NP-MRD: Showing NP-Card for Myricitrin (NP0043926)

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Record Information

Version

1.0

Created at

2021-06-22 17:29:32 UTC

Updated at

2021-08-20 00:00:48 UTC

NP-MRD ID

NP0043926

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Myricitrin

Description

Myricitrin 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, myricitrin is considered to be a flavonoid. Myricitrin 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. Myricitrin is found in Alchornea glandulosa, Argania spinosa, Astilbe thunbergii, Baeckea frutescens, Berchemia racemosa, Betula pendula, Betula schmidtii, Bridelia ferruginea, Camellia crassicolumna, Carica papaya , Castanopsis fissa, Catha edulis, Bauhinia glauca, Choerospondias axillaris, Chrysophyllum cainito, Cistus incanus, Cistus laurifolius, Clausena dunniana, Corylus avellana, Cuphea hyssopifolia, Cupressus sempervirens, Dianthus caryophyllus, Dichrostachys cinerea, Diospyros glaucifolia, Diplusodon speciosus, Epilobium anagallidifolium, Epilobium hirsutum, Eriogonum umbellatum, Eugenia myrcianthes, Eugenia selloi, Eugenia uniflora, Euphorbia hirta, Euphorbia petiolata, Fagopyrum megacarpum, Flemingia faginea, Flemingia stricta, Guiera senegalensis, Hypericum aucheri, Hypericum scabrum, Bryophyllum pinnatum , Lens culinaris, Libocedrus plumosa, Licania heteromorpha, Licania pyrifolia, Limonium aureum, Limonium axillare, Limonium caspium, Limonium gmelinii, Limonium sinense, Loropetalum chinense, Lysimachia christinae, Lysimachia congestiflora, Lysimachia nummularia, Maesa lanceolata, Manilkara zapota, Melaleuca quinquenervia, Miconia cabucu, Morella esculenta, Morella nana, Myrica rubra , Myrcia multiflora, Myrcia neoglabra, Myrsine africana, Myrsine seguinii, Myrtus communis, Norantea guianensis, Nymphaea guineensis, Oenothera glaucifolia, Oenothera speciosa, Oenothera tetraptera, Parinari curatellifolia, Peltiphyllum peltatum, Persicaria orientalis, Persicaria pubescens, Petiveria alliacea, Phedimus kamtschaticus, Phyllanthus acidus , Phyllanthus tenellus, Phyllanthus virgatus, Pistacia lentiscus, Platycarya strobilacea, Platycladus orientalis, Plinia cauliflora, Polygonum aviculare, Potentilla anserina, Rhododendron ellipticum, Rhododendron luteum, Rhododendron simsii, Rhoiptelea chiliantha, Ribes alpinum, Rodgersia podophylla, Sageretia thea, Sarcolaeana multiflora, Saxifraga cernua, Sclerocarya birrea, Phedimus aizoon, Sedum crassularia, Sedum montanum, Phedimus selskianus, Syzygium cumini, Syzygium levinei, Syzygium malaccense, Syzygium samarangense and Xylonagra arborea. It was first documented in 2011 (PMID: 21141876). Based on a literature review a significant number of articles have been published on myricitrin (PMID: 27719955) (PMID: 21315136) (PMID: 21328132) (PMID: 21689712).

Structure

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


  Mrv1652306222119292D          

 33 36  0  0  1  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 16 20  1  0  0  0  0
 14 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  0  0  0  0
 24 30  1  0  0  0  0
  5 31  1  1  0  0  0
  4 32  1  1  0  0  0
  3 33  1  6  0  0  0
M  END

NP0043926
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.0173   -1.3477    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -1.4646    0.9713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1474   -1.7074    0.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521   -0.5468   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3528   -0.9877   -0.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -0.9474   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.0853   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    1.2749   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205    1.4141   -2.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    2.5912   -2.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    2.6841   -3.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2329    3.6835   -2.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290    4.8505   -3.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    3.5881   -1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    4.6642   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169    2.4105   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8752    0.0378    0.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2220   -0.9368    1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -0.9270    1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.9430    2.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.8924    3.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -3.0159    2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562   -3.0655    2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -4.1762    2.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723   -2.0382    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -2.0312    0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -2.9972    0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4452    0.1480   -1.2435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3589    1.5405   -1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -0.1691   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7562    0.7905   -1.5191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0473   -0.2520    0.5218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3806   -0.3508    0.9097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6178   -0.3440    2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -1.4265    2.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -2.1717    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3434    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2389    0.0610    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    0.5833   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1065    1.9210   -4.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    5.6677   -3.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756    5.5616   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0544    2.3583   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -0.0563    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2972   -2.6452    3.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935   -3.8189    3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1683   -4.4940    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515   -0.0377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031    2.0530   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984   -1.1866   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629    0.3671   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325    0.6593    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    0.3258    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
  4 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 26  6  1  0
 16  8  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  4 38  1  1
  9 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 28 48  1  6
 29 49  1  0
 30 50  1  6
 31 51  1  0
 32 52  1  1
 33 53  1  0
M  END


  Mrv1652306222119292D          

 33 36  0  0  1  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 16 20  1  0  0  0  0
 14 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  0  0  0  0
 24 30  1  0  0  0  0
  5 31  1  1  0  0  0
  4 32  1  1  0  0  0
  3 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0043926

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1

> <INCHI_KEY>
DCYOADKBABEMIQ-OWMUPTOHSA-N

> <FORMULA>
C21H20O12

> <MOLECULAR_WEIGHT>
464.3763

> <EXACT_MASS>
464.095476104

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.533674088213424

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
0.5985093490000001

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.741258282223204

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.367302617798704

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612200408172593

> <JCHEM_POLAR_SURFACE_AREA>
206.6

> <JCHEM_REFRACTIVITY>
109.71269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
myricitrin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043926
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.0173   -1.3477    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -1.4646    0.9713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1474   -1.7074    0.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521   -0.5468   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3528   -0.9877   -0.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -0.9474   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.0853   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    1.2749   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205    1.4141   -2.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    2.5912   -2.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    2.6841   -3.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2329    3.6835   -2.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290    4.8505   -3.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    3.5881   -1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    4.6642   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169    2.4105   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8752    0.0378    0.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2220   -0.9368    1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -0.9270    1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.9430    2.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.8924    3.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -3.0159    2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562   -3.0655    2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -4.1762    2.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723   -2.0382    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -2.0312    0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -2.9972    0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4452    0.1480   -1.2435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3589    1.5405   -1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -0.1691   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7562    0.7905   -1.5191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0473   -0.2520    0.5218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3806   -0.3508    0.9097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6178   -0.3440    2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -1.4265    2.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -2.1717    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3434    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2389    0.0610    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    0.5833   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1065    1.9210   -4.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    5.6677   -3.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756    5.5616   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0544    2.3583   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -0.0563    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2972   -2.6452    3.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935   -3.8189    3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1683   -4.4940    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515   -0.0377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031    2.0530   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984   -1.1866   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629    0.3671   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325    0.6593    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    0.3258    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
  4 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 26  6  1  0
 16  8  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  4 38  1  1
  9 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 28 48  1  6
 29 49  1  0
 30 50  1  6
 31 51  1  0
 32 52  1  1
 33 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       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   33                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6   31                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17    9   19                                                  
CONECT   19   18                                                            
CONECT   20   16                                                            
CONECT   21   14                                                            
CONECT   22   10   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   22                                                       
CONECT   28   26                                                            
CONECT   29   25                                                            
CONECT   30   24                                                            
CONECT   31    5                                                            
CONECT   32    4                                                            
CONECT   33    3                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    NP0043926
HETATM    1  C1  UNL     1      -3.017  -1.348   2.458  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.273  -1.465   0.971  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.147  -1.707   0.243  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.552  -0.547  -0.306  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.353  -0.988  -0.947  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.858  -0.947  -0.288  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.723   0.085  -0.397  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.538   1.275  -1.213  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.621   1.414  -2.205  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.452   2.591  -2.918  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.509   2.684  -3.931  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.233   3.683  -2.637  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.029   4.850  -3.382  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.171   3.588  -1.646  1.00  0.00           C  
HETATM   15  O5  UNL     1       2.980   4.664  -1.330  1.00  0.00           O  
HETATM   16  C11 UNL     1       2.317   2.410  -0.954  1.00  0.00           C  
HETATM   17  O6  UNL     1       2.875   0.038   0.303  1.00  0.00           O  
HETATM   18  C12 UNL     1       3.222  -0.937   1.080  1.00  0.00           C  
HETATM   19  C13 UNL     1       4.432  -0.927   1.780  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.805  -1.943   2.597  1.00  0.00           C  
HETATM   21  O7  UNL     1       6.026  -1.892   3.279  1.00  0.00           O  
HETATM   22  C15 UNL     1       3.982  -3.016   2.749  1.00  0.00           C  
HETATM   23  C16 UNL     1       2.756  -3.066   2.064  1.00  0.00           C  
HETATM   24  O8  UNL     1       2.010  -4.176   2.284  1.00  0.00           O  
HETATM   25  C17 UNL     1       2.372  -2.038   1.234  1.00  0.00           C  
HETATM   26  C18 UNL     1       1.189  -2.031   0.542  1.00  0.00           C  
HETATM   27  O9  UNL     1       0.405  -2.997   0.655  1.00  0.00           O  
HETATM   28  C19 UNL     1      -2.445   0.148  -1.243  1.00  0.00           C  
HETATM   29  O10 UNL     1      -2.359   1.541  -1.001  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.923  -0.169  -0.985  1.00  0.00           C  
HETATM   31  O11 UNL     1      -4.756   0.791  -1.519  1.00  0.00           O  
HETATM   32  C21 UNL     1      -4.047  -0.252   0.522  1.00  0.00           C  
HETATM   33  O12 UNL     1      -5.381  -0.351   0.910  1.00  0.00           O  
HETATM   34  H1  UNL     1      -2.618  -0.344   2.724  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.013  -1.426   2.957  1.00  0.00           H  
HETATM   36  H3  UNL     1      -2.381  -2.172   2.817  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.955  -2.343   0.847  1.00  0.00           H  
HETATM   38  H5  UNL     1      -1.239   0.061   0.561  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.008   0.583  -2.490  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.106   1.921  -4.180  1.00  0.00           H  
HETATM   41  H8  UNL     1       1.573   5.668  -3.211  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.976   5.562  -1.750  1.00  0.00           H  
HETATM   43  H10 UNL     1       3.054   2.358  -0.186  1.00  0.00           H  
HETATM   44  H11 UNL     1       5.082  -0.056   1.646  1.00  0.00           H  
HETATM   45  H12 UNL     1       6.297  -2.645   3.881  1.00  0.00           H  
HETATM   46  H13 UNL     1       4.293  -3.819   3.404  1.00  0.00           H  
HETATM   47  H14 UNL     1       1.168  -4.494   1.980  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.252  -0.038  -2.311  1.00  0.00           H  
HETATM   49  H16 UNL     1      -2.903   2.053  -1.637  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.098  -1.187  -1.386  1.00  0.00           H  
HETATM   51  H18 UNL     1      -5.563   0.367  -1.901  1.00  0.00           H  
HETATM   52  H19 UNL     1      -3.632   0.659   1.026  1.00  0.00           H  
HETATM   53  H20 UNL     1      -5.928   0.326   0.440  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   32   37
CONECT    3    4
CONECT    4    5   28   38
CONECT    5    6
CONECT    6    7    7   26
CONECT    7    8   17
CONECT    8    9    9   16
CONECT    9   10   39
CONECT   10   11   12   12
CONECT   11   40
CONECT   12   13   14
CONECT   13   41
CONECT   14   15   16   16
CONECT   15   42
CONECT   16   43
CONECT   17   18
CONECT   18   19   19   25
CONECT   19   20   44
CONECT   20   21   22   22
CONECT   21   45
CONECT   22   23   46
CONECT   23   24   25   25
CONECT   24   47
CONECT   25   26
CONECT   26   27   27
CONECT   28   29   30   48
CONECT   29   49
CONECT   30   31   32   50
CONECT   31   51
CONECT   32   33   52
CONECT   33   53
END

NP0043926
     RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
   -3.0173   -1.3477    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -1.4646    0.9713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1474   -1.7074    0.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521   -0.5468   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3528   -0.9877   -0.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -0.9474   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.0853   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    1.2749   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205    1.4141   -2.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    2.5912   -2.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    2.6841   -3.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2329    3.6835   -2.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290    4.8505   -3.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    3.5881   -1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    4.6642   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169    2.4105   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8752    0.0378    0.3027 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2220   -0.9368    1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -0.9270    1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.9430    2.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.8924    3.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -3.0159    2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562   -3.0655    2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -4.1762    2.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723   -2.0382    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -2.0312    0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -2.9972    0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4452    0.1480   -1.2435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3589    1.5405   -1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -0.1691   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7562    0.7905   -1.5191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0473   -0.2520    0.5218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3806   -0.3508    0.9097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6178   -0.3440    2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -1.4265    2.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -2.1717    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546   -2.3434    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2389    0.0610    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    0.5833   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1065    1.9210   -4.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    5.6677   -3.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756    5.5616   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0544    2.3583   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -0.0563    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2972   -2.6452    3.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935   -3.8189    3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1683   -4.4940    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515   -0.0377   -2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031    2.0530   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984   -1.1866   -1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629    0.3671   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325    0.6593    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    0.3258    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
  4 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 26  6  1  0
 16  8  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  4 38  1  1
  9 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 28 48  1  6
 29 49  1  0
 30 50  1  6
 31 51  1  0
 32 52  1  1
 33 53  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one	ChEBI
Myricetin 3-O-alpha-L-rhamnopyranoside	ChEBI
Myricetin 3-O-rhamnoside	ChEBI
Myricitroside	ChEBI
3-((6-Deoxy-a-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one	Generator
3-((6-Deoxy-α-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one	Generator
Myricetin 3-O-a-L-rhamnopyranoside	Generator
Myricetin 3-O-α-L-rhamnopyranoside	Generator
3,3',4',5,5',7-Hexahydroxyflavone 3-rhamnoside	MeSH

Chemical Formula

C₂₁H₂₀O₁₂

Average Mass

464.3763 Da

Monoisotopic Mass

464.09548 Da

IUPAC Name

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

Traditional Name

myricitrin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1

InChI Key

DCYOADKBABEMIQ-OWMUPTOHSA-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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies amabilis	KNApSAcK Database	22123792
Acacia aroma	KNApSAcK Database	22123792
Acacia saligna	KNApSAcK Database	22123792
Alchornea glandulosa	LOTUS Database	35616633
Argania spinosa	LOTUS Database	35616633
Armeria sp.	KNApSAcK Database	22123792
Astilbe thunbergii	LOTUS Database	35616633
Baeckea frutescens	LOTUS Database	35616633
Berchemia racemosa	LOTUS Database	35616633
Betula pendula	LOTUS Database	35616633
Betula schmidtii	LOTUS Database	35616633
Bridelia ferruginea	LOTUS Database	35616633
Bryophyllum pinnatum	KNApSAcK Database	22123792
Caesalpinia pulcherrima	KNApSAcK Database	22123792
Camellia crassicolumna	LOTUS Database	35616633
Carica papaya	KNApSAcK Database	22123792
Carica papaya L.	Plant	KNApSAcK
Castanopsis fissa	LOTUS Database	35616633
Catha edulis	LOTUS Database	35616633
Ceratostigma willmottianum	KNApSAcK Database	22123792
Cheniella glauca	LOTUS Database	35616633
Choerospondias axillaris	LOTUS Database	35616633
Chondropetalum spp.	KNApSAcK Database	22123792
Chrysophyllum cainito	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Clausena dunniana	LOTUS Database	35616633
Cornus kousa	KNApSAcK Database	22123792
Corylus avellana	LOTUS Database	35616633
Cuphea hyssopifolia	LOTUS Database	35616633
Cupressus sempervirens	LOTUS Database	35616633
Davidsonia pruriens	KNApSAcK Database	22123792
Desmanthus illinoensis	KNApSAcK Database	22123792
Dianthus caryophyllus	LOTUS Database	35616633
Dichrostachys cinerea	LOTUS Database	35616633
Diospyros glaucifolia	LOTUS Database	35616633
Diploknema butyracea	KNApSAcK Database	22123792
Diplusodon speciosus	LOTUS Database	35616633
Doliocarpus spraguei	KNApSAcK Database	22123792
Elegia capensis	KNApSAcK Database	22123792
Epilobium anagallidifolium	LOTUS Database	35616633
Epilobium hirsutum	LOTUS Database	35616633
Eriogonum umbellatum	LOTUS Database	35616633
Eskemukerjea megacarpum HARA	KNApSAcK Database	22123792
Eugenia edulis	KNApSAcK Database	22123792
Eugenia myrcianthes	LOTUS Database	35616633
Eugenia selloi	LOTUS Database	35616633
Eugenia uniflora	LOTUS Database	35616633
Euphorbia hirta	LOTUS Database	35616633
Euphorbia petiolata	LOTUS Database	35616633
Fagopyrum megacarpum	LOTUS Database	35616633
Flemingia congesta	KNApSAcK Database	22123792
Flemingia faginea	LOTUS Database	35616633
Flemingia stricta	LOTUS Database	35616633
Guiera senegalensis	LOTUS Database	35616633
Haplopappus bailahuen	KNApSAcK Database	22123792
Hedychium spp.	KNApSAcK Database	22123792
Heuchera spp.	KNApSAcK Database	22123792
Hypericum aucheri	LOTUS Database	35616633
Hypericum scabrum	LOTUS Database	35616633
Juglans mandshurica	KNApSAcK Database	22123792
Kalanchoe pinnata	Plant	KNApSAcK
Leea thorelii Gagnep	KNApSAcK Database	22123792
Lens culinaris	LOTUS Database	35616633
Leptolaena diospyroidea	KNApSAcK Database	22123792
Leptolaena pauciflora	KNApSAcK Database	22123792
Libocedrus plumosa	LOTUS Database	35616633
Licania heteromorpha	LOTUS Database	35616633
Licania pyrifolia	LOTUS Database	35616633
Limonium aureum	LOTUS Database	35616633
Limonium axillare	LOTUS Database	35616633
Limonium caspium	LOTUS Database	35616633
Limonium gmelinii	LOTUS Database	35616633
Limonium sinense	LOTUS Database	35616633
Limonium spp.	KNApSAcK Database	22123792
Lithophragma spp.	KNApSAcK Database	22123792
Loropetalum chinense	LOTUS Database	35616633
Luma chequen	KNApSAcK Database	22123792
Lysimachia christinae	LOTUS Database	35616633
Lysimachia congestiflora	LOTUS Database	35616633
Lysimachia nummularia	LOTUS Database	35616633
Lysimachia spp.	KNApSAcK Database	22123792
Maesa lanceolata	LOTUS Database	35616633
Manilkara zapota	LOTUS Database	35616633
Manilkara zapota cv.Tikal	KNApSAcK Database	22123792
Melaleuca quinquenervia	LOTUS Database	35616633
Metasequoia glyptostroboides	KNApSAcK Database	22123792
Miconia cabucu	LOTUS Database	35616633
Morella esculenta	LOTUS Database	35616633
Morella nana	LOTUS Database	35616633
Morella rubra	Plant	KNApSAcK
Myrcia multiflora	LOTUS Database	35616633
Myrcia neoglabra	LOTUS Database	35616633
Myrica rubra	KNApSAcK Database	22123792
Myrsine africana	LOTUS Database	35616633
Myrsine seguinii	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Norantea guianensis	LOTUS Database	35616633
Nymphaea caerulea	KNApSAcK Database	22123792
Nymphaea guineensis	LOTUS Database	35616633
Nymphaea lotus	KNApSAcK Database	22123792
Nymphaea odorata	KNApSAcK Database	22123792
Oenothera glaucifolia	LOTUS Database	35616633
Oenothera speciosa	LOTUS Database	35616633
Oenothera tetraptera	LOTUS Database	35616633
Parinari curatellifolia	LOTUS Database	35616633
Patersonia spp.	KNApSAcK Database	22123792
Peltiphyllum peltatum	-	KNApSAcK
Persicaria orientalis	LOTUS Database	35616633
Persicaria pubescens	LOTUS Database	35616633
Petiveria alliacea	LOTUS Database	35616633
Phedimus kamtschaticus	LOTUS Database	35616633
Phyllanthus acidus	Plant	KNApSAcK
Phyllanthus emblica	KNApSAcK Database	22123792
Phyllanthus tenellus	LOTUS Database	35616633
Phyllanthus virgatus	LOTUS Database	35616633
Pistacia lentiscus	LOTUS Database	35616633
Pistacia weinmannifolia J.Pisson ex.Franch	KNApSAcK Database	22123792
Platycarya strobilacea	LOTUS Database	35616633
Platycladus orientalis	LOTUS Database	35616633
Plinia cauliflora	LOTUS Database	35616633
Plinia pinnata	KNApSAcK Database	22123792
Polygonum aviculare	LOTUS Database	35616633
Potentilla anserina	LOTUS Database	35616633
Quercus rubra	KNApSAcK Database	22123792
Rhododendron ellipticum	LOTUS Database	35616633
Rhododendron luteum	LOTUS Database	35616633
Rhododendron simsii	LOTUS Database	35616633
Rhoiptelea chiliantha	LOTUS Database	35616633
Rhus parviflora	KNApSAcK Database	22123792
Ribes alpinum	LOTUS Database	35616633
Rodgersia podophylla	LOTUS Database	35616633
Sageretia thea	LOTUS Database	35616633
Sarcolaeana multiflora	-	KNApSAcK
Saxifraga cernua	LOTUS Database	35616633
Sclerocarya birrea	LOTUS Database	35616633
Sedum aizoon	LOTUS Database	35616633
Sedum crassularia	LOTUS Database	35616633
Sedum montanum	LOTUS Database	35616633
Sedum selskianum	LOTUS Database	35616633
Syzygium cumini	LOTUS Database	35616633
Syzygium levinei	LOTUS Database	35616633
Syzygium malaccense	LOTUS Database	35616633
Syzygium samarangense	LOTUS Database	35616633
Vicia faba	KNApSAcK Database	22123792
Warburgia stuhlmannii	KNApSAcK Database	22123792
Xylonagra arborea	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
Flavone
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Benzenetriol
Pyrogallol derivative
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monosaccharide derivative (CHEBI:70082 )
glycosyloxyflavone (CHEBI:70082 )
pentahydroxyflavone (CHEBI:70082 )
alpha-L-rhamnoside (CHEBI:70082 )
flavonols (C10108 )
Flavones and Flavonols (C10108 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	197.00 to 199.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	895.00 to 897.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2195 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.832 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.18	ALOGPS
logP	0.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.71 m³·mol⁻¹	ChemAxon
Polarizability	43.53 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00005730

Chemspider ID

4444992

KEGG Compound ID

C10108

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Myricitrin

METLIN ID

Not Available

PubChem Compound

5281673

PDB ID

Not Available

ChEBI ID

70082

Good Scents ID

rw1600491

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 ]
Jones JR, Lebar MD, Jinwal UK, Abisambra JF, Koren J 3rd, Blair L, O'Leary JC, Davey Z, Trotter J, Johnson AG, Weeber E, Eckman CB, Baker BJ, Dickey CA: The diarylheptanoid (+)-aR,11S-myricanol and two flavones from bayberry (Myrica cerifera) destabilize the microtubule-associated protein tau. J Nat Prod. 2011 Jan 28;74(1):38-44. doi: 10.1021/np100572z. Epub 2010 Dec 8. [PubMed:21141876 ]
Cordova MM, Werner MF, Silva MD, Ruani AP, Pizzolatti MG, Santos AR: Further antinociceptive effects of myricitrin in chemical models of overt nociception in mice. Neurosci Lett. 2011 May 20;495(3):173-7. doi: 10.1016/j.neulet.2011.02.007. Epub 2011 Feb 17. [PubMed:21315136 ]
Shimosaki S, Tsurunaga Y, Itamura H, Nakamura M: Anti-allergic effect of the flavonoid myricitrin from Myrica rubra leaf extracts in vitro and in vivo. Nat Prod Res. 2011 Feb;25(4):374-80. doi: 10.1080/14786411003774320. [PubMed:21328132 ]
Pereira M, Siba IP, Chioca LR, Correia D, Vital MA, Pizzolatti MG, Santos AR, Andreatini R: Myricitrin, a nitric oxide and protein kinase C inhibitor, exerts antipsychotic-like effects in animal models. Prog Neuropsychopharmacol Biol Psychiatry. 2011 Aug 15;35(7):1636-44. doi: 10.1016/j.pnpbp.2011.06.002. Epub 2011 Jun 13. [PubMed:21689712 ]

Showing NP-Card for Myricitrin (NP0043926)

MOL for NP0043926 (Myricitrin)

3D MOL for NP0043926 (Myricitrin)

3D SDF for NP0043926 (Myricitrin)

3D-SDF for NP0043926 (Myricitrin)

PDB for NP0043926 (Myricitrin)

3D PDB for NP0043926 (Myricitrin)

SMILES for NP0043926 (Myricitrin)

INCHI for NP0043926 (Myricitrin)

Structure for NP0043926 (Myricitrin)

3D Structure for NP0043926 (Myricitrin)