MiMeDB: Showing metabocard for Delphinidin 3-O-(acetylglucoside) (MMDBc0033619)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:56:11 UTC

Update Date

2022-08-31 22:37:07 UTC

MiMeDB ID

MMDBc0033619

Metabolite Identification

Common Name

Delphinidin 3-O-(acetylglucoside)

Description

Delphinidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951 ] [PMID: 17303275 ]

Structure

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

Delphinidin 3-O-(6"-acetyl-glucoside)
  Mrv1652309231718102D          

 41 44  0  0  1  0            999 V2000
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    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
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    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
    0.0000    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
   -2.1434   -0.4125    0.0000 O   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
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  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
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 24 32  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  6  0  0  0
 33 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  1  0  0  0
 36 39  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  1  0  0  0
M  CHG  1  14   1
M  END

HMDB0038004
     RDKit          3D
Delphinidin 3-(acetylglucoside)
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.6845    3.0281    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3451    1.6674    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333    1.2015    3.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.9133    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434   -0.3799    1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -0.8461    0.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9722   -0.0040    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -0.4920   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1727   -0.0796   -0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -0.7064   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.1014   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -2.8073    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -4.1691    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -4.8877    0.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6497   -4.8156    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8162   -4.0876    0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0063   -4.7449    0.7883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8138   -2.7137    0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185   -2.0489    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -0.7660    0.1232 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.5057   -0.0303   -0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206    1.4070   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6350    2.3134   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.6770   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    4.5567   -0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    4.1972   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3269    5.5766   -0.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1397    3.3185   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4189    3.8457   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    1.9653   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    0.0080   -1.8310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5592   -0.9604   -2.8030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2797    0.1487   -1.6782 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5002    1.4216   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972   -0.9319   -0.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6392   -2.1548   -1.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584    3.2769    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107    3.7757    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836    3.1399    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486   -1.0349    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -0.4738    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -1.8889    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.5898   -0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -2.6406   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -4.6456    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -5.9070    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553   -4.9301    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388   -2.1563    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    1.9881   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    5.5398   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2625    5.9483   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029    3.1989    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700    1.3186    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.9989   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -1.8418   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009    0.0969   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    1.9657   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -0.7685   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.8893   -0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35  6  1  0
 21 10  1  0
 30 22  1  0
 19 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  8 43  1  6
 11 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 18 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 33 56  1  6
 34 57  1  0
 35 58  1  1
 36 59  1  0
M  CHG  1  20   1
M  END

Delphinidin 3-O-(6"-acetyl-glucoside)
  Mrv1652309231718102D          

 41 44  0  0  1  0            999 V2000
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    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
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    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
    0.0000    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
   -2.1434   -0.4125    0.0000 O   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
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  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
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 24 32  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  6  0  0  0
 33 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  1  0  0  0
 36 39  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  1  0  0  0
M  CHG  1  14   1
M  END
> <DATABASE_ID>
MMDBc0033619

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O13/c1-8(24)33-7-17-19(30)20(31)21(32)23(36-17)35-16-6-11-12(26)4-10(25)5-15(11)34-22(16)9-2-13(27)18(29)14(28)3-9/h2-6,17,19-21,23,30-32H,7H2,1H3,(H4-,25,26,27,28,29)/p+1/t17-,19-,20+,21-,23-/m1/s1

> <INCHI_KEY>
QPXIWIXIRHZIMM-OXUVVOBNSA-O

> <FORMULA>
C23H23O13

> <MOLECULAR_WEIGHT>
507.4209

> <EXACT_MASS>
507.113865822

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.27619108071657

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
0.5316999999999985

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.293532473820099

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.366609767263602

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102880226849

> <JCHEM_POLAR_SURFACE_AREA>
219.73999999999998

> <JCHEM_REFRACTIVITY>
127.38989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038004
     RDKit          3D
Delphinidin 3-(acetylglucoside)
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.6845    3.0281    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3451    1.6674    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333    1.2015    3.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.9133    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434   -0.3799    1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -0.8461    0.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9722   -0.0040    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -0.4920   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1727   -0.0796   -0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -0.7064   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.1014   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -2.8073    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -4.1691    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -4.8877    0.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6497   -4.8156    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8162   -4.0876    0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0063   -4.7449    0.7883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8138   -2.7137    0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185   -2.0489    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -0.7660    0.1232 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.5057   -0.0303   -0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206    1.4070   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6350    2.3134   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.6770   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    4.5567   -0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    4.1972   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3269    5.5766   -0.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1397    3.3185   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4189    3.8457   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    1.9653   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    0.0080   -1.8310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5592   -0.9604   -2.8030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2797    0.1487   -1.6782 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5002    1.4216   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972   -0.9319   -0.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6392   -2.1548   -1.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584    3.2769    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107    3.7757    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836    3.1399    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486   -1.0349    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -0.4738    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -1.8889    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.5898   -0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -2.6406   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -4.6456    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -5.9070    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553   -4.9301    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388   -2.1563    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    1.9881   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    5.5398   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2625    5.9483   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029    3.1989    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700    1.3186    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.9989   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -1.8418   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009    0.0969   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    1.9657   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -0.7685   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.8893   -0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35  6  1  0
 21 10  1  0
 30 22  1  0
 19 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  8 43  1  6
 11 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 18 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 33 56  1  6
 34 57  1  0
 35 58  1  1
 36 59  1  0
M  CHG  1  20   1
M  END

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Delphinidin 3-O-(6"-acetyl-glucoside)             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  H   UNK     0      -1.334  -8.470   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   35  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   38  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0       0.000  -6.160   0.000  0.00  0.00           H+0
HETATM   41  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   39                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   11   33                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   12                                                       
CONECT   24   13   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   24                                                       
CONECT   33    9   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36    2   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

COMPND    HMDB0038004
HETATM    1  C1  UNL     1       5.685   3.028   1.515  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.345   1.667   2.003  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.833   1.201   3.039  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.462   0.913   1.274  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.043  -0.380   1.601  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.072  -0.846   0.538  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.972  -0.004   0.480  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.128  -0.492  -0.547  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.173  -0.080  -0.404  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.337  -0.706  -0.192  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.307  -2.101  -0.078  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.456  -2.807   0.139  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.455  -4.169   0.254  1.00  0.00           C  
HETATM   14  O5  UNL     1      -1.314  -4.888   0.159  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.650  -4.816   0.472  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.816  -4.088   0.570  1.00  0.00           C  
HETATM   17  O6  UNL     1      -6.006  -4.745   0.788  1.00  0.00           O  
HETATM   18  C12 UNL     1      -4.814  -2.714   0.454  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.619  -2.049   0.234  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.602  -0.766   0.123  1.00  0.00           O1+
HETATM   21  C14 UNL     1      -2.506  -0.030  -0.089  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.621   1.407  -0.195  1.00  0.00           C  
HETATM   23  C16 UNL     1      -1.635   2.313  -0.406  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.842   3.677  -0.493  1.00  0.00           C  
HETATM   25  O8  UNL     1      -0.776   4.557  -0.714  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.109   4.197  -0.364  1.00  0.00           C  
HETATM   27  O9  UNL     1      -3.327   5.577  -0.451  1.00  0.00           O  
HETATM   28  C19 UNL     1      -4.140   3.319  -0.148  1.00  0.00           C  
HETATM   29  O10 UNL     1      -5.419   3.846  -0.018  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.909   1.965  -0.065  1.00  0.00           C  
HETATM   31  C21 UNL     1       1.780   0.008  -1.831  1.00  0.00           C  
HETATM   32  O11 UNL     1       1.559  -0.960  -2.803  1.00  0.00           O  
HETATM   33  C22 UNL     1       3.280   0.149  -1.678  1.00  0.00           C  
HETATM   34  O12 UNL     1       3.500   1.422  -1.126  1.00  0.00           O  
HETATM   35  C23 UNL     1       3.797  -0.932  -0.785  1.00  0.00           C  
HETATM   36  O13 UNL     1       3.639  -2.155  -1.400  1.00  0.00           O  
HETATM   37  H1  UNL     1       6.758   3.277   1.670  1.00  0.00           H  
HETATM   38  H2  UNL     1       5.011   3.776   2.013  1.00  0.00           H  
HETATM   39  H3  UNL     1       5.484   3.140   0.427  1.00  0.00           H  
HETATM   40  H4  UNL     1       4.949  -1.035   1.565  1.00  0.00           H  
HETATM   41  H5  UNL     1       3.616  -0.474   2.619  1.00  0.00           H  
HETATM   42  H6  UNL     1       2.791  -1.889   0.809  1.00  0.00           H  
HETATM   43  H7  UNL     1       1.207  -1.590  -0.464  1.00  0.00           H  
HETATM   44  H8  UNL     1      -0.394  -2.641  -0.157  1.00  0.00           H  
HETATM   45  H9  UNL     1      -0.375  -4.646   0.010  1.00  0.00           H  
HETATM   46  H10 UNL     1      -3.637  -5.907   0.562  1.00  0.00           H  
HETATM   47  H11 UNL     1      -6.355  -4.930   1.715  1.00  0.00           H  
HETATM   48  H12 UNL     1      -5.739  -2.156   0.533  1.00  0.00           H  
HETATM   49  H13 UNL     1      -0.628   1.988  -0.517  1.00  0.00           H  
HETATM   50  H14 UNL     1      -0.933   5.540  -0.776  1.00  0.00           H  
HETATM   51  H15 UNL     1      -4.263   5.948  -0.354  1.00  0.00           H  
HETATM   52  H16 UNL     1      -6.203   3.199   0.145  1.00  0.00           H  
HETATM   53  H17 UNL     1      -4.770   1.319   0.107  1.00  0.00           H  
HETATM   54  H18 UNL     1       1.391   0.999  -2.120  1.00  0.00           H  
HETATM   55  H19 UNL     1       1.347  -1.842  -2.455  1.00  0.00           H  
HETATM   56  H20 UNL     1       3.701   0.097  -2.709  1.00  0.00           H  
HETATM   57  H21 UNL     1       4.092   1.966  -1.703  1.00  0.00           H  
HETATM   58  H22 UNL     1       4.896  -0.768  -0.664  1.00  0.00           H  
HETATM   59  H23 UNL     1       3.790  -2.889  -0.766  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   40   41
CONECT    6    7   35   42
CONECT    7    8
CONECT    8    9   31   43
CONECT    9   10
CONECT   10   11   11   21
CONECT   11   12   44
CONECT   12   13   13   19
CONECT   13   14   15
CONECT   14   45
CONECT   15   16   16   46
CONECT   16   17   18
CONECT   17   47
CONECT   18   19   19   48
CONECT   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   23   23   30
CONECT   23   24   49
CONECT   24   25   26   26
CONECT   25   50
CONECT   26   27   28
CONECT   27   51
CONECT   28   29   30   30
CONECT   29   52
CONECT   30   53
CONECT   31   32   33   54
CONECT   32   55
CONECT   33   34   35   56
CONECT   34   57
CONECT   35   36   58
CONECT   36   59
END

HMDB0038004
     RDKit          3D
Delphinidin 3-(acetylglucoside)
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.6845    3.0281    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3451    1.6674    2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333    1.2015    3.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.9133    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434   -0.3799    1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0717   -0.8461    0.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9722   -0.0040    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -0.4920   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1727   -0.0796   -0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -0.7064   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.1014   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -2.8073    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -4.1691    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -4.8877    0.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6497   -4.8156    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8162   -4.0876    0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0063   -4.7449    0.7883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8138   -2.7137    0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185   -2.0489    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -0.7660    0.1232 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.5057   -0.0303   -0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206    1.4070   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6350    2.3134   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.6770   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    4.5567   -0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    4.1972   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3269    5.5766   -0.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1397    3.3185   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4189    3.8457   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    1.9653   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    0.0080   -1.8310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5592   -0.9604   -2.8030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2797    0.1487   -1.6782 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5002    1.4216   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972   -0.9319   -0.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6392   -2.1548   -1.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584    3.2769    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107    3.7757    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836    3.1399    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486   -1.0349    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -0.4738    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -1.8889    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.5898   -0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -2.6406   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -4.6456    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -5.9070    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553   -4.9301    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388   -2.1563    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    1.9881   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    5.5398   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2625    5.9483   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029    3.1989    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700    1.3186    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.9989   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -1.8418   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009    0.0969   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    1.9657   -1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -0.7685   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.8893   -0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35  6  1  0
 21 10  1  0
 30 22  1  0
 19 12  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  8 43  1  6
 11 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 18 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 33 56  1  6
 34 57  1  0
 35 58  1  1
 36 59  1  0
M  CHG  1  20   1
M  END

Synonyms

Value	Source
Delphinidin 3-(6''-acetyl-glucoside)	ChEBI
Delphinidin 3-(6''-acetylglucoside)	ChEBI
Delphinidin 3-(acetyl-glucoside)	ChEBI
Delphinidin 3-(acetylglucoside)	ChEBI
Delphinidin 3-O-(6-O-acetyl-b-D-glucoside)	Generator
Delphinidin 3-O-(6-O-acetyl-β-D-glucoside)	Generator

Chemical Formula

C₂₃H₂₃O₁₃

Average Molecular Weight

507.4209

Monoisotopic Molecular Weight

507.113865822

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C23H22O13/c1-8(24)33-7-17-19(30)20(31)21(32)23(36-17)35-16-6-11-12(26)4-10(25)5-15(11)34-22(16)9-2-13(27)18(29)14(28)3-9/h2-6,17,19-21,23,30-32H,7H2,1H3,(H4-,25,26,27,28,29)/p+1/t17-,19-,20+,21-,23-/m1/s1

InChI Key

QPXIWIXIRHZIMM-OXUVVOBNSA-O

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
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
O-glycosyl compound
Glycosyl compound
1-benzopyran
Benzopyran
Pyrogallol derivative
Benzenetriol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:75678 )
anthocyanin cation (CHEBI:75678 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.52 g/L	ALOGPS
logP	1.36	ALOGPS
logP	0.53	ChemAxon
logS	-3	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	8	ChemAxon
Polar Surface Area	219.74 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	127.39 m³·mol⁻¹	ChemAxon
Polarizability	48.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052s-8512900000-55fc7521044bb4540419	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-000i-9710058000-0d59f991bdf5b7dc5f4f	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1000090000-6e8a194afb82fac90291	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-2110190000-d0f5feac646d89f351dd	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06rf-9512100000-8d7de5bf024b3e377c74	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9210070000-a7bbbff7b910c1cc1e44	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000010000-707d76a52136e6059167	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9100000000-d554e7e767ba3f20be92	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0008960000-679472e344133e331516	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-0009200000-0dfb869eabd33b7968f5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-4379400000-bbafd86784621a700ed2	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details
Food			FooDB	31437929	details
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929	details
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929	details
Plant	Fruit	Vitis aestivalis	FooDB	31437929	details
Plant	Fruit	Vitis vinifera	FooDB	31437929	details
Plant	Fruit	Vitis vinifera	FooDB	31437929	details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0038004

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

FDB017203

KNApSAcK ID

C00006876

Chemspider ID

30777226

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15385440

PDB ID

Not Available

ChEBI ID

75678

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Delphinidin 3-O-(acetylglucoside) (MMDBc0033619)

MOL for #<Metabolite:0x00007f08f0090998>

3D MOL for #<Metabolite:0x00007f08f0090998>

3D SDF for #<Metabolite:0x00007f08f0090998>

3D-SDF for #<Metabolite:0x00007f08f0090998>

PDB for #<Metabolite:0x00007f08f0090998>

3D PDB for #<Metabolite:0x00007f08f0090998>

SMILES for #<Metabolite:0x00007f08f0090998>

INCHI for #<Metabolite:0x00007f08f0090998>

Structure for #<Metabolite:0x00007f08f0090998>

3D Structure for #<Metabolite:0x00007f08f0090998>