NP-MRD: Showing NP-Card for (2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid (NP0163313)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 21:54:26 UTC

Updated at

2022-09-02 21:54:27 UTC

NP-MRD ID

NP0163313

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

Description

(2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. (2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid is found in Medicago sativa and Medicago truncatula. Based on a literature review very few articles have been published on (2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223542D          

 61 66  0  0  1  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 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
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
 35 45  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  2  0  0  0  0
 26 48  1  0  0  0  0
 24 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  1  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 50 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 23 56  1  0  0  0  0
 56 57  1  1  0  0  0
  5 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
  3 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END

     RDKit          3D

 99104  0  0  0  0  0  0  0  0999 V2000
  -10.9435   -3.1141   -1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5432   -2.7769    0.1593 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8840   -2.0078    1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6159   -1.5430    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9820   -0.7849    1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6504   -0.2666    1.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9389    0.4623    2.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5890    0.9327    2.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9133    1.6328    2.9219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9667    0.6505    0.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    1.0898    0.5488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9482    1.9775   -0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9255    2.8910   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0680    1.1282   -1.9268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2593    1.4785   -2.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863   -0.3388   -1.6057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2753   -1.0906   -2.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -2.0938   -3.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1345   -0.7372   -3.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793   -0.8336   -0.7252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051    0.0599    0.1476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6922    0.7118   -0.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    0.5654   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4863   -0.0141   -1.1292 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8014    0.3000   -0.8246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126   -0.5602   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -1.8716   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630   -2.6827    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3953   -3.9916    0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398   -2.1692    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0012   -2.9202    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632   -4.1279    1.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2391   -2.2829    1.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3805   -0.9483    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6854   -0.3188    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7739   -1.0008    1.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0309   -0.4010    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1328   -1.1286    2.0588 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9419   -2.4927    2.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1271    0.9308    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3864    1.5349    1.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0467    1.6453    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2462    2.9870    0.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1921    3.8149    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8272    1.0384    0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3350   -0.2727    0.4128 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1296   -0.8124    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -0.0375   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995    0.4764   -2.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068    1.8627   -2.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8677    2.3392   -3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9073    3.5909   -3.6671 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460    1.4607   -4.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347    2.5416   -1.1663 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1221    3.8933   -1.2153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174    1.9884    0.1506 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1799    1.9696    1.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6324   -0.5018    3.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9193   -0.9886    3.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5903   -1.7491    2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8863   -2.2307    2.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3852   -2.3143   -1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2270   -3.9577   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7588   -3.4750   -1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0844   -1.7712   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1644   -0.4940    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3614    0.7184    3.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532    1.7069    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    2.5804   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    3.6665   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599    1.3561   -2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9884    1.3057   -1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -0.4674   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5380   -1.4459   -4.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2198   -0.4548    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -0.0407    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3290   -1.0935   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -2.3278   -0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8878   -4.7451    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0242   -2.9414    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7272   -2.0368    1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1042   -2.5732    3.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6013   -3.0688    1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8666   -2.9227    2.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1907    1.0296    1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2634    3.6645    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0059    3.6336   -1.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4710    4.8820    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9618    1.5697    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772    1.0283   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112    2.2114   -2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    0.4987   -4.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6637    2.6219   -1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5782    3.9944   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    2.5586    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5088    2.9005    1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1802    0.1019    3.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4540   -0.7729    4.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3183   -1.9899    3.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 46  1  0
 46 47  1  0
 47 48  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 37 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 24 49  1  0
 49 50  1  0
 50 54  1  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 50 51  1  0
 51 53  1  0
 51 52  2  0
 21 20  1  0
 20 16  1  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
  5 58  2  0
 58 59  1  0
 59 60  2  0
 60 61  1  0
 60  3  1  0
 12 11  1  0
 56 23  1  0
 48 26  1  0
 45 35  1  0
 47 30  1  0
  1 62  1  0
  1 63  1  0
  1 64  1  0
  4 65  1  0
  6 66  1  0
  7 67  1  0
 11 68  1  1
 21 75  1  1
 23 76  1  1
 24 77  1  6
 27 78  1  0
 29 79  1  0
 33 80  1  0
 48 90  1  0
 36 81  1  0
 39 82  1  0
 39 83  1  0
 39 84  1  0
 41 85  1  0
 44 86  1  0
 44 87  1  0
 44 88  1  0
 45 89  1  0
 50 91  1  6
 54 93  1  6
 55 94  1  0
 56 95  1  1
 57 96  1  0
 53 92  1  0
 16 73  1  1
 14 71  1  6
 15 72  1  0
 12 69  1  1
 13 70  1  0
 19 74  1  0
 58 97  1  0
 59 98  1  0
 61 99  1  0
M  END


  Mrv1652309022223542D          

 61 66  0  0  1  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 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
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
 35 45  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  2  0  0  0  0
 26 48  1  0  0  0  0
 24 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  1  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 50 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 23 56  1  0  0  0  0
 56 57  1  1  0  0  0
  5 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
  3 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163313

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)O[C@H]2[C@H](O[C@H]3[C@H](OC4=CC(O)=C5C(=O)C=C(OC5=C4)C4=CC(OC)=C(O)C(OC)=C4)O[C@@H]([C@@H](O)[C@@H]3O)C(O)=O)O[C@@H]([C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C39H38O22/c1-53-21-8-14(4-6-17(21)40)5-7-25(43)58-34-30(47)28(45)33(37(51)52)60-39(34)61-35-31(48)29(46)32(36(49)50)59-38(35)56-16-11-18(41)26-19(42)13-20(57-22(26)12-16)15-9-23(54-2)27(44)24(10-15)55-3/h4-13,28-35,38-41,44-48H,1-3H3,(H,49,50)(H,51,52)/b7-5+/t28-,29-,30-,31-,32-,33-,34+,35+,38+,39-/m0/s1

> <INCHI_KEY>
JYRTYJUTHIUANS-QONOQOCFSA-N

> <FORMULA>
C39H38O22

> <MOLECULAR_WEIGHT>
858.711

> <EXACT_MASS>
858.185472864

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
83.08807070114332

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.5656460699999994

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2377213359786934

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.604854593383052

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7327106078170127

> <JCHEM_POLAR_SURFACE_AREA>
333.41999999999996

> <JCHEM_REFRACTIVITY>
198.14459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334 -16.170   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   60                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   58                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   11   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   56                                                  
CONECT   24   23   25   49                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   48                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   47                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   46                                                  
CONECT   35   34   36   45                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42   35                                                       
CONECT   46   34   47                                                       
CONECT   47   46   30   48                                                  
CONECT   48   47   26                                                       
CONECT   49   24   50                                                       
CONECT   50   49   51   54                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   50   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   23   57                                                  
CONECT   57   56                                                            
CONECT   58    5   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59    3   61                                                  
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  132    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₉H₃₈O₂₂

Average Mass

858.7110 Da

Monoisotopic Mass

858.18547 Da

IUPAC Name

Traditional Name

(2S,3S,4S,5R,6R)-6-{[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)O[C@H]2[C@H](O[C@H]3[C@H](OC4=CC(O)=C5C(=O)C=C(OC5=C4)C4=CC(OC)=C(O)C(OC)=C4)O[C@@H]([C@@H](O)[C@@H]3O)C(O)=O)O[C@@H]([C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C39H38O22/c1-53-21-8-14(4-6-17(21)40)5-7-25(43)58-34-30(47)28(45)33(37(51)52)60-39(34)61-35-31(48)29(46)32(36(49)50)59-38(35)56-16-11-18(41)26-19(42)13-20(57-22(26)12-16)15-9-23(54-2)27(44)24(10-15)55-3/h4-13,28-35,38-41,44-48H,1-3H3,(H,49,50)(H,51,52)/b7-5+/t28-,29-,30-,31-,32-,33-,34+,35+,38+,39-/m0/s1

InChI Key

JYRTYJUTHIUANS-QONOQOCFSA-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

Species Name	Source	Reference
Medicago sativa	LOTUS Database	35616633
Medicago truncatula	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
3p-methoxyflavonoid-skeleton
Flavone
Hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
O-glycosyl compound
Disaccharide
Chromone
Glycosyl compound
M-dimethoxybenzene
1-benzopyran
Methoxyphenol
Benzopyran
Dimethoxybenzene
Tricarboxylic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Pyran
Oxane
Hydroxy acid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Carboxylic acid
Carbonyl group
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
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	2.37	ALOGPS
logP	1.57	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.6	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	333.42 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	198.14 m³·mol⁻¹	ChemAxon
Polarizability	83.09 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163194019

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid (NP0163313)

MOL for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D MOL for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D SDF for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

PDB for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D PDB for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

SMILES for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

INCHI for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

Structure for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D Structure for NP0163313 ((2s,3s,4s,5r,6r)-6-{[(2s,3r,4s,5s,6s)-6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl]oxy}-3,4-dihydroxy-5-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)