NP-MRD: Showing NP-Card for (+)-Mediresinol Di-O-beta-D-glucopyranoside (NP0138535)

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Record Information

Version

2.0

Created at

2022-06-29 17:34:02 UTC

Updated at

2022-06-29 17:34:02 UTC

NP-MRD ID

NP0138535

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Mediresinol Di-O-beta-D-glucopyranoside

Description

(2S,3R,4S,5S,6R)-2-{4-[(1R,3aS,4R,6aS)-4-(3,5-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Based on a literature review very few articles have been published on (2S,3R,4S,5S,6R)-2-{4-[(1R,3aS,4R,6aS)-4-(3,5-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219342D          

 50 55  0  0  1  0            999 V2000
    2.6707    3.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637    3.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5469    4.9487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0989    5.5618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9059    5.3903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1608    4.6056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6088    3.9926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    4.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5198    5.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    6.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    6.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601    5.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092    3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9205   -5.0170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7274   -5.1885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2795   -4.5754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0245   -3.7908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -3.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -4.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -5.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684   -5.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -2.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23  5  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 27 31  1  1  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 34 37  1  0  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 42 44  1  6  0  0  0
 44 45  1  0  0  0  0
 41 46  1  1  0  0  0
 40 47  1  6  0  0  0
 39 48  1  1  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END

     RDKit          3D

 94 99  0  0  0  0  0  0  0  0999 V2000
    4.6080    1.9854   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3510    0.8399   -0.3370 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8966   -0.3803    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145   -0.5514    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0859   -1.3098    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1868   -2.1381    0.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1540   -3.5252    0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2971    0.0351   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5449    0.4731   -0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5610    0.8983    0.3594 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6272    0.0163    0.2475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6463    0.4401   -0.5721 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3114   -0.7986   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3582   -0.4751   -2.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2170    1.3154   -1.7140 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.3898    1.6325   -2.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6442    2.5848   -1.1423 C   0  0  2  0  0  0  0  0  0  0  0  0
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   12.1124    0.1114   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7114    1.6602    1.0867 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 58  1  6
  8 56  1  0
  8 57  1  0
  6 55  1  1
  4 54  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
 40 84  1  6
 42 85  1  6
 43 86  1  0
 43 87  1  0
 44 88  1  0
 45 89  1  1
 46 90  1  0
 47 91  1  6
 48 92  1  0
 49 93  1  1
 50 94  1  0
 37 83  1  0
 36 82  1  0
M  END


  Mrv1652306292219342D          

 50 55  0  0  1  0            999 V2000
    2.6707    3.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637    3.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5469    4.9487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0989    5.5618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9059    5.3903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1608    4.6056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6088    3.9926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    4.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5198    5.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    6.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    6.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601    5.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092    3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9205   -5.0170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7274   -5.1885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2795   -4.5754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0245   -3.7908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -3.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -4.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -5.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684   -5.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -2.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23  5  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 27 31  1  1  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 34 37  1  0  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 42 44  1  6  0  0  0
 44 45  1  0  0  0  0
 41 46  1  1  0  0  0
 40 47  1  6  0  0  0
 39 48  1  1  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138535

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2C1=CC(OC)=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H44O17/c1-42-18-6-13(4-5-17(18)47-32-27(40)25(38)23(36)21(9-34)48-32)29-15-11-46-30(16(15)12-45-29)14-7-19(43-2)31(20(8-14)44-3)50-33-28(41)26(39)24(37)22(10-35)49-33/h4-8,15-16,21-30,32-41H,9-12H2,1-3H3/t15-,16-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,32-,33+/m1/s1

> <INCHI_KEY>
WENLQSBQPMFCOA-HGEBJKQYSA-N

> <FORMULA>
C33H44O17

> <MOLECULAR_WEIGHT>
712.698

> <EXACT_MASS>
712.257849957

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
72.27404853183282

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1R,3aS,4R,6aS)-4-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-2.416047904999999

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.421142051353655

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.898920989560617

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354907191

> <JCHEM_POLAR_SURFACE_AREA>
244.90999999999994

> <JCHEM_REFRACTIVITY>
165.8522

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1R,3aS,4R,6aS)-4-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       4.985   5.668   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.479   5.988   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.449   4.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.924   3.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.894   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.388   2.555   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.088   4.019   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.942   5.164   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.466   6.629   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.497   7.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.021   9.238   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.051  10.382   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.558  10.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.034   8.597   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.003   7.453   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.540   8.277   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.570   9.421   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.588  11.206   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.575  11.847   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.486   9.558   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.595   4.340   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.071   5.804   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.281  -3.507   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.757  -4.971   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.744  -4.331   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.203  -7.580   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.709  -7.900   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.185  -9.365   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.691  -9.685   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.722  -8.541   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.246  -7.076   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       9.739  -6.756   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      12.276  -5.932   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      13.783  -6.252   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      13.228  -8.861   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      11.167 -11.150   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       8.154 -10.510   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       9.264  -5.291   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      10.294  -4.147   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12                                                            
CONECT   20   11                                                            
CONECT   21    7   22                                                       
CONECT   22   21                                                            
CONECT   23    5   24   30                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   24   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   23                                                       
CONECT   31   27   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   49                                                  
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35   31                                                       
CONECT   37   34   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40   48                                                  
CONECT   40   39   41   47                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42   38                                                       
CONECT   44   42   45                                                       
CONECT   45   44                                                            
CONECT   46   41                                                            
CONECT   47   40                                                            
CONECT   48   39                                                            
CONECT   49   33   50                                                       
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₄O₁₇

Average Mass

712.6980 Da

Monoisotopic Mass

712.25785 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

88142-63-6

SMILES

COC1=CC(=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2C1=CC(OC)=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1

InChI Identifier

InChI=1S/C33H44O17/c1-42-18-6-13(4-5-17(18)47-32-27(40)25(38)23(36)21(9-34)48-32)29-15-11-46-30(16(15)12-45-29)14-7-19(43-2)31(20(8-14)44-3)50-33-28(41)26(39)24(37)22(10-35)49-33/h4-8,15-16,21-30,32-41H,9-12H2,1-3H3/t15-,16-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,32-,33+/m1/s1

InChI Key

WENLQSBQPMFCOA-HGEBJKQYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Furanoid lignan
Furofuran lignan skeleton
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Methoxybenzene
Phenol ether
Furofuran
Anisole
Alkyl aryl ether
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

95504655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154809465

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-Mediresinol Di-O-beta-D-glucopyranoside (NP0138535)

MOL for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

3D MOL for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

3D SDF for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

3D-SDF for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

PDB for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

3D PDB for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

SMILES for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

INCHI for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

Structure for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)

3D Structure for NP0138535 ((+)-Mediresinol Di-O-beta-D-glucopyranoside)