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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:20:11 UTC

Update Date

2021-09-23 03:20:11 UTC

HMDB ID

HMDB0301884

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyanidin 3-(6''-acetylglucoside)

Description

Cyanidin 3-(6''-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. Cyanidin 3-(6''-acetylglucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin 3-(6''-acetylglucoside) can be found in a number of food items such as highbush blueberry, chives, summer grape, and grape wine, which makes cyanidin 3-(6''-acetylglucoside) a potential biomarker for the consumption of these food products.

Structure

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

Cyanidin 3-O-(6"-acetyl-glucoside)
  Mrv1652309231717462D          

 40 43  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
   -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  1  0  0  0
  2  3  1  6  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  1  0  0  0
  9 11  1  6  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  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 24 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  1  0  0  0
 32 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 35 38  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  6  0  0  0
M  CHG  1  22   1
M  END

HMDB0301884
     RDKit          3D
Cyanidin 3-(6''-acetylglucoside)
 58 61  0  0  0  0  0  0  0  0999 V2000
    6.6141    1.8983    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660    1.9156    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2618    1.7271    1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1353   -0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401    2.1691   -0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    0.8363   -0.4848 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5588    0.8729   -1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9369   -0.3115   -0.5989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4301   -0.2444   -0.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.3650    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.6192    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8814   -0.7467    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283   -0.9983    4.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -1.1335    4.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -1.1172    5.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.9795    4.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8529   -1.0960    5.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.7312    3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1973   -0.6071    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304   -0.3726    1.1109 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.6812   -0.2381    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2452    0.0252   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394    0.1268   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2578    0.3717   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979    0.5299   -3.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.7795   -4.9362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.4366   -3.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    0.5907   -4.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    0.1825   -2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -1.4283   -1.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7450   -2.5756   -0.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -0.9772   -2.1247 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4979   -0.1378   -3.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887   -0.2233   -1.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3550   -1.0672   -0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2384    2.3276    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482    0.8524    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7411    2.4769    2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409    2.3564   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309    2.9915   -0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712    0.6526    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275   -0.5097    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893   -0.7182    1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -1.0668    3.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544   -1.3133    6.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366   -0.2451    6.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -0.6227    3.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417    0.0035   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3477    0.4471   -2.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1142    0.8432   -4.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.7702   -5.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    0.1213   -2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -1.6972   -2.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778   -3.2569   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3494   -1.8290   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.5568   -3.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4576    0.2393   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.0076   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  6  1  0
 21 10  1  0
 29 22  1  0
 19 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  8 42  1  1
 11 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  6
 31 54  1  0
 32 55  1  6
 33 56  1  0
 34 57  1  6
 35 58  1  0
M  CHG  1  20   1
M  END

Cyanidin 3-O-(6"-acetyl-glucoside)
  Mrv1652309231717462D          

 40 43  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
   -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  1  0  0  0
  2  3  1  6  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  1  0  0  0
  9 11  1  6  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  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 24 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  1  0  0  0
 32 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 35 38  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  6  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
HMDB0301884

> <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=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O12/c1-9(24)32-8-18-19(29)20(30)21(31)23(35-18)34-17-7-12-14(27)5-11(25)6-16(12)33-22(17)10-2-3-13(26)15(28)4-10/h2-7,18-21,23,29-31H,8H2,1H3,(H3-,25,26,27,28)/p+1/t18-,19-,20+,21-,23-/m1/s1

> <INCHI_KEY>
HBXXDBKJLPLXPR-ZFVIQDPVSA-O

> <FORMULA>
C23H23O12

> <MOLECULAR_WEIGHT>
491.4215

> <EXACT_MASS>
491.1189512

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
47.36444024655419

> <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-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
0.8160999999999996

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.4579610956641815

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.388329618750466

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649102880226849

> <JCHEM_POLAR_SURFACE_AREA>
199.50999999999996

> <JCHEM_REFRACTIVITY>
125.40899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.94e-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-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301884
     RDKit          3D
Cyanidin 3-(6''-acetylglucoside)
 58 61  0  0  0  0  0  0  0  0999 V2000
    6.6141    1.8983    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660    1.9156    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2618    1.7271    1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1353   -0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401    2.1691   -0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    0.8363   -0.4848 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5588    0.8729   -1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9369   -0.3115   -0.5989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4301   -0.2444   -0.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.3650    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.6192    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8814   -0.7467    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283   -0.9983    4.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -1.1335    4.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -1.1172    5.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.9795    4.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8529   -1.0960    5.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.7312    3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1973   -0.6071    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304   -0.3726    1.1109 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.6812   -0.2381    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2452    0.0252   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394    0.1268   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2578    0.3717   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979    0.5299   -3.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.7795   -4.9362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.4366   -3.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    0.5907   -4.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    0.1825   -2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -1.4283   -1.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7450   -2.5756   -0.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -0.9772   -2.1247 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4979   -0.1378   -3.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887   -0.2233   -1.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3550   -1.0672   -0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2384    2.3276    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482    0.8524    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7411    2.4769    2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409    2.3564   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309    2.9915   -0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712    0.6526    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275   -0.5097    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893   -0.7182    1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -1.0668    3.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544   -1.3133    6.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366   -0.2451    6.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -0.6227    3.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417    0.0035   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3477    0.4471   -2.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1142    0.8432   -4.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.7702   -5.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    0.1213   -2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -1.6972   -2.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778   -3.2569   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3494   -1.8290   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.5568   -3.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4576    0.2393   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.0076   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  6  1  0
 21 10  1  0
 29 22  1  0
 19 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  8 42  1  1
 11 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  6
 31 54  1  0
 32 55  1  6
 33 56  1  0
 34 57  1  6
 35 58  1  0
M  CHG  1  20   1
M  END

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cyanidin 3-O-(6"-acetyl-glucoside)                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  H   UNK     0      -1.334   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  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   34  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
HETATM   37  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   39  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   40  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   38                                             
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   32                                             
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   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24                                                       
CONECT   32    9   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35    2   39   40                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

COMPND    HMDB0301884
HETATM    1  C1  UNL     1       6.614   1.898   1.528  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.166   1.916   1.103  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.262   1.727   1.957  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.845   2.135  -0.204  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.540   2.169  -0.708  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.874   0.836  -0.485  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.559   0.873  -1.003  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.937  -0.312  -0.599  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.430  -0.244  -0.567  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.360  -0.365   0.402  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.955  -0.619   1.722  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.881  -0.747   2.731  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.528  -0.998   4.052  1.00  0.00           C  
HETATM   14  O5  UNL     1      -0.232  -1.134   4.423  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.528  -1.117   5.034  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.843  -0.980   4.655  1.00  0.00           C  
HETATM   17  O6  UNL     1      -4.853  -1.096   5.626  1.00  0.00           O  
HETATM   18  C12 UNL     1      -4.159  -0.731   3.341  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.197  -0.607   2.341  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.530  -0.373   1.111  1.00  0.00           O1+
HETATM   21  C14 UNL     1      -2.681  -0.238   0.087  1.00  0.00           C  
HETATM   22  C15 UNL     1      -3.245   0.025  -1.235  1.00  0.00           C  
HETATM   23  C16 UNL     1      -4.639   0.127  -1.376  1.00  0.00           C  
HETATM   24  C17 UNL     1      -5.258   0.372  -2.573  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.498   0.530  -3.710  1.00  0.00           C  
HETATM   26  O8  UNL     1      -5.108   0.779  -4.936  1.00  0.00           O  
HETATM   27  C19 UNL     1      -3.128   0.437  -3.609  1.00  0.00           C  
HETATM   28  O9  UNL     1      -2.330   0.591  -4.734  1.00  0.00           O  
HETATM   29  C20 UNL     1      -2.517   0.183  -2.357  1.00  0.00           C  
HETATM   30  C21 UNL     1       1.490  -1.428  -1.458  1.00  0.00           C  
HETATM   31  O10 UNL     1       1.745  -2.576  -0.680  1.00  0.00           O  
HETATM   32  C22 UNL     1       2.751  -0.977  -2.125  1.00  0.00           C  
HETATM   33  O11 UNL     1       2.498  -0.138  -3.207  1.00  0.00           O  
HETATM   34  C23 UNL     1       3.689  -0.223  -1.198  1.00  0.00           C  
HETATM   35  O12 UNL     1       4.355  -1.067  -0.319  1.00  0.00           O  
HETATM   36  H1  UNL     1       7.238   2.328   0.731  1.00  0.00           H  
HETATM   37  H2  UNL     1       6.948   0.852   1.675  1.00  0.00           H  
HETATM   38  H3  UNL     1       6.741   2.477   2.461  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.641   2.356  -1.817  1.00  0.00           H  
HETATM   40  H5  UNL     1       2.931   2.991  -0.278  1.00  0.00           H  
HETATM   41  H6  UNL     1       2.771   0.653   0.581  1.00  0.00           H  
HETATM   42  H7  UNL     1       1.327  -0.510   0.420  1.00  0.00           H  
HETATM   43  H8  UNL     1       0.089  -0.718   1.964  1.00  0.00           H  
HETATM   44  H9  UNL     1       0.529  -1.067   3.812  1.00  0.00           H  
HETATM   45  H10 UNL     1      -2.254  -1.313   6.063  1.00  0.00           H  
HETATM   46  H11 UNL     1      -5.137  -0.245   6.101  1.00  0.00           H  
HETATM   47  H12 UNL     1      -5.195  -0.623   3.043  1.00  0.00           H  
HETATM   48  H13 UNL     1      -5.242   0.003  -0.487  1.00  0.00           H  
HETATM   49  H14 UNL     1      -6.348   0.447  -2.661  1.00  0.00           H  
HETATM   50  H15 UNL     1      -6.114   0.843  -4.984  1.00  0.00           H  
HETATM   51  H16 UNL     1      -2.779   0.770  -5.614  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.444   0.121  -2.346  1.00  0.00           H  
HETATM   53  H18 UNL     1       0.761  -1.697  -2.245  1.00  0.00           H  
HETATM   54  H19 UNL     1       2.078  -3.257  -1.313  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.349  -1.829  -2.529  1.00  0.00           H  
HETATM   56  H21 UNL     1       3.172   0.557  -3.336  1.00  0.00           H  
HETATM   57  H22 UNL     1       4.458   0.239  -1.851  1.00  0.00           H  
HETATM   58  H23 UNL     1       4.059  -2.008  -0.419  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   39   40
CONECT    6    7   34   41
CONECT    7    8
CONECT    8    9   30   42
CONECT    9   10
CONECT   10   11   11   21
CONECT   11   12   43
CONECT   12   13   13   19
CONECT   13   14   15
CONECT   14   44
CONECT   15   16   16   45
CONECT   16   17   18
CONECT   17   46
CONECT   18   19   19   47
CONECT   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   23   23   29
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   26   27
CONECT   26   50
CONECT   27   28   29   29
CONECT   28   51
CONECT   29   52
CONECT   30   31   32   53
CONECT   31   54
CONECT   32   33   34   55
CONECT   33   56
CONECT   34   35   57
CONECT   35   58
END

HMDB0301884
     RDKit          3D
Cyanidin 3-(6''-acetylglucoside)
 58 61  0  0  0  0  0  0  0  0999 V2000
    6.6141    1.8983    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660    1.9156    1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2618    1.7271    1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1353   -0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401    2.1691   -0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    0.8363   -0.4848 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5588    0.8729   -1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9369   -0.3115   -0.5989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4301   -0.2444   -0.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601   -0.3650    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.6192    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8814   -0.7467    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283   -0.9983    4.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -1.1335    4.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -1.1172    5.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.9795    4.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8529   -1.0960    5.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.7312    3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1973   -0.6071    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304   -0.3726    1.1109 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.6812   -0.2381    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2452    0.0252   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394    0.1268   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2578    0.3717   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979    0.5299   -3.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.7795   -4.9362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.4366   -3.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    0.5907   -4.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    0.1825   -2.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -1.4283   -1.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7450   -2.5756   -0.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -0.9772   -2.1247 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4979   -0.1378   -3.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887   -0.2233   -1.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3550   -1.0672   -0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2384    2.3276    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482    0.8524    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7411    2.4769    2.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409    2.3564   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309    2.9915   -0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712    0.6526    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275   -0.5097    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893   -0.7182    1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5293   -1.0668    3.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544   -1.3133    6.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366   -0.2451    6.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -0.6227    3.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417    0.0035   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3477    0.4471   -2.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1142    0.8432   -4.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.7702   -5.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    0.1213   -2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -1.6972   -2.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778   -3.2569   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3494   -1.8290   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    0.5568   -3.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4576    0.2393   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.0076   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34  6  1  0
 21 10  1  0
 29 22  1  0
 19 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  8 42  1  1
 11 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  6
 31 54  1  0
 32 55  1  6
 33 56  1  0
 34 57  1  6
 35 58  1  0
M  CHG  1  20   1
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₃H₂₃O₁₂

Average Molecular Weight

491.4215

Monoisotopic Molecular Weight

491.1189512

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-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-dihydroxyphenyl)-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=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C23H22O12/c1-9(24)32-8-18-19(29)20(30)21(31)23(35-18)34-17-7-12-14(27)5-11(25)6-16(12)33-22(17)10-2-3-13(26)15(28)4-10/h2-7,18-21,23,29-31H,8H2,1H3,(H3-,25,26,27,28)/p+1/t18-,19-,20+,21-,23-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301884)

Food

Fruit

Berry

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

Herb and spice

Herb

Chives (FooDB: FOOD00009)

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	1.77	ALOGPS
logP	0.82	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	199.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	125.41 m³·mol⁻¹	ChemAxon
Polarizability	47.36 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]+	211.14	32859911
AllCCS	[M+H-H2O]+	209.103	32859911
AllCCS	[M+Na]+	213.533	32859911
AllCCS	[M+NH4]+	213.002	32859911
AllCCS	[M-H]-	209.761	32859911
AllCCS	[M+Na-2H]-	210.557	32859911
AllCCS	[M+HCOO]-	211.586	32859911
DeepCCS	[M+H]+	198.465	30932474
DeepCCS	[M-H]-	196.103	30932474
DeepCCS	[M-2H]-	229.769	30932474
DeepCCS	[M+Na]+	204.373	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2078 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1757.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	189.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	65.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	132.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	79.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	491.1 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	547.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	269.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	706.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.0 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	1901.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	275.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	679.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	145.4 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	485.6 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 - Cyanidin 3-(6''-acetylglucoside) 10V, Positive-QTOF	splash10-0006-1000900000-d556081f038cf5759cde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(6''-acetylglucoside) 20V, Positive-QTOF	splash10-0006-1010900000-f38079523907ed2b6bd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(6''-acetylglucoside) 40V, Positive-QTOF	splash10-08g3-9530000000-341328f5279e482fee4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(6''-acetylglucoside) 10V, Negative-QTOF	splash10-0a4l-9210700000-23f63bb28c350ec815a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(6''-acetylglucoside) 20V, Negative-QTOF	splash10-0a4i-9000100000-1590eb0e9669cce19a4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(6''-acetylglucoside) 40V, Negative-QTOF	splash10-0a4i-9100000000-a1bb83be2ccdae7a8dc0	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

FDB001571

KNApSAcK ID

C00006793

Chemspider ID

30780060

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

131449

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 Cyanidin 3-(6''-acetylglucoside) (HMDB0301884)

MOL for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

3D MOL for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

3D SDF for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

3D-SDF for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

PDB for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

3D PDB for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

SMILES for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

INCHI for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

Structure for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

3D Structure for HMDB0301884 (Cyanidin 3-(6''-acetylglucoside))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra