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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:28:56 UTC

Update Date

2022-03-07 02:54:53 UTC

HMDB ID

HMDB0036348

Secondary Accession Numbers

HMDB36348

Metabolite Identification

Common Name

Vitisin A

Description

Vitisin A belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Vitisin A is found, on average, in the highest concentration within grape wine. Vitisin A has also been detected, but not quantified in, a few different foods, such as alcoholic beverages, common grapes (Vitis vinifera), and red wine. This could make vitisin a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Vitisin A.

Structure

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

Vitisin A
  Mrv1652309241723092D          

 40 44  0  0  1  0            999 V2000
    0.0000    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    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 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 18 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 16 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 14 40  1  0  0  0  0
M  CHG  1  13   1
M  END

HMDB0036348
     RDKit          3D
Vitisin A
 65 69  0  0  0  0  0  0  0  0999 V2000
    5.4782    1.3714   -2.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036    0.0391   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -0.5287   -1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088    0.2124   -1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.2419   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351    0.5567   -1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    1.0667   -2.6167 O   0  0  0  0  0  3  0  0  0  0  0  0
   -0.2080    1.8030   -3.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.2649   -4.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    3.0521   -4.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4700    3.5339   -5.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174    3.3889   -3.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    2.9152   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    2.1175   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    1.6388   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.8259   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    0.4016    0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.6437    1.6018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7512   -0.5875    1.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683   -1.6033    2.5113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7491   -1.3944    2.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3769   -2.3602    3.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6773   -1.5968    3.9069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1878   -2.6072    4.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1504   -1.6596    3.8221 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3073   -1.5616    5.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544   -0.4724    2.9770 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6354   -0.2944    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1283    2.0313    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1478    2.7932   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    3.1938    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2591    2.8700    1.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277    4.0049    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    3.2538   -1.5350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040   -1.5160   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -2.3025   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -3.5729   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -4.1901    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -1.7888   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -2.5495   -1.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    1.8171   -3.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7884    1.5347   -3.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1294    2.0002   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.2329   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846    1.9896   -5.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9866    2.9527   -6.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1300    4.0129   -4.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -1.6595    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -2.6196    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.3840    3.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.3604    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1667   -2.7043    2.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9672   -0.6068    4.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -2.2963    5.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.5919    3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -2.0290    5.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252    0.4205    3.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    0.1312    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    1.7379    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3921    4.0503   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3389   -1.9599   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -4.7320    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070   -3.6270    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -5.0367   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -2.1360   -1.9872 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  5 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 39 40  1  0
 39  3  1  0
 16  6  1  0
 27 18  1  0
 14  8  1  0
 34 13  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 18 48  1  6
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  1
 24 54  1  0
 25 55  1  6
 26 56  1  0
 27 57  1  1
 28 58  1  0
 29 59  1  0
 33 60  1  0
 35 61  1  0
 38 62  1  0
 38 63  1  0
 38 64  1  0
 40 65  1  0
M  CHG  1   7   1
M  END

Vitisin A
  Mrv1652309241723092D          

 40 44  0  0  1  0            999 V2000
    0.0000    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    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 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 18 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 16 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 14 40  1  0  0  0  0
M  CHG  1  13   1
M  END
> <DATABASE_ID>
HMDB0036348

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)29)23-24(40-26-22(32)21(31)20(30)17(8-27)39-26)11-7-16(25(33)34)37-12-5-10(28)6-13(38-23)18(11)12/h3-7,17,20-22,26-27,30-32H,8H2,1-2H3,(H2-,28,29,33,34)/p+1/t17-,20-,21+,22-,26+/m1/s1

> <INCHI_KEY>
QVULQDHVHOUFCX-AQFMKAHKSA-O

> <FORMULA>
C26H25O14

> <MOLECULAR_WEIGHT>
561.4683

> <EXACT_MASS>
561.124430508

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
53.88481240193721

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
0.3865999999999962

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.22947793763353

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2334540296610745

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092382294645

> <JCHEM_POLAR_SURFACE_AREA>
217.96999999999997

> <JCHEM_REFRACTIVITY>
142.3933

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036348
     RDKit          3D
Vitisin A
 65 69  0  0  0  0  0  0  0  0999 V2000
    5.4782    1.3714   -2.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036    0.0391   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -0.5287   -1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088    0.2124   -1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.2419   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351    0.5567   -1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    1.0667   -2.6167 O   0  0  0  0  0  3  0  0  0  0  0  0
   -0.2080    1.8030   -3.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.2649   -4.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    3.0521   -4.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4700    3.5339   -5.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174    3.3889   -3.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    2.9152   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    2.1175   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    1.6388   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.8259   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    0.4016    0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.6437    1.6018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7512   -0.5875    1.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683   -1.6033    2.5113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7491   -1.3944    2.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3769   -2.3602    3.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6773   -1.5968    3.9069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1878   -2.6072    4.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1504   -1.6596    3.8221 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3073   -1.5616    5.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544   -0.4724    2.9770 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6354   -0.2944    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1283    2.0313    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1478    2.7932   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    3.1938    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2591    2.8700    1.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277    4.0049    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    3.2538   -1.5350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040   -1.5160   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -2.3025   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -3.5729   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -4.1901    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -1.7888   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -2.5495   -1.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    1.8171   -3.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7884    1.5347   -3.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1294    2.0002   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.2329   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846    1.9896   -5.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9866    2.9527   -6.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1300    4.0129   -4.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -1.6595    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -2.6196    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.3840    3.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.3604    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1667   -2.7043    2.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9672   -0.6068    4.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -2.2963    5.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.5919    3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -2.0290    5.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252    0.4205    3.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    0.1312    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    1.7379    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3921    4.0503   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3389   -1.9599   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -4.7320    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070   -3.6270    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -5.0367   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -2.1360   -1.9872 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  5 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 39 40  1  0
 39  3  1  0
 16  6  1  0
 27 18  1  0
 14  8  1  0
 34 13  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 18 48  1  6
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  1
 24 54  1  0
 25 55  1  6
 26 56  1  0
 27 57  1  1
 28 58  1  0
 29 59  1  0
 33 60  1  0
 35 61  1  0
 38 62  1  0
 38 63  1  0
 38 64  1  0
 40 65  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Vitisin A                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001   2.310   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  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -9.240   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  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.375  -8.337   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   40                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   34                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   12   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
CONECT   34   18   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   16   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   14                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

COMPND    HMDB0036348
HETATM    1  C1  UNL     1       5.478   1.371  -2.951  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.604   0.039  -2.552  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.453  -0.529  -1.929  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.309   0.212  -1.843  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.154  -0.242  -1.256  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.935   0.557  -1.393  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.759   1.067  -2.617  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -0.208   1.803  -3.011  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.281   2.265  -4.312  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.349   3.052  -4.640  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.470   3.534  -5.945  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.317   3.389  -3.743  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.241   2.915  -2.434  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.172   2.118  -2.097  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.069   1.639  -0.828  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.009   0.826  -0.433  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.026   0.402   0.817  1.00  0.00           O  
HETATM   18  C14 UNL     1      -0.337  -0.644   1.602  1.00  0.00           C  
HETATM   19  O5  UNL     1      -1.751  -0.588   1.740  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.268  -1.603   2.511  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.749  -1.394   2.633  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.377  -2.360   3.400  1.00  0.00           O  
HETATM   23  C17 UNL     1      -1.677  -1.597   3.907  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.188  -2.607   4.675  1.00  0.00           O  
HETATM   25  C18 UNL     1      -0.150  -1.660   3.822  1.00  0.00           C  
HETATM   26  O8  UNL     1       0.307  -1.562   5.131  1.00  0.00           O  
HETATM   27  C19 UNL     1       0.254  -0.472   2.977  1.00  0.00           C  
HETATM   28  O9  UNL     1       1.635  -0.294   2.921  1.00  0.00           O  
HETATM   29  C20 UNL     1      -2.128   2.031   0.106  1.00  0.00           C  
HETATM   30  C21 UNL     1      -3.148   2.793  -0.214  1.00  0.00           C  
HETATM   31  C22 UNL     1      -4.208   3.194   0.678  1.00  0.00           C  
HETATM   32  O10 UNL     1      -4.259   2.870   1.843  1.00  0.00           O  
HETATM   33  O11 UNL     1      -5.228   4.005   0.136  1.00  0.00           O  
HETATM   34  O12 UNL     1      -3.202   3.254  -1.535  1.00  0.00           O  
HETATM   35  C23 UNL     1       2.204  -1.516  -0.739  1.00  0.00           C  
HETATM   36  C24 UNL     1       3.364  -2.303  -0.810  1.00  0.00           C  
HETATM   37  O13 UNL     1       3.372  -3.573  -0.286  1.00  0.00           O  
HETATM   38  C25 UNL     1       2.322  -4.190   0.324  1.00  0.00           C  
HETATM   39  C26 UNL     1       4.512  -1.789  -1.425  1.00  0.00           C  
HETATM   40  O14 UNL     1       5.681  -2.550  -1.517  1.00  0.00           O  
HETATM   41  H1  UNL     1       6.495   1.817  -3.181  1.00  0.00           H  
HETATM   42  H2  UNL     1       4.788   1.535  -3.791  1.00  0.00           H  
HETATM   43  H3  UNL     1       5.129   2.000  -2.073  1.00  0.00           H  
HETATM   44  H4  UNL     1       3.267   1.233  -2.241  1.00  0.00           H  
HETATM   45  H5  UNL     1       0.485   1.990  -5.017  1.00  0.00           H  
HETATM   46  H6  UNL     1      -1.987   2.953  -6.625  1.00  0.00           H  
HETATM   47  H7  UNL     1      -3.130   4.013  -4.008  1.00  0.00           H  
HETATM   48  H8  UNL     1      -0.119  -1.659   1.241  1.00  0.00           H  
HETATM   49  H9  UNL     1      -2.106  -2.620   2.066  1.00  0.00           H  
HETATM   50  H10 UNL     1      -3.905  -0.384   3.072  1.00  0.00           H  
HETATM   51  H11 UNL     1      -4.243  -1.360   1.607  1.00  0.00           H  
HETATM   52  H12 UNL     1      -5.167  -2.704   2.900  1.00  0.00           H  
HETATM   53  H13 UNL     1      -1.967  -0.607   4.344  1.00  0.00           H  
HETATM   54  H14 UNL     1      -2.938  -2.296   5.212  1.00  0.00           H  
HETATM   55  H15 UNL     1       0.124  -2.592   3.319  1.00  0.00           H  
HETATM   56  H16 UNL     1      -0.371  -2.029   5.715  1.00  0.00           H  
HETATM   57  H17 UNL     1      -0.225   0.421   3.494  1.00  0.00           H  
HETATM   58  H18 UNL     1       1.946   0.131   3.755  1.00  0.00           H  
HETATM   59  H19 UNL     1      -2.069   1.738   1.131  1.00  0.00           H  
HETATM   60  H20 UNL     1      -5.392   4.050  -0.848  1.00  0.00           H  
HETATM   61  H21 UNL     1       1.339  -1.960  -0.293  1.00  0.00           H  
HETATM   62  H22 UNL     1       2.597  -4.732   1.279  1.00  0.00           H  
HETATM   63  H23 UNL     1       1.407  -3.627   0.566  1.00  0.00           H  
HETATM   64  H24 UNL     1       1.935  -5.037  -0.351  1.00  0.00           H  
HETATM   65  H25 UNL     1       6.508  -2.136  -1.987  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3
CONECT    3    4    4   39
CONECT    4    5   44
CONECT    5    6   35   35
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9    9   14
CONECT    9   10   45
CONECT   10   11   12   12
CONECT   11   46
CONECT   12   13   47
CONECT   13   14   14   34
CONECT   14   15
CONECT   15   16   16   29
CONECT   16   17
CONECT   17   18
CONECT   18   19   27   48
CONECT   19   20
CONECT   20   21   23   49
CONECT   21   22   50   51
CONECT   22   52
CONECT   23   24   25   53
CONECT   24   54
CONECT   25   26   27   55
CONECT   26   56
CONECT   27   28   57
CONECT   28   58
CONECT   29   30   30   59
CONECT   30   31   34
CONECT   31   32   32   33
CONECT   33   60
CONECT   35   36   61
CONECT   36   37   39   39
CONECT   37   38
CONECT   38   62   63   64
CONECT   39   40
CONECT   40   65
END

HMDB0036348
     RDKit          3D
Vitisin A
 65 69  0  0  0  0  0  0  0  0999 V2000
    5.4782    1.3714   -2.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036    0.0391   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -0.5287   -1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088    0.2124   -1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.2419   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351    0.5567   -1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    1.0667   -2.6167 O   0  0  0  0  0  3  0  0  0  0  0  0
   -0.2080    1.8030   -3.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.2649   -4.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    3.0521   -4.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4700    3.5339   -5.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174    3.3889   -3.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    2.9152   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    2.1175   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    1.6388   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.8259   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    0.4016    0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.6437    1.6018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7512   -0.5875    1.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683   -1.6033    2.5113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7491   -1.3944    2.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3769   -2.3602    3.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6773   -1.5968    3.9069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1878   -2.6072    4.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1504   -1.6596    3.8221 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3073   -1.5616    5.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544   -0.4724    2.9770 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6354   -0.2944    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1283    2.0313    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1478    2.7932   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    3.1938    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2591    2.8700    1.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277    4.0049    0.1360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2020    3.2538   -1.5350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040   -1.5160   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -2.3025   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -3.5729   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -4.1901    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -1.7888   -1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -2.5495   -1.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    1.8171   -3.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7884    1.5347   -3.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1294    2.0002   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.2329   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846    1.9896   -5.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9866    2.9527   -6.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1300    4.0129   -4.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -1.6595    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -2.6196    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053   -0.3840    3.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.3604    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1667   -2.7043    2.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9672   -0.6068    4.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -2.2963    5.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.5919    3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -2.0290    5.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2252    0.4205    3.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    0.1312    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    1.7379    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3921    4.0503   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3389   -1.9599   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -4.7320    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070   -3.6270    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -5.0367   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -2.1360   -1.9872 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  5 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 39 40  1  0
 39  3  1  0
 16  6  1  0
 27 18  1  0
 14  8  1  0
 34 13  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 18 48  1  6
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  1
 24 54  1  0
 25 55  1  6
 26 56  1  0
 27 57  1  1
 28 58  1  0
 29 59  1  0
 33 60  1  0
 35 61  1  0
 38 62  1  0
 38 63  1  0
 38 64  1  0
 40 65  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Malvidin 3-glucoside-pyruvate	HMDB

Chemical Formula

C₂₆H₂₅O₁₄

Average Molecular Weight

561.4683

Monoisotopic Molecular Weight

561.124430508

IUPAC Name

7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

Traditional Name

CAS Registry Number

184362-09-2

SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2

InChI Identifier

InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)29)23-24(40-26-22(32)21(31)20(30)17(8-27)39-26)11-7-16(25(33)34)37-12-5-10(28)6-13(38-23)18(11)12/h3-7,17,20-22,26-27,30-32H,8H2,1-2H3,(H2-,28,29,33,34)/p+1/t17-,20-,21+,22-,26+/m1/s1

InChI Key

QVULQDHVHOUFCX-AQFMKAHKSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
Proanthocyanidin
Anthocyanidin-3-o-glycoside
Anthocyanin
Flavonoid o-glycoside
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
1-benzopyran
Phenol ether
Anisole
Methoxybenzene
Phenoxy compound
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Ether
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036348)
Cytoplasm (HMDB: HMDB0036348)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036348)

Source

Exogenous

Food

Food (HMDB: HMDB0036348)

Beverage

Fermented beverage

Red wine (FooDB: FOOD00911)
Grape wine (FooDB: FOOD00612)

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Fruit

Berry

Common grape (FooDB: FOOD00204)

Endogenous

Plant

Plant (HMDB: HMDB0036348)

Not Available

Nutrient (HMDB: HMDB0036348)

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
Water Solubility	0.35 g/L	ALOGPS
logP	2.05	ALOGPS
logP	0.39	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.23	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	217.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.39 m³·mol⁻¹	ChemAxon
Polarizability	53.88 Å³	ChemAxon
Number of Rings	5	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
DarkChem	[M+H]+	224.354	31661259
DarkChem	[M-H]-	218.965	31661259
DeepCCS	[M+H]+	214.67	30932474
DeepCCS	[M-H]-	212.845	30932474
DeepCCS	[M-2H]-	246.247	30932474
DeepCCS	[M+Na]+	220.276	30932474
AllCCS	[M+H]+	224.3	32859911
AllCCS	[M+H-H2O]+	222.7	32859911
AllCCS	[M+NH4]+	225.9	32859911
AllCCS	[M+Na]+	226.3	32859911
AllCCS	[M-H]-	224.5	32859911
AllCCS	[M+Na-2H]-	225.8	32859911
AllCCS	[M+HCOO]-	227.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vitisin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2	6177.9	Standard polar	33892256
Vitisin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2	4762.9	Standard non polar	33892256
Vitisin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2	5210.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vitisin A,1TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4767.4	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4718.1	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4745.5	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4745.8	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4753.9	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4668.0	Semi standard non polar	33892256
Vitisin A,1TMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4797.0	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4605.8	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #10	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4549.3	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #11	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4467.0	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #12	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4573.5	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #13	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4540.1	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #14	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4553.2	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #15	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4467.4	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #16	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4575.0	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #17	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4563.6	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #18	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4465.9	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #19	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4583.1	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4558.8	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #20	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4477.8	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #21	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4537.4	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4555.2	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4551.3	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4569.1	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4522.7	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4561.6	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #8	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4553.4	Semi standard non polar	33892256
Vitisin A,2TMS,isomer #9	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4531.0	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4465.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #10	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4440.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #11	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4447.9	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #12	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4397.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #13	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4456.6	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #14	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4384.2	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #15	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4405.5	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #16	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4462.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #17	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4442.1	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #18	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4465.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #19	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4405.3	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4466.9	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #20	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4456.0	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #21	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4470.6	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #22	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4392.8	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #23	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4452.2	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #24	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4352.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #25	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4387.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #26	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4469.6	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #27	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4477.9	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #28	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4419.5	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #29	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4460.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4468.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #30	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4372.8	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #31	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4373.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #32	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4480.7	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #33	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4414.3	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #34	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4386.0	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #35	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4430.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4480.4	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4460.3	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4457.8	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4427.8	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #8	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4458.2	Semi standard non polar	33892256
Vitisin A,3TMS,isomer #9	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4394.8	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4420.0	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #10	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4381.1	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #11	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4408.8	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #12	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4423.7	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #13	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4365.3	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #14	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4402.8	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #15	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4334.2	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #16	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4360.1	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #17	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4412.4	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #18	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4346.6	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #19	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4351.6	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4399.4	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #20	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4356.6	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #21	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4406.9	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #22	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4420.1	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #23	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4351.8	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #24	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4406.0	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #25	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4326.8	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #26	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4356.5	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #27	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4428.5	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #28	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4345.2	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #29	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4366.2	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4420.7	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #30	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4336.1	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #31	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4433.4	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #32	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4352.1	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #33	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4357.6	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #34	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4350.9	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #35	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	4352.3	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4370.2	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4415.7	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4426.4	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4369.6	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #8	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	4426.3	Semi standard non polar	33892256
Vitisin A,4TMS,isomer #9	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	4362.8	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4997.9	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4967.8	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4968.9	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4965.9	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4971.4	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4943.6	Semi standard non polar	33892256
Vitisin A,1TBDMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5011.5	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5105.9	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #10	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	5016.2	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #11	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4984.4	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #12	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5083.1	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #13	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5007.4	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #14	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	5017.9	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #15	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4989.9	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #16	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5088.2	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #17	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	5030.7	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #18	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4988.8	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #19	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	5084.3	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5024.1	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #20	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4998.6	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #21	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	5065.4	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5036.8	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5039.0	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5044.1	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5026.3	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5057.2	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #8	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	5012.8	Semi standard non polar	33892256
Vitisin A,2TBDMS,isomer #9	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4997.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abc-9300350000-9a87afcd8c7a911597ad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (1 TMS) - 70eV, Positive	splash10-0avi-9200037000-377e9278f6800932334e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS ("Vitisin A,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisin A GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 10V, Positive-QTOF	splash10-03di-0100090000-db62db54a92394f4b01d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 20V, Positive-QTOF	splash10-03dj-1200090000-9b8b3dbfe9cb7d945985	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 40V, Positive-QTOF	splash10-01ow-7902030000-a13b6d39987edfce2a85	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 10V, Negative-QTOF	splash10-03di-2300090000-41f4fa71d6e8862274fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 20V, Negative-QTOF	splash10-03di-5700090000-4656c50bef5697b84b24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 40V, Negative-QTOF	splash10-002f-9500000000-37349fe117dc8607bc16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 10V, Positive-QTOF	splash10-0w2d-0008590000-1bd578101ffdda52fb5f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 20V, Positive-QTOF	splash10-0f6t-0009320000-abd37ec220c242d2fd22	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisin A 40V, Positive-QTOF	splash10-0002-5309210000-f9feb2c8ca6061dadd65	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB015221

KNApSAcK ID

C00011186

Chemspider ID

30777160

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vitisin A

METLIN ID

Not Available

PubChem Compound

102317071

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1854751

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Fulcrand H, Benabdeljalil C, Rigaud J, Cheynier V, Moutounet M: A new class of wine pigments generated by reaction between pyruvic acid and grape anthocyanins. Phytochemistry. 1998 Apr;47(7):1401-7. [PubMed:9611832 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Vitisin A (HMDB0036348)

MOL for HMDB0036348 (Vitisin A)

3D MOL for HMDB0036348 (Vitisin A)

3D SDF for HMDB0036348 (Vitisin A)

3D-SDF for HMDB0036348 (Vitisin A)

PDB for HMDB0036348 (Vitisin A)

3D PDB for HMDB0036348 (Vitisin A)

SMILES for HMDB0036348 (Vitisin A)

INCHI for HMDB0036348 (Vitisin A)

Structure for HMDB0036348 (Vitisin A)

3D Structure for HMDB0036348 (Vitisin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra