NP-MRD: Showing NP-Card for Apigetrin (NP0043839)

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Record Information

Version

2.0

Created at

2021-06-22 17:25:11 UTC

Updated at

2021-08-20 00:00:44 UTC

NP-MRD ID

NP0043839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Apigetrin

Description

Cosmosiin, also known as cosmetin or apigetrin, belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Cosmosiin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Apigetrin is found in Arrhenatherum elatius, Acaena pinnatifida, Acanthus ebracteatus, Achillea atrata, Achillea collina, Achillea fragrantissima, Achillea ligustica, Achillea millefolium, Achillea pannonica, Achillea santolina, Acmella oleracea, Agastache rugosa, Agrimonia eupatoria, Ailanthus altissima, Allium rotundum, Aloe castellorum, Aloe sabaea, Aloe saponaria , Aloe barbadensis , Alstroemeria pulchra, Ammoides pusilla, Andrographis paniculata, Anisomeles indica, Antennaria dioica, Anthemis pseudocotula, Arnica acaulis, Arnica angustifolia, Arnica chamissonis, Arnica gracilis, Arnica longifolia, Artemisia austriaca, Artemisia caucasica, Artemisia judaica, Artemisia tridentata, Asphodeline damascena, Asphodelus ramosus, Aster koraiensis, Astragalus macropterus, Astragalus verrucosus, Asystasia gangetica, Aureolaria virginica, Azadirachta indica, Ballota acetabulosa, Ballota hirsuta, Baptisia australis, Biebersteinia orphanidis, Blasia pusilla, Blepharis ciliaris, Bombax ceiba, Broussonetia papyrifera, Bryum argenteum, Rosulabryum capillare, Bryum pseudotriquetrum, Buddleja globosa, Buddleja officinalis, Callistephus chinensis, Carduus nutans, Centaurea cyanus, Centaurea horrida, Centaurea montana, Chaerophyllum aureum, Chamaemelum nobile, Chrozophora tinctoria, Glebionis coronaria, Chrysanthemum morifolium, Cirsium arvense, Cirsium oleraceum, Codonopsis ovata, Colchicum speciosum, Coreopsis lanceolata, Cotoneaster horizontalis, Crataegus monogyna, Crataegus orientalis, Crepidomanes minutum, Crocus chrysanthus, Cryptomeria japonica, Cuminum cyminum, Carex fraseriana, Cynara humilis, Cynara sibthorpiana, Cytisus hirsutus, Daphne gnidium, Dermatophyllum secundiflorum, Dicliptera chinensis, Dracocephalum multicaule, Dracocephalum nutans, Dracocephalum tanguticum, Echinops echinatus, Elsholtzia ciliata, Elsholtzia rugulosa, Ephedra foeminea, Erica cinerea, Erythrina addisoniae, Expressed in E.coli, Euphorbia granulata, Euphorbia nutans, Farsetia aegyptia, Fraxinus malacophylla, Fuchsia cyrtandroides, Galeopsis bifida, Galeopsis pubescens, Galinsoga parviflora, Gentiana dahurica, Gerbera jamesonii, Ginkgo biloba, Gonocaryum calleryanum, Gratiola officinalis, Sorbus thuringiaca, Helichrysum arenarium, Helichrysum armenium, Hibiscus cannabinus, Hieracium gymnocephalum, Humulus japonicus, Hyssopus officinalis, Digitalis chalcantha, Itoa orientalis, Ixeridium laevigatum, Kummerowia striata, Lactuca perennis, Lamyropsis cynaroides, Launaea arborescens, Launaea nudicaulis, Lavandula angustifolia, Lavandula dentata, Lawsonia alba , Lens culinaris, Leontodon saxatilis, Leontopodium ochroleucum, Leonurus cardiaca, Lepidothamnus intermedius, Leucas cephalotes, Ligularia amplexicaulis, Ligustrum vulgare, Linaria macroura, Lippia origanoides, Lonicera gracilipes, Luetkea pectinata, Lupinus albus, Lupinus polyphyllus, Lupinus texensis, Lycianthes synanthera, Lycopus virginicus, Lygodium japonicum, Marrubium vulgare, Mimosa pudica, Monarda punctata, Morinda morindoides, Myoporum bontioides, Nardostachys jatamansi, Notobasis syriaca, Ocimum gratissimum, Ocimum sanctum , Oenothera triangulata, Olea europaea, Origanum vulgare, Osmanthus fortunei, Osmanthus fragrans, Osmanthus heterophyllus, Ostericum sieboldii, Pallenis hierochuntica, Passiflora bryonioides, Passiflora foetida, Passiflora palmeri, Passiflora sanguinolenta, Perilla frutescens, Petroselinum crispum, Phagnalon rupestre, Phlomis aurea, Phlomis bovei, Phlomis herba-venti, Phyllocladus toatoa, Picea neoveitchii, Plantago argentea, Plantago holosteum, Plantago maritima , Platycodon grandiflorus, Podocarpus nivalis, Pogostemon cablin, Pogostemon stellatus, Prosopis farcta, Pteris splendens, Pyrrhopappus pauciflorus, Ramirezella strobilophora, Reichardia picroides, Rhodiola rosea, Riella affinis, Riella americana, Rubus amabilis, Salix acutifolia, Salix arbusculoides, Salix babylonica, Salix gilgiana, Salix lindleyana, Salix viminalis, Salvia atropatana, Salvia bucharica, Salvia fruticosa, Rosmarinus officinalis , Salvia staminea, Schizonepeta tenuifolia, Scutellaria albida, Scutellaria immaculata, Senecio angulatus, Senna italica, Senna occidentalis, Shorea roxburghii, Sideritis raeseri, Silybum marianum, Solidago virgaurea, Sonchus maritimus, Sonchus microcarpus, Sophora flavescens, Spartium junceum, Sphaerostephanos heterocarpus, Spiraea canescens, Stachys aegyptiaca, Stachys byzantina, Stachys germanica, Stevia rebaudiana, Swertia paniculata, Symphyotrichum subulatum, Tanacetum parthenium, Tanacetum vulgare, Teucrium polium, Thalictrum thunbergii, Theobroma cacao L. , Thymus marschallianus, Tinospora crispa, Trachelospermum asiaticum, Trachelospermum jasminoides, Trichosanthes kirilowii, Trifolium pratense , Trigonella foenum-graecum , Turnera diffusa, Valeriana amurensis, Veratrum grandiflorum, Verbascum phlomoides, Verbascum sinaiticum, Verbena officinalis, Veronica polita, Veronica montana, Veronica parviflora, Veronica spuria, Viburnum wrightii, Vicia sativa, Vitex altissima, Vitex glabrata, Vitis cinerea and Ziziphus spina-christi. Apigetrin was first documented in 2007 (PMID: 17186490). Based on a literature review very few articles have been published on Cosmosiin (PMID: 29362971).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652306222119252D          

 31 34  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 14 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  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
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
 12 30  1  0  0  0  0
  3 31  1  0  0  0  0
M  END

NP0043839
     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    3.0029    3.5693    2.1533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    2.6051    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    2.0409    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.9724   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912    0.3899   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910   -0.6855   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -1.2824   -2.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -0.7890   -2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0055   -1.4050   -3.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2255    0.2814   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    0.8651   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5536    0.4921   -0.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5091    0.9880    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.4023    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.8296    0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    0.2872    0.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.7873   -0.1730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4289   -0.4773   -1.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274   -0.3324   -0.8151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1259    1.0999   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199    1.6013    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2428   -1.2185    0.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5180   -1.6964   -0.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -2.4535    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8138   -3.2748    1.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.9258    0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0417   -2.9482    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606    1.9009    1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.5488    1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    3.5993    2.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950    2.0590    1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.5024    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -1.0700   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5414   -2.1265   -3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894   -2.1708   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2359    0.6557   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3903    1.6945   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.4301   -0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.1665   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3454   -0.5624   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2016    1.0174   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    1.7469   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.3064    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -0.7692    1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1379   -0.9661   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086   -2.9354   -0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562   -3.1043    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.5490    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285   -3.8021    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302    2.2917    2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    4.1601    3.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  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
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  6
 19 40  1  6
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  1
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

  Mrv1652306222119252D          

 31 34  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 14 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  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
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
 12 30  1  0  0  0  0
  3 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
KMOUJOKENFFTPU-QNDFHXLGSA-N

> <FORMULA>
C21H20O10

> <MOLECULAR_WEIGHT>
432.381

> <EXACT_MASS>
432.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.24956125089686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.68

> <JCHEM_LOGP>
0.4386210403333334

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.74134076567965

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.29763989132591

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343758667

> <JCHEM_POLAR_SURFACE_AREA>
166.14000000000001

> <JCHEM_REFRACTIVITY>
105.05829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
apigenin 7-o-β-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043839
     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    3.0029    3.5693    2.1533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    2.6051    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    2.0409    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.9724   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912    0.3899   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910   -0.6855   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -1.2824   -2.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -0.7890   -2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0055   -1.4050   -3.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2255    0.2814   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    0.8651   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5536    0.4921   -0.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5091    0.9880    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.4023    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.8296    0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    0.2872    0.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.7873   -0.1730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4289   -0.4773   -1.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274   -0.3324   -0.8151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1259    1.0999   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199    1.6013    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2428   -1.2185    0.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5180   -1.6964   -0.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -2.4535    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8138   -3.2748    1.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.9258    0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0417   -2.9482    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606    1.9009    1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.5488    1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    3.5993    2.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950    2.0590    1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.5024    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -1.0700   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5414   -2.1265   -3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894   -2.1708   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2359    0.6557   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3903    1.6945   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.4301   -0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.1665   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3454   -0.5624   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2016    1.0174   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    1.7469   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.3064    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -0.7692    1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1379   -0.9661   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086   -2.9354   -0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562   -3.1043    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.5490    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285   -3.8021    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302    2.2917    2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    4.1601    3.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  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
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  6
 19 40  1  6
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  1
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   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  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002   0.000   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  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    7                                                       
CONECT   18   14   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30   12                                                            
CONECT   31    3                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    NP0043839
HETATM    1  O1  UNL     1       3.003   3.569   2.153  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.836   2.605   1.398  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.905   2.041   0.691  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.775   0.972  -0.159  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.891   0.390  -0.892  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.691  -0.686  -1.733  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.697  -1.282  -2.453  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.988  -0.789  -2.340  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.006  -1.405  -3.078  1.00  0.00           O  
HETATM   10  C8  UNL     1       7.226   0.281  -1.512  1.00  0.00           C  
HETATM   11  C9  UNL     1       6.172   0.865  -0.792  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.554   0.492  -0.276  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.509   0.988   0.369  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.253   0.402   0.173  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.880   0.830   0.782  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.140   0.287   0.623  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.519  -0.787  -0.173  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.429  -0.477  -1.158  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.727  -0.332  -0.815  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.126   1.100  -0.455  1.00  0.00           C  
HETATM   21  O6  UNL     1      -4.420   1.601   0.608  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.243  -1.218   0.267  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.518  -1.696  -0.025  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.333  -2.453   0.303  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.814  -3.275   1.311  1.00  0.00           O  
HETATM   26  C18 UNL     1      -2.970  -1.926   0.716  1.00  0.00           C  
HETATM   27  O9  UNL     1      -2.042  -2.948   0.799  1.00  0.00           O  
HETATM   28  C19 UNL     1      -0.761   1.901   1.636  1.00  0.00           C  
HETATM   29  C20 UNL     1       0.467   2.549   1.890  1.00  0.00           C  
HETATM   30  O10 UNL     1       0.508   3.599   2.745  1.00  0.00           O  
HETATM   31  C21 UNL     1       1.595   2.059   1.231  1.00  0.00           C  
HETATM   32  H1  UNL     1       4.875   2.502   0.850  1.00  0.00           H  
HETATM   33  H2  UNL     1       3.687  -1.070  -1.822  1.00  0.00           H  
HETATM   34  H3  UNL     1       5.541  -2.126  -3.113  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.489  -2.171  -2.627  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.236   0.656  -1.433  1.00  0.00           H  
HETATM   37  H6  UNL     1       6.390   1.695  -0.158  1.00  0.00           H  
HETATM   38  H7  UNL     1       0.214  -0.430  -0.503  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.619  -1.167  -0.695  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.345  -0.562  -1.736  1.00  0.00           H  
HETATM   41  H10 UNL     1      -6.202   1.017  -0.121  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.149   1.747  -1.345  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.807   1.306   1.449  1.00  0.00           H  
HETATM   44  H13 UNL     1      -5.217  -0.769   1.277  1.00  0.00           H  
HETATM   45  H14 UNL     1      -7.138  -0.966  -0.320  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.309  -2.935  -0.689  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.756  -3.104   1.498  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.109  -1.549   1.770  1.00  0.00           H  
HETATM   49  H18 UNL     1      -2.528  -3.802   0.681  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.630   2.292   2.156  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.223   4.160   3.044  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   31
CONECT    3    4    4   32
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   10
CONECT    9   35
CONECT   10   11   11   36
CONECT   11   37
CONECT   12   13
CONECT   13   14   14   31
CONECT   14   15   38
CONECT   15   16   28   28
CONECT   16   17
CONECT   17   18   26   39
CONECT   18   19
CONECT   19   20   22   40
CONECT   20   21   41   42
CONECT   21   43
CONECT   22   23   24   44
CONECT   23   45
CONECT   24   25   26   46
CONECT   25   47
CONECT   26   27   48
CONECT   27   49
CONECT   28   29   50
CONECT   29   30   31   31
CONECT   30   51
END

NP0043839
     RDKit          3D

51 54  0  0  0  0  0  0  0  0999 V2000
    3.0029    3.5693    2.1533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    2.6051    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    2.0409    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.9724   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912    0.3899   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910   -0.6855   -1.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -1.2824   -2.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -0.7890   -2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0055   -1.4050   -3.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2255    0.2814   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1725    0.8651   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5536    0.4921   -0.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5091    0.9880    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.4023    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.8296    0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    0.2872    0.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.7873   -0.1730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4289   -0.4773   -1.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274   -0.3324   -0.8151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1259    1.0999   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199    1.6013    0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2428   -1.2185    0.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5180   -1.6964   -0.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -2.4535    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8138   -3.2748    1.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.9258    0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0417   -2.9482    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606    1.9009    1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.5488    1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    3.5993    2.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950    2.0590    1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.5024    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -1.0700   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5414   -2.1265   -3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894   -2.1708   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2359    0.6557   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3903    1.6945   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.4301   -0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.1665   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3454   -0.5624   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2016    1.0174   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    1.7469   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.3064    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -0.7692    1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1379   -0.9661   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086   -2.9354   -0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7562   -3.1043    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093   -1.5490    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285   -3.8021    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302    2.2917    2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    4.1601    3.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  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
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  6
 19 40  1  6
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  1
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside	ChEBI
7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI
7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone	ChEBI
Apigenin 7-O-glucoside	ChEBI
Apigetrin	ChEBI
Cosmetin	ChEBI
Cosmosioside	ChEBI
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl b-D-glucopyranoside	Generator
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside	Generator
7-(b-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	Generator
7-(Β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	Generator
7-O-b-D-Glucosyl-5,7,4'-trihydroxyflavone	Generator
7-O-Β-D-glucosyl-5,7,4'-trihydroxyflavone	Generator
4',5,7-Trihydroxyflavone 7-beta-D-glucoside	HMDB
4',5,7-Trihydroxyflavone 7-β-D-glucoside	HMDB
7-O-beta-D-Glucopyranosylapigenin	HMDB
7-O-beta-D-Glucosylapigenin	HMDB
7-O-Β-D-glucopyranosylapigenin	HMDB
7-O-Β-D-glucosylapigenin	HMDB
Apigenin 7-beta-D-glucoside	HMDB
Apigenin 7-beta-glucopyranoside	HMDB
Apigenin 7-glucoside	HMDB
Apigenin 7-O-beta-D-glucopyranoside	HMDB
Apigenin 7-O-beta-D-glucoside	HMDB
Apigenin 7-O-beta-glucopyranoside	HMDB
Apigenin 7-O-beta-glucoside	HMDB
Apigenin 7-O-β-D-glucopyranoside	HMDB
Apigenin 7-O-β-D-glucoside	HMDB
Apigenin 7-O-β-glucopyranoside	HMDB
Apigenin 7-O-β-glucoside	HMDB
Apigenin 7-β-D-glucoside	HMDB
Apigenin 7-β-glucopyranoside	HMDB
Apigenin-7-glucoside	HMDB
Cosmociin	HMDB
Cosmoside	HMDB
Cosmosiine	HMDB
Apigenin-7-D-glucoside	HMDB
Apigenin-7-O-beta-D-glucopyranoside	HMDB
Apigenin 7-O-b-D-glucoside	HMDB
4’,5,7-trihydroxyflavone 7-β-D-glucoside	HMDB
Apigenin-7-O-4c1-beta-D-glucoside	HMDB
Apigenin-7-O-4c1-β-D-glucoside	HMDB
Cosmosiin	ChEBI

Chemical Formula

C₂₁H₂₀O₁₀

Average Mass

432.3810 Da

Monoisotopic Mass

432.10565 Da

IUPAC Name

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

Traditional Name

apigenin 7-o-β-glucoside

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

InChI Key

KMOUJOKENFFTPU-QNDFHXLGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, 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
A. elatiusa, A. lilacinum	LOTUS Database	35616633
Acaena pinnatifida	LOTUS Database	35616633
Acanthus ebracteatus	LOTUS Database	35616633
Achillea atrata	LOTUS Database	35616633
Achillea atrata L.ssp.multifida	KNApSAcK Database	22123792
Achillea collina	LOTUS Database	35616633
Achillea fragrantissima	LOTUS Database	35616633
Achillea ligustica	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea pannonica	LOTUS Database	35616633
Achillea santolina	LOTUS Database	35616633
Acmella oleracea	LOTUS Database	35616633
Agastache rugosa	LOTUS Database	35616633
Agrimonia eupatoria	LOTUS Database	35616633
Ailanthus altissima	LOTUS Database	35616633
Allium rotundum	LOTUS Database	35616633
Aloe castellorum	LOTUS Database	35616633
Aloe sabaea	Plant	KNApSAcK
Aloe saponaria	Plant	KNApSAcK
Aloe vera	Plant	KNApSAcK
Alstroemeria pulchra	LOTUS Database	35616633
Ammoides pusilla	LOTUS Database	35616633
Andrographis paniculata	LOTUS Database	35616633
Anigozanthos pulcherrimus	KNApSAcK Database	22123792
Anigozanthos rufus	KNApSAcK Database	22123792
Anisomeles Anisomeles indica	LOTUS Database	35616633
Antennaria dioica	LOTUS Database	35616633
Anthemis pseudocotula	LOTUS Database	35616633
Arnica acaulis	LOTUS Database	35616633
Arnica angustifolia	LOTUS Database	35616633
Arnica chamissonis	LOTUS Database	35616633
Arnica gracilis	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Artemisia austriaca	LOTUS Database	35616633
Artemisia caucasica	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Artemisia tridentata	LOTUS Database	35616633
Asparagus officinalis	KNApSAcK Database	22123792
Asphodeline damascena	LOTUS Database	35616633
Asphodeline globifera	KNApSAcK Database	22123792
Asphodelus ramosus	LOTUS Database	35616633
Aster koraiensis	LOTUS Database	35616633
Astragalus macropterus	LOTUS Database	35616633
Astragalus verrucosus	LOTUS Database	35616633
Asystasia gangetica	LOTUS Database	35616633
Asystasia gangetica L.	KNApSAcK Database	22123792
Aureolaria virginica	LOTUS Database	35616633
Azadirachta indica	LOTUS Database	35616633
Ballota acetabulosa	LOTUS Database	35616633
Ballota foetida	KNApSAcK Database	22123792
Ballota hirsuta	LOTUS Database	35616633
Baptisia australis	LOTUS Database	35616633
Bellis perennis	KNApSAcK Database	22123792
Biebersteinia orphanidis	LOTUS Database	35616633
Blasia pusilla	LOTUS Database	35616633
Blepharis ciliaris	LOTUS Database	35616633
Bombax ceiba	LOTUS Database	35616633
Broussonetia papyrifera	LOTUS Database	35616633
Bryum argenteum	LOTUS Database	35616633
Bryum capillare	LOTUS Database	35616633
Bryum pseudotriquetrum	LOTUS Database	35616633
Buddleja globosa	LOTUS Database	35616633
Buddleja officinalis	LOTUS Database	35616633
Cadia purpurea	KNApSAcK Database	22123792
Callistephus chinensis	LOTUS Database	35616633
Cannabis sativa	CannabisDB	Not Available
Capsicum annuum	KNApSAcK Database	22123792
Carduus nutans	LOTUS Database	35616633
Centaurea cyanus	LOTUS Database	35616633
Centaurea horrida	LOTUS Database	35616633
Centaurea montana	LOTUS Database	35616633
Chaerophyllum aureum	LOTUS Database	35616633
Chamaemelum nobile	LOTUS Database	35616633
Chamomilla recutita (L.) Rauschert	KNApSAcK Database	22123792
Chrozophora tinctoria	LOTUS Database	35616633
Chrysanthemum coronarium	LOTUS Database	35616633
Chrysanthemum indicum	KNApSAcK Database	22123792
Chrysanthemum morifolium	LOTUS Database	35616633
Cirsium arvense	LOTUS Database	35616633
Cirsium oleraceum	LOTUS Database	35616633
Codonopsis clematidea	KNApSAcK Database	22123792
Codonopsis ovata	LOTUS Database	35616633
Colchicum speciosum	LOTUS Database	35616633
Conocephalum conicum	KNApSAcK Database	22123792
Coreopsis lanceolata	LOTUS Database	35616633
Cosmos bipinnatus	KNApSAcK Database	22123792
Cotoneaster horizontalis	LOTUS Database	35616633
Crataegus monogyna	LOTUS Database	35616633
Crataegus orientalis	LOTUS Database	35616633
Crepidomanes minutum	LOTUS Database	35616633
Crocus chrysanthus	LOTUS Database	35616633
Crocus chrysanthus-biflorus	KNApSAcK Database	22123792
Cryptomeria japonica	LOTUS Database	35616633
Cuminum cyminum	LOTUS Database	35616633
Cymophyllus fraseri	LOTUS Database	35616633
Cynara humilis	LOTUS Database	35616633
Cynara scolymus	KNApSAcK Database	22123792
Cynara sibthorpiana	LOTUS Database	35616633
Cytisus hirsutus	LOTUS Database	35616633
Daphne gnidium	LOTUS Database	35616633
Daucus carota	KNApSAcK Database	22123792
Dermatophyllum secundiflorum	LOTUS Database	35616633
Dicliptera chinensis	LOTUS Database	35616633
Dracocephalum multicaule	LOTUS Database	35616633
Dracocephalum nutans	LOTUS Database	35616633
Dracocephalum tanguticum	LOTUS Database	35616633
Echinops echinatus	LOTUS Database	35616633
Elsholtzia bodinieri	KNApSAcK Database	22123792
Elsholtzia ciliata	LOTUS Database	35616633
Elsholtzia rugulosa	LOTUS Database	35616633
Ephedra campylopoda	KNApSAcK Database	22123792
Ephedra foeminea	LOTUS Database	35616633
Erica cinerea	LOTUS Database	35616633
Erythrina addisoniae	LOTUS Database	35616633
Escherichia coli	Linigton's dataset	29362971
Euphorbia granulata	LOTUS Database	35616633
Euphorbia nutans	LOTUS Database	35616633
Euphorbia prostrata	KNApSAcK Database	22123792
Farsetia aegyptia	LOTUS Database	35616633
Fraxinus malacophylla	LOTUS Database	35616633
Fuchsia cyrtandroides	LOTUS Database	35616633
Galeopsis bifida	LOTUS Database	35616633
Galeopsis pubescens	LOTUS Database	35616633
Galinsoga parviflora	LOTUS Database	35616633
Gentiana dahurica	LOTUS Database	35616633
Gentiana loureirii	KNApSAcK Database	22123792
Gerbera jamesonii	LOTUS Database	35616633
Ginkgo biloba	LOTUS Database	35616633
Gonocaryum calleryanum	LOTUS Database	35616633
Gratiola officinalis	LOTUS Database	35616633
Hebe parviflora	KNApSAcK Database	22123792
Hedlundia x thuringiaca	LOTUS Database	35616633
Helichrysum arenarium	LOTUS Database	35616633
Helichrysum armenium	LOTUS Database	35616633
Helichrysum graveolen	KNApSAcK Database	22123792
Hibiscus cannabinus	LOTUS Database	35616633
Hieracium gymnocephalum	LOTUS Database	35616633
Hornschuchia citriodora	KNApSAcK Database	22123792
Humulus japonicus	LOTUS Database	35616633
Hyssopus officinalis L.	LOTUS Database	35616633
Isoplexis chalcantha	LOTUS Database	35616633
Itoa orientalis	LOTUS Database	35616633
Ixeridium laevigatum	LOTUS Database	35616633
Kummerowia striata	LOTUS Database	35616633
Lactuca perennis L.	LOTUS Database	35616633
Lamyropsis cynaroides	LOTUS Database	35616633
Launaea arborescens	LOTUS Database	35616633
Launaea nudicaulis	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Lavandula dentata	LOTUS Database	35616633
Lawsonia alba	Plant	KNApSAcK
Lens culinaris	LOTUS Database	35616633
Leontodon saxatilis	LOTUS Database	35616633
Leontopodium ochroleucum	LOTUS Database	35616633
Leonurus cardiaca	LOTUS Database	35616633
Lepidothamnus intermedius	LOTUS Database	35616633
Leucas cephalotes	LOTUS Database	35616633
Leucophyllum ambiguum	KNApSAcK Database	22123792
Ligularia amplexicaulis	LOTUS Database	35616633
Ligustrum robustum	KNApSAcK Database	22123792
Ligustrum vulgare	LOTUS Database	35616633
Linaria macroura	LOTUS Database	35616633
Lippia origanoides	LOTUS Database	35616633
Lonicera gracilipes	LOTUS Database	35616633
Luetkea pectinata	LOTUS Database	35616633
Lupinus albus	LOTUS Database	35616633
Lupinus albus L.	KNApSAcK Database	22123792
Lupinus polyphyllus	LOTUS Database	35616633
Lupinus texensis	LOTUS Database	35616633
Lycianthes synanthera	LOTUS Database	35616633
Lycopus virginicus	LOTUS Database	35616633
Lygodium japonicum	LOTUS Database	35616633
Marrubium vulgare	LOTUS Database	35616633
Matricaria chamomilla	KNApSAcK Database	22123792
Mimosa pudica	LOTUS Database	35616633
Monarda punctata	LOTUS Database	35616633
Morinda morindoides	LOTUS Database	35616633
Myoporum bontioides	LOTUS Database	35616633
Nardostachys jatamansi	LOTUS Database	35616633
Notobasis syriaca	LOTUS Database	35616633
Ocimum gratissimum	LOTUS Database	35616633
Ocimum sanctum	KNApSAcK Database	22123792
Ocimum tenuiflorum	Plant	KNApSAcK
Oenothera triangulata	LOTUS Database	35616633
Olea europaea	LOTUS Database	35616633
Onosma hispida	KNApSAcK Database	22123792
Origanum vulgare	LOTUS Database	35616633
Osmanthus fortunei	LOTUS Database	35616633
Osmanthus fragrans	LOTUS Database	35616633
Osmanthus heterophyllus	LOTUS Database	35616633
Ostericum sieboldii	LOTUS Database	35616633
Pallenis hierochuntica	LOTUS Database	35616633
Passiflora bryonioides	LOTUS Database	35616633
Passiflora foetida	LOTUS Database	35616633
Passiflora palmeri	LOTUS Database	35616633
Passiflora sanguinolenta	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Petroselinum crispum	LOTUS Database	35616633
Phagnalon rupestre	LOTUS Database	35616633
Phlomis aurea	LOTUS Database	35616633
Phlomis bovei	LOTUS Database	35616633
Phlomis herba-venti	LOTUS Database	35616633
Phlomis nissolii	KNApSAcK Database	22123792
Phyllocladus toatoa	LOTUS Database	35616633
Physocarpus capitatus	KNApSAcK Database	22123792
Picea neoveitchii	LOTUS Database	35616633
Plantago argentea	Plant	KNApSAcK
Plantago holosteum	Plant	KNApSAcK
Plantago lanceolata	KNApSAcK Database	22123792
Plantago maritima	Plant	KNApSAcK
Platycodon grandiflorus	LOTUS Database	35616633
Podocarpus nivalis	LOTUS Database	35616633
Pogostemon cablin	LOTUS Database	35616633
Pogostemon stellatus	LOTUS Database	35616633
Prosopis farcta	LOTUS Database	35616633
Prostanthera melissifolia	KNApSAcK Database	22123792
Pteris multifida	KNApSAcK Database	22123792
Pteris splendens	LOTUS Database	35616633
Pyrrhopappus pauciflorus	LOTUS Database	35616633
Ramirezella strobilophora	LOTUS Database	35616633
Reichardia picroides	LOTUS Database	35616633
Retama raetam	KNApSAcK Database	22123792
Rhodiola rosea	LOTUS Database	35616633
Riella affinis	-	KNApSAcK
Riella americana	-	KNApSAcK
Rosmarinus officinalis	KNApSAcK Database	22123792
Rubus amabilis	LOTUS Database	35616633
Salix acutifolia	LOTUS Database	35616633
Salix arbusculoides	LOTUS Database	35616633
Salix babylonica	LOTUS Database	35616633
Salix gilgiana	LOTUS Database	35616633
Salix lindleyana	LOTUS Database	35616633
Salix viminalis	LOTUS Database	35616633
Salix viminalis L.	KNApSAcK Database	22123792
Salvia aegypteacae	KNApSAcK Database	22123792
Salvia aegyptiaca	KNApSAcK Database	22123792
Salvia albimaculata	KNApSAcK Database	22123792
Salvia atropatana	LOTUS Database	35616633
Salvia bucharica	LOTUS Database	35616633
Salvia calycina	KNApSAcK Database	22123792
Salvia fruticosa	LOTUS Database	35616633
Salvia horminum	KNApSAcK Database	22123792
Salvia lanigera	KNApSAcK Database	22123792
Salvia lavandulaefolia	KNApSAcK Database	22123792
Salvia limbata	KNApSAcK Database	22123792
Salvia officinalis	KNApSAcK Database	22123792
Salvia palaestina	KNApSAcK Database	22123792
Salvia pinnata	KNApSAcK Database	22123792
Salvia pratensis	KNApSAcK Database	22123792
Salvia rosmarinus	Plant	KNApSAcK
Salvia spinosa	KNApSAcK Database	22123792
Salvia staminea	LOTUS Database	35616633
Salvia triloba	KNApSAcK Database	22123792
Santolina chamaecyperissus	KNApSAcK Database	22123792
Saussurea medusa	KNApSAcK Database	22123792
Schizonepeta tenuifolia	LOTUS Database	35616633
Scutellaria albida	LOTUS Database	35616633
Scutellaria immaculata	LOTUS Database	35616633
Sedum sarmentosum	KNApSAcK Database	22123792
Senecio angulatus	LOTUS Database	35616633
Senna italica	LOTUS Database	35616633
Senna occidentalis	LOTUS Database	35616633
Shorea roxburghii	LOTUS Database	35616633
Sideritis raeseri	LOTUS Database	35616633
Silybum marianum	LOTUS Database	35616633
Solidago virgaurea	LOTUS Database	35616633
Sonchus maritimus	LOTUS Database	35616633
Sonchus microcarpus	LOTUS Database	35616633
Sophora flavescens	LOTUS Database	35616633
Spartium junceum	LOTUS Database	35616633
Sphaerostephanos heterocarpus	LOTUS Database	35616633
Spiraea canescens	LOTUS Database	35616633
Stachys aegyptiaca	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633
Stachys germanica	LOTUS Database	35616633
Stachys germanica L.	KNApSAcK Database	22123792
Stachys lanata	KNApSAcK Database	22123792
Stachys plumosa Griseb.	KNApSAcK Database	22123792
Stevia rebaudiana	LOTUS Database	35616633
Strophioblachia fimbricalyx Boerl	KNApSAcK Database	22123792
Swertia paniculata	LOTUS Database	35616633
Symphyotrichum subulatum	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Thalictrum minus var. hypoleucum	Plant	KNApSAcK
Theobroma cacao	Plant	KNApSAcK
Theobroma cacao L.	KNApSAcK Database	22123792
Thymus marschallianus	LOTUS Database	35616633
Tinospora crispa	LOTUS Database	35616633
Torenia fournieri	KNApSAcK Database	22123792
Trachelospermum asiaticum	LOTUS Database	35616633
Trachelospermum asiaticum var.intermedium	KNApSAcK Database	22123792
Trachelospermum jasminoides	LOTUS Database	35616633
Trichosanthes kirilowii	LOTUS Database	35616633
Trifolium pratense	Plant	KNApSAcK
Trigonella foenum-graecum	Plant	KNApSAcK
Turnera diffusa	LOTUS Database	35616633
Valeriana amurensis	LOTUS Database	35616633
Veratrum grandiflorum	LOTUS Database	35616633
Verbascum phlomoides	LOTUS Database	35616633
Verbascum sinaiticum	LOTUS Database	35616633
Verbena officinalis	LOTUS Database	35616633
Veronica didyma	Plant	KNApSAcK
Veronica montana	Plant	KNApSAcK
Veronica parviflora	LOTUS Database	35616633
Veronica spuria	Plant	KNApSAcK
Viburnum wrightii	LOTUS Database	35616633
Vicia sativa	LOTUS Database	35616633
Vitex altissima	LOTUS Database	35616633
Vitex glabrata	LOTUS Database	35616633
Vitis cinerea	LOTUS Database	35616633
Xiphidium caeruleum	KNApSAcK Database	22123792
Zinnia elegans	KNApSAcK Database	22123792
Ziziphus spina-christi	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:16778 )
monosaccharide derivative (CHEBI:16778 )
dihydroxyflavone (CHEBI:16778 )
glycosyloxyflavone (CHEBI:16778 )
flavones (C04608 )
Flavones and Flavonols (C04608 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	788.93 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1417 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.040 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	0.68	ALOGPS
logP	0.44	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.06 m³·mol⁻¹	ChemAxon
Polarizability	42.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037340

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

APIGENIN-7-O-BETA-D-GLUCOSIDE

BiGG ID

Not Available

Wikipedia Link

Apigetrin

METLIN ID

Not Available

PubChem Compound

5280704

PDB ID

Not Available

ChEBI ID

16778

Good Scents ID

rw1588411

References

General References

Thuan NH, Chaudhary AK, Van Cuong D, Cuong NX: Engineering co-culture system for production of apigetrin in Escherichia coli. J Ind Microbiol Biotechnol. 2018 Mar;45(3):175-185. doi: 10.1007/s10295-018-2012-x. Epub 2018 Jan 24. [PubMed:29362971 ]
Rigano D, Formisano C, Basile A, Lavitola A, Senatore F, Rosselli S, Bruno M: Antibacterial activity of flavonoids and phenylpropanoids from Marrubium globosum ssp. libanoticum. Phytother Res. 2007 Apr;21(4):395-7. doi: 10.1002/ptr.2061. [PubMed:17186490 ]

Showing NP-Card for Apigetrin (NP0043839)

MOL for NP0043839 (Apigetrin)

3D MOL for NP0043839 (Apigetrin)

3D SDF for NP0043839 (Apigetrin)

3D-SDF for NP0043839 (Apigetrin)

PDB for NP0043839 (Apigetrin)

3D PDB for NP0043839 (Apigetrin)

SMILES for NP0043839 (Apigetrin)

INCHI for NP0043839 (Apigetrin)

Structure for NP0043839 (Apigetrin)

3D Structure for NP0043839 (Apigetrin)