NP-MRD: Showing NP-Card for pinotin a (NP0187480)

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Record Information

Version

2.0

Created at

2022-09-04 03:39:26 UTC

Updated at

2022-09-04 03:39:26 UTC

NP-MRD ID

NP0187480

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pinotin a

Description

Pinotin 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''. Pinotin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Pinotin A is a pinotin, a type of pyranoanthocyanins and a class of phenolic compounds found in red wine. Outside of the human body, Pinotin A is found, on average, in the highest concentration within grape wines. Pinotin A has also been detected, but not quantified in, common grapes. pinotin a is found in Vitis vinifera. This could make pinotin a a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

Pinotin A
  Mrv1652309241723082D          

 50 55  0  0  1  0            999 V2000
   -1.7989   -1.7889    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.9604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2468   -1.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0539   -1.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1850   -2.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0699   -2.9166    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3249   -3.7012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8769   -3.0881    0.0000 O   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
    0.7145   -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  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  3  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  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
    2.1434   -1.2374    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
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821   -3.5297    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0341   -4.1428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2272   -4.3143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -3.3581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0960   -3.1866    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8411   -3.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439   -2.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7370   -2.7450    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510   -2.4020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  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
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 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
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 22 32  1  0  0  0  0
 19 33  2  0  0  0  0
 10 33  1  0  0  0  0
 14 33  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 42 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  1  0  0  0
 45 48  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  1  0  0  0
M  CHG  1  20   1
M  END

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
    5.3445   -4.2826   -2.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8509   -2.9632   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216   -1.9880   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772   -2.2323   -0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9244   -1.2557   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604   -1.6825    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071   -2.9569    0.5731 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.5981   -3.5365    1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058   -4.8596    1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4664   -5.4858    2.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205   -6.8282    2.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293   -4.7687    2.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -3.4537    1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -2.8307    1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465   -1.5270    0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139   -0.9326    0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    0.3081   -0.1216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3753    1.5417   -0.5138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8433    2.2186   -0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    3.5962   -0.2957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6826    4.3468    0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5052    5.7290    0.2863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4256    3.9794   -1.7424 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0192    5.2990   -1.7828 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    3.1375   -2.4224 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3796    3.2354   -3.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353    1.6992   -2.0368 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3602    0.8379   -2.5446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -0.7860    1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9230   -1.3856    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2041   -0.7101    1.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2552   -1.4256    2.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4817   -0.8740    2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6703    0.4580    2.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8891    1.0343    2.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6579    1.1953    1.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7596    2.5091    1.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219    0.5915    1.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -2.7157    1.9660 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237   -0.0076   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187    0.3008   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152    1.5934   -0.7787 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    2.6192   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5054   -0.6898   -1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7896   -0.4170   -1.8556 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698   -4.5712   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4564   -4.3506   -2.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1291   -4.9978   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3927   -3.2465   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5252   -5.4065    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6760   -7.5525    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4846   -5.2759    2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359    2.2070    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    3.8272    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    4.1192    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529    4.0014   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    6.1455    1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3904    3.8488   -2.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055    5.9492   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6468    3.4592   -2.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970    3.6617   -3.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    1.4027   -2.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    0.3537   -3.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9705    0.2088    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1005   -2.4450    2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3143   -1.4196    3.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0747    1.9731    2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6026    3.0129    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6450    1.1774    0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    0.8095    0.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    2.7464   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546    2.3117    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    3.5774   -0.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3468   -1.1624   -2.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21 22  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 29  1  0
 29 30  2  0
 30 39  1  0
 39 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 44  2  0
 44 45  1  0
 44 41  1  0
 41 42  1  0
 42 43  1  0
 41 40  2  0
  8 14  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  2  0
 18 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  0
 23 20  1  0
  6 16  1  0
 40  5  1  0
 38 31  1  0
 14 15  1  0
 14 13  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 22 57  1  0
 18 53  1  1
 29 64  1  0
 12 52  1  0
 11 51  1  0
  9 50  1  0
  4 49  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
 45 74  1  0
 43 71  1  0
 43 72  1  0
 43 73  1  0
 40 70  1  0
 32 65  1  0
 33 66  1  0
 35 67  1  0
 37 68  1  0
 38 69  1  0
 27 62  1  6
 28 63  1  0
 25 60  1  6
 26 61  1  0
 23 58  1  6
 24 59  1  0
M  CHG  1   7   1
M  END

Pinotin A
  Mrv1652309241723082D          

 50 55  0  0  1  0            999 V2000
   -1.7989   -1.7889    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.9604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2468   -1.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0539   -1.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1850   -2.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0699   -2.9166    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3249   -3.7012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8769   -3.0881    0.0000 O   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
    0.7145   -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  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  3  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  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
    2.1434   -1.2374    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
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821   -3.5297    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0341   -4.1428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2272   -4.3143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -3.3581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0960   -3.1866    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8411   -3.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439   -2.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7370   -2.7450    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510   -2.4020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  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
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 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
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 22 32  1  0  0  0  0
 19 33  2  0  0  0  0
 10 33  1  0  0  0  0
 14 33  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 42 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  1  0  0  0
 45 48  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  1  0  0  0
M  CHG  1  20   1
M  END
> <DATABASE_ID>
NP0187480

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=C3C=C(OC4=CC(O)=CC([O+]=C2C2=CC(OC)=C(O)C(OC)=C2)=C34)C2=CC=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C31H28O14/c1-40-21-6-13(7-22(41-2)25(21)36)29-30(45-31-28(39)27(38)26(37)23(11-32)44-31)15-10-18(12-3-4-16(34)17(35)5-12)42-19-8-14(33)9-20(43-29)24(15)19/h3-10,23,26-28,31-32,37-39H,11H2,1-2H3,(H3-,33,34,35,36)/p+1/t23-,26-,27+,28-,31+/m1/s1

> <INCHI_KEY>
RFTHDRVOYDHSOC-BGXVWEPQSA-O

> <FORMULA>
C31H29O14

> <MOLECULAR_WEIGHT>
625.5536

> <EXACT_MASS>
625.155730636

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
61.974452307901274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-(3,4-dihydroxyphenyl)-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>
2.63

> <JCHEM_LOGP>
0.9882999999999973

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.745879557114391

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.721574416316801

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092382294645

> <JCHEM_POLAR_SURFACE_AREA>
221.12999999999997

> <JCHEM_REFRACTIVITY>
164.73289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(3,4-dihydroxyphenyl)-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

$$$$

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Pinotin A                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  H   UNK     0      -3.358  -3.339   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -1.852  -3.659   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.327  -2.195   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.834  -1.875   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.345  -3.980   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.130  -5.444   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       0.606  -6.909   0.000  0.00  0.00           H+0
HETATM    8  O   UNK     0       1.637  -5.764   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+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+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  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+1
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.900  -6.589   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0      -1.930  -7.733   0.000  0.00  0.00           H+0
HETATM   44  O   UNK     0      -0.424  -8.053   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -2.406  -6.268   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      -3.913  -5.948   0.000  0.00  0.00           H+0
HETATM   47  O   UNK     0      -3.437  -7.413   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.882  -4.804   0.000  0.00  0.00           C+0
HETATM   49  H   UNK     0      -1.376  -5.124   0.000  0.00  0.00           H+0
HETATM   50  O   UNK     0      -4.389  -4.484   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5   48                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8   42                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   33                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   33                                                  
CONECT   20   19   21                                                       
CONECT   21   20    9   22                                                  
CONECT   22   21   23   32                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   22                                                       
CONECT   33   19   10   14                                                  
CONECT   34   12   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   34                                                       
CONECT   42    6   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45    2   49   50                                             
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Value	Source
Malvidin 3-glucoside-4-vinylcatechol	HMDB
Malvidin 3-O-glucoside caffeic acid	HMDB
Malvidin 3-O-glucoside caffeic adduct	HMDB
Pinotin a	MeSH

Chemical Formula

C₃₁H₂₉O₁₄

Average Mass

625.5536 Da

Monoisotopic Mass

625.15573 Da

IUPAC Name

7-(3,4-dihydroxyphenyl)-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

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=C3C=C(OC4=CC(O)=CC([O+]=C2C2=CC(OC)=C(O)C(OC)=C2)=C34)C2=CC=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C31H28O14/c1-40-21-6-13(7-22(41-2)25(21)36)29-30(45-31-28(39)27(38)26(37)23(11-32)44-31)15-10-18(12-3-4-16(34)17(35)5-12)42-19-8-14(33)9-20(43-29)24(15)19/h3-10,23,26-28,31-32,37-39H,11H2,1-2H3,(H3-,33,34,35,36)/p+1/t23-,26-,27+,28-,31+/m1/s1

InChI Key

RFTHDRVOYDHSOC-BGXVWEPQSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Vitis vinifera	LOTUS Database	35616633

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
Hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
3'-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Phenol ether
Methoxybenzene
Catechol
Anisole
Phenoxy compound
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organooxygen compound
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.63	ALOGPS
logP	0.99	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.72	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	221.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	164.73 m³·mol⁻¹	ChemAxon
Polarizability	61.97 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0029240

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

FDB000052

KNApSAcK ID

C00011188

Chemspider ID

10286568

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pinotin A

METLIN ID

Not Available

PubChem Compound

21674154

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for pinotin a (NP0187480)

MOL for NP0187480 (pinotin a)

3D MOL for NP0187480 (pinotin a)

3D SDF for NP0187480 (pinotin a)

3D-SDF for NP0187480 (pinotin a)

PDB for NP0187480 (pinotin a)

3D PDB for NP0187480 (pinotin a)

SMILES for NP0187480 (pinotin a)

INCHI for NP0187480 (pinotin a)

Structure for NP0187480 (pinotin a)

3D Structure for NP0187480 (pinotin a)