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

2021-09-23 16:41:45 UTC

Update Date

2021-09-23 16:41:45 UTC

HMDB ID

HMDB0302298

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Arctignan B

Description

Arctignan 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. Arctignan b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arctignan b can be found in burdock, which makes arctignan b a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241223312D          

 40 43  0  0  0  0            999 V2000
   -0.0825   -0.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -0.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -3.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -4.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2175   -0.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430   -0.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3730    1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5477    1.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524    0.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2278    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9798    1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3004    2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9072    2.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    2.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    3.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3195    3.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402    0.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751    0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -1.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -3.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7128   -2.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9704   -2.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -1.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353   -1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7949   -1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 31  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  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
 32 33  2  0  0  0  0
 32 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

HMDB0302298
     RDKit          3D
Arctignan B
 72 75  0  0  0  0  0  0  0  0999 V2000
   -9.0543    1.0316    1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7159   -0.1004    0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5338   -0.3833   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110    0.4086   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.0583   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0606    0.8932   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    0.7489    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041    1.2022    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9447    2.4069    1.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    0.0890    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -1.0856    1.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8015   -0.6364    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.9072    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -0.5950    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.4236   -0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.3274   -1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -2.0878   -2.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -3.0937   -3.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.3555   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5270   -0.2364   -1.5071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118    0.4594    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464    1.3325    0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    2.7372    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406    3.1578    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    0.6334    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1409   -0.6792    0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6740    1.0158    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1293    2.2842    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4716    2.6143    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3948    1.7057    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7576    2.0237    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9544    0.4200    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9132   -0.4585   -0.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434   -1.7973   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6475    0.0897    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870    0.3485    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2107   -1.1515   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3166   -1.9900   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4452   -1.5974   -0.9641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -2.4353   -0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3306    1.1446    1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1625    1.9684    0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0847    0.8041    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4815    1.3614    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4915    0.7985   -1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.9838   -0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4378    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.8581    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349   -1.5462    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -1.3200   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217   -1.9843    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387   -0.2652    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -2.1852   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -2.8307   -3.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -4.1248   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314   -3.1438   -4.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516   -0.8314   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463    1.2784    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492    2.8807   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719    3.5261    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    2.9384    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    3.0547    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824    3.6291    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0128    2.9917    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4347   -2.4385    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7679   -2.1290   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883   -1.9202   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2954   -0.9364   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237    0.9982    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -1.4842   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -2.9457   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3716   -2.1717   -0.5039 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  2  0
  8 10  1  0
 10 11  1  0
 11 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
 23 24  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  2  0
 21 36  2  0
  5 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39  3  1  0
 12  7  1  0
 36 14  1  0
 35 27  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 28 62  1  0
 29 63  1  0
 31 64  1  0
 34 65  1  0
 34 66  1  0
 34 67  1  0
 35 68  1  0
 36 69  1  0
 37 70  1  0
 38 71  1  0
 40 72  1  0
M  END

  Mrv0541 02241223312D          

 40 43  0  0  0  0            999 V2000
   -0.0825   -0.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -0.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -3.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -4.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2175   -0.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430   -0.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3730    1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5477    1.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524    0.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2278    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9798    1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3004    2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9072    2.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    2.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    3.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3195    3.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402    0.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751    0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -1.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -3.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7128   -2.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9704   -2.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -1.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353   -1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7949   -1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 31  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  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
 32 33  2  0  0  0  0
 32 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302298

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CC2C(CC3=CC(C(CO)C(=O)C4=CC(OC)=C(O)C=C4)=C(O)C(OC)=C3)COC2=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O10/c1-37-25-11-16(4-6-23(25)32)9-20-19(15-40-30(20)36)8-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,31-33,35H,8-9,14-15H2,1-3H3

> <INCHI_KEY>
GOKVVQBVCONTLA-UHFFFAOYSA-N

> <FORMULA>
C30H32O10

> <MOLECULAR_WEIGHT>
552.5691

> <EXACT_MASS>
552.199547244

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
56.70352355492711

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.4847483836666666

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.503364518875898

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.209664307305777

> <JCHEM_PKA_STRONGEST_BASIC>
-2.738607140298779

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
145.55239999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302298
     RDKit          3D
Arctignan B
 72 75  0  0  0  0  0  0  0  0999 V2000
   -9.0543    1.0316    1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7159   -0.1004    0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5338   -0.3833   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110    0.4086   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.0583   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0606    0.8932   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    0.7489    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041    1.2022    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9447    2.4069    1.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    0.0890    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -1.0856    1.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8015   -0.6364    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.9072    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -0.5950    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.4236   -0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.3274   -1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -2.0878   -2.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -3.0937   -3.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.3555   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5270   -0.2364   -1.5071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118    0.4594    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464    1.3325    0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    2.7372    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406    3.1578    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    0.6334    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1409   -0.6792    0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6740    1.0158    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1293    2.2842    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4716    2.6143    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3948    1.7057    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7576    2.0237    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9544    0.4200    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9132   -0.4585   -0.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434   -1.7973   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6475    0.0897    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870    0.3485    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2107   -1.1515   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3166   -1.9900   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4452   -1.5974   -0.9641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -2.4353   -0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3306    1.1446    1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1625    1.9684    0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0847    0.8041    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4815    1.3614    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4915    0.7985   -1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.9838   -0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4378    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.8581    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349   -1.5462    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -1.3200   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217   -1.9843    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387   -0.2652    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -2.1852   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -2.8307   -3.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -4.1248   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314   -3.1438   -4.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516   -0.8314   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463    1.2784    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492    2.8807   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719    3.5261    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    2.9384    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    3.0547    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824    3.6291    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0128    2.9917    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4347   -2.4385    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7679   -2.1290   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883   -1.9202   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2954   -0.9364   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237    0.9982    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -1.4842   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -2.9457   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3716   -2.1717   -0.5039 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  2  0
  8 10  1  0
 10 11  1  0
 11 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
 23 24  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  2  0
 21 36  2  0
  5 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39  3  1  0
 12  7  1  0
 36 14  1  0
 35 27  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 28 62  1  0
 29 63  1  0
 31 64  1  0
 34 65  1  0
 34 66  1  0
 34 67  1  0
 35 68  1  0
 36 69  1  0
 37 70  1  0
 38 71  1  0
 40 72  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  O   UNK     0      -0.154  -1.617   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.616  -0.077   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.002   0.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.156   2.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.924   3.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.307   2.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.616   0.846   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.002   0.231   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.310  -1.309   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.237  -6.853   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.850  -7.469   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.006  -0.077   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.547  -0.538   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.163   2.232   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.622   2.541   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.698   1.308   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.159   1.616   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.696   3.157   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.773   4.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.161   3.926   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.155   3.618   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.693   5.004   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.153   5.467   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.077   4.543   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.004   6.545   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.463   6.237   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.540   7.469   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.153   7.008   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.928   1.771   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.620   0.231   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.234  -0.385   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.234  -1.924   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.002  -2.849   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -8.163  -5.622   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.931  -4.697   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.545  -5.314   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.312  -4.389   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.467  -2.849   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.853  -2.232   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.084  -3.157   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10   11   36                                                       
CONECT   11   10                                                            
CONECT   12   13   16                                                       
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15   14   16   20                                                  
CONECT   16   12   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   15   19                                                       
CONECT   21   18   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24   28                                                  
CONECT   24    5   23                                                       
CONECT   25   26                                                            
CONECT   26   22   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   23   27                                                       
CONECT   29   30                                                            
CONECT   30   29   31                                                       
CONECT   31    3   30   32                                                  
CONECT   32   31   33   38                                                  
CONECT   33   32                                                            
CONECT   34   35                                                            
CONECT   35   34   36   40                                                  
CONECT   36   10   35   37                                                  
CONECT   37   36   38                                                       
CONECT   38   32   37   39                                                  
CONECT   39   38   40                                                       
CONECT   40   35   39                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

COMPND    HMDB0302298
HETATM    1  C1  UNL     1      -9.054   1.032   1.100  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.716  -0.100   0.349  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.534  -0.383  -0.268  1.00  0.00           C  
HETATM    4  C3  UNL     1      -6.411   0.409  -0.279  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.252   0.058  -0.930  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.061   0.893  -0.979  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.127   0.749   0.232  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.904   1.202   1.446  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.945   2.407   1.831  1.00  0.00           O  
HETATM   10  O3  UNL     1      -4.500   0.089   1.969  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.833  -1.086   1.584  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.802  -0.636   0.533  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.482  -0.907   1.129  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.242  -0.595   0.408  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.143  -1.424  -0.665  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.357  -1.327  -1.295  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.799  -2.088  -2.345  1.00  0.00           O  
HETATM   18  C14 UNL     1       1.139  -3.094  -3.036  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.272  -0.355  -0.855  1.00  0.00           C  
HETATM   20  O5  UNL     1       3.527  -0.236  -1.507  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.912   0.459   0.187  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.046   1.332   0.728  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.777   2.737   0.412  1.00  0.00           C  
HETATM   24  O6  UNL     1       1.541   3.158   0.988  1.00  0.00           O  
HETATM   25  C19 UNL     1       4.292   0.633   0.682  1.00  0.00           C  
HETATM   26  O7  UNL     1       4.141  -0.679   0.656  1.00  0.00           O  
HETATM   27  C20 UNL     1       5.674   1.016   0.649  1.00  0.00           C  
HETATM   28  C21 UNL     1       6.129   2.284   0.929  1.00  0.00           C  
HETATM   29  C22 UNL     1       7.472   2.614   0.787  1.00  0.00           C  
HETATM   30  C23 UNL     1       8.395   1.706   0.372  1.00  0.00           C  
HETATM   31  O8  UNL     1       9.758   2.024   0.230  1.00  0.00           O  
HETATM   32  C24 UNL     1       7.954   0.420   0.086  1.00  0.00           C  
HETATM   33  O9  UNL     1       8.913  -0.459  -0.334  1.00  0.00           O  
HETATM   34  C25 UNL     1       8.743  -1.797  -0.687  1.00  0.00           C  
HETATM   35  C26 UNL     1       6.648   0.090   0.220  1.00  0.00           C  
HETATM   36  C27 UNL     1       0.687   0.349   0.802  1.00  0.00           C  
HETATM   37  C28 UNL     1      -5.211  -1.152  -1.603  1.00  0.00           C  
HETATM   38  C29 UNL     1      -6.317  -1.990  -1.623  1.00  0.00           C  
HETATM   39  C30 UNL     1      -7.445  -1.597  -0.964  1.00  0.00           C  
HETATM   40  O10 UNL     1      -8.542  -2.435  -0.987  1.00  0.00           O  
HETATM   41  H1  UNL     1      -8.331   1.145   1.918  1.00  0.00           H  
HETATM   42  H2  UNL     1      -9.162   1.968   0.474  1.00  0.00           H  
HETATM   43  H3  UNL     1     -10.085   0.804   1.524  1.00  0.00           H  
HETATM   44  H4  UNL     1      -6.481   1.361   0.259  1.00  0.00           H  
HETATM   45  H5  UNL     1      -3.491   0.798  -1.926  1.00  0.00           H  
HETATM   46  H6  UNL     1      -4.367   1.984  -0.925  1.00  0.00           H  
HETATM   47  H7  UNL     1      -2.292   1.438   0.034  1.00  0.00           H  
HETATM   48  H8  UNL     1      -4.500  -1.858   1.165  1.00  0.00           H  
HETATM   49  H9  UNL     1      -3.335  -1.546   2.456  1.00  0.00           H  
HETATM   50  H10 UNL     1      -2.955  -1.320  -0.381  1.00  0.00           H  
HETATM   51  H11 UNL     1      -1.422  -1.984   1.499  1.00  0.00           H  
HETATM   52  H12 UNL     1      -1.439  -0.265   2.094  1.00  0.00           H  
HETATM   53  H13 UNL     1      -0.567  -2.185  -1.015  1.00  0.00           H  
HETATM   54  H14 UNL     1       0.068  -2.831  -3.091  1.00  0.00           H  
HETATM   55  H15 UNL     1       1.287  -4.125  -2.645  1.00  0.00           H  
HETATM   56  H16 UNL     1       1.531  -3.144  -4.101  1.00  0.00           H  
HETATM   57  H17 UNL     1       3.752  -0.831  -2.277  1.00  0.00           H  
HETATM   58  H18 UNL     1       2.746   1.278   1.905  1.00  0.00           H  
HETATM   59  H19 UNL     1       2.649   2.881  -0.720  1.00  0.00           H  
HETATM   60  H20 UNL     1       3.472   3.526   0.695  1.00  0.00           H  
HETATM   61  H21 UNL     1       0.827   2.938   0.323  1.00  0.00           H  
HETATM   62  H22 UNL     1       5.441   3.055   1.283  1.00  0.00           H  
HETATM   63  H23 UNL     1       7.782   3.629   1.013  1.00  0.00           H  
HETATM   64  H24 UNL     1      10.013   2.992   0.436  1.00  0.00           H  
HETATM   65  H25 UNL     1       8.435  -2.439   0.173  1.00  0.00           H  
HETATM   66  H26 UNL     1       9.768  -2.129  -1.091  1.00  0.00           H  
HETATM   67  H27 UNL     1       7.988  -1.920  -1.506  1.00  0.00           H  
HETATM   68  H28 UNL     1       6.295  -0.936  -0.002  1.00  0.00           H  
HETATM   69  H29 UNL     1       0.424   0.998   1.616  1.00  0.00           H  
HETATM   70  H30 UNL     1      -4.322  -1.484  -2.162  1.00  0.00           H  
HETATM   71  H31 UNL     1      -6.300  -2.946  -2.141  1.00  0.00           H  
HETATM   72  H32 UNL     1      -9.372  -2.172  -0.504  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3
CONECT    3    4    4   39
CONECT    4    5   44
CONECT    5    6   37   37
CONECT    6    7   45   46
CONECT    7    8   12   47
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   48   49
CONECT   12   13   50
CONECT   13   14   51   52
CONECT   14   15   15   36
CONECT   15   16   53
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   54   55   56
CONECT   19   20   21
CONECT   20   57
CONECT   21   22   36   36
CONECT   22   23   25   58
CONECT   23   24   59   60
CONECT   24   61
CONECT   25   26   26   27
CONECT   27   28   28   35
CONECT   28   29   62
CONECT   29   30   30   63
CONECT   30   31   32
CONECT   31   64
CONECT   32   33   35   35
CONECT   33   34
CONECT   34   65   66   67
CONECT   35   68
CONECT   36   69
CONECT   37   38   70
CONECT   38   39   39   71
CONECT   39   40
CONECT   40   72
END

HMDB0302298
     RDKit          3D
Arctignan B
 72 75  0  0  0  0  0  0  0  0999 V2000
   -9.0543    1.0316    1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7159   -0.1004    0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5338   -0.3833   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4110    0.4086   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.0583   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0606    0.8932   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    0.7489    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041    1.2022    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9447    2.4069    1.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    0.0890    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -1.0856    1.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8015   -0.6364    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.9072    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -0.5950    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.4236   -0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.3274   -1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -2.0878   -2.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -3.0937   -3.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.3555   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5270   -0.2364   -1.5071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118    0.4594    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464    1.3325    0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    2.7372    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406    3.1578    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    0.6334    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1409   -0.6792    0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6740    1.0158    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1293    2.2842    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4716    2.6143    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3948    1.7057    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7576    2.0237    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9544    0.4200    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9132   -0.4585   -0.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434   -1.7973   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6475    0.0897    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870    0.3485    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2107   -1.1515   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3166   -1.9900   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4452   -1.5974   -0.9641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -2.4353   -0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3306    1.1446    1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1625    1.9684    0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0847    0.8041    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4815    1.3614    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4915    0.7985   -1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.9838   -0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4378    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.8581    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349   -1.5462    2.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -1.3200   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217   -1.9843    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387   -0.2652    2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -2.1852   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -2.8307   -3.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -4.1248   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314   -3.1438   -4.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516   -0.8314   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463    1.2784    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492    2.8807   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719    3.5261    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    2.9384    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    3.0547    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824    3.6291    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0128    2.9917    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4347   -2.4385    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7679   -2.1290   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883   -1.9202   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2954   -0.9364   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237    0.9982    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -1.4842   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -2.9457   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3716   -2.1717   -0.5039 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  2  0
  8 10  1  0
 10 11  1  0
 11 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
 23 24  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  2  0
 21 36  2  0
  5 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39  3  1  0
 12  7  1  0
 36 14  1  0
 35 27  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 28 62  1  0
 29 63  1  0
 31 64  1  0
 34 65  1  0
 34 66  1  0
 34 67  1  0
 35 68  1  0
 36 69  1  0
 37 70  1  0
 38 71  1  0
 40 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₀H₃₂O₁₀

Average Molecular Weight

552.5691

Monoisotopic Molecular Weight

552.199547244

IUPAC Name

4-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Traditional Name

4-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(CC2C(CC3=CC(C(CO)C(=O)C4=CC(OC)=C(O)C=C4)=C(O)C(OC)=C3)COC2=O)=CC=C1O

InChI Identifier

InChI=1S/C30H32O10/c1-37-25-11-16(4-6-23(25)32)9-20-19(15-40-30(20)36)8-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,31-33,35H,8-9,14-15H2,1-3H3

InChI Key

GOKVVQBVCONTLA-UHFFFAOYSA-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
Stilbene
Alkyl-phenylketone
Methoxyphenol
Phenylketone
Phenoxy compound
Phenol ether
Anisole
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Gamma butyrolactone
Beta-hydroxy ketone
Monocyclic benzene moiety
Tetrahydrofuran
Ketone
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302298)

Food

Vegetable

Root vegetable

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	3.28	ALOGPS
logP	3.48	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	145.55 m³·mol⁻¹	ChemAxon
Polarizability	56.7 Å³	ChemAxon
Number of Rings	4	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]+	233.304	32859911
AllCCS	[M+H-H2O]+	231.423	32859911
AllCCS	[M+Na]+	235.512	32859911
AllCCS	[M+NH4]+	235.022	32859911
AllCCS	[M-H]-	231.16	32859911
AllCCS	[M+Na-2H]-	233.362	32859911
AllCCS	[M+HCOO]-	235.935	32859911
DeepCCS	[M+H]+	224.848	30932474
DeepCCS	[M-H]-	222.453	30932474
DeepCCS	[M-2H]-	255.336	30932474
DeepCCS	[M+Na]+	230.761	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 - Arctignan B 10V, Positive-QTOF	splash10-0udr-0301190000-e088b15b76a02b97b275	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 20V, Positive-QTOF	splash10-0udr-0913350000-faa4cf54ae9801ab067d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 40V, Positive-QTOF	splash10-0udi-0900100000-1fe6acae8661fd56367c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 10V, Negative-QTOF	splash10-0udi-0100090000-937bbc93fe1efddb5eda	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 20V, Negative-QTOF	splash10-0pl1-0703190000-ce435a2ae590e87f16d8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 40V, Negative-QTOF	splash10-052f-0139130000-adcaacbe8437629ded8e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 10V, Positive-QTOF	splash10-0udi-0912070000-2b186bfdfeb08fa62016	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 20V, Positive-QTOF	splash10-052r-2901120000-52a51c125a64f88bfada	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 40V, Positive-QTOF	splash10-0l70-6900210000-e0ff30d31a9f82ca31f0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 10V, Negative-QTOF	splash10-0ue9-0002090000-af7e0d4f3236aee3f69d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 20V, Negative-QTOF	splash10-0a4v-0304290000-ae359a7b789b150ca39b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctignan B 40V, Negative-QTOF	splash10-0a4m-0838690000-5472d1df8f9f3f961456	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

FDB004076

KNApSAcK ID

Not Available

Chemspider ID

57427920

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91990013

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 Arctignan B (HMDB0302298)

MOL for HMDB0302298 (Arctignan B)

3D MOL for HMDB0302298 (Arctignan B)

3D SDF for HMDB0302298 (Arctignan B)

3D-SDF for HMDB0302298 (Arctignan B)

PDB for HMDB0302298 (Arctignan B)

3D PDB for HMDB0302298 (Arctignan B)

SMILES for HMDB0302298 (Arctignan B)

INCHI for HMDB0302298 (Arctignan B)

Structure for HMDB0302298 (Arctignan B)

3D Structure for HMDB0302298 (Arctignan B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra