NP-MRD: Showing NP-Card for Sudachiin D (NP0052754)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:41:49 UTC

Updated at

2022-04-27 23:41:49 UTC

NP-MRD ID

NP0052754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sudachiin D

Description

1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioate belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Sudachiin D is found in Citrus medica and Citrus sudachi . Based on a literature review very few articles have been published on 1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201412D          

 83 90  0  0  1  0            999 V2000
   -8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302    7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    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    2.0625    0.0000 C   0  0  1  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
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    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  1  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  1  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
   -2.8579   -2.4750    0.0000 C   0  0  1  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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    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
    2.8579   -1.6500    0.0000 C   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 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
    3.5724   -2.8875    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
  1 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 44 43  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 44 49  1  0  0  0  0
 48 50  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 59 64  1  0  0  0  0
 64 65  1  0  0  0  0
 55 65  1  0  0  0  0
 63 66  1  0  0  0  0
 66 67  1  0  0  0  0
 62 68  1  0  0  0  0
 61 69  1  0  0  0  0
 69 70  1  0  0  0  0
 60 71  1  0  0  0  0
 54 72  1  0  0  0  0
 72 73  2  0  0  0  0
 51 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 47 76  1  1  0  0  0
 46 77  1  1  0  0  0
 45 78  1  6  0  0  0
 38 79  1  1  0  0  0
 38 80  1  1  0  0  0
 30 81  1  6  0  0  0
 29 82  1  1  0  0  0
 28 83  1  6  0  0  0
M  END

     RDKit          3D

141148  0  0  0  0  0  0  0  0999 V2000
   17.7838    0.4043   -2.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7998    0.9426   -1.9010 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8012    1.4663   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8810    0.6897   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8112    1.2151    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9095    0.3138    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4461   -0.9086    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6310   -1.7660    1.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0279   -2.8957    2.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3251   -1.3926    2.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4612   -2.2244    2.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9602   -3.4441    3.3492 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1357   -1.8466    3.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   -2.7408    3.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3017   -2.7841    5.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -0.6387    2.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4236   -0.1722    2.9071 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585   -0.7232    3.0461 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8106   -1.4280    1.8998 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -0.7352    1.1209 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6579   -1.3993   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8754   -0.6884   -1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053   -0.1613   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0909   -0.3364    0.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571    0.5694   -2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.2260   -1.6759 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0917    1.8958   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924    2.3185   -0.7856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273    0.3573   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802    1.2341   -0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250    2.1855   -0.0307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6267    1.0298   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8631    1.3592   -1.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809    0.1760   -2.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5364    0.2936   -3.3437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520   -0.8129   -3.0509 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5649   -0.7280   -3.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7917   -0.5729   -3.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9495   -0.6647   -3.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2219   -0.5228   -3.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3727   -0.2806   -2.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6943   -0.1710   -1.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8312   -0.4579   -2.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0694   -0.3308   -1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1164   -0.6131   -2.1590 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1009    0.0796   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2863    0.2405    0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4835   -0.0165   -0.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2500    0.6766    1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4638    0.8101    2.5125 O   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8109   -0.2934    3.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0778    0.9465    2.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0520    1.3888    3.7928 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9229    0.7956    1.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6879    1.0572    2.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1403    2.3501    2.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8993    0.3657    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7740    0.2353   -0.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3050   -0.1845   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9951   -0.3272   -1.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9451   -0.2198   -0.9111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8635    0.0154    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5579   -2.0297   -3.6298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9139   -1.5652   -4.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5106   -2.3254   -2.5683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6254   -3.3233   -2.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687   -1.0675   -2.2957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7558   -0.8618   -0.9054 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2869    0.7080    1.0900 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7392    1.3329   -0.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    1.2529    2.4320 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2135    2.5255    2.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339    0.2581    3.5237 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0032   -0.3578    4.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5609    0.2024    2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0930    1.4407    1.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9501    1.5209    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8576   -0.1494    1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7039    0.6159    1.1294 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6933    2.5834    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5935    3.3846   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6498    2.8654   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5470    3.6258   -1.9350 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6423   -0.6950   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7865    0.4128   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0312    0.8101   -3.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9751   -0.3980   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4570   -1.2153    1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3313   -4.0571    3.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9547   -1.7452    5.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2723   -2.9619    5.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940   -3.4484    5.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2329   -1.5543    3.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383   -0.7930    1.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6096   -1.7172   -0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374   -2.3692    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.3073   -2.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6704    1.1628   -2.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8989    2.4054   -3.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.1357   -3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    2.6665   -2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8267    2.3358   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1112    0.0829    0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045   -0.5434   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9485    2.2678   -2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029    1.4540   -1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5963    0.3831   -3.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3134   -0.9451   -1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7602   -0.8563   -4.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0717   -0.6139   -4.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8688   -0.7905   -3.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8290   -0.3116   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.8752   -0.2567    3.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2273   -0.1056    4.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4883   -1.2156    2.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2046    1.6035    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0625    2.3739    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6993    3.0505    2.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2094    2.7005    1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4239    0.0110   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4149   -0.8492    1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1301    0.8611    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8309    0.2542    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2208   -2.8743   -3.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559   -2.0303   -4.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0811   -2.6474   -1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7484   -4.0735   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758   -1.2206   -2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -1.5641   -0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4058    0.8538    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2274    1.0823   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6691    1.2637    2.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193    2.9668    1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5956    0.8482    4.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.1530    4.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1802    0.5461   -0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127    2.2590   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9526    1.8785   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8656    3.0577    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4523    4.4651   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6853    4.6078   -1.9724 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 80  2  0
 80 81  1  0
 81 82  2  0
 82 83  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  1
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 59  1  0
 59 60  2  0
 60 61  1  0
 61 62  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 46 47  2  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 49 52  2  0
 52 53  1  0
 52 54  1  0
 54 55  1  0
 55 56  1  0
 54 57  2  0
 57 58  1  0
 36 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
 65 67  1  0
 67 68  1  0
 20 69  1  0
 69 70  1  0
 69 71  1  0
 71 72  1  0
 71 73  1  0
 73 74  1  0
 16 75  1  0
 75 76  1  0
 76 77  1  0
 75 78  2  0
 78 79  1  0
 82  3  1  0
 79  6  1  0
 78 10  1  0
 73 18  1  0
 67 34  1  0
 60 38  1  0
 58 42  1  0
 57 46  1  0
  1 84  1  0
  1 85  1  0
  1 86  1  0
  4 87  1  0
 80139  1  0
 81140  1  0
 83141  1  0
  7 88  1  0
 12 89  1  0
 15 90  1  0
 15 91  1  0
 15 92  1  0
 18 93  1  1
 20 94  1  1
 21 95  1  0
 21 96  1  0
 25 97  1  0
 25 98  1  0
 27 99  1  0
 27100  1  0
 27101  1  0
 28102  1  0
 29103  1  0
 29104  1  0
 33105  1  0
 33106  1  0
 34107  1  6
 36108  1  1
 39109  1  0
 40110  1  0
 59120  1  0
 62121  1  0
 62122  1  0
 62123  1  0
 43111  1  0
 48112  1  0
 51113  1  0
 51114  1  0
 51115  1  0
 53116  1  0
 56117  1  0
 56118  1  0
 56119  1  0
 63124  1  6
 64125  1  0
 65126  1  1
 66127  1  0
 67128  1  6
 68129  1  0
 69130  1  1
 70131  1  0
 71132  1  6
 72133  1  0
 73134  1  1
 74135  1  0
 77136  1  0
 77137  1  0
 77138  1  0
M  END


  Mrv1652304282201412D          

 83 90  0  0  1  0            999 V2000
   -8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302    7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    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    2.0625    0.0000 C   0  0  1  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
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    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  1  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  1  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
   -2.8579   -2.4750    0.0000 C   0  0  1  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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    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
    2.8579   -1.6500    0.0000 C   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 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
    3.5724   -2.8875    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
  1 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 44 43  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 44 49  1  0  0  0  0
 48 50  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 59 64  1  0  0  0  0
 64 65  1  0  0  0  0
 55 65  1  0  0  0  0
 63 66  1  0  0  0  0
 66 67  1  0  0  0  0
 62 68  1  0  0  0  0
 61 69  1  0  0  0  0
 69 70  1  0  0  0  0
 60 71  1  0  0  0  0
 54 72  1  0  0  0  0
 72 73  2  0  0  0  0
 51 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 47 76  1  1  0  0  0
 46 77  1  1  0  0  0
 45 78  1  6  0  0  0
 38 79  1  1  0  0  0
 38 80  1  1  0  0  0
 30 81  1  6  0  0  0
 29 82  1  1  0  0  0
 28 83  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C1=CC(=O)C2=C(O)C(OC)=C(O[C@@H]3O[C@H](COC(=O)C[C@](C)(O)CC(=O)OC[C@@H]4O[C@@H](OC5=CC=C(C=C5OC)C5=CC(=O)C6=C(O)C(OC)=C(O)C(OC)=C6O5)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(OC)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C54H58O29/c1-54(69,16-32(58)76-18-30-36(60)40(64)42(66)52(81-30)80-25-11-9-21(13-29(25)71-3)27-14-23(56)34-38(62)47(72-4)44(68)49(74-6)45(34)78-27)17-33(59)77-19-31-37(61)41(65)43(67)53(82-31)83-51-48(73-5)39(63)35-24(57)15-26(79-46(35)50(51)75-7)20-8-10-22(55)28(12-20)70-2/h8-15,30-31,36-37,40-43,52-53,55,60-69H,16-19H2,1-7H3/t30-,31+,36+,37+,40-,41-,42-,43+,52+,53-,54+/m0/s1

> <INCHI_KEY>
MOGDUWJQHVRLBE-GCIBMILUSA-N

> <FORMULA>
C54H58O29

> <MOLECULAR_WEIGHT>
1171.029

> <EXACT_MASS>
1170.306375848

> <JCHEM_ACCEPTOR_COUNT>
27

> <JCHEM_ATOM_COUNT>
141

> <JCHEM_AVERAGE_POLARIZABILITY>
112.39101199474402

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
0.5119154950000001

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.300740469182808

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.616011503380036

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6789669115619335

> <JCHEM_POLAR_SURFACE_AREA>
420.0300000000001

> <JCHEM_REFRACTIVITY>
276.04909999999984

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0     -16.004  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.004  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.338  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -18.672  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -18.672  12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -17.338  13.090   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -17.338  14.630   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -16.004  15.400   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -20.005  13.090   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -21.339  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -21.339  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -20.005  10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -20.005   8.470   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -22.673  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -24.006  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -25.340  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -25.340  14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -24.006  15.400   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -22.673  14.630   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -24.006  16.940   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -25.340  17.710   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -26.674  15.400   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -17.338   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -14.670  10.010   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -14.670  13.090   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -13.337  12.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -12.003  13.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.669  12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.669  10.780   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -12.003  10.010   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -13.337  10.780   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -12.003   8.470   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -10.669   7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -12.003   5.390   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0      -7.796   3.850   0.000  0.00  0.00           O+0
HETATM   80  C   UNK     0     -10.876   3.850   0.000  0.00  0.00           C+0
HETATM   81  O   UNK     0      -9.336  10.010   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0      -9.336  13.090   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0     -12.003  14.630   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23    3                                                            
CONECT   24    2   25                                                       
CONECT   25   24                                                            
CONECT   26    1   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   83                                                  
CONECT   29   28   30   82                                                  
CONECT   30   29   31   81                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   27                                                       
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   79   80                                             
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   49                                                  
CONECT   45   44   46   78                                                  
CONECT   46   45   47   77                                                  
CONECT   47   46   48   76                                                  
CONECT   48   47   49   50                                                  
CONECT   49   48   44                                                       
CONECT   50   48   51                                                       
CONECT   51   50   52   73                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   72                                                  
CONECT   55   54   56   65                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60   64                                                  
CONECT   60   59   61   71                                                  
CONECT   61   60   62   69                                                  
CONECT   62   61   63   68                                                  
CONECT   63   62   64   66                                                  
CONECT   64   63   59   65                                                  
CONECT   65   64   55                                                       
CONECT   66   63   67                                                       
CONECT   67   66                                                            
CONECT   68   62                                                            
CONECT   69   61   70                                                       
CONECT   70   69                                                            
CONECT   71   60                                                            
CONECT   72   54   73                                                       
CONECT   73   72   51   74                                                  
CONECT   74   73   75                                                       
CONECT   75   74                                                            
CONECT   76   47                                                            
CONECT   77   46                                                            
CONECT   78   45                                                            
CONECT   79   38                                                            
CONECT   80   38                                                            
CONECT   81   30                                                            
CONECT   82   29                                                            
CONECT   83   28                                                            
MASTER        0    0    0    0    0    0    0    0   83    0  180    0
END

View in JSmol

Synonyms

Value	Source
1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-Dihydroxy-6,8-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioic acid	Generator

Chemical Formula

C₅₄H₅₈O₂₉

Average Mass

1171.0290 Da

Monoisotopic Mass

1170.30638 Da

IUPAC Name

Traditional Name

1-[(2S,3S,4S,5S,6S)-6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 5-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl (3R)-3-hydroxy-3-methylpentanedioate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C1=CC(=O)C2=C(O)C(OC)=C(O[C@@H]3O[C@H](COC(=O)C[C@](C)(O)CC(=O)OC[C@@H]4O[C@@H](OC5=CC=C(C=C5OC)C5=CC(=O)C6=C(O)C(OC)=C(O)C(OC)=C6O5)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(OC)=C2O1

InChI Identifier

InChI=1S/C54H58O29/c1-54(69,16-32(58)76-18-30-36(60)40(64)42(66)52(81-30)80-25-11-9-21(13-29(25)71-3)27-14-23(56)34-38(62)47(72-4)44(68)49(74-6)45(34)78-27)17-33(59)77-19-31-37(61)41(65)43(67)53(82-31)83-51-48(73-5)39(63)35-24(57)15-26(79-46(35)50(51)75-7)20-8-10-22(55)28(12-20)70-2/h8-15,30-31,36-37,40-43,52-53,55,60-69H,16-19H2,1-7H3/t30-,31+,36+,37+,40-,41-,42-,43+,52+,53-,54+/m0/s1

InChI Key

MOGDUWJQHVRLBE-GCIBMILUSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Citrus medica	LOTUS Database	35616633
Citrus sudachi	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
Saccharolipid
8-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Methoxyphenol
Benzopyran
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.66	ALOGPS
logP	0.51	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	27	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	420.03 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	276.05 m³·mol⁻¹	ChemAxon
Polarizability	112.39 Å³	ChemAxon
Number of Rings	8	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

162904044

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sudachiin D (NP0052754)

MOL for NP0052754 (Sudachiin D)

3D MOL for NP0052754 (Sudachiin D)

3D SDF for NP0052754 (Sudachiin D)

3D-SDF for NP0052754 (Sudachiin D)

PDB for NP0052754 (Sudachiin D)

3D PDB for NP0052754 (Sudachiin D)

SMILES for NP0052754 (Sudachiin D)

INCHI for NP0052754 (Sudachiin D)

Structure for NP0052754 (Sudachiin D)

3D Structure for NP0052754 (Sudachiin D)