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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:29:19 UTC

Update Date

2021-09-23 03:29:19 UTC

HMDB ID

HMDB0301901

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Petunidin 3-(6''-acetylglucoside)

Description

Petunidin 3-o-(acetylglucoside) 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. Petunidin 3-o-(acetylglucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Petunidin 3-o-(acetylglucoside) can be found in a number of food items such as summer grape, common grape, rubus (blackberry, raspberry), and grape wine, which makes petunidin 3-o-(acetylglucoside) a potential biomarker for the consumption of these food products. Petunidin 3-o-(acetylglucoside) may be a unique S.cerevisiae (yeast) metabolite.

Structure

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

Petunidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309241722372D          

 42 45  0  0  1  0            999 V2000
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  3  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
    0.0000   -2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4749    0.0000 C   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   -1.6500    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    1.2374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    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
    0.0000    2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 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  1  0  0  0  0
 31 33  2  0  0  0  0
 24 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  6  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 37 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  1  0  0  0
M  CHG  1  22   1
M  END

HMDB0301901
     RDKit          3D
Petunidin 3-(6''-acetylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   -3.3426   -1.9098    5.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -2.7726    5.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -2.4451    4.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -1.2879    3.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059   -0.9476    2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6720    0.3575    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    1.1568    2.2059 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8594    2.3530    1.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    3.1150    2.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    4.4095    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0045    5.2044    2.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803    4.9168    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962    4.1513    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373    4.6494   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415    2.8852    0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.1198   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    0.8223    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2386    0.0796   -0.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7861    0.5153   -1.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5056    0.2337   -2.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946    0.1159   -3.3639 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9283   -1.3394   -3.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699   -1.4514   -4.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551   -2.6612   -4.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708   -2.6456   -5.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -3.7366   -4.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7807    0.9041   -2.8554 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4893    2.2388   -2.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.2150   -1.5996 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8011   -1.0399   -1.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1064    0.0965   -0.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4195    0.8380    0.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -1.8892    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -3.0361    2.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -3.9553    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -3.4073    3.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -4.5818    4.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7713   -2.3315    6.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.9277    6.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862   -1.7755    5.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.5780    3.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1881    2.7487    3.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944    5.1055    2.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8429    5.9029    0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    4.1133   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050    2.4311   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934    1.6391   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    0.5422   -4.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.7599   -4.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985   -1.9454   -2.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515   -2.7797   -4.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6383   -6.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423   -3.4747   -6.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390    0.7835   -3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    2.7835   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779    0.8430   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -1.3086   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -0.9964   -0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.7943    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -1.7091    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -4.7978    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -4.9360    4.9637 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  1  0
 34 36  2  0
 36 37  1  0
 36  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  6
 21 48  1  6
 22 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 27 54  1  6
 28 55  1  0
 29 56  1  1
 30 57  1  0
 31 58  1  1
 32 59  1  0
 33 60  1  0
 35 61  1  0
 37 62  1  0
M  CHG  1   7   1
M  END

Petunidin 3-O-(6''-acetyl-glucoside)
  Mrv1652309241722372D          

 42 45  0  0  1  0            999 V2000
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  3  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
    0.0000   -2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4749    0.0000 C   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   -1.6500    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    1.2374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    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
    0.0000    2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 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  1  0  0  0  0
 31 33  2  0  0  0  0
 24 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  6  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 37 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  1  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
HMDB0301901

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O13/c1-9(25)34-8-18-20(30)21(31)22(32)24(37-18)36-17-7-12-13(27)5-11(26)6-15(12)35-23(17)10-3-14(28)19(29)16(4-10)33-2/h3-7,18,20-22,24,30-32H,8H2,1-2H3,(H3-,26,27,28,29)/p+1/t18-,20-,21+,22-,24-/m1/s1

> <INCHI_KEY>
GPUBWXUQPURXOQ-BKSKZGTRSA-O

> <FORMULA>
C24H25O13

> <MOLECULAR_WEIGHT>
521.4475

> <EXACT_MASS>
521.129515886

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
50.16309390264958

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <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}-2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
0.5633999999999995

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.542558714970716

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.394358832746607

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102880226849

> <JCHEM_POLAR_SURFACE_AREA>
208.73999999999998

> <JCHEM_REFRACTIVITY>
131.87219999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301901
     RDKit          3D
Petunidin 3-(6''-acetylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   -3.3426   -1.9098    5.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -2.7726    5.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -2.4451    4.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -1.2879    3.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059   -0.9476    2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6720    0.3575    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    1.1568    2.2059 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8594    2.3530    1.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    3.1150    2.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    4.4095    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0045    5.2044    2.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803    4.9168    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962    4.1513    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373    4.6494   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415    2.8852    0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.1198   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    0.8223    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2386    0.0796   -0.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7861    0.5153   -1.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5056    0.2337   -2.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946    0.1159   -3.3639 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9283   -1.3394   -3.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699   -1.4514   -4.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551   -2.6612   -4.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708   -2.6456   -5.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -3.7366   -4.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7807    0.9041   -2.8554 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4893    2.2388   -2.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.2150   -1.5996 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8011   -1.0399   -1.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1064    0.0965   -0.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4195    0.8380    0.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -1.8892    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -3.0361    2.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -3.9553    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -3.4073    3.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -4.5818    4.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7713   -2.3315    6.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.9277    6.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862   -1.7755    5.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.5780    3.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1881    2.7487    3.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944    5.1055    2.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8429    5.9029    0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    4.1133   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050    2.4311   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934    1.6391   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    0.5422   -4.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.7599   -4.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985   -1.9454   -2.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515   -2.7797   -4.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6383   -6.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423   -3.4747   -6.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390    0.7835   -3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    2.7835   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779    0.8430   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -1.3086   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -0.9964   -0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.7943    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -1.7091    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -4.7978    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -4.9360    4.9637 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  1  0
 34 36  2  0
 36 37  1  0
 36  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  6
 21 48  1  6
 22 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 27 54  1  6
 28 55  1  0
 29 56  1  1
 30 57  1  0
 31 58  1  1
 32 59  1  0
 33 60  1  0
 35 61  1  0
 37 62  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Petunidin 3-O-(6''-acetyl-glucoside)              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+1
HETATM   23  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      -2.667   3.080   0.000  0.00  0.00           H+0
HETATM   36  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      -1.334   5.390   0.000  0.00  0.00           H+0
HETATM   39  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   42  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   40                                             
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   34                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23   25   33                                                  
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   33                                                  
CONECT   32   31                                                            
CONECT   33   31   24                                                       
CONECT   34    9   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37    2   41   42                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

COMPND    HMDB0301901
HETATM    1  C1  UNL     1      -3.343  -1.910   5.839  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.411  -2.773   5.217  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.805  -2.445   4.024  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.024  -1.288   3.356  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.406  -0.948   2.141  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.672   0.358   1.546  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.528   1.157   2.206  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -2.859   2.353   1.814  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.769   3.115   2.581  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.110   4.410   2.127  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.004   5.204   2.854  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.580   4.917   0.982  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.696   4.151   0.253  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.137   4.649  -0.937  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.341   2.885   0.669  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.470   2.120  -0.040  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.120   0.822   0.400  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.239   0.080  -0.320  1.00  0.00           O  
HETATM   19  C14 UNL     1       0.786   0.515  -1.224  1.00  0.00           C  
HETATM   20  O6  UNL     1       0.506   0.234  -2.515  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.595   0.116  -3.364  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.928  -1.339  -3.625  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.070  -1.451  -4.415  1.00  0.00           O  
HETATM   24  C17 UNL     1       3.655  -2.661  -4.759  1.00  0.00           C  
HETATM   25  C18 UNL     1       4.871  -2.646  -5.624  1.00  0.00           C  
HETATM   26  O8  UNL     1       3.185  -3.737  -4.355  1.00  0.00           O  
HETATM   27  C19 UNL     1       2.781   0.904  -2.855  1.00  0.00           C  
HETATM   28  O9  UNL     1       2.489   2.239  -2.666  1.00  0.00           O  
HETATM   29  C20 UNL     1       3.234   0.215  -1.600  1.00  0.00           C  
HETATM   30  O10 UNL     1       3.801  -1.040  -1.916  1.00  0.00           O  
HETATM   31  C21 UNL     1       2.106   0.096  -0.648  1.00  0.00           C  
HETATM   32  O11 UNL     1       2.419   0.838   0.493  1.00  0.00           O  
HETATM   33  C22 UNL     1      -0.533  -1.889   1.643  1.00  0.00           C  
HETATM   34  C23 UNL     1      -0.311  -3.036   2.294  1.00  0.00           C  
HETATM   35  O12 UNL     1       0.587  -3.955   1.741  1.00  0.00           O  
HETATM   36  C24 UNL     1      -0.913  -3.407   3.520  1.00  0.00           C  
HETATM   37  O13 UNL     1      -0.646  -4.582   4.133  1.00  0.00           O  
HETATM   38  H1  UNL     1      -3.771  -2.331   6.763  1.00  0.00           H  
HETATM   39  H2  UNL     1      -2.870  -0.928   6.026  1.00  0.00           H  
HETATM   40  H3  UNL     1      -4.186  -1.775   5.089  1.00  0.00           H  
HETATM   41  H4  UNL     1      -2.736  -0.578   3.814  1.00  0.00           H  
HETATM   42  H5  UNL     1      -4.188   2.749   3.472  1.00  0.00           H  
HETATM   43  H6  UNL     1      -5.994   5.105   2.628  1.00  0.00           H  
HETATM   44  H7  UNL     1      -3.843   5.903   0.630  1.00  0.00           H  
HETATM   45  H8  UNL     1      -1.483   4.113  -1.405  1.00  0.00           H  
HETATM   46  H9  UNL     1      -1.005   2.431  -0.960  1.00  0.00           H  
HETATM   47  H10 UNL     1       0.793   1.639  -1.144  1.00  0.00           H  
HETATM   48  H11 UNL     1       1.315   0.542  -4.341  1.00  0.00           H  
HETATM   49  H12 UNL     1       1.049  -1.760  -4.242  1.00  0.00           H  
HETATM   50  H13 UNL     1       1.899  -1.945  -2.708  1.00  0.00           H  
HETATM   51  H14 UNL     1       5.752  -2.780  -4.921  1.00  0.00           H  
HETATM   52  H15 UNL     1       4.897  -1.638  -6.137  1.00  0.00           H  
HETATM   53  H16 UNL     1       4.842  -3.475  -6.329  1.00  0.00           H  
HETATM   54  H17 UNL     1       3.639   0.783  -3.575  1.00  0.00           H  
HETATM   55  H18 UNL     1       3.224   2.783  -2.309  1.00  0.00           H  
HETATM   56  H19 UNL     1       4.078   0.843  -1.163  1.00  0.00           H  
HETATM   57  H20 UNL     1       4.301  -1.309  -1.114  1.00  0.00           H  
HETATM   58  H21 UNL     1       2.014  -0.996  -0.377  1.00  0.00           H  
HETATM   59  H22 UNL     1       2.474   1.794   0.179  1.00  0.00           H  
HETATM   60  H23 UNL     1      -0.033  -1.709   0.719  1.00  0.00           H  
HETATM   61  H24 UNL     1       0.769  -4.798   2.222  1.00  0.00           H  
HETATM   62  H25 UNL     1      -1.031  -4.936   4.964  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3
CONECT    3    4    4   36
CONECT    4    5   41
CONECT    5    6   33   33
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   42
CONECT   10   11   12   12
CONECT   11   43
CONECT   12   13   44
CONECT   13   14   15   15
CONECT   14   45
CONECT   15   16
CONECT   16   17   17   46
CONECT   17   18
CONECT   18   19
CONECT   19   20   31   47
CONECT   20   21
CONECT   21   22   27   48
CONECT   22   23   49   50
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   51   52   53
CONECT   27   28   29   54
CONECT   28   55
CONECT   29   30   31   56
CONECT   30   57
CONECT   31   32   58
CONECT   32   59
CONECT   33   34   60
CONECT   34   35   36   36
CONECT   35   61
CONECT   36   37
CONECT   37   62
END

HMDB0301901
     RDKit          3D
Petunidin 3-(6''-acetylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   -3.3426   -1.9098    5.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -2.7726    5.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -2.4451    4.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -1.2879    3.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059   -0.9476    2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6720    0.3575    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    1.1568    2.2059 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8594    2.3530    1.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    3.1150    2.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098    4.4095    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0045    5.2044    2.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803    4.9168    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962    4.1513    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373    4.6494   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415    2.8852    0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.1198   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    0.8223    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2386    0.0796   -0.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7861    0.5153   -1.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5056    0.2337   -2.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946    0.1159   -3.3639 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9283   -1.3394   -3.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699   -1.4514   -4.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551   -2.6612   -4.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708   -2.6456   -5.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -3.7366   -4.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7807    0.9041   -2.8554 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4893    2.2388   -2.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.2150   -1.5996 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8011   -1.0399   -1.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1064    0.0965   -0.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4195    0.8380    0.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -1.8892    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -3.0361    2.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -3.9553    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -3.4073    3.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -4.5818    4.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7713   -2.3315    6.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.9277    6.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862   -1.7755    5.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -0.5780    3.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1881    2.7487    3.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944    5.1055    2.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8429    5.9029    0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    4.1133   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050    2.4311   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934    1.6391   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    0.5422   -4.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.7599   -4.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985   -1.9454   -2.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515   -2.7797   -4.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6383   -6.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423   -3.4747   -6.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390    0.7835   -3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    2.7835   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779    0.8430   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -1.3086   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -0.9964   -0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.7943    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -1.7091    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -4.7978    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -4.9360    4.9637 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  1  0
 34 36  2  0
 36 37  1  0
 36  3  1  0
 17  6  1  0
 31 19  1  0
 15  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  6
 21 48  1  6
 22 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 27 54  1  6
 28 55  1  0
 29 56  1  1
 30 57  1  0
 31 58  1  1
 32 59  1  0
 33 60  1  0
 35 61  1  0
 37 62  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₅O₁₃

Average Molecular Weight

521.4475

Monoisotopic Molecular Weight

521.129515886

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H24O13/c1-9(25)34-8-18-20(30)21(31)22(32)24(37-18)36-17-7-12-13(27)5-11(26)6-15(12)35-23(17)10-3-14(28)19(29)16(4-10)33-2/h3-7,18,20-22,24,30-32H,8H2,1-2H3,(H3-,26,27,28,29)/p+1/t18-,20-,21+,22-,24-/m1/s1

InChI Key

GPUBWXUQPURXOQ-BKSKZGTRSA-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
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
3'-hydroxyflavonoid
Anthocyanidin
O-glycosyl compound
Glycosyl compound
Methoxyphenol
Benzopyran
1-benzopyran
Phenoxy compound
Catechol
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301901)

Food

Fruit

Berry

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Common grape (FooDB: FOOD00204)
Lowbush blueberry (FooDB: FOOD00189)
Highbush blueberry (FooDB: FOOD00191)
Canada blueberry (FooDB: FOOD00211)
Summer grape (FooDB: FOOD00227)

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Process

Not Available

Role

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	1.85	ALOGPS
logP	0.56	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	208.74 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	131.87 m³·mol⁻¹	ChemAxon
Polarizability	50.16 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]+	217.341	32859911
AllCCS	[M+H-H2O]+	215.486	32859911
AllCCS	[M+Na]+	219.513	32859911
AllCCS	[M+NH4]+	219.032	32859911
AllCCS	[M-H]-	216.765	32859911
AllCCS	[M+Na-2H]-	217.919	32859911
AllCCS	[M+HCOO]-	219.338	32859911
DeepCCS	[M+H]+	203.238	30932474
DeepCCS	[M-H]-	200.843	30932474
DeepCCS	[M-2H]-	234.204	30932474
DeepCCS	[M+Na]+	209.151	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.3533 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.71 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1708.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	187.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	108.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	76.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	466.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	383.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	363.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	727.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1443.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	386.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	365.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	271.2 seconds	40023050

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 - Petunidin 3-(6''-acetylglucoside) 10V, Positive-QTOF	splash10-00di-1000090000-6d5a8dfa1d236f2d308c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-acetylglucoside) 20V, Positive-QTOF	splash10-00di-1000090000-b66922539ea1b4bb88c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-acetylglucoside) 40V, Positive-QTOF	splash10-06rf-9512000000-e05ac0d7df18beeccd6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-acetylglucoside) 10V, Negative-QTOF	splash10-05fr-9210070000-1e23f673769a90acb0fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-acetylglucoside) 20V, Negative-QTOF	splash10-0a4i-9000010000-7452af058240e9896e07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-acetylglucoside) 40V, Negative-QTOF	splash10-0a4i-9000000000-fe8afb22b3da5e0516ba	2016-08-03	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

FDB001591

KNApSAcK ID

Not Available

Chemspider ID

30779241

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101922116

PDB ID

Not Available

ChEBI ID

Not Available

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 Petunidin 3-(6''-acetylglucoside) (HMDB0301901)

MOL for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

3D MOL for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

3D SDF for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

3D-SDF for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

PDB for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

3D PDB for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

SMILES for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

INCHI for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

Structure for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

3D Structure for HMDB0301901 (Petunidin 3-(6''-acetylglucoside))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra