NP-MRD: Showing NP-Card for (+)-cycloolivil-4'-O-beta-D-glucopyranoside (NP0031836)

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Record Information

Version

2.0

Created at

2021-06-19 22:48:14 UTC

Updated at

2021-06-30 00:00:40 UTC

NP-MRD ID

NP0031836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-cycloolivil-4'-O-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

(+)-Cycloolivil glucoside 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. (+)-cycloolivil-4'-O-beta-D-glucopyranoside is found in Stereospermum cylindricum. (+)-cycloolivil-4'-O-beta-D-glucopyranoside was first documented in 2006 (Kanchanapoom, T., et al.). Based on a literature review very few articles have been published on (+)-Cycloolivil glucoside.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100483D          

 72 75  0  0  0  0            999 V2000
    0.4066   -8.2509    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -7.5513    0.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409   -6.3939    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -5.8093    1.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -4.6114    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -3.9681    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -4.5834   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6940   -5.7675   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -6.3148   -1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834   -2.6727    1.4395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6679    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603   -1.2059   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343   -0.2822   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6715    0.1869   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859    1.0765   -2.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678    2.4243   -2.3339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7592    3.0452   -2.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096    4.4182   -1.9143 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    4.9369   -1.8745 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9316    4.0984   -1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    5.2487   -2.8612 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7322    6.6012   -2.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    4.6352   -2.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6631    5.3512   -3.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    3.1525   -3.2919 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1669    2.6255   -3.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -0.2863   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3263    0.2156   -1.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601   -0.4274   -1.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -1.2013   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -1.9782    2.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7806   -0.8800    3.1130 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0539   -1.4655    3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6203   -3.0315    3.9400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8573   -3.7470    4.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579   -2.4189    5.3170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3592   -1.7298    5.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -4.0427    3.5929 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8205   -9.1559    0.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -8.5609    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -7.6517    1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -6.2688    2.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -4.1450   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -7.1330   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373   -2.9850    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -1.5642   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    0.0706   -1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    2.4478   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3142    4.4427   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106    4.9033   -2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032    5.9604   -1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7451    3.1861   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    5.2702   -3.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    6.9992   -2.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131    4.7767   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398    4.8061   -4.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    3.0315   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602    1.6540   -3.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7033    0.0064   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -0.2391   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.5010   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.5829    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -1.4792    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.1770    2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4767   -0.2835    3.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6478   -0.7260    3.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5788   -3.1259    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9786   -3.2057    6.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.7244    5.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0979   -2.3693    5.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -4.8767    4.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -3.5659    3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
  5 38  1  0  0  0  0
  6 10  1  0  0  0  0
 10 31  1  0  0  0  0
 31 34  1  0  0  0  0
 34 38  1  0  0  0  0
 34 35  1  1  0  0  0
 31 32  1  0  0  0  0
 19 20  1  0  0  0  0
 10 11  1  0  0  0  0
 16 25  1  0  0  0  0
 34 36  1  0  0  0  0
  6  7  2  0  0  0  0
 11 12  2  0  0  0  0
 25 23  1  0  0  0  0
 12 13  1  0  0  0  0
  7  8  1  0  0  0  0
 13 14  2  0  0  0  0
 23 21  1  0  0  0  0
 14 27  1  0  0  0  0
  8  3  2  0  0  0  0
 27 30  2  0  0  0  0
 30 11  1  0  0  0  0
 21 18  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  8  9  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 36 37  1  0  0  0  0
 18 17  1  0  0  0  0
 32 33  1  0  0  0  0
 17 16  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
 16 15  1  0  0  0  0
 16 48  1  1  0  0  0
 21 53  1  6  0  0  0
 22 54  1  0  0  0  0
 23 55  1  1  0  0  0
 24 56  1  0  0  0  0
 25 57  1  6  0  0  0
 26 58  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 18 49  1  1  0  0  0
 20 52  1  0  0  0  0
  7 43  1  0  0  0  0
  4 42  1  0  0  0  0
 10 45  1  1  0  0  0
 31 63  1  6  0  0  0
 38 71  1  0  0  0  0
 38 72  1  0  0  0  0
 35 67  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 12 46  1  0  0  0  0
 13 47  1  0  0  0  0
 30 62  1  0  0  0  0
  9 44  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 37 70  1  0  0  0  0
 33 66  1  0  0  0  0
 29 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
    0.4066   -8.2509    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -7.5513    0.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409   -6.3939    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -5.8093    1.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -4.6114    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -3.9681    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -4.5834   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6940   -5.7675   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -6.3148   -1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834   -2.6727    1.4395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6679    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603   -1.2059   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343   -0.2822   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6715    0.1869   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859    1.0765   -2.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678    2.4243   -2.3339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7592    3.0452   -2.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096    4.4182   -1.9143 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    4.9369   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9316    4.0984   -1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    5.2487   -2.8612 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7322    6.6012   -2.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    4.6352   -2.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6631    5.3512   -3.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    3.1525   -3.2919 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1669    2.6255   -3.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0539   -1.4655    3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6203   -3.0315    3.9400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8573   -3.7470    4.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579   -2.4189    5.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592   -1.7298    5.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -4.0427    3.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205   -9.1559    0.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2447   -7.6517    1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -6.2688    2.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -4.1450   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -7.1330   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373   -2.9850    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -1.5642   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    0.0706   -1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    2.4478   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6106    4.9033   -2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0223   -0.2391   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9786   -3.2057    6.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.7244    5.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0979   -2.3693    5.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -4.8767    4.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -3.5659    3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
 23 24  1  0
 25 26  1  0
  5 38  1  0
  6 10  1  0
 10 31  1  0
 31 34  1  0
 34 38  1  0
 34 35  1  1
 31 32  1  0
 19 20  1  0
 10 11  1  0
 16 25  1  0
 34 36  1  0
  6  7  2  0
 11 12  2  0
 25 23  1  0
 12 13  1  0
  7  8  1  0
 13 14  2  0
 23 21  1  0
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  8  3  2  0
 27 30  2  0
 30 11  1  0
 21 18  1  0
  3  2  1  0
  3  4  1  0
  8  9  1  0
  4  5  2  0
  2  1  1  0
  5  6  1  0
 36 37  1  0
 18 17  1  0
 32 33  1  0
 17 16  1  0
 27 28  1  0
 28 29  1  0
 14 15  1  0
 18 19  1  0
 16 15  1  0
 16 48  1  1
 21 53  1  6
 22 54  1  0
 23 55  1  1
 24 56  1  0
 25 57  1  6
 26 58  1  0
 19 50  1  0
 19 51  1  0
 18 49  1  1
 20 52  1  0
  7 43  1  0
  4 42  1  0
 10 45  1  1
 31 63  1  6
 38 71  1  0
 38 72  1  0
 35 67  1  0
 32 64  1  0
 32 65  1  0
 36 68  1  0
 36 69  1  0
 12 46  1  0
 13 47  1  0
 30 62  1  0
  9 44  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 37 70  1  0
 33 66  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  END


  Mrv1652306202100483D          

 72 75  0  0  0  0            999 V2000
    0.4066   -8.2509    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -7.5513    0.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409   -6.3939    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -5.8093    1.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -4.6114    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -3.9681    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -4.5834   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6940   -5.7675   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -6.3148   -1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834   -2.6727    1.4395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6679    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603   -1.2059   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343   -0.2822   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6715    0.1869   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859    1.0765   -2.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678    2.4243   -2.3339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7592    3.0452   -2.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096    4.4182   -1.9143 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    4.9369   -1.8745 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9316    4.0984   -1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    5.2487   -2.8612 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7322    6.6012   -2.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    4.6352   -2.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6631    5.3512   -3.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    3.1525   -3.2919 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1669    2.6255   -3.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -0.2863   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3263    0.2156   -1.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601   -0.4274   -1.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -1.2013   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -1.9782    2.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7806   -0.8800    3.1130 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0539   -1.4655    3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6203   -3.0315    3.9400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8573   -3.7470    4.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579   -2.4189    5.3170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3592   -1.7298    5.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -4.0427    3.5929 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8205   -9.1559    0.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -8.5609    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -7.6517    1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -6.2688    2.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -4.1450   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -7.1330   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373   -2.9850    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -1.5642   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    0.0706   -1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    2.4478   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3142    4.4427   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106    4.9033   -2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032    5.9604   -1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7451    3.1861   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    5.2702   -3.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    6.9992   -2.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131    4.7767   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398    4.8061   -4.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    3.0315   -4.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602    1.6540   -3.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7033    0.0064   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -0.2391   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.5010   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.5829    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -1.4792    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.1770    2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4767   -0.2835    3.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6478   -0.7260    3.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5788   -3.1259    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9786   -3.2057    6.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.7244    5.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0979   -2.3693    5.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -4.8767    4.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -3.5659    3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
  5 38  1  0  0  0  0
  6 10  1  0  0  0  0
 10 31  1  0  0  0  0
 31 34  1  0  0  0  0
 34 38  1  0  0  0  0
 34 35  1  1  0  0  0
 31 32  1  0  0  0  0
 19 20  1  0  0  0  0
 10 11  1  0  0  0  0
 16 25  1  0  0  0  0
 34 36  1  0  0  0  0
  6  7  2  0  0  0  0
 11 12  2  0  0  0  0
 25 23  1  0  0  0  0
 12 13  1  0  0  0  0
  7  8  1  0  0  0  0
 13 14  2  0  0  0  0
 23 21  1  0  0  0  0
 14 27  1  0  0  0  0
  8  3  2  0  0  0  0
 27 30  2  0  0  0  0
 30 11  1  0  0  0  0
 21 18  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  8  9  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 36 37  1  0  0  0  0
 18 17  1  0  0  0  0
 32 33  1  0  0  0  0
 17 16  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
 16 15  1  0  0  0  0
 16 48  1  1  0  0  0
 21 53  1  6  0  0  0
 22 54  1  0  0  0  0
 23 55  1  1  0  0  0
 24 56  1  0  0  0  0
 25 57  1  6  0  0  0
 26 58  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 18 49  1  1  0  0  0
 20 52  1  0  0  0  0
  7 43  1  0  0  0  0
  4 42  1  0  0  0  0
 10 45  1  1  0  0  0
 31 63  1  6  0  0  0
 38 71  1  0  0  0  0
 38 72  1  0  0  0  0
 35 67  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 12 46  1  0  0  0  0
 13 47  1  0  0  0  0
 30 62  1  0  0  0  0
  9 44  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 37 70  1  0  0  0  0
 33 66  1  0  0  0  0
 29 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031836

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C2C(=C1[H])[C@]([H])(C1=C([H])C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C(OC([H])([H])[H])=C1[H])[C@@]([H])(C([H])([H])O[H])[C@](O[H])(C([H])([H])O[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O12/c1-35-18-6-13-8-26(34,11-29)15(9-27)21(14(13)7-16(18)30)12-3-4-17(19(5-12)36-2)37-25-24(33)23(32)22(31)20(10-28)38-25/h3-7,15,20-25,27-34H,8-11H2,1-2H3/t15-,20-,21+,22-,23+,24-,25-,26-/m1/s1

> <INCHI_KEY>
CBHWSKLIWKFSRU-MNAFQOMLSA-N

> <FORMULA>
C26H34O12

> <MOLECULAR_WEIGHT>
538.546

> <EXACT_MASS>
538.205026535

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
54.97558068775487

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1S,2S,3S)-3,7-dihydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-1.5274190656666657

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.183680867085315

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.120493128048235

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6478836044597456

> <JCHEM_POLAR_SURFACE_AREA>
198.75999999999996

> <JCHEM_REFRACTIVITY>
131.36930000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1S,2S,3S)-3,7-dihydroxy-2,3-bis(hydroxymethyl)-6-methoxy-2,4-dihydro-1H-naphthalen-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
    0.4066   -8.2509    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -7.5513    0.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409   -6.3939    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -5.8093    1.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -4.6114    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -3.9681    1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -4.5834   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6940   -5.7675   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -6.3148   -1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834   -2.6727    1.4395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6679    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603   -1.2059   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343   -0.2822   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6715    0.1869   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859    1.0765   -2.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678    2.4243   -2.3339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7592    3.0452   -2.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096    4.4182   -1.9143 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    4.9369   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9316    4.0984   -1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    5.2487   -2.8612 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7322    6.6012   -2.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    4.6352   -2.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6631    5.3512   -3.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    3.1525   -3.2919 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1669    2.6255   -3.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -0.2863   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3263    0.2156   -1.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601   -0.4274   -1.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -1.2013   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -1.9782    2.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7806   -0.8800    3.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -1.4655    3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6203   -3.0315    3.9400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8573   -3.7470    4.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579   -2.4189    5.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592   -1.7298    5.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -4.0427    3.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205   -9.1559    0.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -8.5609    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -7.6517    1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -6.2688    2.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -4.1450   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -7.1330   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373   -2.9850    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -1.5642   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    0.0706   -1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    2.4478   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3142    4.4427   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106    4.9033   -2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032    5.9604   -1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7451    3.1861   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    5.2702   -3.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9131    4.7767   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 61  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.407  -8.251   1.283  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.317  -7.551   0.278  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.941  -6.394   0.664  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.892  -5.809   1.927  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.589  -4.611   2.199  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.313  -3.968   1.182  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.378  -4.583  -0.082  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.694  -5.768  -0.328  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.777  -6.315  -1.580  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.083  -2.673   1.440  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.923  -1.668   0.289  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.060  -1.206  -0.394  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.934  -0.282  -1.429  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.672   0.187  -1.783  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.586   1.077  -2.822  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.468   2.424  -2.334  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.759   3.045  -2.346  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.710   4.418  -1.914  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.150   4.937  -1.875  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.932   4.098  -1.018  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.838   5.249  -2.861  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.732   6.601  -2.415  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.439   4.635  -2.934  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.663   5.351  -3.909  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.504   3.152  -3.292  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.167   2.626  -3.228  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.515  -0.286  -1.149  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.326   0.216  -1.613  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.860  -0.427  -1.159  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.651  -1.201  -0.102  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.743  -1.978   2.802  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.781  -0.880   3.113  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.054  -1.466   3.381  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.620  -3.031   3.940  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.857  -3.747   4.120  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.258  -2.419   5.317  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.359  -1.730   5.902  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.509  -4.043   3.593  0.00  0.00           C+0
HETATM   39  H   UNK     0       0.821  -9.156   0.828  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.252  -8.561   2.101  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.245  -7.652   1.654  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.328  -6.269   2.733  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.961  -4.145  -0.890  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.246  -7.133  -1.531  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.137  -2.985   1.476  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.051  -1.564  -0.122  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.814   0.071  -1.959  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.060   2.448  -1.312  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.314   4.443  -0.890  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.611   4.903  -2.867  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.203   5.960  -1.493  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.745   3.186  -1.313  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.276   5.270  -3.867  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.027   6.999  -2.966  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.913   4.777  -1.981  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.140   4.806  -4.042  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.834   3.031  -4.331  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.260   1.654  -3.123  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.703   0.006  -1.705  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.022  -0.239  -0.093  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.840  -1.501  -1.375  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.780  -1.583   0.423  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.767  -1.479   2.712  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.894  -0.177   2.283  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.477  -0.284   3.978  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.648  -0.726   3.613  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.579  -3.126   3.873  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.979  -3.206   6.027  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.416  -1.724   5.235  0.00  0.00           H+0
HETATM   70  H   UNK     0      -4.098  -2.369   5.886  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.556  -4.877   4.306  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.526  -3.566   3.694  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    3    1                                                       
CONECT    3    8    2    4                                                  
CONECT    4    3    5   42                                                  
CONECT    5   38    4    6                                                  
CONECT    6   10    7    5                                                  
CONECT    7    6    8   43                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   44                                                       
CONECT   10    6   31   11   45                                             
CONECT   11   10   12   30                                                  
CONECT   12   11   13   46                                                  
CONECT   13   12   14   47                                                  
CONECT   14   13   27   15                                                  
CONECT   15   14   16                                                       
CONECT   16   25   17   15   48                                             
CONECT   17   18   16                                                       
CONECT   18   21   17   19   49                                             
CONECT   19   20   18   50   51                                             
CONECT   20   19   52                                                       
CONECT   21   22   23   18   53                                             
CONECT   22   21   54                                                       
CONECT   23   24   25   21   55                                             
CONECT   24   23   56                                                       
CONECT   25   26   16   23   57                                             
CONECT   26   25   58                                                       
CONECT   27   14   30   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   59   60   61                                             
CONECT   30   27   11   62                                                  
CONECT   31   10   34   32   63                                             
CONECT   32   31   33   64   65                                             
CONECT   33   32   66                                                       
CONECT   34   31   38   35   36                                             
CONECT   35   34   67                                                       
CONECT   36   34   37   68   69                                             
CONECT   37   36   70                                                       
CONECT   38    5   34   71   72                                             
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    4                                                            
CONECT   43    7                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   16                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   29                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   32                                                            
CONECT   65   32                                                            
CONECT   66   33                                                            
CONECT   67   35                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
CONECT   70   37                                                            
CONECT   71   38                                                            
CONECT   72   38                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  150    0
END

RDKit          3D

72 75  0  0  0  0  0  0  0  0999 V2000
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    1.7033    0.0064   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -0.2391   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.5010   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.5829    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -1.4792    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.1770    2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4767   -0.2835    3.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6478   -0.7260    3.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5788   -3.1259    3.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9786   -3.2057    6.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.7244    5.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0979   -2.3693    5.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -4.8767    4.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -3.5659    3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
 23 24  1  0
 25 26  1  0
  5 38  1  0
  6 10  1  0
 10 31  1  0
 31 34  1  0
 34 38  1  0
 34 35  1  1
 31 32  1  0
 19 20  1  0
 10 11  1  0
 16 25  1  0
 34 36  1  0
  6  7  2  0
 11 12  2  0
 25 23  1  0
 12 13  1  0
  7  8  1  0
 13 14  2  0
 23 21  1  0
 14 27  1  0
  8  3  2  0
 27 30  2  0
 30 11  1  0
 21 18  1  0
  3  2  1  0
  3  4  1  0
  8  9  1  0
  4  5  2  0
  2  1  1  0
  5  6  1  0
 36 37  1  0
 18 17  1  0
 32 33  1  0
 17 16  1  0
 27 28  1  0
 28 29  1  0
 14 15  1  0
 18 19  1  0
 16 15  1  0
 16 48  1  1
 21 53  1  6
 22 54  1  0
 23 55  1  1
 24 56  1  0
 25 57  1  6
 26 58  1  0
 19 50  1  0
 19 51  1  0
 18 49  1  1
 20 52  1  0
  7 43  1  0
  4 42  1  0
 10 45  1  1
 31 63  1  6
 38 71  1  0
 38 72  1  0
 35 67  1  0
 32 64  1  0
 32 65  1  0
 36 68  1  0
 36 69  1  0
 12 46  1  0
 13 47  1  0
 30 62  1  0
  9 44  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 37 70  1  0
 33 66  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₁₂

Average Mass

538.5460 Da

Monoisotopic Mass

538.20503 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{4-[(1S,2S,3S)-3,7-dihydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{4-[(1S,2S,3S)-3,7-dihydroxy-2,3-bis(hydroxymethyl)-6-methoxy-2,4-dihydro-1H-naphthalen-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C2C(=C1[H])[C@]([H])(C1=C([H])C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C(OC([H])([H])[H])=C1[H])[C@@]([H])(C([H])([H])O[H])[C@](O[H])(C([H])([H])O[H])C2([H])[H]

InChI Identifier

InChI=1S/C26H34O12/c1-35-18-6-13-8-26(34,11-29)15(9-27)21(14(13)7-16(18)30)12-3-4-17(19(5-12)36-2)37-25-24(33)23(32)22(31)20(10-28)38-25/h3-7,15,20-25,27-34H,8-11H2,1-2H3/t15-,20-,21+,22-,23+,24-,25-,26-/m1/s1

InChI Key

CBHWSKLIWKFSRU-MNAFQOMLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stereospermum cylindricum	JEOL database	Kanchanapoom, T., et al, Phytochemistry 67, 516 (2006)

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
9,9p-dihydroxyaryltetralin lignan
1-aryltetralin lignan
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Tetralin
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Fatty acyl
Monosaccharide
Monocyclic benzene moiety
Tertiary alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Primary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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
logP	-0.16	ALOGPS
logP	-1.5	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	10.12	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	198.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.37 m³·mol⁻¹	ChemAxon
Polarizability	54.98 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

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

22914082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45360271

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kanchanapoom, T., et al. (2006). Kanchanapoom, T., et al, Phytochemistry 67, 516 (2006) . Phytochem..

Showing NP-Card for (+)-cycloolivil-4'-O-beta-D-glucopyranoside (NP0031836)

MOL for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

3D MOL for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

3D SDF for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

3D-SDF for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

PDB for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

3D PDB for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

SMILES for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

INCHI for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

Structure for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)

3D Structure for NP0031836 ((+)-cycloolivil-4'-O-beta-D-glucopyranoside)