NP-MRD: Showing NP-Card for Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside) (NP0045745)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:36:44 UTC

Updated at

2022-03-17 19:36:44 UTC

NP-MRD ID

NP0045745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside)

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241223302D          

 64 70  0  0  0  0            999 V2000
   -1.0209   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093   -1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093    0.4228    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -2.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    0.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    1.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519    1.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1020   -1.2055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -2.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931   -2.4544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8931   -3.2794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1786   -3.6919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4642   -3.2794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4642   -2.4544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7497   -3.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -4.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -3.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3220   -2.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -2.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -3.2680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1021   -3.6805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8165   -3.2680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8165   -2.4430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1020   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5310   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310   -3.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -4.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -3.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -4.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7685   -2.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5935   -2.7450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0060   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5935   -1.3160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7685   -1.3160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3560   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3560   -0.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060   -0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -3.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -6.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -6.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -5.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7394   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -5.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
 17 18  1  0  0  0  0
  7 20  1  0  0  0  0
 26  9  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  6  0  0  0
 24 28  1  1  0  0  0
 23 29  1  6  0  0  0
 22 30  1  1  0  0  0
 30 31  1  0  0  0  0
 37 20  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  6  0  0  0
 35 39  1  1  0  0  0
 34 40  1  6  0  0  0
 33 41  1  1  0  0  0
 41 42  1  0  0  0  0
 48 38  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 43 48  1  0  0  0  0
 47 49  1  6  0  0  0
 46 50  1  1  0  0  0
 45 51  1  6  0  0  0
 44 52  1  1  0  0  0
 52 53  1  0  0  0  0
 63 42  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 54 59  1  0  0  0  0
 56 60  1  0  0  0  0
 59 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
M  CHG  1   5   1
M  END


  Mrv0541 02241223302D          

 64 70  0  0  0  0            999 V2000
   -1.0209   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093   -1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -1.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093    0.4228    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646   -0.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -2.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    0.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334    0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    1.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519    1.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1020   -1.2055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -2.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931   -2.4544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8931   -3.2794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1786   -3.6919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4642   -3.2794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4642   -2.4544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7497   -3.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -4.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -3.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3220   -2.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -2.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -3.2680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1021   -3.6805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8165   -3.2680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8165   -2.4430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1020   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5310   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310   -3.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -4.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -3.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -4.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7685   -2.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5935   -2.7450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0060   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5935   -1.3160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7685   -1.3160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3560   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3560   -0.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060   -0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -3.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -6.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -6.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -5.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -5.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7394   -5.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -5.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
 17 18  1  0  0  0  0
  7 20  1  0  0  0  0
 26  9  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  6  0  0  0
 24 28  1  1  0  0  0
 23 29  1  6  0  0  0
 22 30  1  1  0  0  0
 30 31  1  0  0  0  0
 37 20  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  6  0  0  0
 35 39  1  1  0  0  0
 34 40  1  6  0  0  0
 33 41  1  1  0  0  0
 41 42  1  0  0  0  0
 48 38  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 43 48  1  0  0  0  0
 47 49  1  6  0  0  0
 46 50  1  1  0  0  0
 45 51  1  6  0  0  0
 44 52  1  1  0  0  0
 52 53  1  0  0  0  0
 63 42  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 54 59  1  0  0  0  0
 56 60  1  0  0  0  0
 59 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
NP0045745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](COC(=O)\C=C\C3=CC=C(O)C=C3)O[C@H]2OC2=C([O+]=C3C=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H46O22/c43-14-26-30(49)33(52)36(55)40(61-26)59-24-12-21(47)11-23-22(24)13-25(38(58-23)18-4-8-20(46)9-5-18)60-42-39(64-41-37(56)34(53)31(50)27(15-44)62-41)35(54)32(51)28(63-42)16-57-29(48)10-3-17-1-6-19(45)7-2-17/h1-13,26-28,30-37,39-44,49-56H,14-16H2,(H2-,45,46,47,48)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1

> <INCHI_KEY>
ABHFLYVGOLPRKB-GXKMNUNHSA-O

> <FORMULA>
C42H47O22

> <MOLECULAR_WEIGHT>
903.8094

> <EXACT_MASS>
903.255898188

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
88.44070662441308

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
-0.6949000000000041

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.33183952876561

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.65920866442111

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678622844118399

> <JCHEM_POLAR_SURFACE_AREA>
357.81

> <JCHEM_REFRACTIVITY>
220.38290000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.906  -1.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.906   0.051   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.577  -2.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.266  -2.259   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.577   0.789   0.000  0.00  0.00           O+1
HETATM    6  C   UNK     0      -3.266   0.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.719  -1.489   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.601  -1.489   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.266  -3.812   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.719   0.051   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.601   0.051   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.047   0.789   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.935   0.789   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.401   0.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.047   2.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.729   0.789   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.401   3.112   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.729   2.342   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.070   3.112   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.057  -2.250   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.933  -3.812   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -7.267  -4.582   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.267  -6.122   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.933  -6.892   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.600  -6.122   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.600  -4.582   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.266  -6.892   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.933  -8.432   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -8.601  -6.892   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -8.601  -3.812   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -9.934  -4.582   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.724  -4.560   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.724  -6.100   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.057  -6.870   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.391  -6.100   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.391  -4.560   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.057  -3.790   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.725  -3.790   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       4.725  -6.870   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.057  -8.410   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.610  -6.870   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -0.610  -8.410   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.035  -5.124   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       8.575  -5.124   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.345  -3.790   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.575  -2.457   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.035  -2.457   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.265  -3.790   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       6.265  -1.123   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       9.345  -1.123   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.885  -3.790   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       9.345  -6.458   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      10.885  -6.458   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -6.000  -9.744   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -7.540  -9.744   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -8.310 -11.078   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -7.540 -12.411   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -6.000 -12.411   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -5.230 -11.078   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -9.850 -11.078   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -3.690 -11.078   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -2.920  -9.744   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -1.380  -9.744   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      -0.610 -11.078   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   10   20                                                  
CONECT    8    4   11                                                       
CONECT    9    4   26                                                       
CONECT   10    5   12    7                                                  
CONECT   11    6   13    8                                                  
CONECT   12   10   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12   16                                                       
CONECT   15   12   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   18                                                       
CONECT   18   16   19   17                                                  
CONECT   19   18                                                            
CONECT   20    7   37                                                       
CONECT   21   22   26                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26    9   25   21                                                  
CONECT   27   25                                                            
CONECT   28   24                                                            
CONECT   29   23                                                            
CONECT   30   22   31                                                       
CONECT   31   30                                                            
CONECT   32   33   37                                                       
CONECT   33   32   34   41                                                  
CONECT   34   33   35   40                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   20   36   32                                                  
CONECT   38   36   48                                                       
CONECT   39   35                                                            
CONECT   40   34                                                            
CONECT   41   33   42                                                       
CONECT   42   41   63                                                       
CONECT   43   44   48                                                       
CONECT   44   43   45   52                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   47   50                                                  
CONECT   47   46   48   49                                                  
CONECT   48   38   47   43                                                  
CONECT   49   47                                                            
CONECT   50   46                                                            
CONECT   51   45                                                            
CONECT   52   44   53                                                       
CONECT   53   52                                                            
CONECT   54   55   59                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   60                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   54   61                                                  
CONECT   60   56                                                            
CONECT   61   59   62                                                       
CONECT   62   61   63                                                       
CONECT   63   42   62   64                                                  
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  140    0
END

View in JSmol

Synonyms

Value	Source
Pelargonidin 3-O-[2-O-b-D-glucopyranosyl-6-O-(e)-p-coumaroyl-b-D-glucopyranoside] 5-O-(b-D-glucopyranoside)	Generator
Pelargonidin 3-O-[2-O-β-D-glucopyranosyl-6-O-(e)-p-coumaroyl-β-D-glucopyranoside] 5-O-(β-D-glucopyranoside)	Generator

Chemical Formula

C₄₂H₄₇O₂₂

Average Mass

903.8094 Da

Monoisotopic Mass

903.25590 Da

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

30375-85-0

SMILES

OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](COC(=O)\C=C\C3=CC=C(O)C=C3)O[C@H]2OC2=C([O+]=C3C=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C42H46O22/c43-14-26-30(49)33(52)36(55)40(61-26)59-24-12-21(47)11-23-22(24)13-25(38(58-23)18-4-8-20(46)9-5-18)60-42-39(64-41-37(56)34(53)31(50)27(15-44)62-41)35(54)32(51)28(63-42)16-57-29(48)10-3-17-1-6-19(45)7-2-17/h1-13,26-28,30-37,39-44,49-56H,14-16H2,(H2-,45,46,47,48)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1

InChI Key

ABHFLYVGOLPRKB-GXKMNUNHSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Raphanus sativus	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin 3-O-6-p-coumaroyl glycosides

Alternative Parents

Substituents

Anthocyanidin 3-o-6-p-coumaroyl-glycoside
Anthocyanin
Anthocyanidin-5-o-glycoside
Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
7-hydroxyflavonoid
4'-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Phenolic glycoside
Coumaric acid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
Benzopyran
1-benzopyran
Styrene
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxane
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.97	ALOGPS
logP	-0.69	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.66	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	357.81 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	220.38 m³·mol⁻¹	ChemAxon
Polarizability	88.44 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001728

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside) (NP0045745)

MOL for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

3D MOL for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

3D SDF for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

3D-SDF for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

PDB for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

3D PDB for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

SMILES for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

INCHI for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

Structure for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))

3D Structure for NP0045745 (Pelargonidin 3-O-[2-O-beta-D-glucopyranosyl-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside))