NP-MRD: Showing NP-Card for prinsepiol-4-O-beta-D-glucoside (NP0027416)

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Record Information

Version

2.0

Created at

2021-06-19 19:34:54 UTC

Updated at

2021-06-29 23:53:31 UTC

NP-MRD ID

NP0027416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prinsepiol-4-O-beta-D-glucoside

Provided By

JEOL Database JEOL Logo

Description

prinsepiol-4-O-beta-D-glucoside is found in Valeriana prionophylla. prinsepiol-4-O-beta-D-glucoside was first documented in 2004 (Piccinelli, A. L., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121343D          

 71 75  0  0  0  0            999 V2000
    4.0343   -4.4347    7.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982   -5.5861    7.9175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2398   -5.6442    6.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -4.6586    5.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -4.8363    5.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.7328    4.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7620   -2.8076    3.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -2.6043    2.5107 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7871   -2.9770    1.7559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0535   -3.4225    0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689   -1.9603    1.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4502   -0.9655    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.2424    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    1.1525   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.8632   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    1.7621   -2.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086    2.6940   -2.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1163    3.9163   -1.7242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    4.9291   -1.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4792    6.1487   -0.9543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2977    6.5279   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    5.2762   -2.9949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8084    6.1896   -2.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    4.0063   -3.6788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6436    4.3260   -5.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474    2.9246   -3.7079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7328    1.7367   -4.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3401   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -0.5199   -2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777   -1.7191   -2.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1943   -1.2462   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5854   -2.7354    1.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -4.0980    2.2749 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.8561   -5.3652    2.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -6.0215    5.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642   -7.0103    6.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -6.8129    6.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -7.7964    7.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5951   -4.3502    6.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -4.5508    8.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5378   -3.7327    5.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1647   -3.1382    4.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.5665    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3039   -2.6417   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.3984    2.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.4877    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4096    2.2927   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    4.5728   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1699    5.9005    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2168    5.7050   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582    5.7537   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1843    6.2636   -3.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1222    3.6370   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789    3.4601   -5.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    3.2185   -4.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    0.9919   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.7771   -2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.6984   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.5998   -2.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -2.1905   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445   -4.4460    3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -4.7090    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507   -5.2399    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5900   -6.2005    4.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -7.9279    6.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -7.4589    8.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
  9 11  1  0  0  0  0
 11 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9 34  1  0  0  0  0
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 20 21  1  0  0  0  0
 17 26  1  0  0  0  0
 34  6  1  0  0  0  0
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 26 24  1  0  0  0  0
 34 35  1  6  0  0  0
 12 31  2  0  0  0  0
  9 10  1  6  0  0  0
 24 22  1  0  0  0  0
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 11 12  1  0  0  0  0
 31 28  1  0  0  0  0
  5 36  1  0  0  0  0
 22 19  1  0  0  0  0
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 28 15  2  0  0  0  0
 37 38  1  0  0  0  0
 19 18  1  0  0  0  0
 38  3  2  0  0  0  0
 15 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18 17  1  0  0  0  0
 38 39  1  0  0  0  0
 14 13  2  0  0  0  0
  3  2  1  0  0  0  0
 13 12  1  0  0  0  0
  2  1  1  0  0  0  0
 28 29  1  0  0  0  0
 15 16  1  0  0  0  0
 22 23  1  0  0  0  0
 29 30  1  0  0  0  0
 19 20  1  0  0  0  0
 17 16  1  0  0  0  0
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 22 56  1  6  0  0  0
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 21 55  1  0  0  0  0
 31 65  1  0  0  0  0
 14 50  1  0  0  0  0
 13 49  1  0  0  0  0
 11 48  1  1  0  0  0
 33 66  1  0  0  0  0
 33 67  1  0  0  0  0
  6 44  1  1  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 35 68  1  0  0  0  0
 10 47  1  0  0  0  0
 36 69  1  0  0  0  0
 37 70  1  0  0  0  0
  4 43  1  0  0  0  0
 39 71  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    4.0343   -4.4347    7.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982   -5.5861    7.9175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2398   -5.6442    6.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -4.6586    5.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -4.8363    5.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.7328    4.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7620   -2.8076    3.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -2.6043    2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -2.9770    1.7559 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.3689   -1.9603    1.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4502   -0.9655    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2254    1.1525   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.8632   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1333    4.9291   -1.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4792    6.1487   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8084    6.1896   -2.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    4.0063   -3.6788 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1 40  1  0
  1 41  1  0
  1 42  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END


  Mrv1652306192121343D          

 71 75  0  0  0  0            999 V2000
    4.0343   -4.4347    7.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982   -5.5861    7.9175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2398   -5.6442    6.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -4.6586    5.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -4.8363    5.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.7328    4.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7620   -2.8076    3.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -2.6043    2.5107 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7871   -2.9770    1.7559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0535   -3.4225    0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689   -1.9603    1.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4502   -0.9655    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.2424    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    1.1525   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.8632   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    1.7621   -2.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086    2.6940   -2.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1163    3.9163   -1.7242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    4.9291   -1.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4792    6.1487   -0.9543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2977    6.5279   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    5.2762   -2.9949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8084    6.1896   -2.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    4.0063   -3.6788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6436    4.3260   -5.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474    2.9246   -3.7079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7328    1.7367   -4.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3401   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -0.5199   -2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777   -1.7191   -2.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1943   -1.2462   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5854   -2.7354    1.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -4.0980    2.2749 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2579   -4.1411    2.5727 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8561   -5.3652    2.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -6.0215    5.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642   -7.0103    6.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -6.8129    6.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -7.7964    7.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5951   -4.3502    6.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -4.5508    8.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544   -3.5276    8.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.7327    5.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1647   -3.1382    4.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.5665    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893   -3.2436    2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6417   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.3984    2.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.4877    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793    2.0859   -0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.2927   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    4.5728   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1559    7.0068   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699    5.9005    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2168    5.7050   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582    5.7537   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1843    6.2636   -3.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1222    3.6370   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789    3.4601   -5.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    3.2185   -4.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    0.9919   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.7771   -2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.6984   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.5998   -2.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -2.1905   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445   -4.4460    3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -4.7090    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507   -5.2399    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5900   -6.2005    4.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -7.9279    6.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -7.4589    8.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
  9 11  1  0  0  0  0
 11 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9 34  1  0  0  0  0
 26 27  1  0  0  0  0
 20 21  1  0  0  0  0
 17 26  1  0  0  0  0
 34  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 26 24  1  0  0  0  0
 34 35  1  6  0  0  0
 12 31  2  0  0  0  0
  9 10  1  6  0  0  0
 24 22  1  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  0  0  0  0
 31 28  1  0  0  0  0
  5 36  1  0  0  0  0
 22 19  1  0  0  0  0
 36 37  2  0  0  0  0
 28 15  2  0  0  0  0
 37 38  1  0  0  0  0
 19 18  1  0  0  0  0
 38  3  2  0  0  0  0
 15 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18 17  1  0  0  0  0
 38 39  1  0  0  0  0
 14 13  2  0  0  0  0
  3  2  1  0  0  0  0
 13 12  1  0  0  0  0
  2  1  1  0  0  0  0
 28 29  1  0  0  0  0
 15 16  1  0  0  0  0
 22 23  1  0  0  0  0
 29 30  1  0  0  0  0
 19 20  1  0  0  0  0
 17 16  1  0  0  0  0
 17 51  1  1  0  0  0
 22 56  1  6  0  0  0
 23 57  1  0  0  0  0
 24 58  1  1  0  0  0
 25 59  1  0  0  0  0
 26 60  1  6  0  0  0
 27 61  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 19 52  1  1  0  0  0
 21 55  1  0  0  0  0
 31 65  1  0  0  0  0
 14 50  1  0  0  0  0
 13 49  1  0  0  0  0
 11 48  1  1  0  0  0
 33 66  1  0  0  0  0
 33 67  1  0  0  0  0
  6 44  1  1  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 35 68  1  0  0  0  0
 10 47  1  0  0  0  0
 36 69  1  0  0  0  0
 37 70  1  0  0  0  0
  4 43  1  0  0  0  0
 39 71  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027416

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC([H])([H])[C@]2(O[H])[C@]([H])(OC([H])([H])[C@]12O[H])C1=C([H])C(OC([H])([H])[H])=C(O[C@@]2([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O13/c1-34-16-7-12(3-5-14(16)28)22-25(32)10-37-23(26(25,33)11-36-22)13-4-6-15(17(8-13)35-2)38-24-21(31)20(30)19(29)18(9-27)39-24/h3-8,18-24,27-33H,9-11H2,1-2H3/t18-,19-,20+,21-,22+,23+,24-,25-,26-/m0/s1

> <INCHI_KEY>
IBQVOWQTGYYRJP-IGMOIPKSSA-N

> <FORMULA>
C26H32O13

> <MOLECULAR_WEIGHT>
552.529

> <EXACT_MASS>
552.18429109

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.69696315367535

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R,6S)-2-{4-[(1R,3aS,4R,6aS)-3a,6a-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.10

> <JCHEM_LOGP>
-1.3006693100000002

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.427359355042862

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.894660475425948

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354907191

> <JCHEM_POLAR_SURFACE_AREA>
196.98999999999998

> <JCHEM_REFRACTIVITY>
129.42040000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R,6S)-2-{4-[(1R,3aS,4R,6aS)-3a,6a-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    4.0343   -4.4347    7.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982   -5.5861    7.9175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2398   -5.6442    6.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -4.6586    5.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -4.8363    5.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.7328    4.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7620   -2.8076    3.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -2.6043    2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -2.9770    1.7559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0535   -3.4225    0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689   -1.9603    1.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4502   -0.9655    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.2424    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    1.1525   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.8632   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    1.7621   -2.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086    2.6940   -2.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1163    3.9163   -1.7242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    4.9291   -1.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4792    6.1487   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977    6.5279   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    5.2762   -2.9949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8084    6.1896   -2.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224    4.0063   -3.6788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6436    4.3260   -5.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474    2.9246   -3.7079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7328    1.7367   -4.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3401   -1.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -0.5199   -2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777   -1.7191   -2.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1943   -1.2462   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5854   -2.7354    1.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -4.0980    2.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579   -4.1411    2.5727 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8561   -5.3652    2.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -6.0215    5.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642   -7.0103    6.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -6.8129    6.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -7.7964    7.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5951   -4.3502    6.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -4.5508    8.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544   -3.5276    8.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.7327    5.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1647   -3.1382    4.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.5665    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893   -3.2436    2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6417   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.3984    2.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.4877    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793    2.0859   -0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.2927   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    4.5728   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1559    7.0068   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699    5.9005    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2168    5.7050   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582    5.7537   -3.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1843    6.2636   -3.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1222    3.6370   -3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789    3.4601   -5.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    3.2185   -4.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    0.9919   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.7771   -2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.6984   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.5998   -2.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -2.1905   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445   -4.4460    3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -4.7090    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507   -5.2399    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5900   -6.2005    4.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -7.9279    6.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -7.4589    8.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0
  9 11  1  0
 11 32  1  0
 32 33  1  0
 33 34  1  0
  9 34  1  0
 26 27  1  0
 20 21  1  0
 17 26  1  0
 34  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 26 24  1  0
 34 35  1  6
 12 31  2  0
  9 10  1  6
 24 22  1  0
  6  5  1  0
 11 12  1  0
 31 28  1  0
  5 36  1  0
 22 19  1  0
 36 37  2  0
 28 15  2  0
 37 38  1  0
 19 18  1  0
 38  3  2  0
 15 14  1  0
  3  4  1  0
  4  5  2  0
 18 17  1  0
 38 39  1  0
 14 13  2  0
  3  2  1  0
 13 12  1  0
  2  1  1  0
 28 29  1  0
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  6 44  1  1
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 10 47  1  0
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  4 43  1  0
 39 71  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.034  -4.435   7.920  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.198  -5.586   7.918  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.240  -5.644   6.938  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.971  -4.659   5.985  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.960  -4.836   5.016  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.641  -3.733   4.020  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.762  -2.808   3.900  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.043  -2.604   2.511  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.787  -2.977   1.756  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.054  -3.422   0.417  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.369  -1.960   1.876  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.450  -0.966   0.737  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.260   0.242   0.818  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.225   1.153  -0.236  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.530   0.863  -1.371  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.519   1.762  -2.405  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.609   2.694  -2.283  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.116   3.916  -1.724  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.133   4.929  -1.616  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.479   6.149  -0.954  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.298   6.528  -1.663  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.714   5.276  -2.995  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.808   6.190  -2.866  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.222   4.006  -3.679  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.644   4.326  -5.015  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.147   2.925  -3.708  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.733   1.737  -4.269  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.237  -0.340  -1.489  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.921  -0.520  -2.663  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.678  -1.719  -2.792  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.194  -1.246  -0.427  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.585  -2.735   1.975  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.232  -4.098   2.275  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.258  -4.141   2.573  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.856  -5.365   2.137  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.205  -6.021   5.052  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.464  -7.010   6.002  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.475  -6.813   6.930  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.708  -7.796   7.853  0.00  0.00           O+0
HETATM   40  H   UNK     0       4.595  -4.350   6.983  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.759  -4.551   8.732  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.454  -3.528   8.120  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.538  -3.733   5.976  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.165  -3.138   4.471  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.348  -1.567   2.349  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.889  -3.244   2.233  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.304  -2.642  -0.113  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.313  -1.398   2.818  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.843   0.488   1.704  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.779   2.086  -0.176  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.410   2.293  -1.644  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.930   4.573  -0.950  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.156   7.007  -0.911  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.170   5.901   0.067  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.217   5.705  -1.771  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.958   5.754  -3.630  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.184   6.264  -3.767  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.122   3.637  -3.170  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.779   3.460  -5.452  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.335   3.219  -4.383  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.151   0.992  -4.004  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.459  -1.777  -2.027  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.169  -1.698  -3.769  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.028  -2.600  -2.765  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.730  -2.191  -0.475  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.845  -4.446   3.112  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.489  -4.709   1.402  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.051  -5.240   1.184  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.590  -6.200   4.332  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.116  -7.928   6.016  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.450  -7.459   8.392  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    3    1                                                       
CONECT    3   38    4    2                                                  
CONECT    4    3    5   43                                                  
CONECT    5    6   36    4                                                  
CONECT    6   34    7    5   44                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   45   46                                             
CONECT    9   11   34    8   10                                             
CONECT   10    9   47                                                       
CONECT   11    9   32   12   48                                             
CONECT   12   31   11   13                                                  
CONECT   13   14   12   49                                                  
CONECT   14   15   13   50                                                  
CONECT   15   28   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   26   18   16   51                                             
CONECT   18   19   17                                                       
CONECT   19   22   18   20   52                                             
CONECT   20   21   19   53   54                                             
CONECT   21   20   55                                                       
CONECT   22   24   19   23   56                                             
CONECT   23   22   57                                                       
CONECT   24   25   26   22   58                                             
CONECT   25   24   59                                                       
CONECT   26   27   17   24   60                                             
CONECT   27   26   61                                                       
CONECT   28   31   15   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   62   63   64                                             
CONECT   31   12   28   65                                                  
CONECT   32   11   33                                                       
CONECT   33   32   34   66   67                                             
CONECT   34   33    9    6   35                                             
CONECT   35   34   68                                                       
CONECT   36    5   37   69                                                  
CONECT   37   36   38   70                                                  
CONECT   38   37    3   39                                                  
CONECT   39   38   71                                                       
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    4                                                            
CONECT   44    6                                                            
CONECT   45    8                                                            
CONECT   46    8                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   17                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
CONECT   68   35                                                            
CONECT   69   36                                                            
CONECT   70   37                                                            
CONECT   71   39                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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    3.1982   -5.5861    7.9175 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7620   -2.8076    3.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -2.6043    2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -2.9770    1.7559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0535   -3.4225    0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689   -1.9603    1.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4502   -0.9655    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.2424    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    1.1525   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.8632   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4642   -7.0103    6.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -6.8129    6.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -7.7964    7.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5951   -4.3502    6.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -4.5508    8.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544   -3.5276    8.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.7327    5.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1647   -3.1382    4.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.5665    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893   -3.2436    2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6417   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.3984    2.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.4877    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793    2.0859   -0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.2927   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2168    5.7050   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1843    6.2636   -3.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7789    3.4601   -5.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    3.2185   -4.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511    0.9919   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.7771   -2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.6984   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.5998   -2.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -2.1905   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445   -4.4460    3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -4.7090    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507   -5.2399    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5900   -6.2005    4.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -7.9279    6.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -7.4589    8.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0
  9 11  1  0
 11 32  1  0
 32 33  1  0
 33 34  1  0
  9 34  1  0
 26 27  1  0
 20 21  1  0
 17 26  1  0
 34  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 26 24  1  0
 34 35  1  6
 12 31  2  0
  9 10  1  6
 24 22  1  0
  6  5  1  0
 11 12  1  0
 31 28  1  0
  5 36  1  0
 22 19  1  0
 36 37  2  0
 28 15  2  0
 37 38  1  0
 19 18  1  0
 38  3  2  0
 15 14  1  0
  3  4  1  0
  4  5  2  0
 18 17  1  0
 38 39  1  0
 14 13  2  0
  3  2  1  0
 13 12  1  0
  2  1  1  0
 28 29  1  0
 15 16  1  0
 22 23  1  0
 29 30  1  0
 19 20  1  0
 17 16  1  0
 17 51  1  1
 22 56  1  6
 23 57  1  0
 24 58  1  1
 25 59  1  0
 26 60  1  6
 27 61  1  0
 20 53  1  0
 20 54  1  0
 19 52  1  1
 21 55  1  0
 31 65  1  0
 14 50  1  0
 13 49  1  0
 11 48  1  1
 33 66  1  0
 33 67  1  0
  6 44  1  1
  8 45  1  0
  8 46  1  0
 35 68  1  0
 10 47  1  0
 36 69  1  0
 37 70  1  0
  4 43  1  0
 39 71  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₁₃

Average Mass

552.5290 Da

Monoisotopic Mass

552.18429 Da

IUPAC Name

(2R,3S,4R,5R,6S)-2-{4-[(1R,3aS,4R,6aS)-3a,6a-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3S,4R,5R,6S)-2-{4-[(1R,3aS,4R,6aS)-3a,6a-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-tetrahydrofuro[3,4-c]furan-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])=C(C([H])=C1[H])[C@@]1([H])OC([H])([H])[C@]2(O[H])[C@]([H])(OC([H])([H])[C@]12O[H])C1=C([H])C(OC([H])([H])[H])=C(O[C@@]2([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C26H32O13/c1-34-16-7-12(3-5-14(16)28)22-25(32)10-37-23(26(25,33)11-36-22)13-4-6-15(17(8-13)35-2)38-24-21(31)20(30)19(29)18(9-27)39-24/h3-8,18-24,27-33H,9-11H2,1-2H3/t18-,19-,20+,21-,22+,23+,24-,25-,26-/m0/s1

InChI Key

IBQVOWQTGYYRJP-IGMOIPKSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Valeriana prionophylla	JEOL database	Piccinelli, A. L., et al, J. Nat. Prod. 67, 1135 (2004)

Chemical Taxonomy

Classification

Not classified

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	0.1	ALOGPS
logP	-1.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	196.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	129.42 m³·mol⁻¹	ChemAxon
Polarizability	55.7 Å³	ChemAxon
Number of Rings	5	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

Not Available

References

General References

Piccinelli, A. L., et al. (2004). Piccinelli, A. L., et al, J. Nat. Prod. 67, 1135 (2004). J. Nat. Prod..

Showing NP-Card for prinsepiol-4-O-beta-D-glucoside (NP0027416)

MOL for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

3D MOL for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

3D SDF for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

3D-SDF for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

PDB for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

3D PDB for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

SMILES for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

INCHI for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

Structure for NP0027416 (prinsepiol-4-O-beta-D-glucoside)

3D Structure for NP0027416 (prinsepiol-4-O-beta-D-glucoside)