NP-MRD: Showing NP-Card for Hyperoside (NP0043900)

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Record Information

Version

1.0

Created at

2021-06-22 17:28:13 UTC

Updated at

2021-08-20 00:00:48 UTC

NP-MRD ID

NP0043900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hyperoside

Description

Quercetin 3-galactoside, also known as hyperin or hyperoside, belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Quercetin 3-galactoside 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. Hyperoside is found in Abelmoschus esculentus, Senegalia polyacantha, Acaena magellanica, Eleutherococcus divaricatus, Acanthospermum australe, Acer barbinerve, Acer pictum, Achillea santolina, Achyranthes aspera, Adiantum malesianum, Aerva javanica, Aesculus chinensis, Ageratina areolaris, Ageratina havanensis, Ailanthus altissima, Alchornea cordifolia, Allium rotundum, Alnus hirsuta, Amelanchier spicata, Anacardium humile, Angelica keiskei, Annona crassiflora, Arctostaphylos columbiana, Arctostaphylos uva-ursi, Argania spinosa, Arnica angustifolia, Arnica chamissonis, Arnica fulgens, Artabotrys hexapetalus, Artemisia alba, Artemisia palustris, Artemisia vulgaris, Asanthus solidaginifolius, Asarum canadense, Ascarina lucida, Asclepias curassavica, Aspalathus linearis, Asparagus officinalis, Asteriscus graveolens, Astilbe rubra, Astragalus arguricus, Astragalus coluteocarpus, Astragalus lagurus, Astragalus levieri, Astragalus macropterus, Astragalus robustus, Astragalus wagneri, Baccharis dracunculifolia, Berberis sieboldii, Bergenia crassifolia, Berlandiera texana, Betula humilis, Betula pendula, Betula pubescens, Betula obscura, Brainea insignis, Brickelliastrum fendleri, Bursera graveolens, Byrsonima crassifolia, Calluna vulgaris, Calycera crassifolia, Camellia japonica, Camellia sinensis, Campanula kolenatiana, Campanula raddeana, Canarium album, Caragana spinosa, Carpobrotus edulis, Catha edulis, Centrapalus pauciflorus, Chaenomeles sinensis, Chamaebatia foliolosa, Bauhinia glauca, Chimaphila umbellata, Chondrilla juncea, Cinnamomum philippinense, Cistus laurifolius, Climacoptera lanata, Consolida oliveriana, Conyza filaginoides, Cornus controversa, Cornus florida, Cornus mas, Cosmos sulphureus, Cotoneaster orbicularis, Cotula cinerea, Crassocephalum crepidioides, Crataegus curvisepala, Crataegus monogyna, Crataegus orientalis, Crataegus rhipidophylla, Crataegus sinaica, Crataegus viridis, Crossopteryx febrifuga, Cryptocarya alba, Cryptocarya moschata, Cuphea wrightii, Cuscuta pentagona, Cuscuta platyloba, Dicoma tomentosa, Dionaea muscipula, Dioscorea bulbifera, Diospyros kaki, Diplusodon orbicularis, Drosera madagascariensis, Dryas octopetala, Eleutherococcus brachypus, Eleutherococcus senticosus, Eleutherococcus sessiliflorus, Elliottia paniculata, Embelia schimperi, Empetrum nigrum, Ephedra campylopoda, Epilobium hirsutum, Epimedium pubescens, Epimedium wushanense, Erica cinerea, Erythroxylum suberosum, Erythroxylum ulei, Eucalyptus camaldulensis, Eugenia selloi, Eupatorium cannabinum, Euphorbia chamaesyce, Euphorbia humifusa, Euphorbia hyssopifolia, Euphorbia paralias, Euphorbia soongarica, Euphorbia stepposa, Excoecaria agallocha, Fagonia latifolia, Fagopyrum megacarpum, Fallopia multiflora, Fallopia scandens, Fraxinus insularis, Fuchsia paniculata, Fuchsia splendens, Galium palustre, Galphimia glauca, Geranium carolinianum, Geranium platyanthum, Geranium pusillum, Geranium robertianum, Geranium tuberosum, Gossypium hirsutum, Hamamelis virginiana, Haplophyllum robustum, Hedysarum inundatum, Hedysarum neglectum, Heloniopsis orientalis, Hydrocotyle leucocephala, Hydrocotyle sibthorpioides, Hypericum androsaemum, Hypericum attenuatum, Hypericum aucheri, Hypericum beanii, Hypericum bithynicum, Hypericum brasiliense, Hypericum canariense, Hypericum elegans, Hypericum erectum, Hypericum ericoides, Hypericum hirsutum, Hypericum humifusum, Hypericum laricifolium, Hypericum maculatum, Hypericum monogynum, Hypericum montbretii, Hypericum polyanthemum, Hypericum richeri, Hypericum sikokumontanum, Hypericum triquetrifolium, Hypericum venustum, Ichthyothere terminalis, Iphiona scabra, Ipomoea carnea, Jacaranda decurrens, Juglans mandshurica, Kalmia latifolia, Koelreuteria paniculata, Koenigia divaricata, Manoao colensoi, Lathyrus palustris, Rhododendron tomentosum, Leonurus cardiaca, Licania apetala, Limonium aureum, Lonicera japonica, Lycopus europaeus, Lyonia ovalifolia, Lysimachia davurica, Lysimachia fortunei, Lysimachia heterogenea, Lysimachia thyrsiflora, Macaranga tanarius, Machilus japonica, Maerua crassifolia, Malpighia emarginata, Malus domestica, Malus sylvestris, Mandevilla martiana, Medicago sativa, Meehania fargesii, Melaleuca ericifolia, Menyanthes trifoliata, Mimosa pudica, Minthostachys setosa, Minthostachys spicata, Monteverdia ilicifolia, Morina nepalensis, Myrsine africana, Myrtus communis, Nierembergia hippomanica, Norantea guianensis, Nothofagus antarctica, Nymphoides crenata, Ocimum gratissimum, Oenanthe javanica, Oenothera affinis, Oenothera glazioviana, Oenothera havardii, Oenothera odorata, Oenothera speciosa, Onobrychis arenaria, Onobrychis bobrovii, Onobrychis grandis, Onobrychis saravschanica, Ononis spinosa, Ophiorrhiza kuroiwae, Ormopteris gleichenioides, Papaver rhoeas, Paronychia argentea, Paronychia kapela, Persea americana, Persicaria decipiens, Persicaria lapathifolia, Persicaria maculosa, Persicaria mitis, Bauhinia japonica, Phedimus kamtschaticus, Philadelphus lewisii, Phlebodium decumanum, Phoebe formosana, Physochlaina physaloides, Picnomon acarna, Pinus banksiana, Plantago major, Polygonatum orientale, Persicaria nepalensis, Persicaria thunbergii, Polylepis incana, Polypodium virginianum, Polyscias bracteata, Dasiphora fruticosa, Prunus padus, Prunus persica, Pseudostellaria heterophylla, Pulicaria incisa, Pyracantha coccinea, Pyrola americana, Pyrola incarnata, Quercus ilex, Quercus laurifolia, Quercus suber, Rhamnus cathartica, Rhodiola coccinea, Rhododendron brachycarpum, Rhododendron catawbiense, Rhododendron decorum, Rhododendron ellipticum, Rhododendron irroratum, Rhododendron ledebourii, Rhododendron simsii, Rhododendron spinuliferum, Robinsonia berteroi, Roldana lineolata, Roldana lobata, Rosa agrestis, Rosa davurica, Rosa lucieae, Rosa rugosa, Rotala rosea, Rubia tinctorum, Rubus amabilis, Rubus saxatilis, Salix chaenomeloides, Sanicula graveolens, Sarcomphalus mistol, Sarracenia rubra, Saxifraga tricuspidata, Sorbus intermedia, Securidaca diversifolia, Sempervivum ruthenicum, Silphium perfoliatum, Smyrnium creticum, Solanum cernuum, Solanum incanum, Solanum nigrum, Solidago virgaurea, Sonchus asper, Sophora tetraptera, Sorbus tianschanica, Sorbus torminalis, Spiraea salicifolia, Stevia microchaeta, Stevia nepetifolia, Stevia serrata, Sphaerostephanos unitus, Symphyotrichum eatonii, Symphyotrichum pilosum, Tachigali paniculata, Taxodium mucronatum, Tessaria integrifolia, Trifolium ambiguum, Trifolium arvense, Trifolium aureum, Trifolium repens, Tripodanthus acutifolius, Uncaria rhynchophylla, Uncaria sinensis, Urospermum picroides, Vaccinium ovalifolium, Vaccinium oxycoccos, Vachellia tortilis, Vauquelinia corymbosa, Verbesina encelioides, Dendroviguiera eriophora, Viola arvensis, Visnea mocanera, Zanthoxylum piperitum, Ziziphus jujuba, Ziziphus spina-christi and Paliurus spina-christi. It was first documented in 2011 (PMID: 21428416). Based on a literature review a significant number of articles have been published on Quercetin 3-galactoside (PMID: 27719955) (PMID: 22324400) (PMID: 23220618) (PMID: 23291593).

Structure

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


  Mrv1652306222119282D          

 33 36  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -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
 12 19  1  0  0  0  0
  8 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 23 30  1  1  0  0  0
 22 31  1  6  0  0  0
  4 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END

NP0043900
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -0.1755   -2.2871   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -1.6262   -0.8920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -0.2834   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228    0.3040   -0.5112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    0.2225    0.5768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0538   -1.0291    0.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567   -1.1483    0.3486 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7093   -2.4901   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -2.4645   -0.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991   -0.0195   -0.4338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5382    0.0947   -1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875    1.1998    0.4239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3945    2.3414   -0.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889    1.4045    0.6667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1029    2.1596    1.8450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    0.3217   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    1.7137    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.1379    1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    3.4358    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    4.3833    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792    5.6902    1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773    4.0239    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    4.9644    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.6921    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -0.3332   -0.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -1.5572   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -2.2143   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892   -3.5225   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7030   -4.1913   -0.7813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3766   -4.1968   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -3.5668   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209   -4.2685   -1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -2.2497   -0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    0.1693    1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037   -1.1207    1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -3.3186    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.6336   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725   -2.7732   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0818   -0.2572   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    1.0324   -2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2230    0.9812    1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    2.8300   -0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151    2.1397   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    1.9245    2.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225    1.3860    1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    3.6892    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    6.0508    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    4.6588   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    2.4422   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2186   -1.6589   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -4.7209    0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4413   -5.2331   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0795   -5.2287   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33  2  1  0
 14  5  1  0
 24 17  1  0
 33 26  1  0
  5 34  1  1
  7 35  1  1
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 13 42  1  0
 14 43  1  6
 15 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 32 53  1  0
M  END


  Mrv1652306222119282D          

 33 36  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -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
 12 19  1  0  0  0  0
  8 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 23 30  1  1  0  0  0
 22 31  1  6  0  0  0
  4 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1

> <INCHI_KEY>
OVSQVDMCBVZWGM-DTGCRPNFSA-N

> <FORMULA>
C21H20O12

> <MOLECULAR_WEIGHT>
464.3763

> <EXACT_MASS>
464.095476104

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.37094089555819

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
-0.14483529600000053

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.872520875092926

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.372405531686565

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98109237118166

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
109.27549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hyperoside

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043900
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -0.1755   -2.2871   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -1.6262   -0.8920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -0.2834   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228    0.3040   -0.5112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    0.2225    0.5768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0538   -1.0291    0.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567   -1.1483    0.3486 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7093   -2.4901   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -2.4645   -0.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991   -0.0195   -0.4338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5382    0.0947   -1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875    1.1998    0.4239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3945    2.3414   -0.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889    1.4045    0.6667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1029    2.1596    1.8450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    0.3217   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    1.7137    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.1379    1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    3.4358    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    4.3833    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792    5.6902    1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773    4.0239    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    4.9644    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.6921    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -0.3332   -0.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -1.5572   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -2.2143   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892   -3.5225   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7030   -4.1913   -0.7813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3766   -4.1968   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -3.5668   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209   -4.2685   -1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -2.2497   -0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    0.1693    1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037   -1.1207    1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -3.3186    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.6336   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725   -2.7732   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0818   -0.2572   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    1.0324   -2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2230    0.9812    1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    2.8300   -0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151    2.1397   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    1.9245    2.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225    1.3860    1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    3.6892    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    6.0508    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    4.6588   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    2.4422   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2186   -1.6589   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -4.7209    0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4413   -5.2331   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0795   -5.2287   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33  2  1  0
 14  5  1  0
 24 17  1  0
 33 26  1  0
  5 34  1  1
  7 35  1  1
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 13 42  1  0
 14 43  1  6
 15 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 32 53  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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   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      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   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  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   33  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   33                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   19                                                  
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                                                            
CONECT   19   12                                                            
CONECT   20    8   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   23                                                            
CONECT   31   22                                                            
CONECT   32    4                                                            
CONECT   33    3                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    NP0043900
HETATM    1  O1  UNL     1      -0.175  -2.287  -1.292  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.804  -1.626  -0.892  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.701  -0.283  -0.477  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.523   0.304  -0.511  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.450   0.222   0.577  1.00  0.00           C  
HETATM    6  O3  UNL     1      -2.054  -1.029   0.591  1.00  0.00           O  
HETATM    7  C4  UNL     1      -3.357  -1.148   0.349  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.709  -2.490  -0.240  1.00  0.00           C  
HETATM    9  O4  UNL     1      -5.106  -2.465  -0.430  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.999  -0.020  -0.434  1.00  0.00           C  
HETATM   11  O5  UNL     1      -3.538   0.095  -1.721  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.787   1.200   0.424  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.395   2.341  -0.062  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.289   1.405   0.667  1.00  0.00           C  
HETATM   15  O7  UNL     1      -2.103   2.160   1.845  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.832   0.322  -0.069  1.00  0.00           C  
HETATM   17  C10 UNL     1       1.942   1.714   0.394  1.00  0.00           C  
HETATM   18  C11 UNL     1       3.057   2.138   1.101  1.00  0.00           C  
HETATM   19  C12 UNL     1       3.262   3.436   1.517  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.299   4.383   1.216  1.00  0.00           C  
HETATM   21  O8  UNL     1       2.479   5.690   1.624  1.00  0.00           O  
HETATM   22  C14 UNL     1       1.177   4.024   0.522  1.00  0.00           C  
HETATM   23  O9  UNL     1       0.203   4.964   0.213  1.00  0.00           O  
HETATM   24  C15 UNL     1       1.013   2.692   0.118  1.00  0.00           C  
HETATM   25  O10 UNL     1       3.003  -0.333  -0.054  1.00  0.00           O  
HETATM   26  C16 UNL     1       3.150  -1.557  -0.420  1.00  0.00           C  
HETATM   27  C17 UNL     1       4.362  -2.214  -0.399  1.00  0.00           C  
HETATM   28  C18 UNL     1       4.489  -3.522  -0.798  1.00  0.00           C  
HETATM   29  O11 UNL     1       5.703  -4.191  -0.781  1.00  0.00           O  
HETATM   30  C19 UNL     1       3.377  -4.197  -1.231  1.00  0.00           C  
HETATM   31  C20 UNL     1       2.159  -3.567  -1.260  1.00  0.00           C  
HETATM   32  O12 UNL     1       1.021  -4.268  -1.704  1.00  0.00           O  
HETATM   33  C21 UNL     1       2.032  -2.250  -0.858  1.00  0.00           C  
HETATM   34  H1  UNL     1      -0.752   0.169   1.482  1.00  0.00           H  
HETATM   35  H2  UNL     1      -3.904  -1.121   1.347  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.511  -3.319   0.468  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.263  -2.634  -1.229  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.372  -2.773  -1.321  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.082  -0.257  -0.470  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.369   1.032  -2.023  1.00  0.00           H  
HETATM   41  H8  UNL     1      -4.223   0.981   1.422  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.773   2.830  -0.676  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.015   2.140  -0.154  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.855   1.924   2.464  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.822   1.386   1.341  1.00  0.00           H  
HETATM   46  H13 UNL     1       4.152   3.689   2.064  1.00  0.00           H  
HETATM   47  H14 UNL     1       3.261   6.051   2.134  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.631   4.659  -0.318  1.00  0.00           H  
HETATM   49  H16 UNL     1       0.147   2.442  -0.456  1.00  0.00           H  
HETATM   50  H17 UNL     1       5.219  -1.659  -0.051  1.00  0.00           H  
HETATM   51  H18 UNL     1       6.048  -4.721   0.005  1.00  0.00           H  
HETATM   52  H19 UNL     1       3.441  -5.233  -1.557  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.080  -5.229  -1.995  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   33
CONECT    3    4   16   16
CONECT    4    5
CONECT    5    6   14   34
CONECT    6    7
CONECT    7    8   10   35
CONECT    8    9   36   37
CONECT    9   38
CONECT   10   11   12   39
CONECT   11   40
CONECT   12   13   14   41
CONECT   13   42
CONECT   14   15   43
CONECT   15   44
CONECT   16   17   25
CONECT   17   18   18   24
CONECT   18   19   45
CONECT   19   20   20   46
CONECT   20   21   22
CONECT   21   47
CONECT   22   23   24   24
CONECT   23   48
CONECT   24   49
CONECT   25   26
CONECT   26   27   27   33
CONECT   27   28   50
CONECT   28   29   30   30
CONECT   29   51
CONECT   30   31   52
CONECT   31   32   33   33
CONECT   32   53
END

NP0043900
     RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
   -0.1755   -2.2871   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -1.6262   -0.8920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -0.2834   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228    0.3040   -0.5112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    0.2225    0.5768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0538   -1.0291    0.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567   -1.1483    0.3486 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7093   -2.4901   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -2.4645   -0.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991   -0.0195   -0.4338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5382    0.0947   -1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875    1.1998    0.4239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3945    2.3414   -0.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889    1.4045    0.6667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1029    2.1596    1.8450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    0.3217   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    1.7137    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.1379    1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    3.4358    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    4.3833    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792    5.6902    1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773    4.0239    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    4.9644    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.6921    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -0.3332   -0.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -1.5572   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -2.2143   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892   -3.5225   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7030   -4.1913   -0.7813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3766   -4.1968   -1.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -3.5668   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209   -4.2685   -1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -2.2497   -0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    0.1693    1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037   -1.1207    1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -3.3186    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -2.6336   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725   -2.7732   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0818   -0.2572   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    1.0324   -2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2230    0.9812    1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    2.8300   -0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151    2.1397   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    1.9245    2.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225    1.3860    1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    3.6892    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    6.0508    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    4.6588   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    2.4422   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2186   -1.6589   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -4.7209    0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4413   -5.2331   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0795   -5.2287   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33  2  1  0
 14  5  1  0
 24 17  1  0
 33 26  1  0
  5 34  1  1
  7 35  1  1
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 13 42  1  0
 14 43  1  6
 15 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 32 53  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	ChEBI
Hyperin	ChEBI
Hyperoside	ChEBI
Quercetin 3-O-galactoside	ChEBI
2-(3,4-Dihydroxyphenyl)-3-(b-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(3,4-Dihydroxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
Quercetin galactoside	HMDB
Quercetin-3-O-galactoside	HMDB
3-O-b-D-Galactopyranosyloxy-3',4',5,7-tetrahydroxyflavone	HMDB
Hyperozide	HMDB
Jyperin	HMDB
Quercetin 3-beta-D-galactopyranoside	HMDB
Quercetin 3-D-galactoside	HMDB
Quercetin 3-O-beta-D-galactopyranoside	HMDB
Quercetin 3-O-beta-D-galactoside	HMDB
Quercetin 3-O-b-D-galactopyranoside	HMDB
Quercetin 3-O-β-D-galactopyranoside	HMDB
3,3',4',5,7-Pentahydroxyflavone 3-O-beta-D-galactopyranoside	HMDB
3,3',4',5,7-Pentahydroxyflavone 3-O-β-D-galactopyranoside	HMDB
3,3’,4’,5,7-pentahydroxyflavone 3-O-β-D-galactopyranoside	HMDB
3-D-Galactosylquercetin	HMDB
3-O-beta-D-Galactopyranosyl quercetin	HMDB
3-O-Β-D-galactopyranosyl quercetin	HMDB
3-O-beta-D-Galactopyranosylquercetin	HMDB
3-O-Β-D-galactopyranosylquercetin	HMDB
Hyperosid	HMDB
Quercetin 3-O-galactopyranoside	HMDB
Quercetin 3-O-β-D-galactoside	HMDB
Quercetin 3-O-beta-galactopyranoside	HMDB
Quercetin 3-O-β-galactopyranoside	HMDB
Quercetin 3-O-beta-galactoside	HMDB
Quercetin 3-O-β-galactoside	HMDB
Quercetin 3-beta-D-galactoside	HMDB
Quercetin 3-β-D-galactoside	HMDB
Quercetin 3-beta-galactoside	HMDB
Quercetin 3-β-galactoside	HMDB
Quercetin 3-galactoside	ChEBI

Chemical Formula

C₂₁H₂₀O₁₂

Average Mass

464.3763 Da

Monoisotopic Mass

464.09548 Da

IUPAC Name

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

Traditional Name

hyperoside

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1

InChI Key

OVSQVDMCBVZWGM-DTGCRPNFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, 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, 125 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, 175 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, 225 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	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, 50 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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	LOTUS Database	35616633
Abelmoschus manihot	KNApSAcK Database	22123792
Abies amabilis	KNApSAcK Database	22123792
Acacia melanoxylon	KNApSAcK Database	22123792
Acacia polyacantha	LOTUS Database	35616633
Acacia praecox	KNApSAcK Database	22123792
Acaena magellanica	LOTUS Database	35616633
Acanthopanax divaricatus	LOTUS Database	35616633
Acanthospermum australe	LOTUS Database	35616633
Acer barbinerve	LOTUS Database	35616633
Acer pictum	LOTUS Database	35616633
Achillea santolina	LOTUS Database	35616633
Achyranthes aspera	LOTUS Database	35616633
Adiantum malesianum	LOTUS Database	35616633
Adiantum monochlamys	KNApSAcK Database	22123792
Adina racemosa	KNApSAcK Database	22123792
Aerva javanica	LOTUS Database	35616633
Aesculus chinensis	LOTUS Database	35616633
Ageratina areolaris	LOTUS Database	35616633
Ageratina havanensis	LOTUS Database	35616633
Agrimonia pilosa	KNApSAcK Database	22123792
Agrimonia pilosa var.japonica	KNApSAcK Database	22123792
Ailanthus altissima	LOTUS Database	35616633
Alchornea cordifolia	LOTUS Database	35616633
Allium rotundum	LOTUS Database	35616633
Allium sativum	KNApSAcK Database	22123792
Alnus hirsuta	LOTUS Database	35616633
Amelanchier spicata	LOTUS Database	35616633
Amsonia ciliata	KNApSAcK Database	22123792
Anacardium humile	LOTUS Database	35616633
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Angelica keiskei	LOTUS Database	35616633
Annona crassiflora	LOTUS Database	35616633
Anthyllis onobrychioides	KNApSAcK Database	22123792
Apium graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Apocynum venetum	KNApSAcK Database	22123792
Arctostaphylos columbiana	LOTUS Database	35616633
Arctostaphylos uva-ursi	LOTUS Database	35616633
Argania spinosa	LOTUS Database	35616633
Armoracia rusticana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arnica angustifolia	LOTUS Database	35616633
Arnica chamissonis	LOTUS Database	35616633
Arnica fulgens	LOTUS Database	35616633
Artabotrys hexapetalus	LOTUS Database	35616633
Artemisia alba	LOTUS Database	35616633
Artemisia capillaris	KNApSAcK Database	22123792
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia palustris	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Asanthus solidaginifolius	LOTUS Database	35616633
Asanthus thyrsiflora	KNApSAcK Database	22123792
Asarum canadense	LOTUS Database	35616633
Ascarina lucida	LOTUS Database	35616633
Asclepias curassavica	LOTUS Database	35616633
Aspalathus linearis	LOTUS Database	35616633
Asparagus officinalis	LOTUS Database	35616633
Asteriscus graveolens	LOTUS Database	35616633
Astilbe rubra	LOTUS Database	35616633
Astragalus arguricus	LOTUS Database	35616633
Astragalus brachycarpus	KNApSAcK Database	22123792
Astragalus coluteocarpus	LOTUS Database	35616633
Astragalus lagurus	LOTUS Database	35616633
Astragalus levieri	LOTUS Database	35616633
Astragalus macropterus	LOTUS Database	35616633
Astragalus robustus	LOTUS Database	35616633
Astragalus wagneri	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Berberis sieboldii	LOTUS Database	35616633
Bergenia crassifolia	LOTUS Database	35616633
Berlandiera texana	LOTUS Database	35616633
Betula humilis	LOTUS Database	35616633
Betula middendorfii	KNApSAcK Database	22123792
Betula pendula	LOTUS Database	35616633
Betula pubescens	LOTUS Database	35616633
Betula x obscura	LOTUS Database	35616633
Boehmeria holosericea	KNApSAcK Database	22123792
Boehmeria tricuspis	KNApSAcK Database	22123792
Brainea insignis	LOTUS Database	35616633
Brickelliastrum fendleri	LOTUS Database	35616633
Bursera graveolens	LOTUS Database	35616633
Byrsonima crassifolia	LOTUS Database	35616633
Calligonum leucocladum	KNApSAcK Database	22123792
Calluna vulgaris	LOTUS Database	35616633
Calycera crassifolia	LOTUS Database	35616633
Camellia japonica	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Campanula glomerata L.	KNApSAcK Database	22123792
Campanula kolenatiana	LOTUS Database	35616633
Campanula raddeana	LOTUS Database	35616633
Camptotheca acuminata	KNApSAcK Database	22123792
Canarium album	LOTUS Database	35616633
Cannabis sativa	CannabisDB	Not Available
Cannomois virgata	KNApSAcK Database	22123792
Caragana spinosa	LOTUS Database	35616633
Carpobrotus edulis	LOTUS Database	35616633
Carum carvi	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cassytha filiformis	KNApSAcK Database	22123792
Catha edulis	LOTUS Database	35616633
Centrapalus pauciflorus	LOTUS Database	35616633
Cephalaria kotschyi	KNApSAcK Database	22123792
Cephalaria nachiczevanica	KNApSAcK Database	22123792
Ceratostigma willmottianum	KNApSAcK Database	22123792
Chaenomeles sinensis	LOTUS Database	35616633
Chamaebatia foliolosa	LOTUS Database	35616633
Cheniella glauca	LOTUS Database	35616633
Chimaphila umbellata	LOTUS Database	35616633
Chondrilla juncea	LOTUS Database	35616633
Cichorium endivia	FooDB	PHENOL EXPLORER
Cichorium intybus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cinnamomum philippinense	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Clibadium spp.	KNApSAcK Database	22123792
Climacoptera lanata	LOTUS Database	35616633
Consolida oliveriana	LOTUS Database	35616633
Convallaria keiskei	KNApSAcK Database	22123792
Conyza filaginoides	LOTUS Database	35616633
Cornus controversa	LOTUS Database	35616633
Cornus florida	LOTUS Database	35616633
Cornus mas	LOTUS Database	35616633
Cosmos sulphureus	LOTUS Database	35616633
Cotoneaster orbicularis	LOTUS Database	35616633
Cotula cinerea	LOTUS Database	35616633
Crassocephalum crepidioides	LOTUS Database	35616633
Crataegus cuneata	KNApSAcK Database	22123792
Crataegus curvisepala	LOTUS Database	35616633
Crataegus hupehensis	KNApSAcK Database	22123792
Crataegus kansuensis	KNApSAcK Database	22123792
Crataegus maximowiczii	KNApSAcK Database	22123792
Crataegus monogyna	LOTUS Database	35616633
Crataegus orientalis	LOTUS Database	35616633
Crataegus pinnatifida	KNApSAcK Database	22123792
Crataegus pinnatifida var.major	KNApSAcK Database	22123792
Crataegus pinnatifida var.psilosa	KNApSAcK Database	22123792
Crataegus rhipidophylla	LOTUS Database	35616633
Crataegus sanguinea	KNApSAcK Database	22123792
Crataegus scabrifolia	KNApSAcK Database	22123792
Crataegus sinaica	LOTUS Database	35616633
Crataegus viridis	LOTUS Database	35616633
Cratoxylum formosum ssp.pruniflorum	KNApSAcK Database	22123792
Crossopteryx febrifuga	LOTUS Database	35616633
Croton tonkinensis GAGNEP	KNApSAcK Database	22123792
Cruciata taurica	KNApSAcK Database	22123792
Cryptocarya alba	LOTUS Database	35616633
Cryptocarya moschata	LOTUS Database	35616633
Cuphea wrightii	LOTUS Database	35616633
Cuscuta chinensis	KNApSAcK Database	22123792
Cuscuta pentagona	LOTUS Database	35616633
Cuscuta platyloba	LOTUS Database	35616633
Cydonia oblonga	FooDB	PHENOL EXPLORER
Desmanthodium spp.	KNApSAcK Database	22123792
Dicoma tomentosa	LOTUS Database	35616633
Dionaea muscipula	LOTUS Database	35616633
Dioscorea bulbifera	LOTUS Database	35616633
Diospyros kaki	LOTUS Database	35616633
Diplusodon orbicularis	LOTUS Database	35616633
Drosera madagascariensis	LOTUS Database	35616633
Dryas octopetala	LOTUS Database	35616633
Eleutherococcus brachypus	LOTUS Database	35616633
Eleutherococcus senticosus	LOTUS Database	35616633
Eleutherococcus sessiliflorus	LOTUS Database	35616633
Elliottia paniculata	LOTUS Database	35616633
Embelia schimperi	LOTUS Database	35616633
Empetrum nigrum	LOTUS Database	35616633
Ephedra campylopoda	LOTUS Database	35616633
Epilobium hirsutum	LOTUS Database	35616633
Epimedium brevicornum	KNApSAcK Database	22123792
Epimedium koreanum	KNApSAcK Database	22123792
Epimedium pubescens	LOTUS Database	35616633
Epimedium sagittatum	KNApSAcK Database	22123792
Epimedium wushanense	LOTUS Database	35616633
Erica cinerea	LOTUS Database	35616633
Eriobotrya japonica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Erythroxylum suberosum	LOTUS Database	35616633
Erythroxylum ulei	LOTUS Database	35616633
Eskemukerjea megacarpum HARA	KNApSAcK Database	22123792
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus globulus	KNApSAcK Database	22123792
Eucryphia spp.	KNApSAcK Database	22123792
Eugenia selloi	LOTUS Database	35616633
Euonymus sacrosancta	KNApSAcK Database	22123792
Eupatorium cannabinum	LOTUS Database	35616633
Eupatorium lindleyanum	KNApSAcK Database	22123792
Euphorbia chamaesyce	LOTUS Database	35616633
Euphorbia humifusa	LOTUS Database	35616633
Euphorbia hyssopifolia	LOTUS Database	35616633
Euphorbia lunulata	KNApSAcK Database	22123792
Euphorbia paralias	LOTUS Database	35616633
Euphorbia soongarica	LOTUS Database	35616633
Euphorbia stepposa	LOTUS Database	35616633
Excoecaria agallocha	LOTUS Database	35616633
Eysenhardtia subcoriacea Pennell	KNApSAcK Database	22123792
Fagonia latifolia	LOTUS Database	35616633
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fagopyrum megacarpum	LOTUS Database	35616633
Fallopia multiflora	LOTUS Database	35616633
Fallopia scandens	LOTUS Database	35616633
Fraxinus insularis	LOTUS Database	35616633
Fuchsia paniculata	LOTUS Database	35616633
Fuchsia splendens	LOTUS Database	35616633
Galanthus caucasicus	KNApSAcK Database	22123792
Galium palustre	LOTUS Database	35616633
Galphimia glauca	LOTUS Database	35616633
Garcinia dulcis	KNApSAcK Database	22123792
Geranium carolinianum	LOTUS Database	35616633
Geranium niveum	KNApSAcK Database	22123792
Geranium platyanthum	LOTUS Database	35616633
Geranium pusillum	LOTUS Database	35616633
Geranium robertianum	LOTUS Database	35616633
Geranium tuberosum	LOTUS Database	35616633
Geranium wilfordii	KNApSAcK Database	22123792
Gossypium hirsutum	LOTUS Database	35616633
Gutierrezia grandis	KNApSAcK Database	22123792
Hamamelis virginiana	LOTUS Database	35616633
Haplopappus foliosus	KNApSAcK Database	22123792
Haplophyllum robustum	LOTUS Database	35616633
Hedysarum inundatum	LOTUS Database	35616633
Hedysarum neglectum	LOTUS Database	35616633
Hedysarum sericeum	KNApSAcK Database	22123792
Helonias orientalis	LOTUS Database	35616633
Hippophae rhamnoides	FooDB	PHENOL EXPLORER
Houttuynia cordata	KNApSAcK Database	22123792
Humulus lupulus	KNApSAcK Database	22123792
Hydrocotyle leucocephala	LOTUS Database	35616633
Hydrocotyle sibthorpioides	LOTUS Database	35616633
Hypericum androsaemum	LOTUS Database	35616633
Hypericum ascyron	KNApSAcK Database	22123792
Hypericum attenuatum	LOTUS Database	35616633
Hypericum aucheri	LOTUS Database	35616633
Hypericum barbatum Jacq.	KNApSAcK Database	22123792
Hypericum beanii	LOTUS Database	35616633
Hypericum bithynicum	LOTUS Database	35616633
Hypericum brasiliense	LOTUS Database	35616633
Hypericum canariense	LOTUS Database	35616633
Hypericum curvisepalum	KNApSAcK Database	22123792
Hypericum elegans	LOTUS Database	35616633
Hypericum elodioides	KNApSAcK Database	22123792
Hypericum erectum	LOTUS Database	35616633
Hypericum ericoides	LOTUS Database	35616633
Hypericum faberi	KNApSAcK Database	22123792
Hypericum forrestii	KNApSAcK Database	22123792
Hypericum hirsutum	LOTUS Database	35616633
Hypericum hirsutum L.	KNApSAcK Database	22123792
Hypericum humifusum	LOTUS Database	35616633
Hypericum japonicum	KNApSAcK Database	22123792
Hypericum lancasteri	KNApSAcK Database	22123792
Hypericum laricifolium	LOTUS Database	35616633
Hypericum linarioides BOSSE	KNApSAcK Database	22123792
Hypericum maculatum	LOTUS Database	35616633
Hypericum maculatum Crantz	KNApSAcK Database	22123792
Hypericum monogynum	LOTUS Database	35616633
Hypericum montbretii	LOTUS Database	35616633
Hypericum patulum	KNApSAcK Database	22123792
Hypericum perforatum	KNApSAcK Database	22123792
Hypericum polyanthemum	LOTUS Database	35616633
Hypericum richeri	LOTUS Database	35616633
Hypericum rumeliacum BOISS.	KNApSAcK Database	22123792
Hypericum sampsonii	KNApSAcK Database	22123792
Hypericum scabrum	KNApSAcK Database	22123792
Hypericum sikokumontanum	LOTUS Database	35616633
Hypericum subsessile	KNApSAcK Database	22123792
Hypericum tetrapterum Fries	KNApSAcK Database	22123792
Hypericum triquetrifolium	LOTUS Database	35616633
Hypericum venustum	LOTUS Database	35616633
Hypericum wightianum subsp.axillare	KNApSAcK Database	22123792
Ichthyothere terminalis	LOTUS Database	35616633
Illicium verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Iphiona scabra	LOTUS Database	35616633
Ipomoea carnea	LOTUS Database	35616633
Jacaranda decurrens	LOTUS Database	35616633
Juglans mandshurica	LOTUS Database	35616633
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Kalmia latifolia	LOTUS Database	35616633
Kalopanax septemlobus	KNApSAcK Database	22123792
Koelreuteria paniculata	LOTUS Database	35616633
Koenigia divaricata	LOTUS Database	35616633
Lactuca sativa	FooDB	PHENOL EXPLORER
Lagarostrobos colensoi	LOTUS Database	35616633
Lathyrus chrysanthus	KNApSAcK Database	22123792
Lathyrus palustris	LOTUS Database	35616633
Ledum palustre	LOTUS Database	35616633
Leonurus cardiaca	LOTUS Database	35616633
Leptarrhena pyrolifolia	KNApSAcK Database	22123792
Leptobalanus apetalus	LOTUS Database	35616633
Limonium aureum	LOTUS Database	35616633
Lindera obtusiloba	KNApSAcK Database	22123792
Lonicera japonica	LOTUS Database	35616633
Lotus corniculatus	KNApSAcK Database	22123792
Lotus japonicus	KNApSAcK Database	22123792
Lycopus europaeus	LOTUS Database	35616633
Lycoris radiata	KNApSAcK Database	22123792
Lyonia ovalifolia	LOTUS Database	35616633
Lysimachia davurica	LOTUS Database	35616633
Lysimachia fortunei	LOTUS Database	35616633
Lysimachia heterogenea	LOTUS Database	35616633
Lysimachia mauritiana	KNApSAcK Database	22123792
Lysimachia thyrsiflora	LOTUS Database	35616633
Macaranga tanarius	LOTUS Database	35616633
Machilus japonica	LOTUS Database	35616633
Maerua crassifolia	LOTUS Database	35616633
Malpighia emarginata	LOTUS Database	35616633
Malus domestica	LOTUS Database	35616633
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Malus sylvestris	LOTUS Database	35616633
Mandevilla martiana	LOTUS Database	35616633
Mangifera indica	KNApSAcK Database	22123792
Matricaria chamomilla	KNApSAcK Database	22123792
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Medicago sativa	LOTUS Database	35616633
Meehania fargesii	LOTUS Database	35616633
Melaleuca ericifolia	LOTUS Database	35616633
Menyanthes trifoliata	LOTUS Database	35616633
Menyanthes trifoliata L.	KNApSAcK Database	22123792
Mimosa pudica	LOTUS Database	35616633
Minthostachys setosa	LOTUS Database	35616633
Minthostachys spicata	LOTUS Database	35616633
Monteverdia ilicifolia	LOTUS Database	35616633
Morina nepalensis	LOTUS Database	35616633
Musa acuminata	KNApSAcK Database	22123792
Myrsine africana	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Nelumbo nucifera	KNApSAcK Database	22123792
Nierembergia hippomanica	LOTUS Database	35616633
Norantea guianensis	LOTUS Database	35616633
Nothofagus antarctica	LOTUS Database	35616633
Nymphoides crenata	LOTUS Database	35616633
Ocimum gratissimum	LOTUS Database	35616633
Oenanthe javanica	LOTUS Database	35616633
Oenothera affinis	LOTUS Database	35616633
Oenothera glazioviana	LOTUS Database	35616633
Oenothera havardii	LOTUS Database	35616633
Oenothera odorata	LOTUS Database	35616633
Oenothera speciosa	LOTUS Database	35616633
Onobrychis arenaria	LOTUS Database	35616633
Onobrychis bobrovi	KNApSAcK Database	22123792
Onobrychis bobrovii	LOTUS Database	35616633
Onobrychis grandis	LOTUS Database	35616633
Onobrychis saravschanica	LOTUS Database	35616633
Onobrychis vassiltschenkoi	KNApSAcK Database	22123792
Ononis leiosperma	KNApSAcK Database	22123792
Ononis spinosa	LOTUS Database	35616633
Ophiorrhiza kuroiwai	LOTUS Database	35616633
Ophiorrhiza liukiuensis	KNApSAcK Database	22123792
Ormopteris gleichenioides	LOTUS Database	35616633
Papaver rhoeas	LOTUS Database	35616633
Parageum montanum	KNApSAcK Database	22123792
Paronychia argentea	LOTUS Database	35616633
Paronychia kapela	LOTUS Database	35616633
Patersonia spp.	KNApSAcK Database	22123792
Persea americana	LOTUS Database	35616633
Persicaria decipiens	LOTUS Database	35616633
Persicaria lapathifolia	LOTUS Database	35616633
Persicaria maculosa	LOTUS Database	35616633
Persicaria mitis	LOTUS Database	35616633
Phanera japonica	LOTUS Database	35616633
Phedimus kamtschaticus	LOTUS Database	35616633
Phellodendron amurense	KNApSAcK Database	22123792
Philadelphus lewisii	LOTUS Database	35616633
Phlebodium decumanum	LOTUS Database	35616633
Phoebe formosana	LOTUS Database	35616633
Photinia melanocarpa	FooDB	PHENOL EXPLORER
Physochlaina physaloides	LOTUS Database	35616633
Picnomon acarna	LOTUS Database	35616633
Pimenta dioica	KNApSAcK Database	22123792
Pinus banksiana	LOTUS Database	35616633
Piper nigrum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Plantago major	LOTUS Database	35616633
Polygonatum orientale	LOTUS Database	35616633
Polygonum cuspidatum	KNApSAcK Database	22123792
Polygonum nepalense	LOTUS Database	35616633
Polygonum thunbergii	LOTUS Database	35616633
Polylepis incana	LOTUS Database	35616633
Polypodium virginianum	LOTUS Database	35616633
Polyscias bracteata	LOTUS Database	35616633
Potentilla fruticosa	LOTUS Database	35616633
Prunella vulgaris	KNApSAcK Database	22123792
Prunus armeniaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus domestica	FooDB	PHENOL EXPLORER
Prunus dulcis	FooDB	PHENOL EXPLORER
Prunus padus	LOTUS Database	35616633
Prunus persica	LOTUS Database	35616633
Prunus persica var. nucipersica	FooDB	PHENOL EXPLORER
Prunus persica var. persica	FooDB	PHENOL EXPLORER
Pseudostellaria heterophylla	LOTUS Database	35616633
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pulicaria incisa	LOTUS Database	35616633
Pyracantha coccinea	LOTUS Database	35616633
Pyrola americana	LOTUS Database	35616633
Pyrola atropurpurea	KNApSAcK Database	22123792
Pyrola calliantha	KNApSAcK Database	22123792
Pyrola decorata	KNApSAcK Database	22123792
Pyrola elliptica	KNApSAcK Database	22123792
Pyrola incarnata	LOTUS Database	35616633
Pyrola japonica	KNApSAcK Database	22123792
Pyrus communis	FooDB	PHENOL EXPLORER
Quercus ilex	LOTUS Database	35616633
Quercus laurifolia	LOTUS Database	35616633
Quercus suber	LOTUS Database	35616633
Rhamnus cathartica	LOTUS Database	35616633
Rhamnus disperma	KNApSAcK Database	22123792
Rhodiola coccinea	LOTUS Database	35616633
Rhododendron anthopogonoides	KNApSAcK Database	22123792
Rhododendron brachycarpum	LOTUS Database	35616633
Rhododendron catawbiense	LOTUS Database	35616633
Rhododendron dauricum	KNApSAcK Database	22123792
Rhododendron decorum	LOTUS Database	35616633
Rhododendron ellipticum	LOTUS Database	35616633
Rhododendron ferrugineum	KNApSAcK Database	22123792
Rhododendron irroratum	LOTUS Database	35616633
Rhododendron ledebourii	LOTUS Database	35616633
Rhododendron micranthum	KNApSAcK Database	22123792
Rhododendron simsii	LOTUS Database	35616633
Rhododendron spinuliferum	LOTUS Database	35616633
Rhus wallichi	KNApSAcK Database	22123792
Robinsonia berteroi	LOTUS Database	35616633
Roldana lineolata	LOTUS Database	35616633
Roldana lobata	LOTUS Database	35616633
Rosa agrestis	LOTUS Database	35616633
Rosa davurica	LOTUS Database	35616633
Rosa luciae	KNApSAcK Database	22123792
Rosa lucieae	LOTUS Database	35616633
Rosa rugosa	LOTUS Database	35616633
Rotala rosea	LOTUS Database	35616633
Rubia tinctorum	LOTUS Database	35616633
Rubus amabilis	LOTUS Database	35616633
Rubus idaeus	FooDB	PHENOL EXPLORER
Rubus saxatilis	LOTUS Database	35616633
Rumex acetosa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salix chaenomeloides	LOTUS Database	35616633
Sambucus nigra	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sanguisorba officinalis	KNApSAcK Database	22123792
Sanicula graveolens	LOTUS Database	35616633
Sarcomphalus mistol	LOTUS Database	35616633
Sarracenia rubra	LOTUS Database	35616633
Saururus chinensis	KNApSAcK Database	22123792
Saxifraga stellaris	KNApSAcK Database	22123792
Saxifraga tricuspidata	LOTUS Database	35616633
Scandosorbus intermedia	LOTUS Database	35616633
Securidaca diversifolia	LOTUS Database	35616633
Sempervivum ruthenicum	LOTUS Database	35616633
Senecio cymosus	KNApSAcK Database	22123792
Senecio otiles	KNApSAcK Database	22123792
Senecio yegua	KNApSAcK Database	22123792
Silphium perfoliatum	LOTUS Database	35616633
Sinoadina racemosa	KNApSAcK Database	22123792
Smyrnium creticum	LOTUS Database	35616633
Solanum cernuum	LOTUS Database	35616633
Solanum incanum	LOTUS Database	35616633
Solanum nigrum	LOTUS Database	35616633
Solidago virgaurea	LOTUS Database	35616633
Sonchus asper	LOTUS Database	35616633
Sophora tetraptera	LOTUS Database	35616633
Sorbus aucuparia	FooDB	PHENOL EXPLORER
Sorbus tianschanica	LOTUS Database	35616633
Sorbus torminalis	LOTUS Database	35616633
Spinacia oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Spiraea formosana	KNApSAcK Database	22123792
Spiraea salicifolia	LOTUS Database	35616633
Stevia microchaeta	LOTUS Database	35616633
Stevia nepetifolia	LOTUS Database	35616633
Stevia serrata	LOTUS Database	35616633
Strophocaulon unitum	LOTUS Database	35616633
Strychnos spinosa	KNApSAcK Database	22123792
Symphyotrichum eatonii	LOTUS Database	35616633
Symphyotrichum pilosum	LOTUS Database	35616633
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tachigali paniculata	LOTUS Database	35616633
Tachigalia paniculata	KNApSAcK Database	22123792
Taxodium distichum	KNApSAcK Database	22123792
Taxodium mucronatum	LOTUS Database	35616633
Tessaria integrifolia	LOTUS Database	35616633
Theobroma cacao	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Theobroma cacao L.	KNApSAcK Database	22123792
Trifolium ambiguum	LOTUS Database	35616633
Trifolium arvense	LOTUS Database	35616633
Trifolium aureum	LOTUS Database	35616633
Trifolium montanum	KNApSAcK Database	22123792
Trifolium pratense	KNApSAcK Database	22123792
Trifolium repens	LOTUS Database	35616633
Trifolium repens L.	KNApSAcK Database	22123792
Tripodanthus acutifolius	LOTUS Database	35616633
Tussilago farfara	KNApSAcK Database	22123792
Uncaria hirsuta	KNApSAcK Database	22123792
Uncaria rhynchophylla	LOTUS Database	35616633
Uncaria rhynchophyllus	KNApSAcK Database	22123792
Uncaria sinensis	LOTUS Database	35616633
Urospermum picroides	LOTUS Database	35616633
Vaccinium corymbosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium macrocarpon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium ovalifolium	LOTUS Database	35616633
Vaccinium oxycoccos	LOTUS Database	35616633
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Vachellia tortilis	LOTUS Database	35616633
Vauquelinia corymbosa	LOTUS Database	35616633
Verbesina encelioides	LOTUS Database	35616633
Viguiera eriophora	LOTUS Database	35616633
Viola arvensis	LOTUS Database	35616633
Visnea mocanera	LOTUS Database	35616633
Vitis aestivalis	FooDB	PHENOL EXPLORER
Vitis labrusca	FooDB	PHENOL EXPLORER
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zanthoxylum bungeanum	KNApSAcK Database	22123792
Zanthoxylum piperitum	LOTUS Database	35616633
Ziziphus jujuba	LOTUS Database	35616633
Ziziphus spina-christi	LOTUS Database	35616633
Ziziphus spinosa	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Ecklonia cava	KNApSAcK Database	22123792
Polyommatus icarus	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monosaccharide derivative (CHEBI:67486 )
beta-D-galactoside (CHEBI:67486 )
tetrahydroxyflavone (CHEBI:67486 )
quercetin O-glycoside (CHEBI:67486 )
flavonols (C10073 )
Flavones and Flavonols (C10073 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	872.63 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	27820 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.111 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	0.47	ALOGPS
logP	-0.14	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.28 m³·mol⁻¹	ChemAxon
Polarizability	43.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030775

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hyperoside

METLIN ID

Not Available

PubChem Compound

5281643

PDB ID

Not Available

ChEBI ID

67486

Good Scents ID

rw1485631

References

General References

Blunder M, Orthaber A, Bauer R, Bucar F, Kunert O: Efficient identification of flavones, flavanones and their glycosides in routine analysis via off-line combination of sensitive NMR and HPLC experiments. Food Chem. 2017 Mar 1;218:600-609. doi: 10.1016/j.foodchem.2016.09.077. Epub 2016 Sep 13. [PubMed:27719955 ]
Choi JH, Kim DW, Yun N, Choi JS, Islam MN, Kim YS, Lee SM: Protective effects of hyperoside against carbon tetrachloride-induced liver damage in mice. J Nat Prod. 2011 May 27;74(5):1055-60. doi: 10.1021/np200001x. Epub 2011 Mar 23. [PubMed:21428416 ]
Bagdonaite E, Jakstas V, Raudonis R, Janulis V: Chlorogenic acid, rutin and hyperoside content in Fragaria vesca, F. viridis and F. moschata in Lithuania. Nat Prod Res. 2013;27(2):181-4. doi: 10.1080/14786419.2012.660634. Epub 2012 Feb 10. [PubMed:22324400 ]
Ku SK, Kim TH, Lee S, Kim SM, Bae JS: Antithrombotic and profibrinolytic activities of isorhamnetin-3-O-galactoside and hyperoside. Food Chem Toxicol. 2013 Mar;53:197-204. doi: 10.1016/j.fct.2012.11.040. Epub 2012 Dec 5. [PubMed:23220618 ]
Li ZL, Hu J, Li YL, Xue F, Zhang L, Xie JQ, Liu ZH, Li H, Yi DH, Liu JC, Wang SW: The effect of hyperoside on the functional recovery of the ischemic/reperfused isolated rat heart: potential involvement of the extracellular signal-regulated kinase 1/2 signaling pathway. Free Radic Biol Med. 2013 Apr;57:132-40. doi: 10.1016/j.freeradbiomed.2012.12.023. Epub 2013 Jan 3. [PubMed:23291593 ]

Showing NP-Card for Hyperoside (NP0043900)

MOL for NP0043900 (Hyperoside)

3D MOL for NP0043900 (Hyperoside)

3D SDF for NP0043900 (Hyperoside)

3D-SDF for NP0043900 (Hyperoside)

PDB for NP0043900 (Hyperoside)

3D PDB for NP0043900 (Hyperoside)

SMILES for NP0043900 (Hyperoside)

INCHI for NP0043900 (Hyperoside)

Structure for NP0043900 (Hyperoside)

3D Structure for NP0043900 (Hyperoside)