NP-MRD: Showing NP-Card for Delphinidin 3-glucoside (NP0043863)

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Record Information

Version

1.0

Created at

2021-06-22 17:26:24 UTC

Updated at

2021-06-22 17:26:25 UTC

NP-MRD ID

NP0043863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delphinidin 3-glucoside

Description

Delphinidin 3-glucoside, also known as myrtillin, belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Thus, delphinidin 3-glucoside is considered to be a flavonoid. Delphinidin 3-glucoside exists in all eukaryotes, ranging from yeast to plants to humans. Delphinidin 3-glucoside is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Delphinidin 3-glucoside is found in Abies spp., Alopecurus spp., Anthoxanthum spp., Anthyllis pyrenaica, Arbutus unedo , Ardisia humilis, Avenula spp., Blighia sieboldii, Bothriochloa spp., Camellia sinensis , Ceratostigma plumbaginoides, Clitoria ternatea , Cornus mas , Cyathodes spp., Dactylis spp., Deschampsia spp., Elymus spp., Empetrum nigrum , Eugenia umbelliflora, Festuca spp., Frankenia grandiflora, Geranium sylvaticum, Hibiscus cannabinus, Hordeum spp., Hydrangea macrophylla , Impatiens balsamina , Limonium spp., Lobostemon spp., Malva sylvestris, Metrosideros spp., Miscanthus spp., Molinia spp., Morus alba , Mucuna sempervirens, Muntingia calabura , Muscari armeniacum , Nymphaea alba , Nymphaea candida , Nymphaea marliacea, Oryza spp., Passiflora suberosa, Pentachondra spp., Phalaris spp., Phleum spp., Picea spp., Pinus banksiana , Plumbago spp., Poa spp., Podocarpus spp., Polygonum spp., Pseudotsuga spp., Salix spp., Sinarundinaria spp., Trochocarpa spp., Tsuga spp., Vaccinium padifolium, Vaccinium spp., Verbena x hybrida, Vigna spp., Visnea mocanera and Vitis vinifera. It was first documented in 2000 (PMID: 10746881). Based on a literature review a significant number of articles have been published on Delphinidin 3-glucoside (PMID: 24493900) (PMID: 33353130) (PMID: 34200974) (PMID: 33586559) (PMID: 33465442) (PMID: 33396768).

Structure

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


  Mrv1652306222119262D          

 33 36  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 C   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
   -0.7145    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
    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  3  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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  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 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
    0.0000   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    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
    1.4289   -4.1250    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
    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  4  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  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
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  6  0  0  0
 23 30  1  1  0  0  0
 22 31  1  6  0  0  0
 16 32  1  0  0  0  0
 14 33  1  0  0  0  0
M  CHG  1  11   1
M  END

NP0043863
     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    5.0410   -0.7899    3.4690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -0.6234    3.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -0.2999    1.9294 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0054   -0.1059    1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.4516    0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4660    0.0301    0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.6507   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -2.0250   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -2.7429   -0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898   -4.1103   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738   -4.8565   -0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9750   -4.7718   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -3.9951   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648   -4.6424   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0921   -2.6359   -1.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9037   -1.9889   -0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085   -0.7036   -0.8261 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8297    0.0203   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911    1.4483   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.9856   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209    3.3312   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063    3.7966   -1.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    4.2060   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    5.5658   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    3.7420   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    4.6262    0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    2.3600   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221    0.2164   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5503   -0.7495   -1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5183    1.2869    0.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6879    2.3926    0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957    0.8876    1.4004 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4645    0.6637    1.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321   -1.2457    2.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -1.6393    3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2776    0.1295    4.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.1892    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.5481    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -2.5678   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246   -4.5373   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9539   -5.8369   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -4.8157   -2.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -2.0575   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618    1.3273   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526    3.1630   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902    5.9342   -0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    5.6146    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299    2.0663    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.6751   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9921   -1.4109   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.6229   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    2.9045   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827    1.7084    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    1.2868    0.6174 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  3  1  0
 18  7  1  0
 27 19  1  0
 16  9  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  6
  5 38  1  1
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  6
 29 50  1  0
 30 51  1  6
 31 52  1  0
 32 53  1  1
 33 54  1  0
M  CHG  1  17   1
M  END


  Mrv1652306222119262D          

 33 36  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 C   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
   -0.7145    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
    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  3  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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  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 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
    0.0000   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    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
    1.4289   -4.1250    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
    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  4  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  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
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  6  0  0  0
 23 30  1  1  0  0  0
 22 31  1  6  0  0  0
 16 32  1  0  0  0  0
 14 33  1  0  0  0  0
M  CHG  1  11   1
M  END
> <DATABASE_ID>
NP0043863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1

> <INCHI_KEY>
XENHPQQLDPAYIJ-PEVLUNPASA-O

> <FORMULA>
C21H21O12

> <MOLECULAR_WEIGHT>
465.3842

> <EXACT_MASS>
465.103301136

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.79860266792074

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <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)-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
0.10259999999999869

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.29353247768773

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.366609768744095

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483954110345156

> <JCHEM_POLAR_SURFACE_AREA>
213.67

> <JCHEM_REFRACTIVITY>
118.23839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.54e-01 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)-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043863
     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    5.0410   -0.7899    3.4690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -0.6234    3.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -0.2999    1.9294 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0054   -0.1059    1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.4516    0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4660    0.0301    0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.6507   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -2.0250   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -2.7429   -0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898   -4.1103   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738   -4.8565   -0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9750   -4.7718   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -3.9951   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648   -4.6424   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0921   -2.6359   -1.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9037   -1.9889   -0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085   -0.7036   -0.8261 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8297    0.0203   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911    1.4483   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.9856   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209    3.3312   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063    3.7966   -1.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    4.2060   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    5.5658   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    3.7420   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    4.6262    0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    2.3600   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221    0.2164   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5503   -0.7495   -1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5183    1.2869    0.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6879    2.3926    0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957    0.8876    1.4004 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4645    0.6637    1.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321   -1.2457    2.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -1.6393    3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2776    0.1295    4.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.1892    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.5481    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -2.5678   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246   -4.5373   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9539   -5.8369   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -4.8157   -2.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -2.0575   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618    1.3273   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526    3.1630   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902    5.9342   -0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    5.6146    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299    2.0663    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.6751   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9921   -1.4109   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.6229   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    2.9045   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827    1.7084    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    1.2868    0.6174 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  3  1  0
 18  7  1  0
 27 19  1  0
 16  9  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  6
  5 38  1  1
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  6
 29 50  1  0
 30 51  1  6
 31 52  1  0
 32 53  1  1
 33 54  1  0
M  CHG  1  17   1
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+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+1
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  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667  -7.700   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       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4                                                            
CONECT   10    2   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   33                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   32                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   10   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   23                                                            
CONECT   31   22                                                            
CONECT   32   16                                                            
CONECT   33   14                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    NP0043863
HETATM    1  O1  UNL     1       5.041  -0.790   3.469  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.654  -0.623   3.362  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.359  -0.300   1.929  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.005  -0.106   1.672  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.731  -0.452   0.337  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.466   0.030   0.052  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.657  -0.651  -0.265  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.633  -2.025  -0.338  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.778  -2.743  -0.662  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.790  -4.110  -0.743  1.00  0.00           C  
HETATM   11  O4  UNL     1      -0.674  -4.856  -0.509  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.975  -4.772  -1.074  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.083  -3.995  -1.305  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.265  -4.642  -1.634  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.092  -2.636  -1.229  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.904  -1.989  -0.898  1.00  0.00           C  
HETATM   17  O6  UNL     1      -2.909  -0.704  -0.826  1.00  0.00           O1+
HETATM   18  C12 UNL     1      -1.830   0.020  -0.518  1.00  0.00           C  
HETATM   19  C13 UNL     1      -1.991   1.448  -0.476  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.239   1.986  -0.756  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.521   3.331  -0.749  1.00  0.00           C  
HETATM   22  O7  UNL     1      -4.806   3.797  -1.043  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.516   4.206  -0.450  1.00  0.00           C  
HETATM   24  O8  UNL     1      -2.790   5.566  -0.441  1.00  0.00           O  
HETATM   25  C17 UNL     1      -1.255   3.742  -0.163  1.00  0.00           C  
HETATM   26  O9  UNL     1      -0.214   4.626   0.146  1.00  0.00           O  
HETATM   27  C18 UNL     1      -1.020   2.360  -0.183  1.00  0.00           C  
HETATM   28  C19 UNL     1       2.722   0.216  -0.599  1.00  0.00           C  
HETATM   29  O10 UNL     1       3.550  -0.750  -1.211  1.00  0.00           O  
HETATM   30  C20 UNL     1       3.518   1.287   0.074  1.00  0.00           C  
HETATM   31  O11 UNL     1       2.688   2.393   0.265  1.00  0.00           O  
HETATM   32  C21 UNL     1       4.096   0.888   1.400  1.00  0.00           C  
HETATM   33  O12 UNL     1       5.464   0.664   1.270  1.00  0.00           O  
HETATM   34  H1  UNL     1       5.332  -1.246   2.632  1.00  0.00           H  
HETATM   35  H2  UNL     1       3.219  -1.639   3.562  1.00  0.00           H  
HETATM   36  H3  UNL     1       3.278   0.130   4.071  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.699  -1.189   1.324  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.842  -1.548   0.300  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.276  -2.568  -0.143  1.00  0.00           H  
HETATM   40  H7  UNL     1       0.225  -4.537  -0.268  1.00  0.00           H  
HETATM   41  H8  UNL     1      -2.954  -5.837  -1.130  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.455  -4.816  -2.623  1.00  0.00           H  
HETATM   43  H10 UNL     1      -4.968  -2.058  -1.413  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.062   1.327  -0.998  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.553   3.163  -1.264  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.690   5.934  -0.643  1.00  0.00           H  
HETATM   47  H14 UNL     1      -0.381   5.615   0.161  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.030   2.066   0.047  1.00  0.00           H  
HETATM   49  H16 UNL     1       2.156   0.675  -1.433  1.00  0.00           H  
HETATM   50  H17 UNL     1       2.992  -1.411  -1.649  1.00  0.00           H  
HETATM   51  H18 UNL     1       4.306   1.623  -0.640  1.00  0.00           H  
HETATM   52  H19 UNL     1       2.558   2.904  -0.573  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.983   1.708   2.159  1.00  0.00           H  
HETATM   54  H21 UNL     1       5.872   1.287   0.617  1.00  0.00           H  
CONECT    1    2   34
CONECT    2    3   35   36
CONECT    3    4   32   37
CONECT    4    5
CONECT    5    6   28   38
CONECT    6    7
CONECT    7    8    8   18
CONECT    8    9   39
CONECT    9   10   10   16
CONECT   10   11   12
CONECT   11   40
CONECT   12   13   13   41
CONECT   13   14   15
CONECT   14   42
CONECT   15   16   16   43
CONECT   16   17
CONECT   17   18   18
CONECT   18   19
CONECT   19   20   20   27
CONECT   20   21   44
CONECT   21   22   23   23
CONECT   22   45
CONECT   23   24   25
CONECT   24   46
CONECT   25   26   27   27
CONECT   26   47
CONECT   27   48
CONECT   28   29   30   49
CONECT   29   50
CONECT   30   31   32   51
CONECT   31   52
CONECT   32   33   53
CONECT   33   54
END

NP0043863
     RDKit          3D

54 57  0  0  0  0  0  0  0  0999 V2000
    5.0410   -0.7899    3.4690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -0.6234    3.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -0.2999    1.9294 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0054   -0.1059    1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.4516    0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4660    0.0301    0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.6507   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -2.0250   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -2.7429   -0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898   -4.1103   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738   -4.8565   -0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9750   -4.7718   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -3.9951   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648   -4.6424   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0921   -2.6359   -1.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9037   -1.9889   -0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085   -0.7036   -0.8261 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.8297    0.0203   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911    1.4483   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.9856   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209    3.3312   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063    3.7966   -1.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    4.2060   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    5.5658   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    3.7420   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    4.6262    0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    2.3600   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221    0.2164   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5503   -0.7495   -1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5183    1.2869    0.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6879    2.3926    0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957    0.8876    1.4004 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4645    0.6637    1.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321   -1.2457    2.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -1.6393    3.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2776    0.1295    4.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.1892    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.5481    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -2.5678   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246   -4.5373   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9539   -5.8369   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -4.8157   -2.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -2.0575   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618    1.3273   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526    3.1630   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902    5.9342   -0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    5.6146    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299    2.0663    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.6751   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9921   -1.4109   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.6229   -0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    2.9045   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827    1.7084    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    1.2868    0.6174 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  3  1  0
 18  7  1  0
 27 19  1  0
 16  9  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  6
  5 38  1  1
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  6
 29 50  1  0
 30 51  1  6
 31 52  1  0
 32 53  1  1
 33 54  1  0
M  CHG  1  17   1
M  END

View in JSmol

Synonyms

Value	Source
Delfinidin 3-O-beta-D-glucoside	ChEBI
Delphinidin 3-O-glucoside	ChEBI
Mirtillin	Kegg
Delphinidin 3-O-beta-D-glucoside	Kegg
Delfinidin 3-O-b-D-glucoside	Generator
Delfinidin 3-O-β-D-glucoside	Generator
Delphinidin 3-O-b-D-glucoside	Generator
Delphinidin 3-O-β-D-glucoside	Generator
Delphinidin 3-monoglucoside	HMDB
Delphinidin 3-O-beta-D-glucopyranoside	HMDB
Delphinidol 3-glucoside	HMDB
Myrtillin	HMDB
Myrtillin a	HMDB
Delphinidin 3-O-glucopyranoside	HMDB
Delphinidin 3-O-beta-glucoside	HMDB
Delphinidin-3-glucoside	HMDB

Chemical Formula

C₂₁H₂₁O₁₂

Average Mass

465.3842 Da

Monoisotopic Mass

465.10330 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)-1lambda4-chromen-1-ylium

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)-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1

InChI Key

XENHPQQLDPAYIJ-PEVLUNPASA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	FooDB
Abies spp.	Plant	KNApSAcK
Actinidia chinensis	FooDB	FooDB
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	FooDB
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	FooDB
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Alopecurus spp.	Plant	KNApSAcK
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anthoxanthum spp.	Plant	KNApSAcK
Anthriscus cerefolium	FooDB	FooDB
Anthyllis pyrenaica	Plant	KNApSAcK
Apium graveolens	FooDB	FooDB
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arachis hypogaea	FooDB	FooDB
Arbutus unedo	Plant	KNApSAcK
Arctium lappa	FooDB	FooDB
Ardisia humilis	Plant	KNApSAcK
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asparagus officinalis	FooDB	FooDB
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Avenula spp.	Plant	KNApSAcK
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Blighia sieboldii	Plant	KNApSAcK
Borago officinalis	FooDB	FooDB
Bothriochloa spp.	Plant	KNApSAcK
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	FooDB
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	FooDB
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	FooDB
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Camellia sinensis	Plant	KNApSAcK
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capsicum annuum	FooDB	FooDB
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	FooDB
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	FooDB
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Ceratostigma plumbaginoides	Plant	KNApSAcK
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	FooDB
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	FooDB
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	FooDB
Citrus reticulata	FooDB	FooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Clitoria ternatea	Plant	KNApSAcK
Cocos nucifera	FooDB	FooDB
Coffea arabica L.	FooDB	FooDB
Coffea canephora	FooDB	FooDB
Colocasia esculenta	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coriandrum sativum L.	FooDB	FooDB
Cornus alba	Linington's dataset npmrd_submissions_20220207	17207823
Cornus mas	Plant	KNApSAcK
Corylus	FooDB	FooDB
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	FooDB
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	FooDB
Cucurbita	FooDB	FooDB
Cucurbita maxima	FooDB	FooDB
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	FooDB
Cyathodes spp.	Plant	KNApSAcK
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Dactylis spp.	Plant	KNApSAcK
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	FooDB
Deschampsia spp.	Plant	KNApSAcK
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Elymus spp.	Plant	KNApSAcK
Empetrum nigrum	Plant	KNApSAcK
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eugenia javanica	FooDB	FooDB
Eugenia umbelliflora	Plant	KNApSAcK
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Festuca spp.	Plant	KNApSAcK
Ficus carica	FooDB	FooDB
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	FooDB
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Frankenia grandiflora	Plant	KNApSAcK
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Gentiana makinoi	KNApSAcK Database	22123792
Gentiana triflora	KNApSAcK Database	22123792
Geranium sylvaticum	Plant	KNApSAcK
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hibiscus cannabinus	LOTUS Database	35616633
Hibiscus sabbariffa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hippophae rhamnoides	FooDB	FooDB
Hordeum spp.	Plant	KNApSAcK
Hordeum vulgare	FooDB	FooDB
Hydrangea macrophylla	Plant	KNApSAcK
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Impatiens balsamina	Plant	KNApSAcK
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	FooDB
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	FooDB
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	FooDB
Lagenaria siceraria	FooDB	FooDB
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Limonium spp.	Plant	KNApSAcK
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Litchi chinensis	FooDB	FooDB
Lobostemon spp.	Plant	KNApSAcK
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	FooDB
Malva sylvestris	LOTUS Database	35616633
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	KNAPSACK
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metrosideros spp.	Plant	KNApSAcK
Metroxylon sagu	FooDB	FooDB
Miscanthus spp.	Plant	KNApSAcK
Molinia spp.	Plant	KNApSAcK
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus alba	Plant	KNApSAcK
Morus nigra	FooDB	FooDB
Mucuna sempervirens	Plant	KNApSAcK
Muntingia calabura	Plant	KNApSAcK
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	FooDB
Muscari armeniacum	Plant	KNApSAcK
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Nymphaea alba	Plant	KNApSAcK
Nymphaea candida	Plant	KNApSAcK
Nymphaea marliacea	Plant	KNApSAcK
Ocimum basilicum	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	FooDB
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Oryza spp.	Plant	KNApSAcK
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Passiflora edulis	FooDB	FooDB
Passiflora suberosa	Plant	KNApSAcK
Pastinaca sativa	FooDB	FooDB
Pediomelum esculentum	FooDB	FooDB
Pentachondra spp.	Plant	KNApSAcK
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	FooDB
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	FooDB
Phalaris spp.	Plant	KNApSAcK
Phaseolus coccineus	FooDB	KNAPSACK
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phleum spp.	Plant	KNApSAcK
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	PHENOL EXPLORER
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Picea spp.	Plant	KNApSAcK
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	FooDB
Pinus banksiana	Plant	KNApSAcK
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	FooDB
Pisum sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pleurotus ostreatus	FooDB	FooDB
Plumbago spp.	Plant	KNApSAcK
Poa spp.	Plant	KNApSAcK
Podocarpus spp.	Plant	KNApSAcK
Polygonum alpinum	FooDB	FooDB
Polygonum spp.	Plant	KNApSAcK
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	FooDB
Prunus armeniaca	FooDB	FooDB
Prunus avium	FooDB	L. Gao, and G. Mazza. Characterization, Quantitation, and Distribution of Anthocyanins and Colorl...
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	FooDB
Prunus dulcis	FooDB	FooDB
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	FooDB
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Pseudotsuga spp.	Plant	KNApSAcK
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	FooDB
Raphanus sativus var. sativus	FooDB	FooDB
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes rubrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Rosa	FooDB	FooDB
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	PHENOL EXPLORER
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salix spp.	Plant	KNApSAcK
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	PHENOL EXPLORER
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sinarundinaria spp.	Plant	KNApSAcK
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	FooDB
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	FooDB	Keiko Azuma, Akio Ohyama, Katsunari Ippoushi, Takashi Ichiyanagi, Atsuko Takeuchi, Takeo Saito an...
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	FooDB
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	FooDB
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Trochocarpa spp.	Plant	KNApSAcK
Tsuga spp.	Plant	KNApSAcK
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	KNAPSACK
Vaccinium angustifolium	FooDB	11312849
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	Kader, F., Rove, B., Girardin, M., and Metche, M. (1996). Fractionation and identification of the...
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	PHENOL EXPLORER
Vaccinium myrtilloides	FooDB	17579428
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium padifolium	Plant	KNApSAcK
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium spp.	Plant	KNApSAcK
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena hybrida	Plant	KNApSAcK
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna spp.	Plant	KNApSAcK
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Visnea mocanera	Plant	KNApSAcK
Vitis	FooDB	FooDB
Vitis aestivalis	FooDB	PHENOL EXPLORER
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays L.	FooDB	FooDB
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Benzenetriol
Pyrogallol derivative
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Primary alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:31463 )
anthocyanin cation (CHEBI:31463 )
Anthocyanidins (C12138 )
Anthocyanidins and anthocyanins (C12138 )

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	0.93	ALOGPS
logP	0.1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	213.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.24 m³·mol⁻¹	ChemAxon
Polarizability	43.8 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

HMDB0037997

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Delphinidin-3-O-glucoside

METLIN ID

Not Available

PubChem Compound

13915667

PDB ID

Not Available

ChEBI ID

31463

Good Scents ID

Not Available

References

General References

Mas T, Susperregui J, Berke B, Cheze C, Moreau S, Nuhrich A, Vercauteren J: DNA triplex stabilization property of natural anthocyanins. Phytochemistry. 2000 Mar;53(6):679-87. doi: 10.1016/s0031-9422(99)00619-6. [PubMed:10746881 ]
Mirsaeedghazi H, Emam-Djomeh Z, Ahmadkhaniha R: Effect of frozen storage on the anthocyanins and phenolic components of pomegranate juice. J Food Sci Technol. 2014 Feb;51(2):382-6. doi: 10.1007/s13197-011-0504-z. Epub 2011 Aug 24. [PubMed:24493900 ]
Cosme F, Vilela A, Moreira L, Moura C, Enriquez JAP, Filipe-Ribeiro L, Nunes FM: Terroir Effect on the Phenolic Composition and Chromatic Characteristics of Mencia/Jaen Monovarietal Wines: Bierzo D.O. (Spain) and Dao D.O. (Portugal). Molecules. 2020 Dec 18;25(24). pii: molecules25246008. doi: 10.3390/molecules25246008. [PubMed:33353130 ]
Saenjum C, Pattananandecha T, Nakagawa K: Antioxidative and Anti-Inflammatory Phytochemicals and Related Stable Paramagnetic Species in Different Parts of Dragon Fruit. Molecules. 2021 Jun 10;26(12). pii: molecules26123565. doi: 10.3390/molecules26123565. [PubMed:34200974 ]
Alshamar HA, Dapson RW: Molecular stabilization and complexation: the secrets of making a nuclear-selective histological stain from naturally occurring anthocyanins without oxidation. Biotech Histochem. 2021 Apr;96(3):161-170. doi: 10.1080/10520295.2021.1881617. Epub 2021 Feb 15. [PubMed:33586559 ]
Qamar M, Akhtar S, Ismail T, Yuan Y, Ahmad N, Tawab A, Ismail A, Barnard RT, Cooper MA, Blaskovich MAT, Ziora ZM: Syzygium cumini(L.),Skeels fruit extracts: In vitro and in vivo anti-inflammatory properties. J Ethnopharmacol. 2021 May 10;271:113805. doi: 10.1016/j.jep.2021.113805. Epub 2021 Jan 16. [PubMed:33465442 ]
Aksornchu P, Chamnansilpa N, Adisakwattana S, Thilavech T, Choosak C, Marnpae M, Makynen K, Dahlan W, Ngamukote S: Inhibitory Effect of Antidesma bunius Fruit Extract on Carbohydrate Digestive Enzymes Activity and Protein Glycation In Vitro. Antioxidants (Basel). 2020 Dec 30;10(1). pii: antiox10010032. doi: 10.3390/antiox10010032. [PubMed:33396768 ]
Hui X, Wu G, Han D, Stipkovits L, Wu X, Tang S, Brennan MA, Brennan CS: The effects of bioactive compounds from blueberry and blackcurrant powders on the inhibitory activities of oat bran pastes against alpha-amylase and alpha-glucosidase linked to type 2 diabetes. Food Res Int. 2020 Dec;138(Pt A):109756. doi: 10.1016/j.foodres.2020.109756. Epub 2020 Oct 8. [PubMed:33292939 ]
Pereira GE, Padhi EMT, Sudarshana MR, Fialho FB, Medina-Plaza C, Girardello RC, Tseng D, Bruce RC, Erdmann JN, Slupsky CM, Oberholster A: Impact of grapevine red blotch disease on primary and secondary metabolites in 'Cabernet Sauvignon' grape tissues. Food Chem. 2021 Apr 16;342:128312. doi: 10.1016/j.foodchem.2020.128312. Epub 2020 Oct 14. [PubMed:33268164 ]
Ramos-Bell S, Calderon-Santoyo M, Barros-Castillo JC, Ragazzo-Sanchez JA: Characterization of submicron emulsion processed by ultrasound homogenization to protect a bioactive extract from sea grape (Coccoloba uvifera L.). Food Sci Biotechnol. 2020 Jun 6;29(10):1365-1372. doi: 10.1007/s10068-020-00780-0. eCollection 2020 Oct. [PubMed:32999743 ]
Liu C, Yu Q, Li Z, Jin X, Xing W: Metabolic and transcriptomic analysis related to flavonoid biosynthesis during the color formation of Michelia crassipes tepal. Plant Physiol Biochem. 2020 Oct;155:938-951. doi: 10.1016/j.plaphy.2020.06.050. Epub 2020 Jul 29. [PubMed:32961471 ]

Showing NP-Card for Delphinidin 3-glucoside (NP0043863)

MOL for NP0043863 (Delphinidin 3-glucoside)

3D MOL for NP0043863 (Delphinidin 3-glucoside)

3D SDF for NP0043863 (Delphinidin 3-glucoside)

3D-SDF for NP0043863 (Delphinidin 3-glucoside)

PDB for NP0043863 (Delphinidin 3-glucoside)

3D PDB for NP0043863 (Delphinidin 3-glucoside)

SMILES for NP0043863 (Delphinidin 3-glucoside)

INCHI for NP0043863 (Delphinidin 3-glucoside)

Structure for NP0043863 (Delphinidin 3-glucoside)

3D Structure for NP0043863 (Delphinidin 3-glucoside)