NP-MRD: Showing NP-Card for kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside (NP0027556)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 19:41:07 UTC

Updated at

2021-06-29 23:53:44 UTC

NP-MRD ID

NP0027556

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside

Provided By

JEOL Database JEOL Logo

Description

Tribuloside is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside is found in Acanthophora spicifera, Aerva lanata , Agrimonia pilosa, Althaea cannabina, Althaea officinalis, Anaphalis contorta, Anaphalis contorta Hooker , Anaphalis lactea, Anaphalis margaritacea, Anaphalis sinica, Apeiba tibourbou, Apis cerana, Aristolochia kaempferi, Aruncus dioicus, Castanea sativa, Chamaenerion angustifolium, Cipadessa cinerascens, Colona auriculata , Croton kongensis, Croton setiger, Daphne genkwa , Dillenia philippinensis, Edgeworthia chrysantha, Eremanthus veadeiroensis, Eryngium campestre, Fragaria ananassa, Galphimia glauca, Gossypium hirsutum, Guiera senegalensis, Helianthemum glomeratum, Helichrysum italicum , Hippophae rhamnoides, Lamium album, Leonurus heterophyllus , Lindera megaphylla, Magnolia biondii, Magnolia salicifolia, Malva parviflora , Marrubium velutinum, Miconia cabucu, Muntingia calabura, Phlomis spectabilis, Phlomoides spectabilis, Picea neoveitchii, Picea obovata, Pinus banksiana , Pinus contorta , Pinus sylvestris , Platanus orientalis, Platanus acerifolia, Polylepis incana, Potentilla anserina , Dasiphora fruticosa, Potentilla griffithii var.velutina, Pteridium aquilinum , Pteridium esculentum, Quercus ilex , Quercus laurifolia, Quercus suber , Rosa bella, Rosa canina, Rosa davidii, Rosa davurica, Rosa gallica, Rubus chingii, Rubus corchorifolius, Rubus coreanus, Rubus ulmifolius, Shepherdia argentea , Solanum crinitum, Sparuna apiosyce, Spiraea formosana, Stenochlaena palustris, Tilia argentea, Tilia cordata, Tilia spp. , Tilia tomentosa, Tribulus alatus Del. , Tribulus terrestris , Triumfetta cordifolia, Waltheria indica and Xylopia aethiopica. kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside was first documented in 2007 (PMID: 17504571). Based on a literature review a small amount of articles have been published on tribuloside (PMID: 24443810) (PMID: 25348942).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121413D          

 69 73  0  0  0  0            999 V2000
    3.4221    3.2842   -2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    2.4240   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.2910   -3.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.3445   -3.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -0.7840   -4.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -1.2062   -4.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -2.3147   -5.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -3.0078   -5.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -4.1037   -6.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -2.6077   -5.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -1.4993   -4.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    2.3609   -1.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    3.3753   -0.3011 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2892    3.0428    0.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6049    1.8039    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    1.3449    2.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0760    0.0819    2.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.8432    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.4365    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -1.1213    3.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.7302    2.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -0.4355    3.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -0.5361    5.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -0.2379    6.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.9295    5.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.2247    4.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -2.3533    1.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347   -2.7286    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -3.6621   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281   -4.0786   -1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -4.9721   -2.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -3.5900   -2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -2.6548   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -2.1963   -1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.2203   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.2329    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.7775    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.3604    3.3468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7185    1.9987    4.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    3.7437    2.7633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9546    4.7060    3.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.1520    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716    5.3968    1.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093    1.2850   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3770   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.6831   -4.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -2.6383   -6.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -4.4046   -6.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581   -3.1533   -5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653   -1.2190   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    3.3820    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    4.3459   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    2.9091    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.2360    1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.6453    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143   -0.1287    3.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -0.3533    7.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660   -1.0130    6.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.5345    4.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -4.0588   -0.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -5.0238   -3.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -3.9153   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.5764   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    2.3937    3.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    2.7527    4.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    3.7611    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569    5.5846    3.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799    4.3346    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    5.2666    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 27  1  0  0  0  0
 40 41  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 12  1  0  0  0  0
 21 22  1  0  0  0  0
 38 40  1  0  0  0  0
 22 23  2  0  0  0  0
 40 42  1  0  0  0  0
 23 25  1  0  0  0  0
 30 32  2  0  0  0  0
 25 26  2  0  0  0  0
 26 20  1  0  0  0  0
 42 14  1  0  0  0  0
 23 24  1  0  0  0  0
 32 33  1  0  0  0  0
 36 37  2  0  0  0  0
 18 17  1  0  0  0  0
 33 35  2  0  0  0  0
 30 31  1  0  0  0  0
 14 15  1  0  0  0  0
 33 34  1  0  0  0  0
 28 29  2  0  0  0  0
 12  2  1  0  0  0  0
 29 30  1  0  0  0  0
  2  1  2  0  0  0  0
 28 35  1  0  0  0  0
  2  3  1  0  0  0  0
 15 16  1  0  0  0  0
  3  4  2  0  0  0  0
 16 38  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
 42 43  1  0  0  0  0
  8 10  1  0  0  0  0
 28 27  1  0  0  0  0
 10 11  2  0  0  0  0
 11  5  1  0  0  0  0
 35 36  1  0  0  0  0
  8  9  1  0  0  0  0
 38 39  1  0  0  0  0
 16 17  1  0  0  0  0
 39 65  1  0  0  0  0
 38 64  1  1  0  0  0
 14 53  1  6  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 16 54  1  6  0  0  0
 42 68  1  1  0  0  0
 43 69  1  0  0  0  0
 40 66  1  6  0  0  0
 41 67  1  0  0  0  0
 32 62  1  0  0  0  0
 29 60  1  0  0  0  0
 21 55  1  0  0  0  0
 22 56  1  0  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 24 57  1  0  0  0  0
 31 61  1  0  0  0  0
 34 63  1  0  0  0  0
  3 44  1  0  0  0  0
  4 45  1  0  0  0  0
  6 46  1  0  0  0  0
  7 47  1  0  0  0  0
 10 49  1  0  0  0  0
 11 50  1  0  0  0  0
  9 48  1  0  0  0  0
M  END

     RDKit          3D

 69 73  0  0  0  0  0  0  0  0999 V2000
    3.4221    3.2842   -2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    2.4240   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.2910   -3.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.3445   -3.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -0.7840   -4.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -1.2062   -4.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -2.3147   -5.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -3.0078   -5.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -4.1037   -6.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -2.6077   -5.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -1.4993   -4.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    2.3609   -1.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    3.3753   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    3.0428    0.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6049    1.8039    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    1.3449    2.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0760    0.0819    2.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.8432    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.4365    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -1.1213    3.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.7302    2.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -0.4355    3.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -0.5361    5.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -0.2379    6.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.9295    5.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.2247    4.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -2.3533    1.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347   -2.7286    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -3.6621   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281   -4.0786   -1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -4.9721   -2.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -3.5900   -2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -2.6548   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -2.1963   -1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.2203   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.2329    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.7775    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.3604    3.3468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7185    1.9987    4.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    3.7437    2.7633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9546    4.7060    3.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.1520    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716    5.3968    1.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093    1.2850   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3770   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.6831   -4.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -2.6383   -6.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -4.4046   -6.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581   -3.1533   -5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653   -1.2190   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    3.3820    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    4.3459   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    2.9091    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.2360    1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.6453    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143   -0.1287    3.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -0.3533    7.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660   -1.0130    6.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.5345    4.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -4.0588   -0.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -5.0238   -3.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -3.9153   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.5764   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    2.3937    3.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    2.7527    4.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    3.7611    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569    5.5846    3.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799    4.3346    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    5.2666    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 18  1  0
 18 19  2  0
 19 27  1  0
 40 41  1  0
 19 20  1  0
 20 21  2  0
 13 12  1  0
 21 22  1  0
 38 40  1  0
 22 23  2  0
 40 42  1  0
 23 25  1  0
 30 32  2  0
 25 26  2  0
 26 20  1  0
 42 14  1  0
 23 24  1  0
 32 33  1  0
 36 37  2  0
 18 17  1  0
 33 35  2  0
 30 31  1  0
 14 15  1  0
 33 34  1  0
 28 29  2  0
 12  2  1  0
 29 30  1  0
  2  1  2  0
 28 35  1  0
  2  3  1  0
 15 16  1  0
  3  4  2  0
 16 38  1  0
  4  5  1  0
  5  6  2  0
 14 13  1  0
  6  7  1  0
  7  8  2  0
 42 43  1  0
  8 10  1  0
 28 27  1  0
 10 11  2  0
 11  5  1  0
 35 36  1  0
  8  9  1  0
 38 39  1  0
 16 17  1  0
 39 65  1  0
 38 64  1  1
 14 53  1  6
 13 51  1  0
 13 52  1  0
 16 54  1  6
 42 68  1  1
 43 69  1  0
 40 66  1  6
 41 67  1  0
 32 62  1  0
 29 60  1  0
 21 55  1  0
 22 56  1  0
 25 58  1  0
 26 59  1  0
 24 57  1  0
 31 61  1  0
 34 63  1  0
  3 44  1  0
  4 45  1  0
  6 46  1  0
  7 47  1  0
 10 49  1  0
 11 50  1  0
  9 48  1  0
M  END


  Mrv1652306192121413D          

 69 73  0  0  0  0            999 V2000
    3.4221    3.2842   -2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    2.4240   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.2910   -3.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.3445   -3.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -0.7840   -4.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -1.2062   -4.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -2.3147   -5.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -3.0078   -5.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -4.1037   -6.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -2.6077   -5.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -1.4993   -4.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    2.3609   -1.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    3.3753   -0.3011 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2892    3.0428    0.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6049    1.8039    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    1.3449    2.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0760    0.0819    2.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.8432    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.4365    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -1.1213    3.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.7302    2.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -0.4355    3.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -0.5361    5.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -0.2379    6.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.9295    5.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.2247    4.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -2.3533    1.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347   -2.7286    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -3.6621   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281   -4.0786   -1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -4.9721   -2.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -3.5900   -2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -2.6548   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -2.1963   -1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.2203   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.2329    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.7775    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.3604    3.3468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7185    1.9987    4.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    3.7437    2.7633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9546    4.7060    3.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.1520    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716    5.3968    1.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093    1.2850   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3770   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.6831   -4.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -2.6383   -6.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -4.4046   -6.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581   -3.1533   -5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653   -1.2190   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    3.3820    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    4.3459   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    2.9091    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.2360    1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.6453    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143   -0.1287    3.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -0.3533    7.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660   -1.0130    6.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.5345    4.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -4.0588   -0.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -5.0238   -3.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -3.9153   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.5764   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    2.3937    3.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    2.7527    4.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    3.7611    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569    5.5846    3.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799    4.3346    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    5.2666    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 27  1  0  0  0  0
 40 41  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 12  1  0  0  0  0
 21 22  1  0  0  0  0
 38 40  1  0  0  0  0
 22 23  2  0  0  0  0
 40 42  1  0  0  0  0
 23 25  1  0  0  0  0
 30 32  2  0  0  0  0
 25 26  2  0  0  0  0
 26 20  1  0  0  0  0
 42 14  1  0  0  0  0
 23 24  1  0  0  0  0
 32 33  1  0  0  0  0
 36 37  2  0  0  0  0
 18 17  1  0  0  0  0
 33 35  2  0  0  0  0
 30 31  1  0  0  0  0
 14 15  1  0  0  0  0
 33 34  1  0  0  0  0
 28 29  2  0  0  0  0
 12  2  1  0  0  0  0
 29 30  1  0  0  0  0
  2  1  2  0  0  0  0
 28 35  1  0  0  0  0
  2  3  1  0  0  0  0
 15 16  1  0  0  0  0
  3  4  2  0  0  0  0
 16 38  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
 42 43  1  0  0  0  0
  8 10  1  0  0  0  0
 28 27  1  0  0  0  0
 10 11  2  0  0  0  0
 11  5  1  0  0  0  0
 35 36  1  0  0  0  0
  8  9  1  0  0  0  0
 38 39  1  0  0  0  0
 16 17  1  0  0  0  0
 39 65  1  0  0  0  0
 38 64  1  1  0  0  0
 14 53  1  6  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 16 54  1  6  0  0  0
 42 68  1  1  0  0  0
 43 69  1  0  0  0  0
 40 66  1  6  0  0  0
 41 67  1  0  0  0  0
 32 62  1  0  0  0  0
 29 60  1  0  0  0  0
 21 55  1  0  0  0  0
 22 56  1  0  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 24 57  1  0  0  0  0
 31 61  1  0  0  0  0
 34 63  1  0  0  0  0
  3 44  1  0  0  0  0
  4 45  1  0  0  0  0
  6 46  1  0  0  0  0
  7 47  1  0  0  0  0
 10 49  1  0  0  0  0
 11 50  1  0  0  0  0
  9 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027556

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@@]2([H])O[C@@]([H])(OC3=C(OC4=C([H])C(O[H])=C([H])C(O[H])=C4C3=O)C3=C([H])C([H])=C(O[H])C([H])=C3[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1

> <INCHI_KEY>
DVGGLGXQSFURLP-VWMSDXGPSA-N

> <FORMULA>
C30H26O13

> <MOLECULAR_WEIGHT>
594.5196

> <EXACT_MASS>
594.137340918

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
57.249269011125875

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.8890554219999984

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.857451133117486

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.37193983825224

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649110339111198

> <JCHEM_POLAR_SURFACE_AREA>
212.67

> <JCHEM_REFRACTIVITY>
148.84320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 73  0  0  0  0  0  0  0  0999 V2000
    3.4221    3.2842   -2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    2.4240   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.2910   -3.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.3445   -3.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -0.7840   -4.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -1.2062   -4.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -2.3147   -5.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -3.0078   -5.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -4.1037   -6.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -2.6077   -5.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -1.4993   -4.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    2.3609   -1.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    3.3753   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    3.0428    0.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6049    1.8039    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    1.3449    2.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0760    0.0819    2.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.8432    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.4365    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -1.1213    3.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.7302    2.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -0.4355    3.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -0.5361    5.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -0.2379    6.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.9295    5.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.2247    4.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -2.3533    1.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347   -2.7286    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -3.6621   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281   -4.0786   -1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -4.9721   -2.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -3.5900   -2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -2.6548   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -2.1963   -1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.2203   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.2329    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.7775    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.3604    3.3468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7185    1.9987    4.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    3.7437    2.7633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9546    4.7060    3.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.1520    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716    5.3968    1.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093    1.2850   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3770   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.6831   -4.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -2.6383   -6.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -4.4046   -6.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581   -3.1533   -5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653   -1.2190   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    3.3820    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    4.3459   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    2.9091    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.2360    1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.6453    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143   -0.1287    3.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -0.3533    7.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660   -1.0130    6.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.5345    4.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -4.0588   -0.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -5.0238   -3.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -3.9153   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.5764   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    2.3937    3.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    2.7527    4.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    3.7611    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569    5.5846    3.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799    4.3346    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    5.2666    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 18  1  0
 18 19  2  0
 19 27  1  0
 40 41  1  0
 19 20  1  0
 20 21  2  0
 13 12  1  0
 21 22  1  0
 38 40  1  0
 22 23  2  0
 40 42  1  0
 23 25  1  0
 30 32  2  0
 25 26  2  0
 26 20  1  0
 42 14  1  0
 23 24  1  0
 32 33  1  0
 36 37  2  0
 18 17  1  0
 33 35  2  0
 30 31  1  0
 14 15  1  0
 33 34  1  0
 28 29  2  0
 12  2  1  0
 29 30  1  0
  2  1  2  0
 28 35  1  0
  2  3  1  0
 15 16  1  0
  3  4  2  0
 16 38  1  0
  4  5  1  0
  5  6  2  0
 14 13  1  0
  6  7  1  0
  7  8  2  0
 42 43  1  0
  8 10  1  0
 28 27  1  0
 10 11  2  0
 11  5  1  0
 35 36  1  0
  8  9  1  0
 38 39  1  0
 16 17  1  0
 39 65  1  0
 38 64  1  1
 14 53  1  6
 13 51  1  0
 13 52  1  0
 16 54  1  6
 42 68  1  1
 43 69  1  0
 40 66  1  6
 41 67  1  0
 32 62  1  0
 29 60  1  0
 21 55  1  0
 22 56  1  0
 25 58  1  0
 26 59  1  0
 24 57  1  0
 31 61  1  0
 34 63  1  0
  3 44  1  0
  4 45  1  0
  6 46  1  0
  7 47  1  0
 10 49  1  0
 11 50  1  0
  9 48  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       3.422   3.284  -2.087  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.555   2.424  -2.122  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.615   1.291  -3.066  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.671   0.345  -3.180  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.775  -0.784  -4.113  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.631  -1.206  -4.803  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.684  -2.315  -5.652  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.878  -3.008  -5.805  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.880  -4.104  -6.614  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.025  -2.608  -5.129  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.970  -1.499  -4.279  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.465   2.361  -1.321  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.427   3.375  -0.301  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.289   3.043   0.673  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.605   1.804   1.320  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.429   1.345   2.202  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.076   0.082   2.790  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.408  -0.843   1.878  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.608  -1.437   2.035  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.503  -1.121   3.167  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.828  -0.730   2.919  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.691  -0.436   3.977  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.236  -0.536   5.285  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.112  -0.238   6.287  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.931  -0.930   5.557  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.068  -1.225   4.498  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.160  -2.353   1.154  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.435  -2.729   0.055  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.019  -3.662  -0.802  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.328  -4.079  -1.935  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.940  -4.972  -2.765  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.057  -3.590  -2.219  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.519  -2.655  -1.363  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.764  -2.196  -1.703  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.171  -2.220  -0.224  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.407  -1.233   0.695  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.526  -0.778   0.466  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.625   2.360   3.347  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.718   1.999   4.205  0.00  0.00           O+0
HETATM   40  C   UNK     0      -0.916   3.744   2.763  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.955   4.706   3.830  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.126   4.152   1.720  0.00  0.00           C+0
HETATM   43  O   UNK     0      -0.272   5.397   1.134  0.00  0.00           O+0
HETATM   44  H   UNK     0       3.509   1.285  -3.680  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.764   0.377  -2.581  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.315  -0.683  -4.678  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.207  -2.638  -6.181  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.797  -4.405  -6.726  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.958  -3.153  -5.227  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.865  -1.219  -3.729  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.384   3.382   0.236  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.258   4.346  -0.780  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.633   2.909   0.092  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.376   1.236   1.661  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.195  -0.645   1.899  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.714  -0.129   3.779  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.658  -0.353   7.138  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.566  -1.013   6.576  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.048  -1.535   4.719  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.008  -4.059  -0.592  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.423  -5.024  -3.589  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.491  -3.915  -3.099  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.061  -1.576  -0.998  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.272   2.394   3.978  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.821   2.753   4.819  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.921   3.761   2.321  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.857   5.585   3.411  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.080   4.335   2.230  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.106   5.267   0.647  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   12    1    3                                                  
CONECT    3    2    4   44                                                  
CONECT    4    3    5   45                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   46                                                  
CONECT    7    6    8   47                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   48                                                       
CONECT   10    8   11   49                                                  
CONECT   11   10    5   50                                                  
CONECT   12   13    2                                                       
CONECT   13   12   14   51   52                                             
CONECT   14   42   15   13   53                                             
CONECT   15   14   16                                                       
CONECT   16   15   38   17   54                                             
CONECT   17   18   16                                                       
CONECT   18   36   19   17                                                  
CONECT   19   18   27   20                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22   55                                                  
CONECT   22   21   23   56                                                  
CONECT   23   22   25   24                                                  
CONECT   24   23   57                                                       
CONECT   25   23   26   58                                                  
CONECT   26   25   20   59                                                  
CONECT   27   19   28                                                       
CONECT   28   29   35   27                                                  
CONECT   29   28   30   60                                                  
CONECT   30   32   31   29                                                  
CONECT   31   30   61                                                       
CONECT   32   30   33   62                                                  
CONECT   33   32   35   34                                                  
CONECT   34   33   63                                                       
CONECT   35   33   28   36                                                  
CONECT   36   18   37   35                                                  
CONECT   37   36                                                            
CONECT   38   40   16   39   64                                             
CONECT   39   38   65                                                       
CONECT   40   41   38   42   66                                             
CONECT   41   40   67                                                       
CONECT   42   40   14   43   68                                             
CONECT   43   42   69                                                       
CONECT   44    3                                                            
CONECT   45    4                                                            
CONECT   46    6                                                            
CONECT   47    7                                                            
CONECT   48    9                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   16                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   29                                                            
CONECT   61   31                                                            
CONECT   62   32                                                            
CONECT   63   34                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
CONECT   66   40                                                            
CONECT   67   41                                                            
CONECT   68   42                                                            
CONECT   69   43                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  146    0
END

RDKit          3D

69 73  0  0  0  0  0  0  0  0999 V2000
    3.4221    3.2842   -2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    2.4240   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.2910   -3.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.3445   -3.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -0.7840   -4.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -1.2062   -4.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -2.3147   -5.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -3.0078   -5.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -4.1037   -6.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -2.6077   -5.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -1.4993   -4.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    2.3609   -1.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    3.3753   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    3.0428    0.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6049    1.8039    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    1.3449    2.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0760    0.0819    2.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4084   -0.8432    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.4365    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -1.1213    3.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.7302    2.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -0.4355    3.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -0.5361    5.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -0.2379    6.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.9295    5.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.2247    4.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -2.3533    1.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347   -2.7286    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -3.6621   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281   -4.0786   -1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -4.9721   -2.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -3.5900   -2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -2.6548   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -2.1963   -1.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.2203   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.2329    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.7775    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    2.3604    3.3468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7185    1.9987    4.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    3.7437    2.7633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9546    4.7060    3.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.1520    1.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716    5.3968    1.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093    1.2850   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3770   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -0.6831   -4.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -2.6383   -6.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -4.4046   -6.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581   -3.1533   -5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653   -1.2190   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    3.3820    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    4.3459   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    2.9091    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.2360    1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.6453    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7143   -0.1287    3.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -0.3533    7.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660   -1.0130    6.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.5345    4.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -4.0588   -0.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -5.0238   -3.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -3.9153   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.5764   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    2.3937    3.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    2.7527    4.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    3.7611    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569    5.5846    3.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0799    4.3346    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    5.2666    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 18  1  0
 18 19  2  0
 19 27  1  0
 40 41  1  0
 19 20  1  0
 20 21  2  0
 13 12  1  0
 21 22  1  0
 38 40  1  0
 22 23  2  0
 40 42  1  0
 23 25  1  0
 30 32  2  0
 25 26  2  0
 26 20  1  0
 42 14  1  0
 23 24  1  0
 32 33  1  0
 36 37  2  0
 18 17  1  0
 33 35  2  0
 30 31  1  0
 14 15  1  0
 33 34  1  0
 28 29  2  0
 12  2  1  0
 29 30  1  0
  2  1  2  0
 28 35  1  0
  2  3  1  0
 15 16  1  0
  3  4  2  0
 16 38  1  0
  4  5  1  0
  5  6  2  0
 14 13  1  0
  6  7  1  0
  7  8  2  0
 42 43  1  0
  8 10  1  0
 28 27  1  0
 10 11  2  0
 11  5  1  0
 35 36  1  0
  8  9  1  0
 38 39  1  0
 16 17  1  0
 39 65  1  0
 38 64  1  1
 14 53  1  6
 13 51  1  0
 13 52  1  0
 16 54  1  6
 42 68  1  1
 43 69  1  0
 40 66  1  6
 41 67  1  0
 32 62  1  0
 29 60  1  0
 21 55  1  0
 22 56  1  0
 25 58  1  0
 26 59  1  0
 24 57  1  0
 31 61  1  0
 34 63  1  0
  3 44  1  0
  4 45  1  0
  6 46  1  0
  7 47  1  0
 10 49  1  0
 11 50  1  0
  9 48  1  0
M  END

View in JSmol

Synonyms

Value	Source
Kaempferol-3-O-beta-D-(6''-(e)-p-coumaroyl)-glucopyranoside	ChEBI
Kaempferol-3-O-b-D-(6''-(e)-p-coumaroyl)-glucopyranoside	Generator
Kaempferol-3-O-β-D-(6''-(e)-p-coumaroyl)-glucopyranoside	Generator
Kaempferol 3-O-p-coumaroylglucoside	PhytoBank
Astragalin-6"-trans-p-coumarate	PhytoBank
Astragalin-6″-trans-p-coumarate	PhytoBank
Kaempferol 3-O-(6''-O-p-coumaroyl)glucoside	PhytoBank
Kaempferol 3-O-(6’’-O-p-coumaroyl)glucoside	PhytoBank
Kaempferol 3-O-(6''-trans-p-coumaroyl)-beta-D-glucopyranoside	PhytoBank
Kaempferol 3-O-(6''-trans-p-coumaroyl)-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-(6’’-trans-p-coumaroyl)-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6''-O-(E)-p-coumaroyl]-beta-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6''-O-(E)-p-coumaroyl]-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6’’-O-(E)-p-coumaroyl]-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6''-O-(trans-p-coumaroyl)]-beta-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6''-O-(trans-p-coumaroyl)]-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-[6’’-O-(trans-p-coumaroyl)]-β-D-glucopyranoside	PhytoBank
Kaempferol 3-O-beta-D-(6-O-trans-4-hydroxycinnamoyl)glucopyranoside	PhytoBank
Kaempferol 3-O-β-D-(6-O-trans-4-hydroxycinnamoyl)glucopyranoside	PhytoBank
Kaempferol 3-O-beta-D-(6-O-trans-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol 3-O-β-D-(6-O-trans-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol 3-O-beta-D-(6''-E-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol 3-O-β-D-(6''-E-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol 3-O-β-D-(6’’-E-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol 3-O-beta-D-(6''-O-p-coumaryl)glycoside	PhytoBank
Kaempferol 3-O-β-D-(6''-O-p-coumaryl)glycoside	PhytoBank
Kaempferol 3-O-β-D-(6’’-O-p-coumaryl)glycoside	PhytoBank
Kaempferol 3-O-beta-D-6-O-(p-hydroxycinnamoyl)glucopyranoside	PhytoBank
Kaempferol 3-O-β-D-6-O-(p-hydroxycinnamoyl)glucopyranoside	PhytoBank
Kaempferol 3-beta-D-(6-O-trans-p-coumaryl)glucopyranoside	PhytoBank
Kaempferol 3-β-D-(6-O-trans-p-coumaryl)glucopyranoside	PhytoBank
Kaempferol-3-O-beta-D-(6''-O-(E)-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol-3-O-β-D-(6''-O-(E)-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol-3-O-β-D-(6’’-O-(E)-p-coumaroyl)glucopyranoside	PhytoBank
Kaempferol-3-O-beta-D-(6''-trans-p-coumaroyl) glucopyranoside	PhytoBank
Kaempferol-3-O-β-D-(6''-trans-p-coumaroyl) glucopyranoside	PhytoBank
Kaempferol-3-O-β-D-(6’’-trans-p-coumaroyl) glucopyranoside	PhytoBank
Potengriffioside A	PhytoBank
trans-Tiliroside	PhytoBank
Kaempferol-3-O-beta-D-(6''-O-p-coumaryl)glycoside	PhytoBank
Kaempferol-3-O-β-D-(6''-O-p-coumaryl)glycoside	PhytoBank
Kaempferol-3-O-β-D-(6’’-O-p-coumaryl)glycoside	PhytoBank
Kaempferol 3-beta-D-(6"-O-p-coumaroyl) glucoside	PhytoBank
Kaempferol 3-β-D-(6"-O-p-coumaroyl) glucoside	PhytoBank
Kaempferol 3-β-D-(6″-O-p-coumaroyl) glucoside	PhytoBank
Tribuloside A	PhytoBank

Chemical Formula

C₃₀H₂₆O₁₃

Average Mass

594.5196 Da

Monoisotopic Mass

594.13734 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@@]2([H])O[C@@]([H])(OC3=C(OC4=C([H])C(O[H])=C([H])C(O[H])=C4C3=O)C3=C([H])C([H])=C(O[H])C([H])=C3[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1

InChI Key

DVGGLGXQSFURLP-VWMSDXGPSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acanthophora spicifera	LOTUS Database	35616633
Aerva lanata	Plant	KNApSAcK
Agrimonia pilosa	LOTUS Database	35616633
Althaea cannabina	LOTUS Database	35616633
Althaea officinalis	LOTUS Database	35616633
Anaphalis contorta	LOTUS Database	35616633
Anaphalis contorta Hooker	Plant	KNApSAcK
Anaphalis lactea	LOTUS Database	35616633
Anaphalis margaritacea	LOTUS Database	35616633
Anaphalis sinica	LOTUS Database	35616633
Apeiba tibourbou	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Aristolochia kaempferi	LOTUS Database	35616633
Aruncus dioicus	LOTUS Database	35616633
Castanea sativa	LOTUS Database	35616633
Chamerion angustifolium	-	KNApSAcK
Cipadessa cinerascens	Plant	KNApSAcK
Colona auriculata	Plant	KNApSAcK
Croton kongensis	LOTUS Database	35616633
Croton setiger	LOTUS Database	35616633
Daphne genkwa	Plant	KNApSAcK
Dillenia philippinensis	LOTUS Database	35616633
Edgeworthia chrysantha	Plant	KNApSAcK
Eremanthus veadeiroensis	LOTUS Database	35616633
Eryngium campestre	LOTUS Database	35616633
Fragaria x ananassa	JEOL database	Tsukamoto, S., et al, J. Nat. Prod. 67, 1839 (2004)
Galphimia glauca	LOTUS Database	35616633
Gossypium hirsutum	LOTUS Database	35616633
Guiera senegalensis	LOTUS Database	35616633
Helianthemum glomeratum	Plant	KNApSAcK
Helichrysum italicum	Plant	KNApSAcK
Hippophae rhamnoides	LOTUS Database	35616633
Lamium album	LOTUS Database	35616633
Leonurus japonicus	Plant	KNApSAcK
Lindera megaphylla	Plant	KNApSAcK
Magnolia biondii	LOTUS Database	35616633
Magnolia salicifolia	LOTUS Database	35616633
Malva parviflora	Plant	KNApSAcK
Marrubium velutinum	LOTUS Database	35616633
Miconia cabucu	Plant	KNApSAcK
Muntingia calabura	LOTUS Database	35616633
Phlomis spectabilis	Plant	KNApSAcK
Phlomoides spectabilis	LOTUS Database	35616633
Picea neoveitchii	LOTUS Database	35616633
Picea obovata	LOTUS Database	35616633
Pinus banksiana	Plant	KNApSAcK
Pinus contorta	Plant	KNApSAcK
Pinus sylvestris	Plant	KNApSAcK
Platanus orientalis	LOTUS Database	35616633
Platanus x hispanica	Plant	KNApSAcK
Polylepis incana	Plant	KNApSAcK
Potentilla anserina	Plant	KNApSAcK
Potentilla fruticosa	LOTUS Database	35616633
Potentilla griffithii var.velutina	Plant	KNApSAcK
Pteridium aquilinum	Plant	KNApSAcK
Pteridium esculentum	LOTUS Database	35616633
Quercus ilex	Plant	KNApSAcK
Quercus laurifolia	LOTUS Database	35616633
Quercus suber	Plant	KNApSAcK
Rosa bella	LOTUS Database	35616633
Rosa canina	LOTUS Database	35616633
Rosa davidii	LOTUS Database	35616633
Rosa davurica	LOTUS Database	35616633
Rosa gallica	LOTUS Database	35616633
Rubus chingii	LOTUS Database	35616633
Rubus corchorifolius	LOTUS Database	35616633
Rubus coreanus	LOTUS Database	35616633
Rubus ulmifolius	LOTUS Database	35616633
Shepherdia argentea	Plant	KNApSAcK
Solanum crinitum	LOTUS Database	35616633
Sparuna apiosyce	-	KNApSAcK
Spiraea formosana	LOTUS Database	35616633
Stenochlaena palustris	LOTUS Database	35616633
Tilia argentea	Plant	KNApSAcK
Tilia cordata	LOTUS Database	35616633
Tilia spp.	Plant	KNApSAcK
Tilia tomentosa	LOTUS Database	35616633
Tribulus alatus Del.	Plant	KNApSAcK
Tribulus terrestris	Plant	KNApSAcK
Triumfetta cordifolia	LOTUS Database	35616633
Waltheria indica	LOTUS Database	35616633
Xylopia aethiopica	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 3-O-p-coumaroyl glycosides

Alternative Parents

Substituents

Flavonoid 3-o-6-p-coumaroyl-glycoside
Flavonoid-3-o-glycoside
Flavone
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Chromone
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Styrene
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Pyran
Monosaccharide
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monosaccharide derivative (CHEBI:80944 )
cinnamate ester (CHEBI:80944 )
glycosyloxyflavone (CHEBI:80944 )
trihydroxyflavone (CHEBI:80944 )

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	2.97	ALOGPS
logP	2.89	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	212.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	148.84 m³·mol⁻¹	ChemAxon
Polarizability	57.25 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0240322

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

80944

Good Scents ID

Not Available

References

General References

Xue P, Zhao Y, Wang B, Liang H: Simultaneous determination of seven flavonoids in Potentilla multifida by HPLC. J Chromatogr Sci. 2007 Apr;45(4):216-9. doi: 10.1093/chromsci/45.4.216. [PubMed:17504571 ]
Christopher R, Nyandoro SS, Chacha M, de Koning CB: A new cinnamoylglycoflavonoid, antimycobacterial and antioxidant constituents from Heritiera littoralis leaf extracts. Nat Prod Res. 2014;28(6):351-8. doi: 10.1080/14786419.2013.863202. Epub 2014 Jan 21. [PubMed:24443810 ]
Bharitkar YP, Hazra A, Apoorva Poduri NS, Ash A, Maulik PR, Mondal NB: Isolation, structural elucidation and cytotoxicity evaluation of a new pentahydroxy-pimarane diterpenoid along with other chemical constituents from Aerva lanata. Nat Prod Res. 2015 Feb;29(3):253-61. doi: 10.1080/14786419.2014.971794. Epub 2014 Oct 28. [PubMed:25348942 ]
Tsukamoto, S., et al. (2004). Tsukamoto, S., et al, J. Nat. Prod. 67, 1839 (2004). J. Nat. Prod..

Showing NP-Card for kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside (NP0027556)

MOL for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

3D MOL for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

3D SDF for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

3D-SDF for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

PDB for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

3D PDB for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

SMILES for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

INCHI for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

Structure for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)

3D Structure for NP0027556 (kaempferol-3-beta-D-(6-O-trans-p-coumaroyl)glucopiranoside)