NP-MRD: Showing NP-Card for myricetin 3-glucoside. isomyricitrin (NP0030632)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 21:56:12 UTC

Updated at

2021-06-29 23:58:44 UTC

NP-MRD ID

NP0030632

Secondary Accession Numbers

None

Natural Product Identification

Common Name

myricetin 3-glucoside. isomyricitrin

Provided By

JEOL Database JEOL Logo

Description

Myricetin 3-O-glucoside 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. myricetin 3-glucoside. isomyricitrin is found in Acacia mangium , Acer glabrum, Astilbe thunbergii, Astragalus complanatus, Betula pendula, Betula pubescens, Betula schmidtii, Bridelia ferruginea, Cephalotus follicularis, Chondropetalum spp., Cistus ladanifer, Cistus laurifolius, Clitoria ternatea, Combretum micranthum, Crossopteryx febrifuga, Dioscorea bulbifera, Diplusodon speciosus, Elegia microcarpa, Elegia spp., Epilobium hirsutum, Epilobium parviflorum, Eriogonum nudum, Erythroxylum rufum, Guiera senegalensis, Haplopappus bailahuen, Hypericum richeri, Libocedrus chevalieri, Licania heteromorpha, Limonium aureum, Limonium latifolium, Limonium serbicum, Loropetalum chinense, Luma chequen , Maesa lanceolata, Melaleuca quinquenervia, Myrica gale , Myrsine africana, Myrtus communis, Norantea guianensis, Oenothera glaucifolia, Oenothera lavendulaefolia, Phedimus kamtschaticus, Picea abies, Pimenta dioica , Polyommatus icarus, Populus candicans, Portea petropolitana, Prosopis farcta, Raoulia tenuicaulis, Rhus coriaria, Ribes nigrum, Ribes viscosissimum, Saxifraga spp., Saxifraga tricuspidata, Trifolium pannonicum , Trifolium repens , Vaccinium macrocarpon, Vitis vinifera and Xylonagra arborea. myricetin 3-glucoside. isomyricitrin was first documented in 2021 (PMID: 34201792). Based on a literature review very few articles have been published on Myricetin 3-O-glucoside.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123563D          

 54 57  0  0  0  0            999 V2000
   -2.3730   -0.4020   -3.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2442   -2.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.8536   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    0.4848   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.2580   -1.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5287    1.5636   -0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3936   -0.9572 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    2.5608    0.1814 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2017    1.2945    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    3.7446   -1.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613    4.5611   -1.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534    3.5186   -2.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6391    4.7844   -2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    2.5482   -1.9754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0156    2.3185   -3.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -1.8357   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -1.5622    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9248    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.6518    3.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -2.0036    4.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783   -1.0184    3.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.7478    4.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.6572    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.0055    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -0.9494    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -3.1880   -0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -3.5781   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6152   -4.9472   -2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -5.4015   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -6.7473   -3.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -4.5103   -4.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -3.1436   -3.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.3161   -4.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -2.6756   -2.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.6967   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.8757   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    3.2525   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    2.9252    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.1010   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    4.2892   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    5.3143   -2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    3.1465   -3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4337    4.5601   -3.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    3.0199   -1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    1.4265   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.4120    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -1.7080    5.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893   -0.3090    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.3986    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.6935    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -5.6582   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -6.9249   -4.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968   -4.8566   -5.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -1.3879   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0  0  0  0
 23 21  2  0  0  0  0
 27 26  1  0  0  0  0
 21 19  1  0  0  0  0
 34  2  1  0  0  0  0
 19 18  2  0  0  0  0
 18 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3 16  2  0  0  0  0
 16 26  1  0  0  0  0
 27 34  2  0  0  0  0
 16 17  1  0  0  0  0
  2  1  2  0  0  0  0
 31 32  2  0  0  0  0
 29 30  1  0  0  0  0
 32 34  1  0  0  0  0
  5 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12 10  1  0  0  0  0
 10  7  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 32 33  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  1  0  0  0  0
 29 31  1  0  0  0  0
 14 15  1  0  0  0  0
 17 25  2  0  0  0  0
 21 22  1  0  0  0  0
 27 28  1  0  0  0  0
 19 20  1  0  0  0  0
 25 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
 31 53  1  0  0  0  0
 28 51  1  0  0  0  0
 30 52  1  0  0  0  0
 33 54  1  0  0  0  0
 25 50  1  0  0  0  0
 18 46  1  0  0  0  0
  5 35  1  6  0  0  0
 10 40  1  1  0  0  0
 11 41  1  0  0  0  0
 12 42  1  6  0  0  0
 13 43  1  0  0  0  0
 14 44  1  1  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  7 36  1  6  0  0  0
  9 39  1  0  0  0  0
 15 45  1  0  0  0  0
 22 48  1  0  0  0  0
 20 47  1  0  0  0  0
 24 49  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -2.3730   -0.4020   -3.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2442   -2.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.8536   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    0.4848   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.2580   -1.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5287    1.5636   -0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3936   -0.9572 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    2.5608    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017    1.2945    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    3.7446   -1.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613    4.5611   -1.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534    3.5186   -2.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6391    4.7844   -2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    2.5482   -1.9754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0156    2.3185   -3.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -1.8357   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -1.5622    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9248    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.6518    3.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -2.0036    4.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783   -1.0184    3.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.7478    4.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.6572    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.0055    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -0.9494    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -3.1880   -0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -3.5781   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6152   -4.9472   -2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -5.4015   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -6.7473   -3.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -4.5103   -4.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -3.1436   -3.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.3161   -4.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -2.6756   -2.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.6967   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.8757   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    3.2525   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    2.9252    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.1010   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    4.2892   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    5.3143   -2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    3.1465   -3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4337    4.5601   -3.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    3.0199   -1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    1.4265   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.4120    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -1.7080    5.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893   -0.3090    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.3986    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.6935    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -5.6582   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -6.9249   -4.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968   -4.8566   -5.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -1.3879   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 23 21  2  0
 27 26  1  0
 21 19  1  0
 34  2  1  0
 19 18  2  0
 18 17  1  0
  2  3  1  0
  3 16  2  0
 16 26  1  0
 27 34  2  0
 16 17  1  0
  2  1  2  0
 31 32  2  0
 29 30  1  0
 32 34  1  0
  5 14  1  0
 14 12  1  0
 12 10  1  0
 10  7  1  0
  7  6  1  0
  6  5  1  0
 10 11  1  0
 12 13  1  0
 32 33  1  0
  9  8  1  0
  3  4  1  0
 29 31  1  0
 14 15  1  0
 17 25  2  0
 21 22  1  0
 27 28  1  0
 19 20  1  0
 25 23  1  0
 23 24  1  0
  7  8  1  0
  5  4  1  0
 31 53  1  0
 28 51  1  0
 30 52  1  0
 33 54  1  0
 25 50  1  0
 18 46  1  0
  5 35  1  6
 10 40  1  1
 11 41  1  0
 12 42  1  6
 13 43  1  0
 14 44  1  1
  8 37  1  0
  8 38  1  0
  7 36  1  6
  9 39  1  0
 15 45  1  0
 22 48  1  0
 20 47  1  0
 24 49  1  0
M  END


  Mrv1652306192123563D          

 54 57  0  0  0  0            999 V2000
   -2.3730   -0.4020   -3.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2442   -2.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.8536   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    0.4848   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.2580   -1.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5287    1.5636   -0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3936   -0.9572 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    2.5608    0.1814 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2017    1.2945    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    3.7446   -1.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613    4.5611   -1.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534    3.5186   -2.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6391    4.7844   -2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    2.5482   -1.9754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0156    2.3185   -3.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -1.8357   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -1.5622    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9248    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.6518    3.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -2.0036    4.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783   -1.0184    3.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.7478    4.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.6572    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.0055    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -0.9494    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -3.1880   -0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -3.5781   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6152   -4.9472   -2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -5.4015   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -6.7473   -3.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -4.5103   -4.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -3.1436   -3.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.3161   -4.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -2.6756   -2.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.6967   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.8757   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    3.2525   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    2.9252    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.1010   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    4.2892   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    5.3143   -2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    3.1465   -3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4337    4.5601   -3.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    3.0199   -1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    1.4265   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.4120    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -1.7080    5.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893   -0.3090    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.3986    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.6935    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -5.6582   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -6.9249   -4.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968   -4.8566   -5.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -1.3879   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0  0  0  0
 23 21  2  0  0  0  0
 27 26  1  0  0  0  0
 21 19  1  0  0  0  0
 34  2  1  0  0  0  0
 19 18  2  0  0  0  0
 18 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3 16  2  0  0  0  0
 16 26  1  0  0  0  0
 27 34  2  0  0  0  0
 16 17  1  0  0  0  0
  2  1  2  0  0  0  0
 31 32  2  0  0  0  0
 29 30  1  0  0  0  0
 32 34  1  0  0  0  0
  5 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12 10  1  0  0  0  0
 10  7  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 32 33  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  1  0  0  0  0
 29 31  1  0  0  0  0
 14 15  1  0  0  0  0
 17 25  2  0  0  0  0
 21 22  1  0  0  0  0
 27 28  1  0  0  0  0
 19 20  1  0  0  0  0
 25 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
 31 53  1  0  0  0  0
 28 51  1  0  0  0  0
 30 52  1  0  0  0  0
 33 54  1  0  0  0  0
 25 50  1  0  0  0  0
 18 46  1  0  0  0  0
  5 35  1  6  0  0  0
 10 40  1  1  0  0  0
 11 41  1  0  0  0  0
 12 42  1  6  0  0  0
 13 43  1  0  0  0  0
 14 44  1  1  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  7 36  1  6  0  0  0
  9 39  1  0  0  0  0
 15 45  1  0  0  0  0
 22 48  1  0  0  0  0
 20 47  1  0  0  0  0
 24 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030632

> <DATABASE_NAME>
NP-MRD

> <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(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15-,17+,18-,21+/m1/s1

> <INCHI_KEY>
FOHXFLPXBUAOJM-LIBJPBHASA-N

> <FORMULA>
C21H20O13

> <MOLECULAR_WEIGHT>
480.3757

> <EXACT_MASS>
480.090390726

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.1762710339306

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.49

> <JCHEM_LOGP>
-0.44840061766666717

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.7412577353435

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.367302414620619

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648395395250552

> <JCHEM_POLAR_SURFACE_AREA>
226.82999999999996

> <JCHEM_REFRACTIVITY>
111.25639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.31e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -2.3730   -0.4020   -3.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2442   -2.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.8536   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    0.4848   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.2580   -1.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5287    1.5636   -0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3936   -0.9572 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    2.5608    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017    1.2945    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    3.7446   -1.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613    4.5611   -1.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534    3.5186   -2.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6391    4.7844   -2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    2.5482   -1.9754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0156    2.3185   -3.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -1.8357   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -1.5622    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9248    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.6518    3.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -2.0036    4.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783   -1.0184    3.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.7478    4.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.6572    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.0055    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -0.9494    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -3.1880   -0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -3.5781   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6152   -4.9472   -2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -5.4015   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -6.7473   -3.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -4.5103   -4.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -3.1436   -3.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.3161   -4.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -2.6756   -2.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.6967   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.8757   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    3.2525   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    2.9252    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.1010   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    4.2892   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    5.3143   -2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    3.1465   -3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4337    4.5601   -3.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    3.0199   -1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    1.4265   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.4120    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -1.7080    5.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893   -0.3090    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.3986    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.6935    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -5.6582   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -6.9249   -4.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968   -4.8566   -5.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -1.3879   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 23 21  2  0
 27 26  1  0
 21 19  1  0
 34  2  1  0
 19 18  2  0
 18 17  1  0
  2  3  1  0
  3 16  2  0
 16 26  1  0
 27 34  2  0
 16 17  1  0
  2  1  2  0
 31 32  2  0
 29 30  1  0
 32 34  1  0
  5 14  1  0
 14 12  1  0
 12 10  1  0
 10  7  1  0
  7  6  1  0
  6  5  1  0
 10 11  1  0
 12 13  1  0
 32 33  1  0
  9  8  1  0
  3  4  1  0
 29 31  1  0
 14 15  1  0
 17 25  2  0
 21 22  1  0
 27 28  1  0
 19 20  1  0
 25 23  1  0
 23 24  1  0
  7  8  1  0
  5  4  1  0
 31 53  1  0
 28 51  1  0
 30 52  1  0
 33 54  1  0
 25 50  1  0
 18 46  1  0
  5 35  1  6
 10 40  1  1
 11 41  1  0
 12 42  1  6
 13 43  1  0
 14 44  1  1
  8 37  1  0
  8 38  1  0
  7 36  1  6
  9 39  1  0
 15 45  1  0
 22 48  1  0
 20 47  1  0
 24 49  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -2.373  -0.402  -3.259  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.991  -1.244  -2.448  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.459  -0.854  -1.120  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.489   0.485  -0.779  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.473   1.258  -1.442  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.529   1.564  -0.472  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.588   2.394  -0.957  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.607   2.561   0.181  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.202   1.295   0.517  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.028   3.745  -1.407  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.061   4.561  -1.962  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.053   3.519  -2.464  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.639   4.784  -2.808  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.131   2.548  -1.975  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.016   2.318  -3.085  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.082  -1.836  -0.279  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.575  -1.562   1.075  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.333  -1.925   2.199  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.846  -1.652   3.472  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.587  -2.004   4.564  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.378  -1.018   3.639  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.825  -0.748   4.904  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.135  -0.657   2.533  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.318  -0.006   2.746  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.678  -0.949   1.254  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.122  -3.188  -0.574  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.593  -3.578  -1.802  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.615  -4.947  -2.065  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.083  -5.402  -3.295  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.088  -6.747  -3.511  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.530  -4.510  -4.266  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.505  -3.144  -3.997  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.955  -2.316  -4.990  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.036  -2.676  -2.765  0.00  0.00           C+0
HETATM   35  H   UNK     0      -0.017   0.697  -2.270  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.085   1.876  -1.788  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.413   3.252  -0.083  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.114   2.925   1.088  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.843   1.101  -0.193  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.600   4.289  -0.556  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.593   5.314  -2.380  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.400   3.147  -3.391  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.434   4.560  -3.336  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.734   3.020  -1.191  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.414   1.427  -2.980  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.298  -2.412   2.090  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.051  -1.708   5.327  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.689  -0.309   4.757  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.608   0.399   1.895  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.286  -0.694   0.392  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.272  -5.658  -1.318  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.453  -6.925  -4.395  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.897  -4.857  -5.228  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.908  -1.388  -4.671  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   34    3    1                                                  
CONECT    3    2   16    4                                                  
CONECT    4    3    5                                                       
CONECT    5   14    6    4   35                                             
CONECT    6    7    5                                                       
CONECT    7   10    6    8   36                                             
CONECT    8    9    7   37   38                                             
CONECT    9    8   39                                                       
CONECT   10   12    7   11   40                                             
CONECT   11   10   41                                                       
CONECT   12   14   10   13   42                                             
CONECT   13   12   43                                                       
CONECT   14    5   12   15   44                                             
CONECT   15   14   45                                                       
CONECT   16    3   26   17                                                  
CONECT   17   18   16   25                                                  
CONECT   18   19   17   46                                                  
CONECT   19   21   18   20                                                  
CONECT   20   19   47                                                       
CONECT   21   23   19   22                                                  
CONECT   22   21   48                                                       
CONECT   23   21   25   24                                                  
CONECT   24   23   49                                                       
CONECT   25   17   23   50                                                  
CONECT   26   27   16                                                       
CONECT   27   26   34   28                                                  
CONECT   28   29   27   51                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   52                                                       
CONECT   31   32   29   53                                                  
CONECT   32   31   34   33                                                  
CONECT   33   32   54                                                       
CONECT   34    2   27   32                                                  
CONECT   35    5                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   22                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   28                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
CONECT   54   33                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  114    0
END

RDKit          3D

54 57  0  0  0  0  0  0  0  0999 V2000
   -2.3730   -0.4020   -3.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2442   -2.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.8536   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    0.4848   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.2580   -1.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5287    1.5636   -0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3936   -0.9572 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6071    2.5608    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017    1.2945    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    3.7446   -1.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613    4.5611   -1.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534    3.5186   -2.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6391    4.7844   -2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    2.5482   -1.9754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0156    2.3185   -3.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -1.8357   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -1.5622    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3333   -1.9248    2.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.6518    3.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -2.0036    4.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783   -1.0184    3.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.7478    4.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.6572    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -0.0055    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -0.9494    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -3.1880   -0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -3.5781   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6152   -4.9472   -2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -5.4015   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -6.7473   -3.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -4.5103   -4.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -3.1436   -3.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.3161   -4.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -2.6756   -2.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    0.6967   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    1.8757   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    3.2525   -0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    2.9252    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.1010   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    4.2892   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931    5.3143   -2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    3.1465   -3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4337    4.5601   -3.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    3.0199   -1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    1.4265   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.4120    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -1.7080    5.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893   -0.3090    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.3986    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.6935    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -5.6582   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -6.9249   -4.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968   -4.8566   -5.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -1.3879   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 23 21  2  0
 27 26  1  0
 21 19  1  0
 34  2  1  0
 19 18  2  0
 18 17  1  0
  2  3  1  0
  3 16  2  0
 16 26  1  0
 27 34  2  0
 16 17  1  0
  2  1  2  0
 31 32  2  0
 29 30  1  0
 32 34  1  0
  5 14  1  0
 14 12  1  0
 12 10  1  0
 10  7  1  0
  7  6  1  0
  6  5  1  0
 10 11  1  0
 12 13  1  0
 32 33  1  0
  9  8  1  0
  3  4  1  0
 29 31  1  0
 14 15  1  0
 17 25  2  0
 21 22  1  0
 27 28  1  0
 19 20  1  0
 25 23  1  0
 23 24  1  0
  7  8  1  0
  5  4  1  0
 31 53  1  0
 28 51  1  0
 30 52  1  0
 33 54  1  0
 25 50  1  0
 18 46  1  0
  5 35  1  6
 10 40  1  1
 11 41  1  0
 12 42  1  6
 13 43  1  0
 14 44  1  1
  8 37  1  0
  8 38  1  0
  7 36  1  6
  9 39  1  0
 15 45  1  0
 22 48  1  0
 20 47  1  0
 24 49  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₁₃

Average Mass

480.3757 Da

Monoisotopic Mass

480.09039 Da

IUPAC Name

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

Traditional Name

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

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(O[H])=C1[H]

InChI Identifier

InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15-,17+,18-,21+/m1/s1

InChI Key

FOHXFLPXBUAOJM-LIBJPBHASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD + 5% DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD + 5% DMSO-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
Acacia aroma	KNApSAcK Database	22123792
Acacia dealbata	KNApSAcK Database	22123792
Acacia latifolia	KNApSAcK Database	22123792
Acacia mangium	Plant	KNApSAcK
Acacia mearnsii	KNApSAcK Database	22123792
Acer glabrum	LOTUS Database	35616633
Astilbe thunbergii	LOTUS Database	35616633
Astragalus complanatus	LOTUS Database	35616633
Betula pendula	LOTUS Database	35616633
Betula pubescens	LOTUS Database	35616633
Betula schmidtii	LOTUS Database	35616633
Bridelia ferruginea	LOTUS Database	35616633
Calathea angustifolia	KNApSAcK Database	22123792
Camellia sinensis	KNApSAcK Database	22123792
Cephalotus follicularis	LOTUS Database	35616633
Chondropetalum spp.	Plant	KNApSAcK
Cistus ladanifer	LOTUS Database	35616633
Cistus ladaniferus	KNApSAcK Database	22123792
Cistus laurifolius	LOTUS Database	35616633
Clitoria ternatea	JEOL database	Kazuma, K., et al, Phytochemistry 62, 229 (2003)
Combretum micranthum	LOTUS Database	35616633
Crossopteryx febrifuga	LOTUS Database	35616633
Davidsonia pruriens	KNApSAcK Database	22123792
Dioscorea bulbifera	LOTUS Database	35616633
Diplusodon speciosus	LOTUS Database	35616633
Dorycnium pentaphyllum	KNApSAcK Database	22123792
Elegia microcarpa	LOTUS Database	35616633
Elegia spp.	Plant	KNApSAcK
Epilobium hirsutum	LOTUS Database	35616633
Epilobium parviflorum	LOTUS Database	35616633
Eriogonum nudum	Plant	KNApSAcK
Erythroxylum rufum	LOTUS Database	35616633
Euphorbia stepposa	KNApSAcK Database	22123792
Guiera senegalensis	LOTUS Database	35616633
Haplopappus bailahuen	Plant	KNApSAcK
Heterogaura heterandra	KNApSAcK Database	22123792
Heuchera spp.	KNApSAcK Database	22123792
Hypericum richeri	LOTUS Database	35616633
Leptarrhena pyrolifolia	KNApSAcK Database	22123792
Libocedrus chevalieri	LOTUS Database	35616633
Licania heteromorpha	LOTUS Database	35616633
Limonium aureum	LOTUS Database	35616633
Limonium latifolium	Plant	KNApSAcK
Limonium serbicum	Plant	KNApSAcK
Liquidambar formosana	KNApSAcK Database	22123792
Lithophragma spp.	KNApSAcK Database	22123792
Loropetalum chinense	LOTUS Database	35616633
Luma chequen	Plant	KNApSAcK
Lysimachia punctata	KNApSAcK Database	22123792
Maesa lanceolata	LOTUS Database	35616633
Medicago arborea	KNApSAcK Database	22123792
Melaleuca quinquenervia	LOTUS Database	35616633
Myrica gale	Plant	KNApSAcK
Myrsine africana	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Norantea guianensis	LOTUS Database	35616633
Nymphaea caerulea	KNApSAcK Database	22123792
Oenothera glaucifolia	LOTUS Database	35616633
Oenothera lavendulaefolia	Plant	KNApSAcK
Patersonia spp.	KNApSAcK Database	22123792
Pelargonium reniforme	KNApSAcK Database	22123792
Phaseolus vulgaris	KNApSAcK Database	22123792
Phedimus kamtschaticus	LOTUS Database	35616633
Picea abies	LOTUS Database	35616633
Pimenta dioica	Plant	KNApSAcK
Plumbago spp.	KNApSAcK Database	22123792
Polyommatus icarus	Animalia	KNApSAcK
Populus candicans	Plant	KNApSAcK
Portea petropolitana	Plant	KNApSAcK
Primula sinensis	KNApSAcK Database	22123792
Prosopis argentina	KNApSAcK Database	22123792
Prosopis farcta	LOTUS Database	35616633
Prosopis reptans	KNApSAcK Database	22123792
Raoulia tenuicaulis	LOTUS Database	35616633
Rhus coriaria	LOTUS Database	35616633
Ribes nigrum	LOTUS Database	35616633
Ribes viscosissimum	LOTUS Database	35616633
Saxifraga spp.	Plant	KNApSAcK
Saxifraga tricuspidata	LOTUS Database	35616633
Sedum kamtschaticum	KNApSAcK Database	22123792
Sparganium erectum	KNApSAcK Database	22123792
Tagetes elliptica	KNApSAcK Database	22123792
Trifolium pannonicum	Plant	KNApSAcK
Trifolium repens	Plant	KNApSAcK
Vaccinium macrocarpon	LOTUS Database	35616633
Vigna spp.	KNApSAcK Database	22123792
Vitis vinifera	LOTUS Database	35616633
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
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Benzenetriol
Pyrogallol derivative
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Oxane
Monocyclic benzene moiety
Pyran
Monosaccharide
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:75813 )
monosaccharide derivative (CHEBI:75813 )
pentahydroxyflavone (CHEBI:75813 )
myricetin O-glucoside (CHEBI:75813 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.49	ALOGPS
logP	-0.45	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	226.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.26 m³·mol⁻¹	ChemAxon
Polarizability	44.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

FDB017001

KNApSAcK ID

C00005729

Chemspider ID

10188643

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

75813

Good Scents ID

Not Available

References

General References

Elessawy FM, Vandenberg A, El-Aneed A, Purves RW: An Untargeted Metabolomics Approach for Correlating Pulse Crop Seed Coat Polyphenol Profiles with Antioxidant Capacity and Iron Chelation Ability. Molecules. 2021 Jun 23;26(13). pii: molecules26133833. doi: 10.3390/molecules26133833. [PubMed:34201792 ]
Kazuma, K., et al. (2003). Kazuma, K., et al, Phytochemistry 62, 229 (2003). Phytochem..

Showing NP-Card for myricetin 3-glucoside. isomyricitrin (NP0030632)

MOL for NP0030632 (myricetin 3-glucoside. isomyricitrin)

3D MOL for NP0030632 (myricetin 3-glucoside. isomyricitrin)

3D SDF for NP0030632 (myricetin 3-glucoside. isomyricitrin)

3D-SDF for NP0030632 (myricetin 3-glucoside. isomyricitrin)

PDB for NP0030632 (myricetin 3-glucoside. isomyricitrin)

3D PDB for NP0030632 (myricetin 3-glucoside. isomyricitrin)

SMILES for NP0030632 (myricetin 3-glucoside. isomyricitrin)

INCHI for NP0030632 (myricetin 3-glucoside. isomyricitrin)

Structure for NP0030632 (myricetin 3-glucoside. isomyricitrin)

3D Structure for NP0030632 (myricetin 3-glucoside. isomyricitrin)