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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:25:00 UTC

Update Date

2021-09-23 03:25:01 UTC

HMDB ID

HMDB0301893

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Peonidin 3-(6''-acetyl-glucoside)

Description

Peonidin 3-(6''-acetyl-glucoside) is a member of the class of compounds known as anthocyanidin-3-o-glycosides. Anthocyanidin-3-o-glycosides are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Peonidin 3-(6''-acetyl-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Peonidin 3-(6''-acetyl-glucoside) can be found in common grape, grape wine, highbush blueberry, and lowbush blueberry, which makes peonidin 3-(6''-acetyl-glucoside) a potential biomarker for the consumption of these food products.

Structure

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

Peonidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309231722562D          

 41 44  0  0  1  0            999 V2000
   -2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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
   -1.4289   -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
    0.0000   -1.6500    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 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
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  3  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 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 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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2374    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    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
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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   -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
 14 20  1  0  0  0  0
 20 21  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
 23 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
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 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  22   1
M  END

HMDB0301893
     RDKit          3D
Peonidin 3-(6''-acetyl-glucoside)
 61 64  0  0  0  0  0  0  0  0999 V2000
   -6.7907    3.6677    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    3.3572    0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    2.9674    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.6898   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.3156   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -0.0690   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275   -0.8912   -0.7588 O   0  0  0  0  0  3  0  0  0  0  0  0
   -3.0642   -2.1332   -1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -2.9203   -1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510   -4.2413   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845   -4.9999   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -4.8627   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -4.0898   -1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -4.7068   -1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357   -2.7501   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465   -1.9652   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631   -0.6217   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.1483   -0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -0.1027   -0.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9130    0.0357    1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -0.1521    1.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084   -0.4157    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.6126    2.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7715   -1.6179    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2453   -1.7581    2.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -2.4441    1.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    1.1415    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1600    0.9095   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.8764   -0.2762 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1277    2.6285    0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838    0.8443   -1.0918 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2196    0.1098   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    2.2268    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    3.5312    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965    3.8685    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618    5.1766    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0876    4.5538   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    3.9551    1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4896    2.8059   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6514    0.9804   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635   -2.4179   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1566   -5.9585   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -5.9054   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.2194   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -2.3733   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.1482   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -0.9831    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.4879    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.2990    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6524   -0.9334    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4397   -2.7549    2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6579   -1.7271    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.7683    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781    1.7540   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172    2.4935   -0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2231   -0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    1.3951   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    0.0319   -2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.0201    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    4.2460    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    5.8649    1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 19 46  1  6
 21 47  1  6
 22 48  1  0
 22 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  6
 30 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  0
 34 60  1  0
 36 61  1  0
M  CHG  1   7   1
M  END

Peonidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309231722562D          

 41 44  0  0  1  0            999 V2000
   -2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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
   -1.4289   -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
    0.0000   -1.6500    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 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
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  3  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 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 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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2374    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    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
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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   -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
 14 20  1  0  0  0  0
 20 21  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
 23 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
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 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  22   1
M  END
> <DATABASE_ID>
HMDB0301893

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1

> <INCHI_KEY>
MBSKDCPWFSMEFD-WKKMNAASSA-O

> <FORMULA>
C24H25O12

> <MOLECULAR_WEIGHT>
505.4481

> <EXACT_MASS>
505.134601264

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.17352824993953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <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-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
0.8478000000000002

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.538794404425719

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.39552521059954

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102880226849

> <JCHEM_POLAR_SURFACE_AREA>
188.51

> <JCHEM_REFRACTIVITY>
129.89129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-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-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301893
     RDKit          3D
Peonidin 3-(6''-acetyl-glucoside)
 61 64  0  0  0  0  0  0  0  0999 V2000
   -6.7907    3.6677    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    3.3572    0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    2.9674    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.6898   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.3156   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -0.0690   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275   -0.8912   -0.7588 O   0  0  0  0  0  3  0  0  0  0  0  0
   -3.0642   -2.1332   -1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -2.9203   -1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510   -4.2413   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845   -4.9999   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -4.8627   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -4.0898   -1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -4.7068   -1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357   -2.7501   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465   -1.9652   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631   -0.6217   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.1483   -0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -0.1027   -0.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9130    0.0357    1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -0.1521    1.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084   -0.4157    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.6126    2.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7715   -1.6179    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2453   -1.7581    2.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -2.4441    1.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    1.1415    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1600    0.9095   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.8764   -0.2762 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1277    2.6285    0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838    0.8443   -1.0918 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2196    0.1098   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    2.2268    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    3.5312    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965    3.8685    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618    5.1766    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0876    4.5538   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    3.9551    1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4896    2.8059   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6514    0.9804   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635   -2.4179   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1566   -5.9585   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -5.9054   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.2194   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -2.3733   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.1482   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -0.9831    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.4879    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.2990    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6524   -0.9334    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4397   -2.7549    2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6579   -1.7271    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.7683    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781    1.7540   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172    2.4935   -0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2231   -0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    1.3951   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    0.0319   -2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.0201    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    4.2460    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    5.8649    1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 19 46  1  6
 21 47  1  6
 22 48  1  0
 22 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  6
 30 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  0
 34 60  1  0
 36 61  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Peonidin 3-O-(6''-acetyl-glucoside)               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  H   UNK     0      -4.001  -8.470   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  -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      -2.667  -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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+1
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.667   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       0.000  -6.160   0.000  0.00  0.00           H+0
HETATM   35  O   UNK     0       0.000  -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       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0      -2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   41  O   UNK     0      -2.667  -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                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20                                                            
CONECT   22   15   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   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    HMDB0301893
HETATM    1  C1  UNL     1      -6.791   3.668   0.204  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.550   3.357   0.211  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.327   2.967   0.196  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.869   1.690  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.546   1.316  -0.121  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.211  -0.069  -0.470  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.228  -0.891  -0.759  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -3.064  -2.133  -1.081  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.187  -2.920  -1.367  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.051  -4.241  -1.712  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.184  -5.000  -1.991  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.828  -4.863  -1.796  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.693  -4.090  -1.513  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.466  -4.707  -1.595  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.836  -2.750  -1.164  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.746  -1.965  -0.880  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.963  -0.622  -0.534  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.118   0.148  -0.255  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.466  -0.103  -0.235  1.00  0.00           C  
HETATM   20  O6  UNL     1       1.913   0.036   1.102  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.303  -0.152   1.116  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.708  -0.416   2.543  1.00  0.00           C  
HETATM   23  O7  UNL     1       5.091  -0.613   2.653  1.00  0.00           O  
HETATM   24  C17 UNL     1       5.772  -1.618   2.031  1.00  0.00           C  
HETATM   25  C18 UNL     1       7.245  -1.758   2.196  1.00  0.00           C  
HETATM   26  O8  UNL     1       5.182  -2.444   1.310  1.00  0.00           O  
HETATM   27  C19 UNL     1       3.968   1.142   0.657  1.00  0.00           C  
HETATM   28  O9  UNL     1       5.160   0.909  -0.013  1.00  0.00           O  
HETATM   29  C20 UNL     1       3.024   1.876  -0.276  1.00  0.00           C  
HETATM   30  O10 UNL     1       2.128   2.628   0.455  1.00  0.00           O  
HETATM   31  C21 UNL     1       2.284   0.844  -1.092  1.00  0.00           C  
HETATM   32  O11 UNL     1       3.220   0.110  -1.798  1.00  0.00           O  
HETATM   33  C22 UNL     1      -1.612   2.227   0.196  1.00  0.00           C  
HETATM   34  C23 UNL     1      -1.982   3.531   0.523  1.00  0.00           C  
HETATM   35  C24 UNL     1      -3.297   3.869   0.518  1.00  0.00           C  
HETATM   36  O12 UNL     1      -3.662   5.177   0.846  1.00  0.00           O  
HETATM   37  H1  UNL     1      -7.088   4.554  -0.471  1.00  0.00           H  
HETATM   38  H2  UNL     1      -7.268   3.955   1.213  1.00  0.00           H  
HETATM   39  H3  UNL     1      -7.490   2.806  -0.116  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.651   0.980  -0.369  1.00  0.00           H  
HETATM   41  H5  UNL     1      -5.163  -2.418  -1.298  1.00  0.00           H  
HETATM   42  H6  UNL     1      -5.157  -5.958  -2.247  1.00  0.00           H  
HETATM   43  H7  UNL     1      -2.747  -5.905  -2.070  1.00  0.00           H  
HETATM   44  H8  UNL     1       0.375  -4.219  -1.408  1.00  0.00           H  
HETATM   45  H9  UNL     1       0.246  -2.373  -0.922  1.00  0.00           H  
HETATM   46  H10 UNL     1       1.699  -1.148  -0.510  1.00  0.00           H  
HETATM   47  H11 UNL     1       3.608  -0.983   0.481  1.00  0.00           H  
HETATM   48  H12 UNL     1       3.472   0.488   3.175  1.00  0.00           H  
HETATM   49  H13 UNL     1       3.143  -1.299   2.953  1.00  0.00           H  
HETATM   50  H14 UNL     1       7.652  -0.933   2.819  1.00  0.00           H  
HETATM   51  H15 UNL     1       7.440  -2.755   2.630  1.00  0.00           H  
HETATM   52  H16 UNL     1       7.658  -1.727   1.145  1.00  0.00           H  
HETATM   53  H17 UNL     1       4.204   1.768   1.560  1.00  0.00           H  
HETATM   54  H18 UNL     1       5.378   1.754  -0.498  1.00  0.00           H  
HETATM   55  H19 UNL     1       3.617   2.493  -0.987  1.00  0.00           H  
HETATM   56  H20 UNL     1       1.600   3.223  -0.134  1.00  0.00           H  
HETATM   57  H21 UNL     1       1.647   1.395  -1.818  1.00  0.00           H  
HETATM   58  H22 UNL     1       3.012   0.032  -2.761  1.00  0.00           H  
HETATM   59  H23 UNL     1      -0.532   2.020   0.220  1.00  0.00           H  
HETATM   60  H24 UNL     1      -1.183   4.246   0.778  1.00  0.00           H  
HETATM   61  H25 UNL     1      -2.965   5.865   1.086  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   35
CONECT    4    5   40
CONECT    5    6   33   33
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   41
CONECT   10   11   12   12
CONECT   11   42
CONECT   12   13   43
CONECT   13   14   15   15
CONECT   14   44
CONECT   15   16
CONECT   16   17   17   45
CONECT   17   18
CONECT   18   19
CONECT   19   20   31   46
CONECT   20   21
CONECT   21   22   27   47
CONECT   22   23   48   49
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   50   51   52
CONECT   27   28   29   53
CONECT   28   54
CONECT   29   30   31   55
CONECT   30   56
CONECT   31   32   57
CONECT   32   58
CONECT   33   34   59
CONECT   34   35   35   60
CONECT   35   36
CONECT   36   61
END

HMDB0301893
     RDKit          3D
Peonidin 3-(6''-acetyl-glucoside)
 61 64  0  0  0  0  0  0  0  0999 V2000
   -6.7907    3.6677    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    3.3572    0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    2.9674    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.6898   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.3156   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -0.0690   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275   -0.8912   -0.7588 O   0  0  0  0  0  3  0  0  0  0  0  0
   -3.0642   -2.1332   -1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -2.9203   -1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0510   -4.2413   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845   -4.9999   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -4.8627   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -4.0898   -1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -4.7068   -1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357   -2.7501   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465   -1.9652   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631   -0.6217   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.1483   -0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -0.1027   -0.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9130    0.0357    1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -0.1521    1.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7084   -0.4157    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.6126    2.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7715   -1.6179    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2453   -1.7581    2.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -2.4441    1.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    1.1415    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1600    0.9095   -0.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.8764   -0.2762 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1277    2.6285    0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838    0.8443   -1.0918 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2196    0.1098   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    2.2268    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    3.5312    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965    3.8685    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618    5.1766    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0876    4.5538   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    3.9551    1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4896    2.8059   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6514    0.9804   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635   -2.4179   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1566   -5.9585   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469   -5.9054   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.2194   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -2.3733   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.1482   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -0.9831    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.4879    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.2990    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6524   -0.9334    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4397   -2.7549    2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6579   -1.7271    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.7683    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781    1.7540   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172    2.4935   -0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2231   -0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    1.3951   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    0.0319   -2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.0201    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830    4.2460    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    5.8649    1.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 19 46  1  6
 21 47  1  6
 22 48  1  0
 22 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  6
 30 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  0
 34 60  1  0
 36 61  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Peonidin 3-(6''-acetylglucoside)	ChEBI

Chemical Formula

C₂₄H₂₅O₁₂

Average Molecular Weight

505.4481

Monoisotopic Molecular Weight

505.134601264

IUPAC Name

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

CAS Registry Number

Not Available

SMILES

[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1

InChI Key

MBSKDCPWFSMEFD-WKKMNAASSA-O

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301893)

Food

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.93	ALOGPS
logP	0.85	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.4	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	188.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	129.89 m³·mol⁻¹	ChemAxon
Polarizability	49.17 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	215.346	32859911
AllCCS	[M+H-H2O]+	213.388	32859911
AllCCS	[M+Na]+	217.645	32859911
AllCCS	[M+NH4]+	217.135	32859911
AllCCS	[M-H]-	214.294	32859911
AllCCS	[M+Na-2H]-	215.338	32859911
AllCCS	[M+HCOO]-	216.637	32859911
DeepCCS	[M+H]+	204.424	30932474
DeepCCS	[M-H]-	202.028	30932474
DeepCCS	[M-2H]-	235.375	30932474
DeepCCS	[M+Na]+	210.337	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 10V, Positive-QTOF	splash10-0a4i-1000090000-95464ba5d8eefd99e3c1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 20V, Positive-QTOF	splash10-0a4i-2010390000-38865ad0fceeb13c96e2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 40V, Positive-QTOF	splash10-06rg-9521000000-134b65463bc6c008f424	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 10V, Negative-QTOF	splash10-0pb9-9210070000-6771cd79aecf4821c5a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 20V, Negative-QTOF	splash10-0a4i-9000010000-7b5596e232e70eba9a24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-acetyl-glucoside) 40V, Negative-QTOF	splash10-0a4i-9000000000-73e85cc2bdfc96506078	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001583

KNApSAcK ID

Not Available

Chemspider ID

30779239

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

75697

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Peonidin 3-(6''-acetyl-glucoside) (HMDB0301893)

MOL for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

3D MOL for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

3D SDF for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

3D-SDF for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

PDB for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

3D PDB for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

SMILES for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

INCHI for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

Structure for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

3D Structure for HMDB0301893 (Peonidin 3-(6''-acetyl-glucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

NMR Spectra