NP-MRD: Showing NP-Card for quercetin 3-glucoside. isoquercitrin (NP0030631)

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Record Information

Version

2.0

Created at

2021-06-19 21:56:10 UTC

Updated at

2021-08-20 00:00:20 UTC

NP-MRD ID

NP0030631

Secondary Accession Numbers

None

Natural Product Identification

Common Name

quercetin 3-glucoside. isoquercitrin

Provided By

JEOL Database JEOL Logo

Description

Isoquercitrin, also known as isotrifoliin or hirsutrin, 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. Thus, isoquercitrin is considered to be a flavonoid. Isoquercitrin is an odorless tasting compound. Isoquercitrin is found, on average, in the highest concentration within a few different foods, such as black chokeberries (Photinia melanocarpa), teas (Camellia sinensis), and green tea and in a lower concentration in lettuces (Lactuca sativa), redcurrants (Ribes rubrum), and black tea. Isoquercitrin has also been detected, but not quantified in, several different foods, such as sorghums (Sorghum bicolor), common wheats (Triticum aestivum), sweet bays (Laurus nobilis), bitter gourds (Momordica charantia), and bamboo shoots (Phyllostachys edulis). This could make isoquercitrin a potential biomarker for the consumption of these foods. Isoquercitrin 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. quercetin 3-glucoside. isoquercitrin is found in Abies nephrolepis, Acacia mangium , Acacia melanoxylon , Acacia nilotica , Acacia praecox, Acaena magellanica, Acalypha australis, Acalypha indica, Acer barbinerve, Acer mandshuricum, Aceraceae negundo, Actinidia kolomikta, Adenothamnus validus, Adiantum monochlamys, Adina racemosa, Aesculus chinensis, Aganosma caryophyllata, Agarista salicifolia, Agrimonia eupatoria, Agrimonia pilosa , Agrimonia pilosa var.japonica , Alangium chinense, Alangium platanifolium, Albizia julibrissin , Physalis alkekengi var. franchetii , Allium ascalonicum , Allium cepa, Allium neapolitanum, Allium obliquum , Allium Sativum, Allium victorialis, Amaranthus viridis, Ammoides pusilla, Amsonia ciliata, Anaphalis sinica, Anchusa azurea, Anemone tomentosa, Anthyllis onobrychioides, Arachis hypogaea, Argemone platyceras, Arnica longifolia, Arnica viscosa, Artemisia armeniaca, Artemisia capillaris , Artemisia gmelinii, Aruncus dioicus, Asanthus thyrsiflora, Asparagus racemosus , Aster koraiensis, Astragalus asper, Astragalus brachycarpus, Astragalus cicer, Astragalus goktschaicus, Astragalus lagurus, Atraphaxis frutescens, Azadirachta indica, Baccharis angustifolia, Baccharis dracunculifolia, Baccharis ochracea, Berberis vulgaris, Betula alnoides, Betula middendorfii, Bidens bipinnata, Boehmeria holosericea, Boehmeria tricuspis, Brassica oleracea, Brassica oleracea var. botrytis italica , Bridelia ferruginea, Buphthalmum salicifolium, Bupleurum rotundifolium L. , Byrsonima crassifolia, Calligonum leucocladum, Calycanthus chinensis, Campanula barbata, Campanula kolenatiana, Campanula persicifolia, Canarium album, Cannomois virgata, Caragana arborescens, Carthamus lanatus, Carthamus tinctorius , Cassia grandis , Cassytha filiformis , Castanopsis fissa, Celosia argentea, Centella asiatica, Cephalaria kotschyi, Cephalaria nachiczevanica, Ceratostigma willmottianum, Cercis canadensis, Chamaenerion angustifolium, Bauhinia glauca, Chenopodium album, Dysphania botrys, Glebionis coronaria, Chrysophyllum cainito, Cinnamomum philippinense, Cistus ladanifer, Clitoria ternatea, Coleogyne ramosissima, Corchorus olitorius, Cornus mas, Cosmos sulphureus, Cotoneaster orbicularis, Craibiodendron yunnanense, Crassocephalum crepidioides, Crataegus cuneata , Crataegus hupehensis, Crataegus kansuensis, Crataegus maximowiczii , Crataegus pinnatifida , Crataegus pinnatifida var.major , Crataegus pinnatifida var.psilosa , Crataegus sanguinea , Crataegus scabrifolia, Cratoxylum formosum ssp.pruniflorum , Cressa cretica, Crocus sativus , Croton tonkinensis GAGNEP, Cruciata taurica, Cryptocarya moschata, Cucumis sativus , Cuscuta chinensis , Cyclamen persicum, Dalbergia sissoo, Dictamnus albus, Dictamnus dasycarpus, Dioscorea bulbifera , Diospyros cathayensis, Draba nemorosa, Ecklonia cava , Empetrum nigrum, Epimedium brevicornum , Epimedium koreanum , Epimedium sagittatum , Erica cinerea, Eskemukerjea megacarpum HARA, Eucalyptus globulus , Eucommia ulmoides, Eucryphia spp., Euonymus sacrosancta, Eupatorium lindleyanum, Euphorbia ebracteolata, Euphorbia humifusa, Euphorbia lunulata , Euphorbia retusa, Pedilanthus tithymaloides , Euscaphis japonica, Evolvulus alsinoides, Excoecaria agallocha, Eysenhardtia subcoriacea Pennell, Fadogia ancylantha, Fagonia indica, Fallopia multiflora, Ficus pandurata, Foeniculum vulgare, Fumaria capreolata , Fumaria officinalis , Fumaria schleicheri, Fumaria vaillantii , Galanthus caucasicus , Garcinia dulcis , Gardenia jasminoides, Genista tricuspidata, Geranium carolinianum, Geranium niveum, Geranium tuberosum, Geranium wilfordii, Gladiolus italicus, Verbena bipinnatifida, Gleditsia sinensis Lam. , Glycyrrhiza glabra L. , Gossypium hirsutum L. , Gutierrezia grandis, Haematoxylum campechianum, Halocnemum strobilaceum, Halostachys caspica, Helichrysum arenarium, Helichrysum stoechas, Hemerocallis fulva, Heterophyllaea pustulata, Hypericum barbatum Jacq. , Hypericum curvisepalum, Hypericum elodioides, Hypericum faberi, Hypericum forrestii, Hypericum hirsutum L., Hypericum lancasteri, Hypericum linarioides BOSSE, Hypericum maculatum Crantz , Hypericum patulum, Hypericum richeri, Hypericum rumeliacum BOISS., Hypericum scabrum , Hypericum sikokumontanum, Hypericum subsessile, Hypericum tetrapterum Fries , Hypericum wightianum subsp.axillare, Ichthyothere terminalis, Ilex dunniana, Ilex hainanensis, Iochroma gesnerioides, Iphiona scabra, Ipomoea batatas, Jasminum grandiflorum, Kalopanax septemlobus , Kandelia candel, Lamium album, Larix sibirica, Lathyrus chrysanthus, Lathyrus pratensis, Laurus nobilis, Lawsonia inermis, Leonurus japonicus, Lepisorus contortus, Lindera obtusiloba, Litchi chinensis, Lotus corniculatus , Lycopus europaeus, Lycoris radiata , Lysimachia mauritiana, Macaranga tanarius, Machilus japonica, Malus domestica, Malus pumila, Malus sylvestris, Matricaria chamomilla , Mayaca fluviatilis, Meconopsis quintuplinervia, Melilotus sulcatus, Pronephrium penangianum, Menyanthes trifoliata L. , Miconia cabucu, Mikania laevigata, Mitragyna speciosa, Monochaetun multiflorum, Morinda citrifolia, Moringa oleifera , Moringa peregrina , Moringa stenopetala , Morus nigra, Myrsine africana, Nymphaea ampla, Onobrychis bobrovi, Onobrychis vassiltschenkoi, Ononis leiosperma, Onychium contiguum, Ophiorrhiza liukiuensis, Oxycoccus quadripetalis, Oxytropis racemosa, Panax ginseng, Papuacedrus papuana, Parageum montanum, Patersonia spp., Pelargonium graveolens , Pelargonium radula, Peltiphyllum peltatum, Inula britannica , Periploca sepium, Persicaria decipiens, Persicaria hydropiper, Polygonum lapathifolium , Petasites japonicus, Peucedanum japonicum, Phedimus stoloniferus, Philadelphus coronarius, Phoenix canariensis, Phyllanthus acidus , Phyllanthus amarus, Picea abies, Pilularia minuta, Pimenta dioica , Planchonella obovata, Plinia cauliflora, Polygonatum orientale, Polygonum equiseiforme, Polygonum salicifolium , Polyommatus icarus, Populus balsamifera, Potentilla anserina, Primula veris , Prunella vulgaris , Prunus armeniaca, Prunus mume, Prunus persica, Prunus salicina, Psidium guajava, Pterogyne nitens, Pyracantha coccinea, Pyrola atropurpurea, Pyrola calliantha , Pyrola japonica , Quercus ilex, Quercus petraea, Quercus suber, Rhamnus davurica, Rhamnus disperma, Eriobotrya japonica , Rhodiola coccinea, Rhododendron anthopogonoides, Rhododendron dauricum , Rhododendron decorum, Rhododendron ellipticum, Rhododendron ferrugineum , Rhododendron micranthum, Rhododendron spinuliferum, Rhus wallichi, Ribes nigrum, Sida hermaphrodita, Rosa gallica, Rubus glaucus, Rubus idaeus, Rubus rigidus, Rudbeckia fulgida, Salix acmophylla , Salix matsudana, Salix raddeana, Salsola collina, Sambucus nigra, Sanguisorba officinalis , Saxifraga stellaris, Saxifraga stolonifera, Sorbus intermedia, Sclerocarya birrea, Securidaca diversifolia, Sedum sarmentosum, Senecio cymosus, Senecio otiles, Senecio yegua, Serenoa repens, Sibiraea angustata, Silphium perfoliatum, Sinoadina racemosa, Solanum incanum, Solanum tuberosum L. , Solidago altissima, Sorbus aucuparia, Sorbus torminalis, Spathodea campanulata, Spiraea canescens, Stachyurus himalaicus, Stevia rebaudiana , Sophora japonica , Tachigali paniculata, Taxodium distichum, Tephrosia vogelii, Terminalia chebula , Thalictrum foetidum, Theobroma cacao L. , Tilia tomentosa, Tribulus terrestris , Trifolium aureum, Trifolium echinatum, Trifolium montanum, Trifolium repens L. , Tulipa gesneriana, Tussilago farfara , Ulmus pumila, Umbilicus rupestris, Uncaria hirsuta , Uncaria rhynchophyllus, Vaccinium macrocarpon, Vaccinium myrtillus, Vahlia capensis, Vauquelinia corymbosa, Veratrum dahuricum, Verbena hybrida, Veronica polita, Veronica montana, Veronica spuria, Viburnum dilatatum, Viburnum tinus, Vicia subvillosa, Vigna radiata, Vitex quinata, Vitis riparia, Vitis vinifera, Wikstroemia canescens, Xylonagra arborea, Zanthoxylum bungeanum and Paliurus spina-christi. quercetin 3-glucoside. isoquercitrin was first documented in 2009 (PMID: 19491660). Based on a literature review a significant number of articles have been published on Isoquercitrin (PMID: 34354722) (PMID: 34203520) (PMID: 34138517) (PMID: 34093611) (PMID: 34070235) (PMID: 34047315).

Structure

MOL 3D MOL SDF 3D SDF 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  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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  6  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

  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  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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  6  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>
NP0030631

> <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-QSOFNFLRSA-N

> <FORMULA>
C21H20O12

> <MOLECULAR_WEIGHT>
464.3763

> <EXACT_MASS>
464.095476104

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.56059300915922

> <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,5S,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>
7.87252087509293

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.372405531686565

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98109237118166

> <JCHEM_POLAR_SURFACE_AREA>
206.6

> <JCHEM_REFRACTIVITY>
109.2755

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoquercitin

> <JCHEM_VEBER_RULE>
0

$$$$

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

View in JSmol

Synonyms

Value	Source
2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	ChEBI
2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	ChEBI
Isoquercetin	ChEBI
Isotrifoliin	ChEBI
2-(3,4-Dihidroxyphenyl)-3-(b-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(3,4-Dihidroxyphenyl)-3-(β-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(3,4-Dihydroxyphenyl)-3-(b-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(3,4-Dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(3,4-Dihydroxyphenyl)-3-(b-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9ci	HMDB
3,3',4',5,7-Pentahydroxyflavone 3-beta-glucoside	HMDB
3-Glucopyranosyloxy-3',4',5,7-tetrahydroxyflavone	HMDB
3-Glucosylquercetin	HMDB
Glucosyl 3-quercetin	HMDB
Hirsutrin	HMDB
Quercetin 3-beta-D-glucoside	HMDB
Quercetin 3-beta-glucoside	HMDB
Quercetin 3-beta-O-glucoside	HMDB
Quercetin 3-D-glucoside	HMDB
Quercetin 3-glucopyranoside	HMDB
Quercetin 3-glucoside	HMDB
Quercetin 3-monoglucoside	HMDB
Quercetin 3-O-glucopyranoside	HMDB
Quercetin 3-O-glucoside	HMDB
Quercetol 3-glucoside	HMDB
Quercetol 3-monoglucoside	HMDB
Isoquercitin	HMDB
Quercetin-3-O-glucoside	HMDB
Quercetin-3-glucoside	HMDB
Trifoliin a	HMDB
Trifoliin	HMDB
Quercetin-3-O-beta-glucoside	HMDB
Flavone, 3,3',4',5,7-pentahydroxy-, 3-beta-D-glucofuranoside	HMDB
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy	HMDB
Quercetin 3-O-beta-D-glucofuranoside	HMDB
Isoquercitroside	HMDB
Quercetin 3-(beta-D-glucofuranoside)	HMDB
2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	HMDB
Quercetin 3-O-b-D-glucopyranoside	HMDB
Quercetin 3-O-β-D-glucopyranoside	HMDB
Isoquercitrin	ChEBI
3-O-beta-D-Glucopyranosylquercetin	PhytoBank
3-O-β-D-Glucopyranosylquercetin	PhytoBank
3-beta-D-Glucosylquercetin	PhytoBank
3-β-D-Glucosylquercetin	PhytoBank
3',4',5,7-Tetrahydroxyflavone-3-beta-D-glucopyranoside	PhytoBank
3',4',5,7-Tetrahydroxyflavone-3-β-D-glucopyranoside	PhytoBank
3’,4’,5,7-Tetrahydroxyflavone-3-β-D-glucopyranoside	PhytoBank
Contigoside B	PhytoBank
Glucosyl-3-quercetin	PhytoBank
Isoquercetrin	PhytoBank
Quercetin 3-O-beta-D-glucopyranoside	PhytoBank
Quercetin 3-O-beta-D-glucoside	PhytoBank
Quercetin 3-O-β-D-glucoside	PhytoBank
Quercetin 3-O-beta-glucoside	PhytoBank
Quercetin 3-O-β-glucoside	PhytoBank
Quercetin 3-mono-D-glucoside	PhytoBank
Quercetin 3-beta-D-glucopyranoside	PhytoBank
Quercetin 3-β-D-glucopyranoside	PhytoBank
Quercetin 3-β-D-glucoside	PhytoBank
Quercetin 3beta-O-glucoside	PhytoBank
Quercetin 3β-O-glucoside	PhytoBank
Quercetin 3beta-glucoside	PhytoBank
Quercetin 3β-glucoside	PhytoBank
Quercetin glucoside	PhytoBank
Quercetin-3-glucose	PhytoBank
Quercetin-3-beta-glucopyranoside	PhytoBank
Quercetin-3-β-glucopyranoside	PhytoBank

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

Traditional Name

isoquercitin

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(O[H])=C1[H])C(=O)C(O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])=C(O2)C1=C([H])C(O[H])=C(O[H])C([H])=C1[H]

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-QSOFNFLRSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus manihot	KNApSAcK Database	22123792
Abies amabilis	KNApSAcK Database	22123792
Abies nephrolepis	LOTUS Database	35616633
Acacia caven	KNApSAcK Database	22123792
Acacia mangium	Plant	KNApSAcK
Acacia melanoxylon	Plant	KNApSAcK
Acacia nilotica	Plant	KNApSAcK
Acacia praecox	Plant	KNApSAcK
Acaena magellanica	LOTUS Database	35616633
Acalypha australis	LOTUS Database	35616633
Acalypha indica	LOTUS Database	35616633
Acanthus ilicifolius	KNApSAcK Database	22123792
Acer barbinerve	LOTUS Database	35616633
Acer mandshuricum	LOTUS Database	35616633
Aceraceae negundo	-	KNApSAcK
Actinidia kolomikta	LOTUS Database	35616633
Adenothamnus validus	LOTUS Database	35616633
Adiantum monochlamys	Plant	KNApSAcK
Adina racemosa	Plant	KNApSAcK
Aesculus chinensis	LOTUS Database	35616633
Aganosma caryophyllata	-	KNApSAcK
Agarista salicifolia	LOTUS Database	35616633
Agrimonia eupatoria	LOTUS Database	35616633
Agrimonia pilosa	Plant	KNApSAcK
Agrimonia pilosa var.japonica	Plant	KNApSAcK
Ajuga remota	KNApSAcK Database	22123792
Alangium chinense	LOTUS Database	35616633
Alangium platanifolium	LOTUS Database	35616633
Albizia julibrissin	Plant	KNApSAcK
Alkanna orientalis	KNApSAcK Database	22123792
Alkekengi officinarum var. franchetii	Plant	KNApSAcK
Allium ascalonicum	Plant	KNApSAcK
Allium cepa	LOTUS Database	35616633
Allium neapolitanum	LOTUS Database	35616633
Allium obliquum	Plant	KNApSAcK
Allium sativum	Plant	KNApSAcK
Allium victorialis	LOTUS Database	35616633
Amaranthus viridis	LOTUS Database	35616633
Ammoides pusilla	LOTUS Database	35616633
Amsonia ciliata	Plant	KNApSAcK
Anaphalis sinica	LOTUS Database	35616633
Anchusa azurea	LOTUS Database	35616633
Anemone tomentosa	LOTUS Database	35616633
Angelica furcijuga KITAGAWA	KNApSAcK Database	22123792
Anigozanthos pulcherrimus	KNApSAcK Database	22123792
Anigozanthos rufus	KNApSAcK Database	22123792
Annona crassiflora	KNApSAcK Database	22123792
Annona monticola	KNApSAcK Database	22123792
Annona muricata	KNApSAcK Database	22123792
Annona tomentosa	KNApSAcK Database	22123792
Annona warmingiana	KNApSAcK Database	22123792
Anthemis altissima	KNApSAcK Database	22123792
Anthyllis onobrychioides	Plant	KNApSAcK
Apocynum lancifolium	KNApSAcK Database	22123792
Apocynum venetum	KNApSAcK Database	22123792
Arachis hypogaea	LOTUS Database	35616633
Ardisia colorata	KNApSAcK Database	22123792
Argemone platyceras	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Arnica montana cv.ARBO	KNApSAcK Database	22123792
Arnica viscosa	LOTUS Database	35616633
Artemisia annua	KNApSAcK Database	22123792
Artemisia armeniaca	LOTUS Database	35616633
Artemisia capillaris	Plant	KNApSAcK
Artemisia gmelinii	LOTUS Database	35616633
Artemisia spp.	KNApSAcK Database	22123792
Aruncus dioicus	LOTUS Database	35616633
Asanthus thyrsiflora	Plant	KNApSAcK
Ascarina lucida	KNApSAcK Database	22123792
Asparagus racemosus	Plant	KNApSAcK
Aster koraiensis	LOTUS Database	35616633
Astragalus asper	LOTUS Database	35616633
Astragalus brachycarpus	Plant	KNApSAcK
Astragalus cicer	LOTUS Database	35616633
Astragalus goktschaicus	LOTUS Database	35616633
Astragalus lagurus	LOTUS Database	35616633
Atraphaxis frutescens	LOTUS Database	35616633
Azadirachta indica	LOTUS Database	35616633
Baccharis angustifolia	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis ochracea	LOTUS Database	35616633
Baptisia spp.	KNApSAcK Database	22123792
Bauhinia vahlii L.	KNApSAcK Database	22123792
Berberis vulgaris	LOTUS Database	35616633
Betula alnoides	LOTUS Database	35616633
Betula middendorfii	Plant	KNApSAcK
Bidens bipinnata	LOTUS Database	35616633
Bocagea sp.nov.	KNApSAcK Database	22123792
Boehmeria holosericea	Plant	KNApSAcK
Boehmeria tricuspis	Plant	KNApSAcK
Brassica oleracea	LOTUS Database	35616633
Brassica oleracea var. botrytis	KNApSAcK Database	22123792
Brassica oleracea var. botrytis italica	Plant	KNApSAcK
Brassica oleracea var. costata	KNApSAcK Database	22123792
Bridelia ferruginea	LOTUS Database	35616633
Buphthalmum salicifolium	LOTUS Database	35616633
Bupleurum chinense	KNApSAcK Database	22123792
Bupleurum rotundifolia	KNApSAcK Database	22123792
Bupleurum rotundifolium	Plant	KNApSAcK
Bupleurum rotundifolium L.	KNApSAcK Database	22123792
Byrsonima crassifolia	LOTUS Database	35616633
Calendula officinalis	KNApSAcK Database	22123792
Calligonum leucocladum	Plant	KNApSAcK
Calycanthus chinensis	LOTUS Database	35616633
Camellia sinensis	KNApSAcK Database	22123792
Campanula barbata	LOTUS Database	35616633
Campanula glomerata L.	KNApSAcK Database	22123792
Campanula kolenatiana	LOTUS Database	35616633
Campanula persicifolia	LOTUS Database	35616633
Camptotheca acuminata	KNApSAcK Database	22123792
Canarium album	LOTUS Database	35616633
Cannabis sativa	CannabisDB	Not Available
Cannomois virgata	Plant	KNApSAcK
Caragana arborescens	LOTUS Database	35616633
Carthamus lanatus	LOTUS Database	35616633
Carthamus tinctorius	Plant	KNApSAcK
Carum carvi	KNApSAcK Database	22123792
Carya pecan	KNApSAcK Database	22123792
Cassia grandis	Plant	KNApSAcK
Cassytha filiformis	Plant	KNApSAcK
Castanopsis fissa	LOTUS Database	35616633
Casuarina equisetifolia	KNApSAcK Database	22123792
Celosia argentea	LOTUS Database	35616633
Centaurea gigantea	KNApSAcK Database	22123792
Centaurea solstitialis	KNApSAcK Database	22123792
Centella asiatica	LOTUS Database	35616633
Cephalaria kotschyi	Plant	KNApSAcK
Cephalaria nachiczevanica	Plant	KNApSAcK
Ceratostigma willmottianum	Plant	KNApSAcK
Cercis canadensis	LOTUS Database	35616633
Chaerophyllum hirsutum	KNApSAcK Database	22123792
Chamerion angustifolium	-	KNApSAcK
Cheniella glauca	LOTUS Database	35616633
Chenopodium album	LOTUS Database	35616633
Chenopodium botrys	LOTUS Database	35616633
Chrysanthemum coronarium	LOTUS Database	35616633
Chrysophyllum cainito	LOTUS Database	35616633
Cinnamomum philippinense	LOTUS Database	35616633
Cistus ladanifer	LOTUS Database	35616633
Clibadium spp.	KNApSAcK Database	22123792
Clitoria ternatea	JEOL database	Kazuma, K., et al, Phytochemistry 62, 229 (2003)
Coleogyne ramosissima	LOTUS Database	35616633
Coleogyne ramosissima Torr.	KNApSAcK Database	22123792
Commelina communis L	KNApSAcK Database	22123792
Convallaria keiskei	KNApSAcK Database	22123792
Conyza filaginoides	KNApSAcK Database	22123792
Corchorus olitorius	LOTUS Database	35616633
Cornus mas	LOTUS Database	35616633
Cosmos sulphureus	LOTUS Database	35616633
Costus spicatus	KNApSAcK Database	22123792
Cotoneaster orbicularis	LOTUS Database	35616633
Craibiodendron yunnanense	LOTUS Database	35616633
Crassocephalum crepidioides	LOTUS Database	35616633
Crataegus cuneata	Plant	KNApSAcK
Crataegus hupehensis	Plant	KNApSAcK
Crataegus kansuensis	Plant	KNApSAcK
Crataegus maximowiczii	Plant	KNApSAcK
Crataegus pinnatifida	Plant	KNApSAcK
Crataegus pinnatifida var major	KNApSAcK Database	22123792
Crataegus pinnatifida var.major	Plant	KNApSAcK
Crataegus pinnatifida var.psilosa	Plant	KNApSAcK
Crataegus sanguinea	Plant	KNApSAcK
Crataegus scabrifolia	Plant	KNApSAcK
Cratoxylum formosum ssp.pruniflorum	Plant	KNApSAcK
Cressa cretica	LOTUS Database	35616633
Crocus sativus	Plant	KNApSAcK
Croton tonkinensis GAGNEP	Plant	KNApSAcK
Cruciata taurica	Plant	KNApSAcK
Cryptocarya moschata	LOTUS Database	35616633
Cucumis sativus	KNApSAcK Database	22123792
Cucumis sativus L.	Plant	KNApSAcK
Curcuma mangga	KNApSAcK Database	22123792
Cuscuta chinensis	Plant	KNApSAcK
Cyclamen persicum	LOTUS Database	35616633
Cytisus scoparius	KNApSAcK Database	22123792
Dalbergia sissoo	LOTUS Database	35616633
Davidsonia pruriens	KNApSAcK Database	22123792
Descurainia Sophia	KNApSAcK Database	22123792
Desmanthodium spp.	KNApSAcK Database	22123792
Dicranopteris linearis	KNApSAcK Database	22123792
Dictamnus albus	LOTUS Database	35616633
Dictamnus angustifolius	KNApSAcK Database	22123792
Dictamnus dasycarpus	LOTUS Database	35616633
Dioscorea bulbifera	Plant	KNApSAcK
Diospyros cathayensis	LOTUS Database	35616633
Diospyros kaki	KNApSAcK Database	22123792
Diospyros rhombifolia	KNApSAcK Database	22123792
Draba nemorosa	LOTUS Database	35616633
Ecklonia cava	Chromalveolata	KNApSAcK
Elsholtzia rugulosa Hemsl.	KNApSAcK Database	22123792
Empetrum nigrum	LOTUS Database	35616633
Ephedra campylopoda	KNApSAcK Database	22123792
Epimedium brevicornum	Plant	KNApSAcK
Epimedium koreanum	Plant	KNApSAcK
Epimedium sagittatum	Plant	KNApSAcK
Equisetum arvense	KNApSAcK Database	22123792
Equisetum hiemale	KNApSAcK Database	22123792
Equisetum sylvaticum	KNApSAcK Database	22123792
Erica cinerea	LOTUS Database	35616633
Eriobotrya japonica	KNApSAcK Database	22123792
Eskemukerjea megacarpum HARA	Plant	KNApSAcK
Etlingera elatior	KNApSAcK Database	22123792
Eucalyptus globulus	Plant	KNApSAcK
Eucalyptus maideni	KNApSAcK Database	22123792
Eucommia ulmoides	LOTUS Database	35616633
Eucommia ulmoides Oliv.	KNApSAcK Database	22123792
Eucryphia spp.	Plant	KNApSAcK
Euonymus sacrosancta	Plant	KNApSAcK
Eupatorium lindleyanum	Plant	KNApSAcK
Euphorbia chamaesyce	KNApSAcK Database	22123792
Euphorbia ebracteolata	LOTUS Database	35616633
Euphorbia humifusa	LOTUS Database	35616633
Euphorbia larica	KNApSAcK Database	22123792
Euphorbia lunulata	Plant	KNApSAcK
Euphorbia magalanta	KNApSAcK Database	22123792
Euphorbia retusa	LOTUS Database	35616633
Euphorbia tithymaloides	Plant	KNApSAcK
Euphorbia virgata	KNApSAcK Database	22123792
Euscaphis japonica	LOTUS Database	35616633
Evolvulus alsinoides	LOTUS Database	35616633
Excoecaria agallocha	LOTUS Database	35616633
Eysenhardtia subcoriacea Pennell	Plant	KNApSAcK
Fadogia ancylantha	LOTUS Database	35616633
Fagonia indica	LOTUS Database	35616633
Fallopia multiflora	LOTUS Database	35616633
Ficus pandurata	LOTUS Database	35616633
Ficus ruficaulis	KNApSAcK Database	22123792
Foeniculum vulgare	LOTUS Database	35616633
Forsythia viridissima	KNApSAcK Database	22123792
Fumaria capreolata	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria schleicheri	Plant	KNApSAcK
Fumaria vaillantii	Plant	KNApSAcK
Gaillardia aristata Pursh.	KNApSAcK Database	22123792
Galanthus caucasicus	Plant	KNApSAcK
Garcinia dulcis	Plant	KNApSAcK
Gardenia jasminoides	LOTUS Database	35616633
Genista tricuspidata	LOTUS Database	35616633
Gentiana pyrenaica L.	KNApSAcK Database	22123792
Geranium carolinianum	LOTUS Database	35616633
Geranium niveum	Plant	KNApSAcK
Geranium tuberosum	LOTUS Database	35616633
Geranium wilfordii	Plant	KNApSAcK
Ginkgo biloba	KNApSAcK Database	22123792
Gladiolus italicus	LOTUS Database	35616633
Glandularia bipinnatifida	Plant	KNApSAcK
Gleditsia japonica Miquel.	KNApSAcK Database	22123792
Gleditsia sinensis	Plant	KNApSAcK
Gleditsia sinensis LAM.	KNApSAcK Database	22123792
Glehnia littoralis	KNApSAcK Database	22123792
Glycyrrhiza glabra	Plant	KNApSAcK
Glycyrrhiza glabra L.	KNApSAcK Database	22123792
Glycyrrhiza uralensis	KNApSAcK Database	22123792
Gossypium barbadense	KNApSAcK Database	22123792
Gossypium herbaceum	KNApSAcK Database	22123792
Gossypium hirsutum	Plant	KNApSAcK
Gossypium hirsutum L.	KNApSAcK Database	22123792
Guatteria australis	KNApSAcK Database	22123792
Guatteria notabilis	KNApSAcK Database	22123792
Guatteria rupestris	KNApSAcK Database	22123792
Guatteria villosissima	KNApSAcK Database	22123792
Gutierrezia grandis	Plant	KNApSAcK
Gutierrezia wrightii	KNApSAcK Database	22123792
Haematoxylum campechianum	LOTUS Database	35616633
Halocnemum strobilaceum	LOTUS Database	35616633
Halostachys caspica	LOTUS Database	35616633
Haplopappus foliosus	KNApSAcK Database	22123792
Hebe parviflora	KNApSAcK Database	22123792
Hedysarum sericeum	KNApSAcK Database	22123792
Helichrysum arenarium	LOTUS Database	35616633
Helichrysum stoechas	LOTUS Database	35616633
Hemerocallis fulva	LOTUS Database	35616633
Heterogaura heterandra	KNApSAcK Database	22123792
Heterophyllaea pustulata	LOTUS Database	35616633
Hibiscus mutabilis	KNApSAcK Database	22123792
Houttuynia cordata	KNApSAcK Database	22123792
Humulus lupulus	KNApSAcK Database	22123792
Hypericum ascyron	KNApSAcK Database	22123792
Hypericum barbatum Jacq.	Plant	KNApSAcK
Hypericum curvisepalum	Plant	KNApSAcK
Hypericum elodioides	Plant	KNApSAcK
Hypericum faberi	Plant	KNApSAcK
Hypericum forrestii	Plant	KNApSAcK
Hypericum hirsutum L.	Plant	KNApSAcK
Hypericum japonicum	KNApSAcK Database	22123792
Hypericum lancasteri	Plant	KNApSAcK
Hypericum linarioides BOSSE	Plant	KNApSAcK
Hypericum maculatum Crantz	Plant	KNApSAcK
Hypericum patulum	Plant	KNApSAcK
Hypericum perforatum	KNApSAcK Database	22123792
Hypericum perforatum L.	KNApSAcK Database	22123792
Hypericum richeri	LOTUS Database	35616633
Hypericum rumeliacum BOISS.	Plant	KNApSAcK
Hypericum sampsonii	KNApSAcK Database	22123792
Hypericum scabrum	Plant	KNApSAcK
Hypericum sikokumontanum	LOTUS Database	35616633
Hypericum subsessile	Plant	KNApSAcK
Hypericum tetrapterum Fries	Plant	KNApSAcK
Hypericum thasium	KNApSAcK Database	22123792
Hypericum wightianum subsp.axillare	Plant	KNApSAcK
Ichthyothere terminalis	LOTUS Database	35616633
Ilex dunniana	LOTUS Database	35616633
Ilex hainanensis	LOTUS Database	35616633
Indigofera tetrantha	KNApSAcK Database	22123792
Inula britannica	KNApSAcK Database	22123792
Iochroma gesnerioides	LOTUS Database	35616633
Iphiona scabra	LOTUS Database	35616633
Ipomoea batatas	LOTUS Database	35616633
Isodon leucophyllus	KNApSAcK Database	22123792
Japonolirion osense	KNApSAcK Database	22123792
Jasminum grandiflorum	LOTUS Database	35616633
Kalanchoe blossfeldiana	KNApSAcK Database	22123792
Kalopanax septemlobus	Plant	KNApSAcK
Kandelia candel	LOTUS Database	35616633
Lactuca indica	KNApSAcK Database	22123792
Lamium album	LOTUS Database	35616633
Larix decidua	KNApSAcK Database	22123792
Larix sibirica	LOTUS Database	35616633
Lathyrus chrysanthus	Plant	KNApSAcK
Lathyrus pratensis	LOTUS Database	35616633
Laurus nobilis	LOTUS Database	35616633
Lawsonia inermis	LOTUS Database	35616633
Leonurus japonicus	LOTUS Database	35616633
Lepisorus contortus	LOTUS Database	35616633
Leptarrhena pyrolifolia	KNApSAcK Database	22123792
Lespedeza bicolor	KNApSAcK Database	22123792
Levisticum officinale	KNApSAcK Database	22123792
Lindera megaphylla	KNApSAcK Database	22123792
Lindera obtusiloba	Plant	KNApSAcK
Litchi chinensis	LOTUS Database	35616633
Lotus corniculatus	Plant	KNApSAcK
Lotus japonicus	KNApSAcK Database	22123792
Lycopus europaeus	LOTUS Database	35616633
Lycoris radiata	Plant	KNApSAcK
Lysimachia christinae	KNApSAcK Database	22123792
Lysimachia mauritiana	Plant	KNApSAcK
Lysimachia nummularia	KNApSAcK Database	22123792
Macaranga tanarius	LOTUS Database	35616633
Machilus japonica	LOTUS Database	35616633
Malus domestica	LOTUS Database	35616633
Malus pumila	LOTUS Database	35616633
Malus sylvestris	LOTUS Database	35616633
Mangifera indica	KNApSAcK Database	22123792
Marah oreganus	KNApSAcK Database	22123792
Marrubium velutinum	KNApSAcK Database	22123792
Matricaria chamomilla	Plant	KNApSAcK
Mayaca fluviatilis	LOTUS Database	35616633
Meconopsis quintuplinervia	LOTUS Database	35616633
Melicope micrococca	KNApSAcK Database	22123792
Melilotus sulcatus	LOTUS Database	35616633
Menisciopsis penangiana	LOTUS Database	35616633
Menyanthes trifoliata L.	Plant	KNApSAcK
Miconia cabucu	LOTUS Database	35616633
Mikania laevigata	LOTUS Database	35616633
Millettia zechiana	KNApSAcK Database	22123792
Mitragyna speciosa	Plant	KNApSAcK
Momordica charantia	KNApSAcK Database	22123792
Monochaetun multiflorum	-	KNApSAcK
Morinda citrifolia	LOTUS Database	35616633
Moringa oleifera	Plant	KNApSAcK
Moringa peregrina	Plant	KNApSAcK
Moringa stenopetala	Plant	KNApSAcK
Morus alba	KNApSAcK Database	22123792
Morus insignis	KNApSAcK Database	22123792
Morus nigra	LOTUS Database	35616633
Musa acuminata	KNApSAcK Database	22123792
Myrsine africana	LOTUS Database	35616633
Nelumbo nucifera	KNApSAcK Database	22123792
Nymphaea ampla	LOTUS Database	35616633
Nymphaea caerulea	KNApSAcK Database	22123792
Ochna obtusata	KNApSAcK Database	22123792
Ocimum basilicum	KNApSAcK Database	22123792
Onobrychis amoena	KNApSAcK Database	22123792
Onobrychis bobrovi	Plant	KNApSAcK
Onobrychis chlorassanica	KNApSAcK Database	22123792
Onobrychis echidna	KNApSAcK Database	22123792
Onobrychis ferganica	KNApSAcK Database	22123792
Onobrychis grandis	KNApSAcK Database	22123792
Onobrychis seravschanica	KNApSAcK Database	22123792
Onobrychis vassiltschenkoi	Plant	KNApSAcK
Ononis leiosperma	Plant	KNApSAcK
Onopordum acanthium	KNApSAcK Database	22123792
Onychium contiguum	LOTUS Database	35616633
Ophiorrhiza liukiuensis	Plant	KNApSAcK
Oxycoccus quadripetalis	-	KNApSAcK
Oxytropis racemosa	LOTUS Database	35616633
Panax ginseng	LOTUS Database	35616633
Papuacedrus papuana	LOTUS Database	35616633
Parageum montanum	Plant	KNApSAcK
Patersonia spp.	Plant	KNApSAcK
Pedilanthus tithymaloides	KNApSAcK Database	22123792
Pelargonium graveolens	Plant	KNApSAcK
Pelargonium radula	Plant	KNApSAcK
Pelargonium reniforme	KNApSAcK Database	22123792
Peltiphyllum peltatum	-	KNApSAcK
Peltophorum africanum	KNApSAcK Database	22123792
Pentanema britannicum	Plant	KNApSAcK
Periploca sepium	LOTUS Database	35616633
Persicaria decipiens	LOTUS Database	35616633
Persicaria hydropiper	LOTUS Database	35616633
Persicaria lapathifolia	Plant	KNApSAcK
Petasites japonicus	LOTUS Database	35616633
Peucedanum japonicum	LOTUS Database	35616633
Phedimus stoloniferus	LOTUS Database	35616633
Phellodendron amurense	KNApSAcK Database	22123792
Philadelphus coronarius	LOTUS Database	35616633
Phlomis spinidens	KNApSAcK Database	22123792
Phoenix canariensis	LOTUS Database	35616633
Phoenix hanceana var. formosana	KNApSAcK Database	22123792
Phyllanthus acidus	Plant	KNApSAcK
Phyllanthus amarus	LOTUS Database	35616633
Phyllanthus emblica	KNApSAcK Database	22123792
Phyllanthus niruri	KNApSAcK Database	22123792
Physalis alkekengi var. franchetii	KNApSAcK Database	22123792
Picea abies	LOTUS Database	35616633
Pilularia minuta	LOTUS Database	35616633
Pimenta dioica	Plant	KNApSAcK
Piper umbellatum	KNApSAcK Database	22123792
Pitcairnia rubiflora	KNApSAcK Database	22123792
Planchonella obovata	LOTUS Database	35616633
Plinia cauliflora	LOTUS Database	35616633
Podocarpus fasciculus	KNApSAcK Database	22123792
Polygonatum orientale	LOTUS Database	35616633
Polygonum cuspidatum	KNApSAcK Database	22123792
Polygonum equiseiforme	Plant	KNApSAcK
Polygonum persicaria	KNApSAcK Database	22123792
Polygonum polystachyum	KNApSAcK Database	22123792
Polygonum salicifolium	Plant	KNApSAcK
Polyommatus icarus	Animalia	KNApSAcK
Populus balsamifera	LOTUS Database	35616633
Porcelia macrocarpa	KNApSAcK Database	22123792
Potentilla anserina	LOTUS Database	35616633
Primula veris	Plant	KNApSAcK
Prunella vulgaris	Plant	KNApSAcK
Prunus armeniaca	LOTUS Database	35616633
Prunus cerasus	KNApSAcK Database	22123792
Prunus mume	LOTUS Database	35616633
Prunus persica	LOTUS Database	35616633
Prunus salicina	LOTUS Database	35616633
Psidium guaijava	KNApSAcK Database	22123792
Psidium guajava	LOTUS Database	35616633
Pteridium aquilinum	KNApSAcK Database	22123792
Pterogyne nitens	LOTUS Database	35616633
Punica granatum	KNApSAcK Database	22123792
Pyracantha coccinea	LOTUS Database	35616633
Pyrola atropurpurea	Plant	KNApSAcK
Pyrola calliantha	Plant	KNApSAcK
Pyrola decorata	KNApSAcK Database	22123792
Pyrola elliptica	KNApSAcK Database	22123792
Pyrola japonica	Plant	KNApSAcK
Pyrola spp.	KNApSAcK Database	22123792
Pyrrosia lingua	KNApSAcK Database	22123792
Quercus ilex	LOTUS Database	35616633
Quercus petraea	LOTUS Database	35616633
Quercus suber	LOTUS Database	35616633
Rhamnus davurica	Plant	KNApSAcK
Rhamnus disperma	Plant	KNApSAcK
Rhaphiolepis bibas	Plant	KNApSAcK
Rhodiola coccinea	LOTUS Database	35616633
Rhodiola crenulata	KNApSAcK Database	22123792
Rhododendron anthopogonoides	Plant	KNApSAcK
Rhododendron dauricum	Plant	KNApSAcK
Rhododendron decorum	LOTUS Database	35616633
Rhododendron ellipticum	LOTUS Database	35616633
Rhododendron ferrugineum	Plant	KNApSAcK
Rhododendron micranthum	Plant	KNApSAcK
Rhododendron spinuliferum	LOTUS Database	35616633
Rhus wallichi	Plant	KNApSAcK
Ribes nigrum	LOTUS Database	35616633
Ricinus communis	KNApSAcK Database	22123792
Ripariosida hermaphrodita	LOTUS Database	35616633
Rodgersia podophylla	KNApSAcK Database	22123792
Rollinia dolabripetala	KNApSAcK Database	22123792
Rosa gallica	LOTUS Database	35616633
Rosa luciae	KNApSAcK Database	22123792
Rosa rugosa	KNApSAcK Database	22123792
Rubus glaucus	LOTUS Database	35616633
Rubus idaeus	LOTUS Database	35616633
Rubus rigidus	LOTUS Database	35616633
Rudbeckia fulgida	LOTUS Database	35616633
Salix acmophylla	Plant	KNApSAcK
Salix matsudana	Plant	KNApSAcK
Salix raddeana	Plant	KNApSAcK
Salix viminalis	KNApSAcK Database	22123792
Salsola collina	LOTUS Database	35616633
Salvia blepharophylla	KNApSAcK Database	22123792
Salvia cavaleriei	KNApSAcK Database	22123792
Salvia lavandulifolia	KNApSAcK Database	22123792
Salvia pinnata	KNApSAcK Database	22123792
Sambucus nigra	LOTUS Database	35616633
Sanguisorba officinalis	Plant	KNApSAcK
Sapium haematospermum	KNApSAcK Database	22123792
Saururus chinensis	KNApSAcK Database	22123792
Saussurea medusa	KNApSAcK Database	22123792
Saxifraga stellaris	Plant	KNApSAcK
Saxifraga stolonifera	LOTUS Database	35616633
Scandosorbus intermedia	LOTUS Database	35616633
Sclerocarya birrea	LOTUS Database	35616633
Securidaca diversifolia	LOTUS Database	35616633
Sedum acre	KNApSAcK Database	22123792
Sedum sarmentosum	LOTUS Database	35616633
Senecio cymosus	Plant	KNApSAcK
Senecio otiles	Plant	KNApSAcK
Senecio yegua	Plant	KNApSAcK
Serenoa repens	LOTUS Database	35616633
Sibiraea angustata	LOTUS Database	35616633
Silphium perfoliatum	LOTUS Database	35616633
Silphium perfoliatum L.	KNApSAcK Database	22123792
Sinoadina racemosa	Plant	KNApSAcK
Sinocrassula indica	KNApSAcK Database	22123792
Solanum incanum	LOTUS Database	35616633
Solanum tuberosum	Plant	KNApSAcK
Solanum tuberosum L.	KNApSAcK Database	22123792
Solidago altissima	KNApSAcK Database	22123792
Solidago canadensis var. scabra	Plant	KNApSAcK
Sophora japonica	KNApSAcK Database	22123792
Sorbus aucuparia	LOTUS Database	35616633
Sorbus commixta	KNApSAcK Database	22123792
Sorbus torminalis	LOTUS Database	35616633
Spathodea campanulata	LOTUS Database	35616633
Spiraea canescens	LOTUS Database	35616633
Spiraea formosana	KNApSAcK Database	22123792
Stachyurus himalaicus	LOTUS Database	35616633
Stevia rebaudiana	Plant	KNApSAcK
Strychnos spinosa	KNApSAcK Database	22123792
Styphnolobium japonicum	Plant	KNApSAcK
Tachigali paniculata	LOTUS Database	35616633
Tachigalia paniculata	KNApSAcK Database	22123792
Takakia spp.	KNApSAcK Database	22123792
Taxillus levinei	KNApSAcK Database	22123792
Taxodium distichum	Plant	KNApSAcK
Tephrosia vogelii	LOTUS Database	35616633
Terminalia chebula	Plant	KNApSAcK
Thalictrum foetidum	LOTUS Database	35616633
Thelypteris nipponica	KNApSAcK Database	22123792
Theobroma cacao	Plant	KNApSAcK
Theobroma cacao L.	KNApSAcK Database	22123792
Tilia tomentosa	LOTUS Database	35616633
Tribulus alatus Del.	KNApSAcK Database	22123792
Tribulus terrestris	Plant	KNApSAcK
Trifolium aureum	LOTUS Database	35616633
Trifolium echinatum	LOTUS Database	35616633
Trifolium montanum	Plant	KNApSAcK
Trifolium pratense	KNApSAcK Database	22123792
Trifolium repens	Plant	KNApSAcK
Trifolium subterraneum	KNApSAcK Database	22123792
Tripterygium regelii	KNApSAcK Database	22123792
Tulipa gesneriana	LOTUS Database	35616633
Tussilago farfara	Plant	KNApSAcK
Ulmus pumila	LOTUS Database	35616633
Umbilicus rupestris	LOTUS Database	35616633
Uncaria hirsuta	Plant	KNApSAcK
Uncaria rhynchophyllus	Plant	KNApSAcK
Vaccinium macrocarpon	LOTUS Database	35616633
Vaccinium myrtillus	LOTUS Database	35616633
Vahlia capensis	LOTUS Database	35616633
Vauquelinia corymbosa	LOTUS Database	35616633
Veratrum dahuricum	LOTUS Database	35616633
Verbena hybrida	Plant	KNApSAcK
Veronica didyma	Plant	KNApSAcK
Veronica montana	Plant	KNApSAcK
Veronica spuria	Plant	KNApSAcK
Viburnum dilatatum	LOTUS Database	35616633
Viburnum tinus	LOTUS Database	35616633
Vicia sativa	KNApSAcK Database	22123792
Vicia subvillosa	LOTUS Database	35616633
Vigna radiata	LOTUS Database	35616633
Vitex quinata	LOTUS Database	35616633
Vitis riparia	LOTUS Database	35616633
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera var.'Trebbiano'.	KNApSAcK Database	22123792
Warburgia stuhlmannii	KNApSAcK Database	22123792
Wikstroemia canescens	LOTUS Database	35616633
Xylonagra arborea	LOTUS Database	35616633
Xylopia aromatica	KNApSAcK Database	22123792
Zanthoxylum bungeanum	Plant	KNApSAcK
Zinnia elegans	KNApSAcK Database	22123792
Ziziphus spinosa	LOTUS Database	35616633

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

beta-D-glucoside (CHEBI:68352 )
monosaccharide derivative (CHEBI:68352 )
tetrahydroxyflavone (CHEBI:68352 )
quercetin O-glucoside (CHEBI:68352 )
flavonols (C05623 )
Flavones and Flavonols (C05623 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	226.00 to 228.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	916.00 to 917.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	0.049 (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	43.56 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

HMDB0037362

DrugBank ID

DB12665

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Isoquercetin

METLIN ID

Not Available

PubChem Compound

5280804

PDB ID

Not Available

ChEBI ID

68352

Good Scents ID

rw1699081

References

General References

Amado NG, Cerqueira DM, Menezes FS, da Silva JF, Neto VM, Abreu JG: Isoquercitrin isolated from Hyptis fasciculata reduces glioblastoma cell proliferation and changes beta-catenin cellular localization. Anticancer Drugs. 2009 Aug;20(7):543-52. doi: 10.1097/CAD.0b013e32832d1149. [PubMed:19491660 ]
Zhou S, Yan X, Yang J, Qian C, Yin X, Fan X, Fang T, Gao Y, Chang Y, Liu W, Ma XF: Variations in Flavonoid Metabolites Along Altitudinal Gradient in a Desert Medicinal Plant Agriophyllum squarrosum. Front Plant Sci. 2021 Jun 30;12:683265. doi: 10.3389/fpls.2021.683265. eCollection 2021. [PubMed:34354722 ]
Faggian M, Bernabe G, Ferrari S, Francescato S, Baratto G, Castagliuolo I, Dall'Acqua S, Peron G: Polyphenol-Rich Larix decidua Bark Extract with Antimicrobial Activity against Respiratory-Tract Pathogens: A Novel Bioactive Ingredient with Potential Pharmaceutical and Nutraceutical Applications. Antibiotics (Basel). 2021 Jun 28;10(7). pii: antibiotics10070789. doi: 10.3390/antibiotics10070789. [PubMed:34203520 ]
Perez-Vasquez A, Padilla-Mayne S, Martinez AL, Calderon JS, Macias-Rubalcava ML, Torres-Colin R, Rangel-Grimaldo M, Mata R: Antinociceptive Activity of Compounds from the Aqueous Extract of Melampodium divaricatum. Chem Biodivers. 2021 Aug;18(8):e2100369. doi: 10.1002/cbdv.202100369. Epub 2021 Jul 13. [PubMed:34138517 ]
He Y, Pan L, Yang T, Wang W, Li C, Chen B, Shen Y: Metabolomic and Confocal Laser Scanning Microscopy (CLSM) Analyses Reveal the Important Function of Flavonoids in Amygdalus pedunculata Pall Leaves With Temporal Changes. Front Plant Sci. 2021 May 19;12:648277. doi: 10.3389/fpls.2021.648277. eCollection 2021. [PubMed:34093611 ]
Tang W, Li W, Yang Y, Lin X, Wang L, Li C, Yang R: Phenolic Compounds Profile and Antioxidant Capacity of Pitahaya Fruit Peel from Two Red-Skinned Species (Hylocereus polyrhizus and Hylocereus undatus). Foods. 2021 May 25;10(6). pii: foods10061183. doi: 10.3390/foods10061183. [PubMed:34070235 ]
Liu C, Wang W, Li H, Liu J, Zhang P, Cheng Y, Qin X, Hu Y, Wei Y: The neuroprotective effects of isoquercitrin purified from apple pomace by high-speed countercurrent chromatography in the MPTP acute mouse model of Parkinson's disease. Food Funct. 2021 Jul 7;12(13):6091-6101. doi: 10.1039/d1fo00843a. Epub 2021 May 28. [PubMed:34047315 ]
Trakooncharoenvit A, Hara H, Hira T: Combination of alpha-Glycosyl-Isoquercitrin and Soybean Fiber Promotes Quercetin Bioavailability and Glucagon-like Peptide-1 Secretion and Improves Glucose Homeostasis in Rats Fed a High-Fat High-Sucrose Diet. J Agric Food Chem. 2021 Jun 2;69(21):5907-5916. doi: 10.1021/acs.jafc.1c01388. Epub 2021 May 18. [PubMed:34008400 ]
Waheed G, Ramadan G, Mohammed HA: Sodium R-lipoate and enzymatically-modified isoquercitrin suppressed IgE-independent anaphylactic reactions and stress-induced gastric ulceration in mice. Int Immunopharmacol. 2021 Aug;97:107735. doi: 10.1016/j.intimp.2021.107735. Epub 2021 May 11. [PubMed:33990023 ]
Kazuma, K., et al. (2003). Kazuma, K., et al, Phytochemistry 62, 229 (2003). Phytochem..

Showing NP-Card for quercetin 3-glucoside. isoquercitrin (NP0030631)

MOL for NP0030631 (quercetin 3-glucoside. isoquercitrin)

3D MOL for NP0030631 (quercetin 3-glucoside. isoquercitrin)

3D SDF for NP0030631 (quercetin 3-glucoside. isoquercitrin)

3D-SDF for NP0030631 (quercetin 3-glucoside. isoquercitrin)

PDB for NP0030631 (quercetin 3-glucoside. isoquercitrin)

3D PDB for NP0030631 (quercetin 3-glucoside. isoquercitrin)

SMILES for NP0030631 (quercetin 3-glucoside. isoquercitrin)

INCHI for NP0030631 (quercetin 3-glucoside. isoquercitrin)

Structure for NP0030631 (quercetin 3-glucoside. isoquercitrin)

3D Structure for NP0030631 (quercetin 3-glucoside. isoquercitrin)