NP-MRD: Showing NP-Card for Vitexin 2''-glucoside (NP0140164)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 20:49:00 UTC

Updated at

2022-06-29 20:49:00 UTC

NP-MRD ID

NP0140164

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vitexin 2''-glucoside

Description

Vitexin 2''-O-beta-D-glucoside, also known as 2''-O-glucosylvitexin or flavosativaside, belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Thus, vitexin 2''-O-beta-D-glucoside is considered to be a flavonoid. Vitexin 2''-O-beta-D-glucoside is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Vitexin 2''-glucoside is found in Beta vulgaris, Cannabis sativa, Cycas circinalis, Ficaria verna, Glinus lotoides, Podocarpus nivalis, Ruscus aculeatus, Setaria italica, Silene dioica and Vitex negundo. Vitexin 2''-glucoside was first documented in 2013 (PMID: 23312385). Based on a literature review very few articles have been published on vitexin 2''-O-beta-D-glucoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292222492D          

 42 46  0  0  1  0            999 V2000
   -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 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    0.8250    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
   -0.7145   -0.4125    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
    0.0000   -2.4750    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
    0.0000   -0.0000    0.0000 O   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
    2.1434   -0.4125    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 C   0  0  0  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
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    2.8579    0.8250    0.0000 O   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    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  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
    4.2868    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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    1.2375    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 20 14  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  6  0  0  0
 26 27  1  0  0  0  0
 23 28  1  1  0  0  0
 22 29  1  6  0  0  0
 21 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 32 41  1  1  0  0  0
  3 42  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -4.7841    0.1330    2.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -0.1018    1.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106    0.3381    2.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    0.1225    1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    0.6196    2.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    1.5364    3.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7911    1.9887    4.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    1.5179    4.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349    1.9561    5.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855    0.5970    3.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2126    0.1660    2.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313   -0.5393    0.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.9957   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8691   -1.6704   -1.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004   -1.9650   -1.7881 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4806   -3.3126   -1.8920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -4.1112   -1.2783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2650   -4.6729    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5629   -3.6252    0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -3.4103   -0.8514 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7064   -4.2581   -0.9815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -2.2222   -1.8216 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0154   -1.6732   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301   -1.2657   -1.4414 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8012   -0.0541   -2.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1656    1.0293   -1.3729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0126    1.8681   -1.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677    2.9566   -0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0634    3.5438   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    4.6483    0.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767    3.9332   -1.3348 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2909    5.1312   -0.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3803    3.2319   -1.6386 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9493    3.9464   -2.7235 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.8212   -2.1343 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4363    1.2416   -2.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9876   -2.1581   -1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722   -2.8670   -3.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665   -1.9757   -1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -1.2708   -0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8227   -1.1043    0.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669   -0.7968    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    0.8721    3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    1.9462    3.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    2.7076    5.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716    2.7667    4.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2848    0.2315    3.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355   -0.5597    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969   -1.6469   -2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334   -5.0389   -1.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679   -5.2793   -0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483   -5.2588    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -3.8814    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -2.9934    0.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291   -4.4224   -1.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6823   -2.6326   -2.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.3898   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724   -1.1328   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895    0.8110   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    2.7124    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    3.8031   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5673    2.7807    0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    4.6230    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527    4.0495   -2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    5.8787   -1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    3.2988   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    4.1518   -3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8265    1.9133   -3.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913    0.6482   -3.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -3.2026   -3.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1349   -2.3486   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2655   -0.6842    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
 20 17  1  0
 17 18  1  0
 18 19  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 13  2  0
 13 12  1  0
 12  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 26 35  1  0
 35 36  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 28  1  0
 15 24  1  0
 13 14  1  0
 11  5  1  0
  2 42  1  0
 30 63  1  0
 29 61  1  0
 29 62  1  0
 28 60  1  1
 26 59  1  1
 24 58  1  1
 22 56  1  6
 23 57  1  0
 20 54  1  1
 21 55  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 15 49  1  6
 38 70  1  0
 39 71  1  0
 41 72  1  0
  3 43  1  0
  6 44  1  0
  7 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 35 68  1  6
 36 69  1  0
 33 66  1  1
 34 67  1  0
 31 64  1  6
 32 65  1  0
M  END


  Mrv1652306292222492D          

 42 46  0  0  1  0            999 V2000
   -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 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    0.8250    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
   -0.7145   -0.4125    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
    0.0000   -2.4750    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
    0.0000   -0.0000    0.0000 O   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
    2.1434   -0.4125    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 C   0  0  0  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
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    2.8579    0.8250    0.0000 O   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    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  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
    4.2868    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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    1.2375    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 20 14  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  6  0  0  0
 26 27  1  0  0  0  0
 23 28  1  1  0  0  0
 22 29  1  6  0  0  0
 21 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 32 41  1  1  0  0  0
  3 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140164

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2C2=C(O)C=C(O)C3=C2OC(=CC3=O)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2/t15-,16-,19-,20-,21+,22+,23-,25+,26-,27+/m1/s1

> <INCHI_KEY>
FYTOTHFWELWOCG-OAFKVUNRSA-N

> <FORMULA>
C27H30O15

> <MOLECULAR_WEIGHT>
594.522

> <EXACT_MASS>
594.158470266

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.99626652981409

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-1.821467417

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.001030768892706

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.1726527597919185

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6450256107289807

> <JCHEM_POLAR_SURFACE_AREA>
256.28999999999996

> <JCHEM_REFRACTIVITY>
138.4455

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2''-O-glucosylvitexin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17                                                            
CONECT   19   15                                                            
CONECT   20   14   21   25                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   23                                                            
CONECT   29   22                                                            
CONECT   30   21   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   41                                                  
CONECT   33   32   34   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35   31                                                       
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   34                                                            
CONECT   40   33                                                            
CONECT   41   32                                                            
CONECT   42    3                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
2''-O-Glucosylvitexin	ChEBI
Flavosativaside	ChEBI
Vitexin 2''-O-b-D-glucoside	Generator
Vitexin 2''-O-β-D-glucoside	Generator

Chemical Formula

C₂₇H₃₀O₁₅

Average Mass

594.5220 Da

Monoisotopic Mass

594.15847 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2C2=C(O)C=C(O)C3=C2OC(=CC3=O)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2/t15-,16-,19-,20-,21+,22+,23-,25+,26-,27+/m1/s1

InChI Key

FYTOTHFWELWOCG-OAFKVUNRSA-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
Beta vulgaris	LOTUS Database	35616633
Cannabis sativa	LOTUS Database	35616633
Cycas circinalis	LOTUS Database	35616633
Ficaria verna	LOTUS Database	35616633
Glinus lotoides	LOTUS Database	35616633
Podocarpus nivalis	LOTUS Database	35616633
Ruscus aculeatus	LOTUS Database	35616633
Setaria italica	LOTUS Database	35616633
Silene dioica	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
C-glycosyl compound
Disaccharide
Chromone
1-benzopyran
Benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

disaccharide derivative (CHEBI:16631 )
C-glycosyl compound (CHEBI:16631 )
flavones (C04024 )
Flavones and Flavonols (C04024 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00006392

Chemspider ID

4444243

KEGG Compound ID

C04024

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280641

PDB ID

Not Available

ChEBI ID

16631

Good Scents ID

Not Available

References

General References

Wu LZ, Zhang XP, Xu XD, Zheng QX, Yang JS, Ding WL: Characterization of aromatic glycosides in the extracts of Trollius species by ultra high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J Pharm Biomed Anal. 2013 Mar 5;75:55-63. doi: 10.1016/j.jpba.2012.11.015. Epub 2012 Nov 16. [PubMed:23312385 ]

Showing NP-Card for Vitexin 2''-glucoside (NP0140164)

MOL for NP0140164 (Vitexin 2''-glucoside)

3D MOL for NP0140164 (Vitexin 2''-glucoside)

3D SDF for NP0140164 (Vitexin 2''-glucoside)

3D-SDF for NP0140164 (Vitexin 2''-glucoside)

PDB for NP0140164 (Vitexin 2''-glucoside)

3D PDB for NP0140164 (Vitexin 2''-glucoside)

SMILES for NP0140164 (Vitexin 2''-glucoside)

INCHI for NP0140164 (Vitexin 2''-glucoside)

Structure for NP0140164 (Vitexin 2''-glucoside)

3D Structure for NP0140164 (Vitexin 2''-glucoside)