  UNL     1       5.438  -0.632  -0.164  1.00  0.00           O  
HETATM    9  C6  UNL     1       6.153  -1.823  -0.302  1.00  0.00           C  
HETATM   10  O4  UNL     1       6.620  -1.879  -1.596  1.00  0.00           O  
HETATM   11  C7  UNL     1       7.986  -1.874  -1.723  1.00  0.00           C  
HETATM   12  C8  UNL     1       8.320  -1.729  -3.202  1.00  0.00           C  
HETATM   13  O5  UNL     1       7.774  -0.529  -3.643  1.00  0.00           O  
HETATM   14  C9  UNL     1       8.644  -0.720  -1.002  1.00  0.00           C  
HETATM   15  O6  UNL     1       8.412   0.466  -1.705  1.00  0.00           O  
HETATM   16  C10 UNL     1       8.130  -0.613   0.428  1.00  0.00           C  
HETATM   17  O7  UNL     1       7.368   0.545   0.539  1.00  0.00           O  
HETATM   18  C11 UNL     1       7.287  -1.849   0.682  1.00  0.00           C  
HETATM   19  O8  UNL     1       6.822  -1.853   1.990  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.802  -0.297   1.478  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.313  -0.191   1.613  1.00  0.00           C  
HETATM   22  C14 UNL     1       1.632  -0.932   2.454  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.149  -0.745   2.507  1.00  0.00           C  
HETATM   24  C16 UNL     1      -0.397  -0.668   1.074  1.00  0.00           C  
HETATM   25  C17 UNL     1      -1.846  -0.674   1.098  1.00  0.00           C  
HETATM   26  C18 UNL     1      -2.514  -1.104   2.367  1.00  0.00           C  
HETATM   27  C19 UNL     1      -3.945  -1.042   1.874  1.00  0.00           C  
HETATM   28  C20 UNL     1      -3.988   0.127   0.849  1.00  0.00           C  
HETATM   29  C21 UNL     1      -4.612  -0.323  -0.416  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.712   0.804  -1.403  1.00  0.00           C  
HETATM   31  C23 UNL     1      -6.035  -0.848  -0.168  1.00  0.00           C  
HETATM   32  C24 UNL     1      -6.709  -1.321  -1.396  1.00  0.00           C  
HETATM   33  C25 UNL     1      -8.126  -0.899  -1.547  1.00  0.00           C  
HETATM   34  C26 UNL     1      -8.939  -1.485  -2.681  1.00  0.00           C  
HETATM   35  C27 UNL     1      -8.732  -0.045  -0.755  1.00  0.00           C  
HETATM   36  C28 UNL     1     -10.156   0.371  -0.917  1.00  0.00           C  
HETATM   37  O9  UNL     1     -10.882   0.032   0.248  1.00  0.00           O  
HETATM   38  C29 UNL     1      -7.997   0.545   0.347  1.00  0.00           C  
HETATM   39  O10 UNL     1      -8.525   1.374   1.145  1.00  0.00           O  
HETATM   40  O11 UNL     1      -6.691   0.187   0.523  1.00  0.00           O  
HETATM   41  C30 UNL     1      -2.585   0.615   0.816  1.00  0.00           C  
HETATM   42  C31 UNL     1      -2.476   1.608   1.954  1.00  0.00           C  
HETATM   43  C32 UNL     1      -2.005   1.136  -0.424  1.00  0.00           C  
HETATM   44  C33 UNL     1      -0.546   1.546  -0.117  1.00  0.00           C  
HETATM   45  C34 UNL     1       0.295   0.354   0.251  1.00  0.00           C  
HETATM   46  C35 UNL     1       1.633   0.808   0.757  1.00  0.00           C  
HETATM   47  C36 UNL     1       1.591   2.110   1.522  1.00  0.00           C  
HETATM   48  H1  UNL     1       1.999   5.002  -2.549  1.00  0.00           H  
HETATM   49  H2  UNL     1       2.507   3.812  -3.772  1.00  0.00           H  
HETATM   50  H3  UNL     1       0.852   3.660  -2.979  1.00  0.00           H  
HETATM   51  H4  UNL     1       3.454   1.617   0.068  1.00  0.00           H  
HETATM   52  H5  UNL     1       2.435  -0.902  -1.345  1.00  0.00           H  
HETATM   53  H6  UNL     1       3.843   0.080  -1.787  1.00  0.00           H  
HETATM   54  H7  UNL     1       3.927  -1.937   0.134  1.00  0.00           H  
HETATM   55  H8  UNL     1       5.423  -2.650  -0.151  1.00  0.00           H  
HETATM   56  H9  UNL     1       8.478  -2.827  -1.407  1.00  0.00           H  
HETATM   57  H10 UNL     1       7.776  -2.553  -3.730  1.00  0.00           H  
HETATM   58  H11 UNL     1       9.412  -1.758  -3.379  1.00  0.00           H  
HETATM   59  H12 UNL     1       6.802  -0.531  -3.479  1.00  0.00           H  
HETATM   60  H13 UNL     1       9.726  -0.952  -0.933  1.00  0.00           H  
HETATM   61  H14 UNL     1       9.011   1.198  -1.434  1.00  0.00           H  
HETATM   62  H15 UNL     1       8.961  -0.525   1.152  1.00  0.00           H  
HETATM   63  H16 UNL     1       7.169   0.785   1.466  1.00  0.00           H  
HETATM   64  H17 UNL     1       7.905  -2.743   0.548  1.00  0.00           H  
HETATM   65  H18 UNL     1       6.083  -2.489   2.065  1.00  0.00           H  
HETATM   66  H19 UNL     1       4.279   0.671   1.668  1.00  0.00           H  
HETATM   67  H20 UNL     1       4.149  -1.020   2.232  1.00  0.00           H  
HETATM   68  H21 UNL     1       2.175  -1.641   3.067  1.00  0.00           H  
HETATM   69  H22 UNL     1      -0.175   0.056   3.155  1.00  0.00           H  
HETATM   70  H23 UNL     1      -0.257  -1.693   2.932  1.00  0.00           H  
HETATM   71  H24 UNL     1      -0.067  -1.691   0.686  1.00  0.00           H  
HETATM   72  H25 UNL     1      -2.243  -1.378   0.301  1.00  0.00           H  
HETATM   73  H26 UNL     1      -2.324  -0.474   3.235  1.00  0.00           H  
HETATM   74  H27 UNL     1      -2.221  -2.144   2.621  1.00  0.00           H  
HETATM   75  H28 UNL     1      -4.100  -2.014   1.335  1.00  0.00           H  
HETATM   76  H29 UNL     1      -4.617  -0.887   2.711  1.00  0.00           H  
HETATM   77  H30 UNL     1      -4.682   0.865   1.319  1.00  0.00           H  
HETATM   78  H31 UNL     1      -4.101  -1.185  -0.896  1.00  0.00           H  
HETATM   79  H32 UNL     1      -3.942   0.849  -2.164  1.00  0.00           H  
HETATM   80  H33 UNL     1      -4.731   1.800  -0.869  1.00  0.00           H  
HETATM   81  H34 UNL     1      -5.754   0.808  -1.879  1.00  0.00           H  
HETATM   82  H35 UNL     1      -5.939  -1.712   0.533  1.00  0.00           H  
HETATM   83  H36 UNL     1      -6.183  -1.091  -2.357  1.00  0.00           H  
HETATM   84  H37 UNL     1      -6.760  -2.458  -1.423  1.00  0.00           H  
HETATM   85  H38 UNL     1      -9.759  -2.126  -2.274  1.00  0.00           H  
HETATM   86  H39 UNL     1      -9.342  -0.600  -3.231  1.00  0.00           H  
HETATM   87  H40 UNL     1      -8.305  -2.130  -3.303  1.00  0.00           H  
HETATM   88  H41 UNL     1     -10.267   1.459  -1.061  1.00  0.00           H  
HETATM   89  H42 UNL     1     -10.659  -0.150  -1.741  1.00  0.00           H  
HETATM   90  H43 UNL     1     -10.781   0.724   0.950  1.00  0.00           H  
HETATM   91  H44 UNL     1      -3.149   1.335   2.781  1.00  0.00           H  
HETATM   92  H45 UNL     1      -1.484   1.842   2.296  1.00  0.00           H  
HETATM   93  H46 UNL     1      -2.899   2.571   1.537  1.00  0.00           H  
HETATM   94  H47 UNL     1      -1.868   0.327  -1.171  1.00  0.00           H  
HETATM   95  H48 UNL     1      -2.436   2.071  -0.837  1.00  0.00           H  
HETATM   96  H49 UNL     1      -0.205   1.989  -1.078  1.00  0.00           H  
HETATM   97  H50 UNL     1      -0.507   2.381   0.606  1.00  0.00           H  
HETATM   98  H51 UNL     1       0.529  -0.116  -0.758  1.00  0.00           H  
HETATM   99  H52 UNL     1       2.648   2.260   1.894  1.00  0.00           H  
HETATM  100  H53 UNL     1       1.427   2.948   0.819  1.00  0.00           H  
HETATM  101  H54 UNL     1       0.878   2.152   2.335  1.00  0.00           H  
CONECT    1    2   48   49   50
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   46   51
CONECT    6    7   52   53
CONECT    7    8   20   54
CONECT    8    9
CONECT    9   10   18   55
CONECT   10   11
CONECT   11   12   14   56
CONECT   12   13   57   58
CONECT   13   59
CONECT   14   15   16   60
CONECT   15   61
CONECT   16   17   18   62
CONECT   17   63
CONECT   18   19   64
CONECT   19   65
CONECT   20   21   66   67
CONECT   21   22   22   46
CONECT   22   23   68
CONECT   23   24   69   70
CONECT   24   25   45   71
CONECT   25   26   41   72
CONECT   26   27   73   74
CONECT   27   28   75   76
CONECT   28   29   41   77
CONECT   29   30   31   78
CONECT   30   79   80   81
CONECT   31   32   40   82
CONECT   32   33   83   84
CONECT   33   34   35   35
CONECT   34   85   86   87
CONECT   35   36   38
CONECT   36   37   88   89
CONECT   37   90
CONECT   38   39   39   40
CONECT   41   42   43
CONECT   42   91   92   93
CONECT   43   44   94   95
CONECT   44   45   96   97
CONECT   45   46   98
CONECT   46   47
CONECT   47   99  100  101
END

HMDB0033729
     RDKit          3D
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside
101106  0  0  0  0  0  0  0  0999 V2000
    1.9160    3.9358   -2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538    3.1391   -1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    3.5904   -1.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    1.8785   -1.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6067    1.0678   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841   -0.2179   -0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.8360    0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -0.6321   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1528   -1.8226   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202   -1.8794   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.8737   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -1.7291   -3.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7740   -0.5292   -3.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6444   -0.7195   -1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4119    0.4659   -1.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302   -0.6126    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    0.5445    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -1.8491    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8221   -1.8530    1.9899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8020   -0.2974    1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128   -0.1907    1.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.9323    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.7447    2.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -0.6681    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.6738    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5141   -1.1037    2.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.0423    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876    0.1265    0.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -0.3230   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.8045   -1.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0350   -0.8475   -0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7094   -1.3214   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1262   -0.8993   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9391   -1.4849   -2.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7316   -0.0446   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1564    0.3712   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8822    0.0318    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9970    0.5453    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5246    1.3744    1.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907    0.1871    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854    0.6150    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760    1.6083    1.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052    1.1358   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.5464   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951    0.3536    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.8076    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905    2.1103    1.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    5.0018   -2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5075    3.8121   -3.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.6598   -2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543    1.6175    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.9017   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434    0.0800   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265   -1.9373    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -2.6496   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777   -2.8267   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764   -2.5529   -3.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4117   -1.7580   -3.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023   -0.5310   -3.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7257   -0.9522   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    1.1980   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.5255    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688    0.7848    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9046   -2.7426    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0831   -2.4888    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792    0.6711    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1485   -1.0203    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6412    3.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    0.0563    3.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.6926    2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -1.6906    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426   -1.3784    0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.4737    3.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -2.1436    2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -2.0139    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6170   -0.8874    2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6825    0.8649    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1014   -1.1851   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425    0.8492   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    1.8004   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536    0.8082   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9389   -1.7115    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1833   -1.0912   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7604   -2.4581   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7590   -2.1261   -2.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3424   -0.5997   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3051   -2.1304   -3.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2674    1.4587   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6595   -0.1500   -1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7814    0.7236    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494    1.3352    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842    1.8423    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994    2.5713    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8676    0.3274   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361    2.0713   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    1.9893   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073    2.3813    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -0.1162   -0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479    2.2602    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    2.9479    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777    2.1519    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 38 40  1  0
 28 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 46  5  1  0
 18  9  1  0
 46 21  1  0
 45 24  1  0
 41 25  1  0
 40 31  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  9 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 18 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 34 87  1  0
 36 88  1  0
 36 89  1  0
 37 90  1  0
 42 91  1  0
 42 92  1  0
 42 93  1  0
 43 94  1  0
 43 95  1  0
 44 96  1  0
 44 97  1  0
 45 98  1  0
 47 99  1  0
 47100  1  0
 47101  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,15-dimethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetic acid	Generator

Chemical Formula

C₃₆H₅₄O₁₁

Average Molecular Weight

662.8074

Monoisotopic Molecular Weight

662.36661257

IUPAC Name

14-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,15-dimethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetate

Traditional Name

14-{1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl}-2,15-dimethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-3-yl acetate

CAS Registry Number

227179-08-0

SMILES

CC(C1CCC2C3CC=C4CC(CC(OC(C)=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C1CC(C)=C(CO)C(=O)O1

InChI Identifier

InChI=1S/C36H54O11/c1-17-12-27(46-33(43)23(17)15-37)18(2)24-8-9-25-22-7-6-20-13-21(45-34-32(42)31(41)30(40)28(16-38)47-34)14-29(44-19(3)39)36(20,5)26(22)10-11-35(24,25)4/h6,18,21-22,24-32,34,37-38,40-42H,7-16H2,1-5H3

InChI Key

SKADEWVNQSRPEJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolide glycosides and derivatives. These are withanolides in which at least one hydroxyl group is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolide glycosides and derivatives

Alternative Parents

Substituents

Withanolide-glycoside
Diterpene glycoside
26-hydroxysteroid
Steroidal glycoside
Steroid ester
Diterpene lactone
Diterpenoid
Delta-5-steroid
Terpene glycoside
Glycosyl compound
O-glycosyl compound
Dihydropyranone
Pyran
Dicarboxylic acid or derivatives
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0033729)
Cell membrane (HMDB: HMDB0033729)

Biofluid or Excreta

Urine (HMDB: HMDB0033729)

Tissue substructure

Hepatic tissue (HMDB: HMDB0033729)

Cellular substructure

Extracellular (HMDB: HMDB0033729)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033729)

Source

Endogenous

Endogenous (HMDB: HMDB0033729)

Plant

Plant (HMDB: HMDB0033729)

Animal

Animal (HMDB: HMDB0033729)

Exogenous

Food

Food (HMDB: HMDB0033729)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033729)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033729)

Cellular process

Cell signaling (HMDB: HMDB0033729)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033729)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033729)

Nutrient

Nutrient (HMDB: HMDB0033729)

Molecular messenger

Signaling molecule (HMDB: HMDB0033729)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033729)

Emulsifier (HMDB: HMDB0033729)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	2.11	ALOGPS
logP	1.82	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	170.38 m³·mol⁻¹	ChemAxon
Polarizability	74.14 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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]+	247.002	31661259
DarkChem	[M-H]-	235.451	31661259
DeepCCS	[M-2H]-	281.94	30932474
DeepCCS	[M+Na]+	257.056	30932474
AllCCS	[M+H]+	248.6	32859911
AllCCS	[M+H-H2O]+	248.0	32859911
AllCCS	[M+NH4]+	249.2	32859911
AllCCS	[M+Na]+	249.4	32859911
AllCCS	[M-H]-	232.1	32859911
AllCCS	[M+Na-2H]-	236.5	32859911
AllCCS	[M+HCOO]-	241.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside	CC(C1CCC2C3CC=C4CC(CC(OC(C)=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C1CC(C)=C(CO)C(=O)O1	3744.9	Standard polar	33892256
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside	CC(C1CCC2C3CC=C4CC(CC(OC(C)=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C1CC(C)=C(CO)C(=O)O1	4420.5	Standard non polar	33892256
1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside	CC(C1CCC2C3CC=C4CC(CC(OC(C)=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C1CC(C)=C(CO)C(=O)O1	5256.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside GC-MS (TMS_3_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 10V, Positive-QTOF	splash10-0w31-0000749000-33f4a571ad2505c1ba30	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 20V, Positive-QTOF	splash10-0f89-0102921000-04582fae265611525ded	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 40V, Positive-QTOF	splash10-053u-1107920000-31211e80814152c0bfa3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 10V, Negative-QTOF	splash10-03xv-1100419000-642248c9b7cde36ed8c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 20V, Negative-QTOF	splash10-05nb-2100904000-510bda73c5aa1e6f0b50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 40V, Negative-QTOF	splash10-0a4i-4101900000-416b3eb3a0c8c80e6988	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 10V, Negative-QTOF	splash10-03di-1000019000-bf7801142e496d714a63	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 20V, Negative-QTOF	splash10-0bt9-7100129000-4ace8e32e2106d55ba8d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 40V, Negative-QTOF	splash10-0a4i-9100012000-10db3118c66f2c590338	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 10V, Positive-QTOF	splash10-03di-0401449000-29fa46d0ff8ef45b50d8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 20V, Positive-QTOF	splash10-03ec-3904254000-f34c5c47b29abaf29bb2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside 40V, Positive-QTOF	splash10-0096-4106191000-5115e09293a6f10f2fe3	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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

FDB011852

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

85228887

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside (HMDB0033729)

MOL for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

3D MOL for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

3D SDF for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

3D-SDF for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

PDB for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

3D PDB for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

SMILES for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

INCHI for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

Structure for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

3D Structure for HMDB0033729 (1-Acetyl-3,27-dihydroxywitha-5,24-dienolide 3-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra