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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:52:28 UTC

Update Date

2021-09-23 16:52:28 UTC

HMDB ID

HMDB0302320

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Neoarctin B

Description

Neoarctin b is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Neoarctin b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Neoarctin b can be found in burdock, which makes neoarctin b a potential biomarker for the consumption of this food product.

Structure

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


  Mrv1533007131513342D          

 58 63  0  0  1  0            999 V2000
   10.3073    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1427    6.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9057    4.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3073    4.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    6.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1639    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1652    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119    3.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6173    8.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8784    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4508    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2703    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142    2.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5734    7.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757    6.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8314    2.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4978    8.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8784    4.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4508    6.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988    2.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7888    7.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1639    3.4723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1652    8.0098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3073    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4965    2.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8327    8.4947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5929    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6572    1.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011    2.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7450    6.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3472    6.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8726    1.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1319    5.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7514    2.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5777    9.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    1.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3034    5.0119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2665    1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0627    9.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929    6.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    4.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8287    0.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    2.6481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5296    6.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7342    5.5218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5764    2.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7527    9.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    3.8469    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9003    7.6353    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131    2.4040    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4160    9.0781    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 23  7  1  0  0  0  0
 23 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24  8  1  0  0  0  0
 24 12  1  0  0  0  0
 24 16  2  0  0  0  0
 25 13  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 14  1  0  0  0  0
 26 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 11  1  1  0  0  0
 27 21  1  0  0  0  0
 28 12  1  1  0  0  0
 28 22  1  0  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 30 29  1  0  0  0  0
 31 13  1  6  0  0  0
 31 27  1  0  0  0  0
 32 14  1  6  0  0  0
 32 28  1  0  0  0  0
 33 15  1  0  0  0  0
 33 29  2  0  0  0  0
 34 16  1  0  0  0  0
 34 30  2  0  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 37 19  1  0  0  0  0
 38 20  2  0  0  0  0
 39 35  2  0  0  0  0
 39 36  1  0  0  0  0
 40 37  2  0  0  0  0
 40 38  1  0  0  0  0
 41 31  1  0  0  0  0
 42 32  1  0  0  0  0
 43 39  1  0  0  0  0
 44 40  1  0  0  0  0
 45 41  2  0  0  0  0
 46 42  2  0  0  0  0
 47  1  1  0  0  0  0
 47 33  1  0  0  0  0
 48  2  1  0  0  0  0
 48 34  1  0  0  0  0
 49  3  1  0  0  0  0
 49 35  1  0  0  0  0
 50  4  1  0  0  0  0
 50 36  1  0  0  0  0
 51  5  1  0  0  0  0
 51 37  1  0  0  0  0
 52  6  1  0  0  0  0
 52 38  1  0  0  0  0
 53 21  1  0  0  0  0
 53 41  1  0  0  0  0
 54 22  1  0  0  0  0
 54 42  1  0  0  0  0
 27 55  1  6  0  0  0
 28 56  1  6  0  0  0
 31 57  1  1  0  0  0
 32 58  1  1  0  0  0
M  END

HMDB0302320
     RDKit          3D
Neoarctin B
100105  0  0  0  0  0  0  0  0999 V2000
    0.5685   -0.3848    3.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521    0.1091    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1139    0.6975    1.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    0.7814    1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    1.3611    1.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7503    1.4359    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.2448    1.2198 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0320   -1.0343    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020   -1.4289    0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924   -0.9056   -0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.0414   -1.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580   -0.0915   -0.2350 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6613   -1.0145   -0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0142   -0.4892   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6706    0.2994   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413    0.7757   -1.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6201    1.5591   -2.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9352    1.8692   -3.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626    0.4570   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8538    0.9251    0.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430   -0.3255    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6346   -0.5989    2.1155 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0852   -1.3844    3.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6670   -0.7868    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322    1.8432   -0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156    1.7578   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    1.1709    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    1.0767   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    1.4429    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834    1.3498    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131    0.9019   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114    0.8249   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5084   -0.4639   -1.0872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8687   -1.6729   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894   -2.7593   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746   -2.2896    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0762   -3.0869    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5186   -0.8389    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4971   -0.0750    1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8887   -0.2088    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4098    0.6554   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7184    0.5897   -0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2456    1.4600   -1.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3830    2.4482   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5520   -0.3806   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8680   -0.4515   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0382   -1.2559    0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9124   -2.2101    1.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5240   -3.1652    2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242   -1.1695    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.5326   -1.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    0.6296   -1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    0.2603   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094   -0.2130   -3.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838    0.3906    4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.8038    4.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3290   -1.1957    3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    0.3873    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    2.3516    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7370    1.5129    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027    0.3839    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286   -1.8091    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.9048    2.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087    0.8261   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5069   -1.9955   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4861   -1.2263   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    0.5260   -2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5235    2.5521   -3.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6161    0.9413   -3.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9800    2.4046   -3.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3350    0.7115    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4474   -0.7980    3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9510   -1.7727    3.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078   -2.2543    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1767   -1.4022    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    2.3073   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885    2.1370   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137    1.7973    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    1.6611    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968    1.6242   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8568    1.1020   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5249   -0.3928   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2597   -1.8885   -2.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6543   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4862   -0.6280    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1900    0.9835    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110   -0.4508    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8002    1.4420   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9152    3.0691   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5377    1.9492   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9252    3.1384   -2.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004    0.2030   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5866   -3.6223    1.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4435   -2.6909    3.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3009   -3.9531    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3983   -1.8905    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    0.1665   -2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.1900   -4.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2289   -3.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.4519   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
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 41 42  1  0
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 48 49  1  0
 47 50  2  0
 31 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  1  0
 27  3  1  0
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 24 14  1  0
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  1 55  1  0
  1 56  1  0
  1 57  1  0
  4 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  1
  8 62  1  0
  8 63  1  0
 12 64  1  6
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 13 66  1  0
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 25 76  1  0
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 41 88  1  0
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 46 92  1  0
 49 93  1  0
 49 94  1  0
 49 95  1  0
 50 96  1  0
 51 97  1  0
 54 98  1  0
 54 99  1  0
 54100  1  0
M  END


  Mrv1533007131513342D          

 58 63  0  0  1  0            999 V2000
   10.3073    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1427    6.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9057    4.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3073    4.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    6.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1639    4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1652    7.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119    3.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6173    8.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8784    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4508    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2703    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142    2.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5734    7.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757    6.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8314    2.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4978    8.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8784    4.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4508    6.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988    2.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7888    7.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1639    3.4723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1652    8.0098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3073    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0218    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4965    2.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8327    8.4947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5929    5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6572    1.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011    2.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7450    6.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3472    6.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8726    1.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1319    5.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7514    2.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5777    9.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    1.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3034    5.0119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2665    1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0627    9.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929    6.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7363    4.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8287    0.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    2.6481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5296    6.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7342    5.5218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5764    2.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7527    9.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    3.8469    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9003    7.6353    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131    2.4040    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4160    9.0781    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 23  7  1  0  0  0  0
 23 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24  8  1  0  0  0  0
 24 12  1  0  0  0  0
 24 16  2  0  0  0  0
 25 13  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 14  1  0  0  0  0
 26 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 11  1  1  0  0  0
 27 21  1  0  0  0  0
 28 12  1  1  0  0  0
 28 22  1  0  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 30 29  1  0  0  0  0
 31 13  1  6  0  0  0
 31 27  1  0  0  0  0
 32 14  1  6  0  0  0
 32 28  1  0  0  0  0
 33 15  1  0  0  0  0
 33 29  2  0  0  0  0
 34 16  1  0  0  0  0
 34 30  2  0  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 37 19  1  0  0  0  0
 38 20  2  0  0  0  0
 39 35  2  0  0  0  0
 39 36  1  0  0  0  0
 40 37  2  0  0  0  0
 40 38  1  0  0  0  0
 41 31  1  0  0  0  0
 42 32  1  0  0  0  0
 43 39  1  0  0  0  0
 44 40  1  0  0  0  0
 45 41  2  0  0  0  0
 46 42  2  0  0  0  0
 47  1  1  0  0  0  0
 47 33  1  0  0  0  0
 48  2  1  0  0  0  0
 48 34  1  0  0  0  0
 49  3  1  0  0  0  0
 49 35  1  0  0  0  0
 50  4  1  0  0  0  0
 50 36  1  0  0  0  0
 51  5  1  0  0  0  0
 51 37  1  0  0  0  0
 52  6  1  0  0  0  0
 52 38  1  0  0  0  0
 53 21  1  0  0  0  0
 53 41  1  0  0  0  0
 54 22  1  0  0  0  0
 54 42  1  0  0  0  0
 27 55  1  6  0  0  0
 28 56  1  6  0  0  0
 31 57  1  1  0  0  0
 32 58  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0302320

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(CC2=CC(OC)=C(C=C2)C2=C(OC)C=C(C[C@@]3([H])COC(=O)[C@]3([H])CC3=CC(OC)=C(O)C(OC)=C3)C=C2)COC(=O)[C@]1([H])CC1=CC(OC)=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C42H46O12/c1-47-33-15-23(11-27-21-53-41(45)31(27)13-25-17-35(49-3)39(43)36(18-25)50-4)7-9-29(33)30-10-8-24(16-34(30)48-2)12-28-22-54-42(46)32(28)14-26-19-37(51-5)40(44)38(20-26)52-6/h7-10,15-20,27-28,31-32,43-44H,11-14,21-22H2,1-6H3/t27-,28-,31+,32+/m0/s1

> <INCHI_KEY>
TYEFCPJCPSRVMT-DSOCELCXSA-N

> <FORMULA>
C42H46O12

> <MOLECULAR_WEIGHT>
742.818

> <EXACT_MASS>
742.298926921

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
78.08770902781995

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-{[4-(4-{[(3R,4R)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}-2-methoxyphenyl)-3-methoxyphenyl]methyl}oxolan-2-one

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
6.549332679999999

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.640816033637002

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.038756042309055

> <JCHEM_PKA_STRONGEST_BASIC>
-4.107332580437092

> <JCHEM_POLAR_SURFACE_AREA>
148.44

> <JCHEM_REFRACTIVITY>
199.31160000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-{[4-(4-{[(3R,4R)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}-2-methoxyphenyl)-3-methoxyphenyl]methyl}oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302320
     RDKit          3D
Neoarctin B
100105  0  0  0  0  0  0  0  0999 V2000
    0.5685   -0.3848    3.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521    0.1091    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1139    0.6975    1.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    0.7814    1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    1.3611    1.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7503    1.4359    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.2448    1.2198 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0320   -1.0343    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020   -1.4289    0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924   -0.9056   -0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.0414   -1.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580   -0.0915   -0.2350 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6613   -1.0145   -0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0142   -0.4892   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6706    0.2994   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413    0.7757   -1.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6201    1.5591   -2.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9352    1.8692   -3.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626    0.4570   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8538    0.9251    0.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430   -0.3255    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6346   -0.5989    2.1155 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0852   -1.3844    3.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6670   -0.7868    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322    1.8432   -0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156    1.7578   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    1.1709    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    1.0767   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    1.4429    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834    1.3498    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131    0.9019   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114    0.8249   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5084   -0.4639   -1.0872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8687   -1.6729   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894   -2.7593   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746   -2.2896    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0762   -3.0869    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5186   -0.8389    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4971   -0.0750    1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8887   -0.2088    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4098    0.6554   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7184    0.5897   -0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2456    1.4600   -1.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3830    2.4482   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5520   -0.3806   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8680   -0.4515   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0382   -1.2559    0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9124   -2.2101    1.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5240   -3.1652    2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242   -1.1695    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.5326   -1.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    0.6296   -1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    0.2603   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094   -0.2130   -3.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838    0.3906    4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.8038    4.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3290   -1.1957    3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    0.3873    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    2.3516    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7370    1.5129    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027    0.3839    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286   -1.8091    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.9048    2.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087    0.8261   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5069   -1.9955   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4861   -1.2263   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    0.5260   -2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5235    2.5521   -3.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6161    0.9413   -3.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9800    2.4046   -3.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3350    0.7115    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4474   -0.7980    3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9510   -1.7727    3.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078   -2.2543    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1767   -1.4022    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    2.3073   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885    2.1370   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137    1.7973    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    1.6611    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968    1.6242   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8568    1.1020   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5249   -0.3928   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2597   -1.8885   -2.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6543   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4862   -0.6280    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1900    0.9835    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110   -0.4508    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8002    1.4420   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9152    3.0691   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5377    1.9492   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9252    3.1384   -2.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004    0.2030   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5866   -3.6223    1.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4435   -2.6909    3.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3009   -3.9531    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3983   -1.8905    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    0.1665   -2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.1900   -4.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2289   -3.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.4519   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 47 50  2  0
 31 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  1  0
 27  3  1  0
 52 28  1  0
 12  7  1  0
 24 14  1  0
 38 33  1  0
 50 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  4 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  1
  8 62  1  0
  8 63  1  0
 12 64  1  6
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 15 67  1  0
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 29 78  1  0
 30 79  1  0
 32 80  1  0
 32 81  1  0
 33 82  1  6
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 34 84  1  0
 38 85  1  1
 39 86  1  0
 39 87  1  0
 41 88  1  0
 44 89  1  0
 44 90  1  0
 44 91  1  0
 46 92  1  0
 49 93  1  0
 49 94  1  0
 49 95  1  0
 50 96  1  0
 51 97  1  0
 54 98  1  0
 54 99  1  0
 54100  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      19.240  13.412   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.574   8.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.736  -0.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.166   3.913   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.000  12.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.957   8.801   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.907   8.022   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.908  13.412   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.240   8.792   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.574  12.642   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.239   8.022   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.575  13.412   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.529   6.052   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.286  15.381   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.573  10.332   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.241  11.102   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.705   3.516   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.920   5.498   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.070  13.399   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.461  12.844   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.485   5.576   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.329  15.857   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.573   8.792   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.241  12.642   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.384   5.022   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.606  13.875   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.239   6.482   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.575  14.952   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.240  10.332   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.574  11.102   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.993   5.576   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      25.821  15.857   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.907  11.102   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.908  10.332   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.560   2.485   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.775   4.467   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      29.391  11.892   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      26.782  11.338   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.095   2.961   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.246  10.862   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.469   4.112   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.345  17.321   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       7.951   1.931   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      28.566   9.356   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      13.564   2.866   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      26.250  18.567   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      17.907  12.642   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      21.908   8.792   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      10.880   0.979   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.311   4.943   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      30.855  11.416   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      25.637  10.307   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      16.009   4.112   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      23.805  17.321   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0      13.867   7.181   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      25.947  14.253   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      12.905   4.488   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      26.910  16.946   0.000  0.00  0.00           H+0
CONECT    1   47                                                            
CONECT    2   48                                                            
CONECT    3   49                                                            
CONECT    4   50                                                            
CONECT    5   51                                                            
CONECT    6   52                                                            
CONECT    7    9   23                                                       
CONECT    8   10   24                                                       
CONECT    9    7   29                                                       
CONECT   10    8   30                                                       
CONECT   11   23   27                                                       
CONECT   12   24   28                                                       
CONECT   13   25   31                                                       
CONECT   14   26   32                                                       
CONECT   15   23   33                                                       
CONECT   16   24   34                                                       
CONECT   17   25   35                                                       
CONECT   18   25   36                                                       
CONECT   19   26   37                                                       
CONECT   20   26   38                                                       
CONECT   21   27   53                                                       
CONECT   22   28   54                                                       
CONECT   23    7   11   15                                                  
CONECT   24    8   12   16                                                  
CONECT   25   13   17   18                                                  
CONECT   26   14   19   20                                                  
CONECT   27   11   21   31   55                                             
CONECT   28   12   22   32   56                                             
CONECT   29    9   30   33                                                  
CONECT   30   10   29   34                                                  
CONECT   31   13   27   41   57                                             
CONECT   32   14   28   42   58                                             
CONECT   33   15   29   47                                                  
CONECT   34   16   30   48                                                  
CONECT   35   17   39   49                                                  
CONECT   36   18   39   50                                                  
CONECT   37   19   40   51                                                  
CONECT   38   20   40   52                                                  
CONECT   39   35   36   43                                                  
CONECT   40   37   38   44                                                  
CONECT   41   31   45   53                                                  
CONECT   42   32   46   54                                                  
CONECT   43   39                                                            
CONECT   44   40                                                            
CONECT   45   41                                                            
CONECT   46   42                                                            
CONECT   47    1   33                                                       
CONECT   48    2   34                                                       
CONECT   49    3   35                                                       
CONECT   50    4   36                                                       
CONECT   51    5   37                                                       
CONECT   52    6   38                                                       
CONECT   53   21   41                                                       
CONECT   54   22   42                                                       
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   31                                                            
CONECT   58   32                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  126    0
END

COMPND    HMDB0302320
HETATM    1  C1  UNL     1       0.569  -0.385   3.592  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.152   0.109   2.349  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.114   0.698   1.517  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.420   0.781   1.919  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.362   1.361   1.097  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.750   1.436   1.558  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.584   0.245   1.220  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.032  -1.034   1.830  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.002  -1.429   0.942  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.292  -0.906  -0.329  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.666  -1.041  -1.403  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.558  -0.091  -0.235  1.00  0.00           C  
HETATM   13  C10 UNL     1       6.661  -1.014  -0.684  1.00  0.00           C  
HETATM   14  C11 UNL     1       8.014  -0.489  -0.465  1.00  0.00           C  
HETATM   15  C12 UNL     1       8.671   0.299  -1.412  1.00  0.00           C  
HETATM   16  C13 UNL     1       9.941   0.776  -1.193  1.00  0.00           C  
HETATM   17  O4  UNL     1      10.620   1.559  -2.108  1.00  0.00           O  
HETATM   18  C14 UNL     1       9.935   1.869  -3.331  1.00  0.00           C  
HETATM   19  C15 UNL     1      10.563   0.457  -0.009  1.00  0.00           C  
HETATM   20  O5  UNL     1      11.854   0.925   0.244  1.00  0.00           O  
HETATM   21  C16 UNL     1       9.943  -0.325   0.958  1.00  0.00           C  
HETATM   22  O6  UNL     1      10.635  -0.599   2.115  1.00  0.00           O  
HETATM   23  C17 UNL     1      10.085  -1.384   3.149  1.00  0.00           C  
HETATM   24  C18 UNL     1       8.667  -0.787   0.706  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.932   1.843  -0.125  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.616   1.758  -0.528  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.655   1.171   0.300  1.00  0.00           C  
HETATM   28  C22 UNL     1      -0.738   1.077  -0.118  1.00  0.00           C  
HETATM   29  C23 UNL     1      -1.756   1.443   0.729  1.00  0.00           C  
HETATM   30  C24 UNL     1      -3.083   1.350   0.294  1.00  0.00           C  
HETATM   31  C25 UNL     1      -3.413   0.902  -0.962  1.00  0.00           C  
HETATM   32  C26 UNL     1      -4.811   0.825  -1.385  1.00  0.00           C  
HETATM   33  C27 UNL     1      -5.508  -0.464  -1.087  1.00  0.00           C  
HETATM   34  C28 UNL     1      -4.869  -1.673  -1.732  1.00  0.00           C  
HETATM   35  O7  UNL     1      -5.289  -2.759  -0.899  1.00  0.00           O  
HETATM   36  C29 UNL     1      -5.675  -2.290   0.346  1.00  0.00           C  
HETATM   37  O8  UNL     1      -6.076  -3.087   1.245  1.00  0.00           O  
HETATM   38  C30 UNL     1      -5.519  -0.839   0.350  1.00  0.00           C  
HETATM   39  C31 UNL     1      -6.497  -0.075   1.183  1.00  0.00           C  
HETATM   40  C32 UNL     1      -7.889  -0.209   0.776  1.00  0.00           C  
HETATM   41  C33 UNL     1      -8.410   0.655  -0.161  1.00  0.00           C  
HETATM   42  C34 UNL     1      -9.718   0.590  -0.591  1.00  0.00           C  
HETATM   43  O9  UNL     1     -10.246   1.460  -1.536  1.00  0.00           O  
HETATM   44  C35 UNL     1      -9.383   2.448  -2.066  1.00  0.00           C  
HETATM   45  C36 UNL     1     -10.552  -0.381  -0.065  1.00  0.00           C  
HETATM   46  O10 UNL     1     -11.868  -0.452  -0.493  1.00  0.00           O  
HETATM   47  C37 UNL     1     -10.038  -1.256   0.880  1.00  0.00           C  
HETATM   48  O11 UNL     1     -10.912  -2.210   1.377  1.00  0.00           O  
HETATM   49  C38 UNL     1     -10.524  -3.165   2.345  1.00  0.00           C  
HETATM   50  C39 UNL     1      -8.724  -1.170   1.293  1.00  0.00           C  
HETATM   51  C40 UNL     1      -2.400   0.533  -1.818  1.00  0.00           C  
HETATM   52  C41 UNL     1      -1.100   0.630  -1.376  1.00  0.00           C  
HETATM   53  O12 UNL     1      -0.070   0.260  -2.230  1.00  0.00           O  
HETATM   54  C42 UNL     1      -0.309  -0.213  -3.541  1.00  0.00           C  
HETATM   55  H1  UNL     1       1.084   0.391   4.207  1.00  0.00           H  
HETATM   56  H2  UNL     1      -0.285  -0.804   4.160  1.00  0.00           H  
HETATM   57  H3  UNL     1       1.329  -1.196   3.408  1.00  0.00           H  
HETATM   58  H4  UNL     1       2.723   0.387   2.903  1.00  0.00           H  
HETATM   59  H5  UNL     1       5.278   2.352   1.221  1.00  0.00           H  
HETATM   60  H6  UNL     1       4.737   1.513   2.683  1.00  0.00           H  
HETATM   61  H7  UNL     1       6.603   0.384   1.626  1.00  0.00           H  
HETATM   62  H8  UNL     1       5.829  -1.809   1.754  1.00  0.00           H  
HETATM   63  H9  UNL     1       4.728  -0.905   2.865  1.00  0.00           H  
HETATM   64  H10 UNL     1       5.509   0.826  -0.821  1.00  0.00           H  
HETATM   65  H11 UNL     1       6.507  -1.996  -0.161  1.00  0.00           H  
HETATM   66  H12 UNL     1       6.486  -1.226  -1.759  1.00  0.00           H  
HETATM   67  H13 UNL     1       8.149   0.526  -2.326  1.00  0.00           H  
HETATM   68  H14 UNL     1      10.524   2.552  -3.942  1.00  0.00           H  
HETATM   69  H15 UNL     1       9.616   0.941  -3.832  1.00  0.00           H  
HETATM   70  H16 UNL     1       8.980   2.405  -3.060  1.00  0.00           H  
HETATM   71  H17 UNL     1      12.335   0.711   1.096  1.00  0.00           H  
HETATM   72  H18 UNL     1       9.447  -0.798   3.832  1.00  0.00           H  
HETATM   73  H19 UNL     1      10.951  -1.773   3.742  1.00  0.00           H  
HETATM   74  H20 UNL     1       9.508  -2.254   2.757  1.00  0.00           H  
HETATM   75  H21 UNL     1       8.177  -1.402   1.457  1.00  0.00           H  
HETATM   76  H22 UNL     1       3.679   2.307  -0.768  1.00  0.00           H  
HETATM   77  H23 UNL     1       1.289   2.137  -1.485  1.00  0.00           H  
HETATM   78  H24 UNL     1      -1.514   1.797   1.722  1.00  0.00           H  
HETATM   79  H25 UNL     1      -3.846   1.661   1.025  1.00  0.00           H  
HETATM   80  H26 UNL     1      -5.397   1.624  -0.856  1.00  0.00           H  
HETATM   81  H27 UNL     1      -4.857   1.102  -2.458  1.00  0.00           H  
HETATM   82  H28 UNL     1      -6.525  -0.393  -1.535  1.00  0.00           H  
HETATM   83  H29 UNL     1      -5.260  -1.888  -2.731  1.00  0.00           H  
HETATM   84  H30 UNL     1      -3.766  -1.654  -1.661  1.00  0.00           H  
HETATM   85  H31 UNL     1      -4.486  -0.628   0.752  1.00  0.00           H  
HETATM   86  H32 UNL     1      -6.190   0.984   1.180  1.00  0.00           H  
HETATM   87  H33 UNL     1      -6.411  -0.451   2.232  1.00  0.00           H  
HETATM   88  H34 UNL     1      -7.800   1.442  -0.612  1.00  0.00           H  
HETATM   89  H35 UNL     1      -8.915   3.069  -1.284  1.00  0.00           H  
HETATM   90  H36 UNL     1      -8.538   1.949  -2.621  1.00  0.00           H  
HETATM   91  H37 UNL     1      -9.925   3.138  -2.749  1.00  0.00           H  
HETATM   92  H38 UNL     1     -12.200   0.203  -1.182  1.00  0.00           H  
HETATM   93  H39 UNL     1      -9.587  -3.622   1.997  1.00  0.00           H  
HETATM   94  H40 UNL     1     -10.444  -2.691   3.336  1.00  0.00           H  
HETATM   95  H41 UNL     1     -11.301  -3.953   2.419  1.00  0.00           H  
HETATM   96  H42 UNL     1      -8.398  -1.891   2.039  1.00  0.00           H  
HETATM   97  H43 UNL     1      -2.616   0.166  -2.835  1.00  0.00           H  
HETATM   98  H44 UNL     1       0.619  -0.190  -4.149  1.00  0.00           H  
HETATM   99  H45 UNL     1      -0.701  -1.229  -3.572  1.00  0.00           H  
HETATM  100  H46 UNL     1      -1.037   0.452  -4.090  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   58
CONECT    5    6   25   25
CONECT    6    7   59   60
CONECT    7    8   12   61
CONECT    8    9   62   63
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   64
CONECT   13   14   65   66
CONECT   14   15   15   24
CONECT   15   16   67
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   68   69   70
CONECT   19   20   21
CONECT   20   71
CONECT   21   22   24   24
CONECT   22   23
CONECT   23   72   73   74
CONECT   24   75
CONECT   25   26   76
CONECT   26   27   27   77
CONECT   27   28
CONECT   28   29   29   52
CONECT   29   30   78
CONECT   30   31   31   79
CONECT   31   32   51
CONECT   32   33   80   81
CONECT   33   34   38   82
CONECT   34   35   83   84
CONECT   35   36
CONECT   36   37   37   38
CONECT   38   39   85
CONECT   39   40   86   87
CONECT   40   41   41   50
CONECT   41   42   88
CONECT   42   43   45   45
CONECT   43   44
CONECT   44   89   90   91
CONECT   45   46   47
CONECT   46   92
CONECT   47   48   50   50
CONECT   48   49
CONECT   49   93   94   95
CONECT   50   96
CONECT   51   52   52   97
CONECT   52   53
CONECT   53   54
CONECT   54   98   99  100
END

HMDB0302320
     RDKit          3D
Neoarctin B
100105  0  0  0  0  0  0  0  0999 V2000
    0.5685   -0.3848    3.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521    0.1091    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1139    0.6975    1.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    0.7814    1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    1.3611    1.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7503    1.4359    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.2448    1.2198 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0320   -1.0343    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020   -1.4289    0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924   -0.9056   -0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.0414   -1.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580   -0.0915   -0.2350 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6613   -1.0145   -0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0142   -0.4892   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6706    0.2994   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413    0.7757   -1.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6201    1.5591   -2.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9352    1.8692   -3.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626    0.4570   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8538    0.9251    0.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9430   -0.3255    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6346   -0.5989    2.1155 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0852   -1.3844    3.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6670   -0.7868    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322    1.8432   -0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156    1.7578   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    1.1709    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    1.0767   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    1.4429    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834    1.3498    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131    0.9019   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114    0.8249   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5084   -0.4639   -1.0872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8687   -1.6729   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894   -2.7593   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746   -2.2896    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0762   -3.0869    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5186   -0.8389    0.3502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4971   -0.0750    1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8887   -0.2088    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4098    0.6554   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7184    0.5897   -0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2456    1.4600   -1.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3830    2.4482   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5520   -0.3806   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8680   -0.4515   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0382   -1.2559    0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9124   -2.2101    1.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5240   -3.1652    2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7242   -1.1695    1.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.5326   -1.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    0.6296   -1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    0.2603   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094   -0.2130   -3.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838    0.3906    4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.8038    4.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3290   -1.1957    3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    0.3873    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    2.3516    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7370    1.5129    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027    0.3839    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286   -1.8091    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.9048    2.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087    0.8261   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5069   -1.9955   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4861   -1.2263   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    0.5260   -2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5235    2.5521   -3.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6161    0.9413   -3.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9800    2.4046   -3.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3350    0.7115    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4474   -0.7980    3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9510   -1.7727    3.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078   -2.2543    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1767   -1.4022    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    2.3073   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885    2.1370   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137    1.7973    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    1.6611    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968    1.6242   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8568    1.1020   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5249   -0.3928   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2597   -1.8885   -2.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6543   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4862   -0.6280    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1900    0.9835    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110   -0.4508    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8002    1.4420   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9152    3.0691   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5377    1.9492   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9252    3.1384   -2.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004    0.2030   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5866   -3.6223    1.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4435   -2.6909    3.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3009   -3.9531    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3983   -1.8905    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    0.1665   -2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.1900   -4.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2289   -3.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.4519   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 47 50  2  0
 31 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  1  0
 27  3  1  0
 52 28  1  0
 12  7  1  0
 24 14  1  0
 38 33  1  0
 50 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  4 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  1
  8 62  1  0
  8 63  1  0
 12 64  1  6
 13 65  1  0
 13 66  1  0
 15 67  1  0
 18 68  1  0
 18 69  1  0
 18 70  1  0
 20 71  1  0
 23 72  1  0
 23 73  1  0
 23 74  1  0
 24 75  1  0
 25 76  1  0
 26 77  1  0
 29 78  1  0
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 32 80  1  0
 32 81  1  0
 33 82  1  6
 34 83  1  0
 34 84  1  0
 38 85  1  1
 39 86  1  0
 39 87  1  0
 41 88  1  0
 44 89  1  0
 44 90  1  0
 44 91  1  0
 46 92  1  0
 49 93  1  0
 49 94  1  0
 49 95  1  0
 50 96  1  0
 51 97  1  0
 54 98  1  0
 54 99  1  0
 54100  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Neoarctin b	MeSH

Chemical Formula

C₄₂H₄₆O₁₂

Average Molecular Weight

742.818

Monoisotopic Molecular Weight

742.298926921

IUPAC Name

(3R,4R)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-{[4-(4-{[(3R,4R)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}-2-methoxyphenyl)-3-methoxyphenyl]methyl}oxolan-2-one

Traditional Name

(3R,4R)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-{[4-(4-{[(3R,4R)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl}-2-methoxyphenyl)-3-methoxyphenyl]methyl}oxolan-2-one

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC2=CC(OC)=C(C=C2)C2=C(OC)C=C(C[C@@]3([H])COC(=O)[C@]3([H])CC3=CC(OC)=C(O)C(OC)=C3)C=C2)COC(=O)[C@]1([H])CC1=CC(OC)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C42H46O12/c1-47-33-15-23(11-27-21-53-41(45)31(27)13-25-17-35(49-3)39(43)36(18-25)50-4)7-9-29(33)30-10-8-24(16-34(30)48-2)12-28-22-54-42(46)32(28)14-26-19-37(51-5)40(44)38(20-26)52-6/h7-10,15-20,27-28,31-32,43-44H,11-14,21-22H2,1-6H3/t27-,28-,31+,32+/m0/s1

InChI Key

TYEFCPJCPSRVMT-DSOCELCXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
Biphenyl
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Gamma butyrolactone
Benzenoid
Tetrahydrofuran
Lactone
Carboxylic acid ester
Ether
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.94	ALOGPS
logP	6.55	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	9.04	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	148.44 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	199.31 m³·mol⁻¹	ChemAxon
Polarizability	78.09 Å³	ChemAxon
Number of Rings	6	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
AllCCS	[M+H]+	271.079	32859911
AllCCS	[M+H-H2O]+	270.113	32859911
AllCCS	[M+Na]+	272.19	32859911
AllCCS	[M+NH4]+	271.946	32859911
AllCCS	[M-H]-	259.724	32859911
AllCCS	[M+Na-2H]-	264.42	32859911
AllCCS	[M+HCOO]-	269.677	32859911
DeepCCS	[M+H]+	248.789	30932474
DeepCCS	[M-H]-	246.626	30932474
DeepCCS	[M-2H]-	280.613	30932474
DeepCCS	[M+Na]+	254.975	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 10V, Positive-QTOF	splash10-0006-0010032900-c8fcac4b9932906de053	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 20V, Positive-QTOF	splash10-02t9-0332296700-4d95c03b59bb87480883	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 40V, Positive-QTOF	splash10-016s-0591730100-7b475d1fcc51daea29e3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 10V, Negative-QTOF	splash10-0006-0000000900-b5e81b23314891f62916	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 20V, Negative-QTOF	splash10-05bg-0106037900-0b1baf4c790610582624	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 40V, Negative-QTOF	splash10-0a4i-0039023400-dfcaa3047651316248dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 10V, Positive-QTOF	splash10-0006-0010010900-98d7ad57c0f86ee4ee23	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 20V, Positive-QTOF	splash10-014u-0720333900-d821beae85a23d3e2e75	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 40V, Positive-QTOF	splash10-014i-0913268600-c4dbf9324e27e8791593	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 10V, Negative-QTOF	splash10-0006-0000000900-73373b5fd3c37a6e6bfc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 20V, Negative-QTOF	splash10-0a7i-0100008900-84778e574bb0ce26a69c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoarctin B 40V, Negative-QTOF	splash10-03di-0000019100-b3f0fe413a02367644db	2021-10-21	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

FDB004120

KNApSAcK ID

Not Available

Chemspider ID

2340672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Neoarctin B (HMDB0302320)

MOL for HMDB0302320 (Neoarctin B)

3D MOL for HMDB0302320 (Neoarctin B)

3D SDF for HMDB0302320 (Neoarctin B)

3D-SDF for HMDB0302320 (Neoarctin B)

PDB for HMDB0302320 (Neoarctin B)

3D PDB for HMDB0302320 (Neoarctin B)

SMILES for HMDB0302320 (Neoarctin B)

INCHI for HMDB0302320 (Neoarctin B)

Structure for HMDB0302320 (Neoarctin B)

3D Structure for HMDB0302320 (Neoarctin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra