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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 04:56:27 UTC

Update Date

2021-09-22 04:56:27 UTC

HMDB ID

HMDB0301666

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Petunidin 3-(6''-p-coumaroyl-glucoside)

Description

Petunidin 3-(6''-p-coumaroyl-glucoside) is a member of the class of compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. Anthocyanidin 3-o-6-p-coumaroyl glycosides are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Petunidin 3-(6''-p-coumaroyl-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Petunidin 3-(6''-p-coumaroyl-glucoside) can be found in a number of food items such as black elderberry, redcurrant, highbush blueberry, and black chokeberry, which makes petunidin 3-(6''-p-coumaroyl-glucoside) a potential biomarker for the consumption of these food products.

Structure

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

Petunidin 3-O-(6''-p-coumaroyl-glucoside)
  Mrv1652309241722442D          

 49 53  0  0  1  0            999 V2000
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -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
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  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
    0.0000   -2.4749    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
    0.7145   -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  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
    2.8579    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  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -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    2.4749    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
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
 19 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 31 40  1  0  0  0  0
 17 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  6  0  0  0
 41 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  1  0  0  0
 44 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  1  0  0  0
M  CHG  1  21   1
M  END

HMDB0301666
     RDKit          3D
Petunidin 3-(6''-p-coumaroyl-glucoside)
 74 78  0  0  0  0  0  0  0  0999 V2000
   -4.3481   -3.3385    2.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6548   -2.8454    2.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9891   -1.7666    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -1.1998    1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2944   -0.1444    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    0.5111   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    1.4827   -1.1892 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.0849    2.1534   -2.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6471    3.1401   -2.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    3.8718   -3.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    4.8694   -4.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211    3.6260   -3.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.6245   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5744    2.3439   -3.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238    1.9182   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.9456   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0170    0.2435   -0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -0.7250    0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.2031    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -0.4551    1.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390   -0.7442    1.1911 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603    0.5043    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    0.2128    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    1.0446    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234    2.1600   -0.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4494    0.6755    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.4347   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237    1.0593   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7916    1.8911   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1272    1.5474   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5591    0.3740   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9056    0.0093    0.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5988   -0.4619    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -0.1257    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341   -1.8582    0.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5986   -2.3170    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447   -3.0408    0.2432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5700   -3.6749   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -2.6710    0.5216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3335   -3.0735    1.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6106    0.3405    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5999   -0.1673    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8871    0.3577    1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2583   -1.2446    2.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259   -1.7901    2.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -3.5817    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -4.2916    3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -2.6502    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0542   -1.6374    1.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    3.3568   -2.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4185    5.0609   -4.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    4.1803   -4.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.8629   -3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.7259   -1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -0.9570   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169   -0.9085    2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    0.6580   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.3567    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -0.2853    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1130    2.4038   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5369    2.8406   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8716    2.2146   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4780    0.2758    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9216   -1.3928    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5516   -0.8360    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315   -1.4260   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187   -1.9667    1.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7322   -3.8246    0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885   -4.0448   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -3.2109   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -2.3463    2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719    1.1940   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0747    1.1473    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1608   -1.4124    2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 45  1  0
 44  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 16 54  1  0
 19 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
 35 66  1  6
 36 67  1  0
 37 68  1  1
 38 69  1  0
 39 70  1  6
 40 71  1  0
 41 72  1  0
 43 73  1  0
 45 74  1  0
M  CHG  1   7   1
M  END

Petunidin 3-O-(6''-p-coumaroyl-glucoside)
  Mrv1652309241722442D          

 49 53  0  0  1  0            999 V2000
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -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
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  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
    0.0000   -2.4749    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
    0.7145   -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  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
    2.8579    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  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -1.6500    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
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   -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
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   -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    2.4749    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
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
 19 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 31 40  1  0  0  0  0
 17 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  6  0  0  0
 41 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  1  0  0  0
 44 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  1  0  0  0
M  CHG  1  21   1
M  END
> <DATABASE_ID>
HMDB0301666

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(OC)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C31H28O14/c1-41-22-9-15(8-20(35)26(22)37)30-23(12-18-19(34)10-17(33)11-21(18)43-30)44-31-29(40)28(39)27(38)24(45-31)13-42-25(36)7-4-14-2-5-16(32)6-3-14/h2-12,24,27-29,31,38-40H,13H2,1H3,(H4-,32,33,34,35,36,37)/p+1/t24-,27-,28+,29-,31?/m1/s1

> <INCHI_KEY>
KTFQEFWNLAUGAX-YQUABMASSA-O

> <FORMULA>
C31H29O14

> <MOLECULAR_WEIGHT>
625.5536

> <EXACT_MASS>
625.155730636

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
60.99017528749074

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
3.5479999999999996

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.536981062755779

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.393929015361109

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64911035489539

> <JCHEM_POLAR_SURFACE_AREA>
228.96999999999994

> <JCHEM_REFRACTIVITY>
164.26930000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301666
     RDKit          3D
Petunidin 3-(6''-p-coumaroyl-glucoside)
 74 78  0  0  0  0  0  0  0  0999 V2000
   -4.3481   -3.3385    2.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6548   -2.8454    2.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9891   -1.7666    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -1.1998    1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2944   -0.1444    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    0.5111   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    1.4827   -1.1892 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.0849    2.1534   -2.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6471    3.1401   -2.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    3.8718   -3.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    4.8694   -4.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211    3.6260   -3.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.6245   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5744    2.3439   -3.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238    1.9182   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.9456   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0170    0.2435   -0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -0.7250    0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.2031    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -0.4551    1.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390   -0.7442    1.1911 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603    0.5043    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    0.2128    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    1.0446    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234    2.1600   -0.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4494    0.6755    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.4347   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237    1.0593   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7916    1.8911   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1272    1.5474   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5591    0.3740   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9056    0.0093    0.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5988   -0.4619    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -0.1257    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341   -1.8582    0.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5986   -2.3170    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447   -3.0408    0.2432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5700   -3.6749   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -2.6710    0.5216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3335   -3.0735    1.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6106    0.3405    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5999   -0.1673    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8871    0.3577    1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2583   -1.2446    2.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259   -1.7901    2.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -3.5817    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -4.2916    3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -2.6502    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0542   -1.6374    1.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    3.3568   -2.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4185    5.0609   -4.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    4.1803   -4.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.8629   -3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.7259   -1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -0.9570   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169   -0.9085    2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    0.6580   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.3567    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -0.2853    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1130    2.4038   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5369    2.8406   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8716    2.2146   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4780    0.2758    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9216   -1.3928    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5516   -0.8360    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315   -1.4260   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187   -1.9667    1.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7322   -3.8246    0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885   -4.0448   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -3.2109   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -2.3463    2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719    1.1940   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0747    1.1473    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1608   -1.4124    2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 45  1  0
 44  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 16 54  1  0
 19 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
 35 66  1  6
 36 67  1  0
 37 68  1  1
 38 69  1  0
 39 70  1  6
 40 71  1  0
 41 72  1  0
 43 73  1  0
 45 74  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Petunidin 3-O-(6''-p-coumaroyl-glucoside)         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  H   UNK     0      -1.334  -8.470   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667 -18.480   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   42  H   UNK     0       2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   43  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   45  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   46  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   48  H   UNK     0       0.000  -6.160   0.000  0.00  0.00           H+0
HETATM   49  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16   47                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
CONECT   16    2   17                                                       
CONECT   17   16   18   41                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29   19                                                       
CONECT   31   20   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   31                                                       
CONECT   41   17   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44    2   48   49                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  106    0
END

COMPND    HMDB0301666
HETATM    1  C1  UNL     1      -4.348  -3.338   2.914  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.655  -2.845   2.954  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.989  -1.767   2.138  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.028  -1.200   1.309  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.294  -0.144   0.489  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.347   0.511  -0.394  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.817   1.483  -1.189  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -4.085   2.153  -2.028  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.647   3.140  -2.812  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.871   3.872  -3.719  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.440   4.869  -4.511  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.521   3.626  -3.854  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.947   2.625  -3.059  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.574   2.344  -3.167  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.724   1.918  -2.176  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.190   0.946  -1.396  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.017   0.243  -0.502  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.465  -0.725   0.273  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.146  -1.203   0.296  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.387  -0.455   1.215  1.00  0.00           O  
HETATM   21  C15 UNL     1       0.939  -0.744   1.191  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.660   0.504   0.622  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.039   0.213   0.632  1.00  0.00           O  
HETATM   24  C17 UNL     1       4.039   1.045   0.174  1.00  0.00           C  
HETATM   25  O8  UNL     1       3.723   2.160  -0.302  1.00  0.00           O  
HETATM   26  C18 UNL     1       5.449   0.676   0.223  1.00  0.00           C  
HETATM   27  C19 UNL     1       6.411   1.435  -0.212  1.00  0.00           C  
HETATM   28  C20 UNL     1       7.824   1.059  -0.157  1.00  0.00           C  
HETATM   29  C21 UNL     1       8.792   1.891  -0.669  1.00  0.00           C  
HETATM   30  C22 UNL     1      10.127   1.547  -0.605  1.00  0.00           C  
HETATM   31  C23 UNL     1      10.559   0.374  -0.034  1.00  0.00           C  
HETATM   32  O9  UNL     1      11.906   0.009   0.042  1.00  0.00           O  
HETATM   33  C24 UNL     1       9.599  -0.462   0.480  1.00  0.00           C  
HETATM   34  C25 UNL     1       8.246  -0.126   0.421  1.00  0.00           C  
HETATM   35  C26 UNL     1       1.334  -1.858   0.266  1.00  0.00           C  
HETATM   36  O10 UNL     1       2.599  -2.317   0.709  1.00  0.00           O  
HETATM   37  C27 UNL     1       0.445  -3.041   0.243  1.00  0.00           C  
HETATM   38  O11 UNL     1       0.570  -3.675  -1.017  1.00  0.00           O  
HETATM   39  C28 UNL     1      -0.995  -2.671   0.522  1.00  0.00           C  
HETATM   40  O12 UNL     1      -1.333  -3.073   1.805  1.00  0.00           O  
HETATM   41  C29 UNL     1      -6.611   0.340   0.534  1.00  0.00           C  
HETATM   42  C30 UNL     1      -7.600  -0.167   1.320  1.00  0.00           C  
HETATM   43  O13 UNL     1      -8.887   0.358   1.320  1.00  0.00           O  
HETATM   44  C31 UNL     1      -7.258  -1.245   2.133  1.00  0.00           C  
HETATM   45  O14 UNL     1      -8.226  -1.790   2.950  1.00  0.00           O  
HETATM   46  H1  UNL     1      -4.012  -3.582   1.879  1.00  0.00           H  
HETATM   47  H2  UNL     1      -4.251  -4.292   3.513  1.00  0.00           H  
HETATM   48  H3  UNL     1      -3.586  -2.650   3.341  1.00  0.00           H  
HETATM   49  H4  UNL     1      -4.054  -1.637   1.343  1.00  0.00           H  
HETATM   50  H5  UNL     1      -5.705   3.357  -2.731  1.00  0.00           H  
HETATM   51  H6  UNL     1      -5.419   5.061  -4.420  1.00  0.00           H  
HETATM   52  H7  UNL     1      -1.904   4.180  -4.548  1.00  0.00           H  
HETATM   53  H8  UNL     1       0.018   2.863  -3.817  1.00  0.00           H  
HETATM   54  H9  UNL     1      -1.119   0.726  -1.476  1.00  0.00           H  
HETATM   55  H10 UNL     1      -0.681  -0.957  -0.683  1.00  0.00           H  
HETATM   56  H11 UNL     1       1.417  -0.908   2.177  1.00  0.00           H  
HETATM   57  H12 UNL     1       1.310   0.658  -0.434  1.00  0.00           H  
HETATM   58  H13 UNL     1       1.432   1.357   1.255  1.00  0.00           H  
HETATM   59  H14 UNL     1       5.677  -0.285   0.650  1.00  0.00           H  
HETATM   60  H15 UNL     1       6.113   2.404  -0.638  1.00  0.00           H  
HETATM   61  H16 UNL     1       8.537   2.841  -1.141  1.00  0.00           H  
HETATM   62  H17 UNL     1      10.872   2.215  -1.016  1.00  0.00           H  
HETATM   63  H18 UNL     1      12.478   0.276   0.849  1.00  0.00           H  
HETATM   64  H19 UNL     1       9.922  -1.393   0.937  1.00  0.00           H  
HETATM   65  H20 UNL     1       7.552  -0.836   0.847  1.00  0.00           H  
HETATM   66  H21 UNL     1       1.532  -1.426  -0.740  1.00  0.00           H  
HETATM   67  H22 UNL     1       2.819  -1.967   1.614  1.00  0.00           H  
HETATM   68  H23 UNL     1       0.732  -3.825   0.997  1.00  0.00           H  
HETATM   69  H24 UNL     1       1.489  -4.045  -1.049  1.00  0.00           H  
HETATM   70  H25 UNL     1      -1.629  -3.211  -0.201  1.00  0.00           H  
HETATM   71  H26 UNL     1      -1.289  -2.346   2.470  1.00  0.00           H  
HETATM   72  H27 UNL     1      -6.872   1.194  -0.119  1.00  0.00           H  
HETATM   73  H28 UNL     1      -9.075   1.147   0.706  1.00  0.00           H  
HETATM   74  H29 UNL     1      -9.161  -1.412   2.949  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3
CONECT    3    4    4   44
CONECT    4    5   49
CONECT    5    6   41   41
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   50
CONECT   10   11   12   12
CONECT   11   51
CONECT   12   13   52
CONECT   13   14   15   15
CONECT   14   53
CONECT   15   16
CONECT   16   17   17   54
CONECT   17   18
CONECT   18   19
CONECT   19   20   39   55
CONECT   20   21
CONECT   21   22   35   56
CONECT   22   23   57   58
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27   59
CONECT   27   28   60
CONECT   28   29   29   34
CONECT   29   30   61
CONECT   30   31   31   62
CONECT   31   32   33
CONECT   32   63
CONECT   33   34   34   64
CONECT   34   65
CONECT   35   36   37   66
CONECT   36   67
CONECT   37   38   39   68
CONECT   38   69
CONECT   39   40   70
CONECT   40   71
CONECT   41   42   72
CONECT   42   43   44   44
CONECT   43   73
CONECT   44   45
CONECT   45   74
END

HMDB0301666
     RDKit          3D
Petunidin 3-(6''-p-coumaroyl-glucoside)
 74 78  0  0  0  0  0  0  0  0999 V2000
   -4.3481   -3.3385    2.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6548   -2.8454    2.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9891   -1.7666    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -1.1998    1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2944   -0.1444    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    0.5111   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    1.4827   -1.1892 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.0849    2.1534   -2.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6471    3.1401   -2.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    3.8718   -3.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    4.8694   -4.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211    3.6260   -3.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.6245   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5744    2.3439   -3.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238    1.9182   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.9456   -1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0170    0.2435   -0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -0.7250    0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.2031    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -0.4551    1.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390   -0.7442    1.1911 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603    0.5043    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    0.2128    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    1.0446    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234    2.1600   -0.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4494    0.6755    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.4347   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237    1.0593   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7916    1.8911   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1272    1.5474   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5591    0.3740   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9056    0.0093    0.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5988   -0.4619    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -0.1257    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341   -1.8582    0.2658 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5986   -2.3170    0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447   -3.0408    0.2432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5700   -3.6749   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -2.6710    0.5216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3335   -3.0735    1.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6106    0.3405    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5999   -0.1673    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8871    0.3577    1.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2583   -1.2446    2.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259   -1.7901    2.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -3.5817    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -4.2916    3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -2.6502    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0542   -1.6374    1.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    3.3568   -2.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4185    5.0609   -4.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    4.1803   -4.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.8629   -3.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.7259   -1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -0.9570   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169   -0.9085    2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    0.6580   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.3567    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -0.2853    0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1130    2.4038   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5369    2.8406   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8716    2.2146   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4780    0.2758    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9216   -1.3928    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5516   -0.8360    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315   -1.4260   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187   -1.9667    1.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7322   -3.8246    0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885   -4.0448   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -3.2109   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -2.3463    2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719    1.1940   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0747    1.1473    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1608   -1.4124    2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 45  1  0
 44  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 16 54  1  0
 19 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
 35 66  1  6
 36 67  1  0
 37 68  1  1
 38 69  1  0
 39 70  1  6
 40 71  1  0
 41 72  1  0
 43 73  1  0
 45 74  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₁H₂₉O₁₄

Average Molecular Weight

625.5536

Monoisotopic Molecular Weight

625.155730636

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

Traditional Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

CAS Registry Number

147-85-3

SMILES

[H][C@]1(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(OC)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C31H28O14/c1-41-22-9-15(8-20(35)26(22)37)30-23(12-18-19(34)10-17(33)11-21(18)43-30)44-31-29(40)28(39)27(38)24(45-31)13-42-25(36)7-4-14-2-5-16(32)6-3-14/h2-12,24,27-29,31,38-40H,13H2,1H3,(H4-,32,33,34,35,36,37)/p+1/t24-,27-,28+,29-,31?/m1/s1

InChI Key

KTFQEFWNLAUGAX-YQUABMASSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Common grape (FooDB: FOOD00204)
Black elderberry (FooDB: FOOD00166)
Black chokeberry (FooDB: FOOD00136)
Highbush blueberry (FooDB: FOOD00191)
Summer grape (FooDB: FOOD00227)

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.75	ALOGPS
logP	3.55	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	228.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	164.27 m³·mol⁻¹	ChemAxon
Polarizability	60.99 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
AllCCS	[M+H]+	239.887	32859911
AllCCS	[M+H-H2O]+	238.745	32859911
AllCCS	[M+Na]+	241.194	32859911
AllCCS	[M+NH4]+	240.907	32859911
AllCCS	[M-H]-	233.506	32859911
AllCCS	[M+Na-2H]-	235.548	32859911
AllCCS	[M+HCOO]-	237.932	32859911
DeepCCS	[M+H]+	221.389	30932474
DeepCCS	[M-H]-	219.237	30932474
DeepCCS	[M-2H]-	252.713	30932474
DeepCCS	[M+Na]+	227.129	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 10V, Positive-QTOF	splash10-004i-0000009000-5b6f88c91958da869b66	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 20V, Positive-QTOF	splash10-001i-0000009000-ee224dfaeafa513b94d6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 40V, Positive-QTOF	splash10-02u0-0904016000-6b43d43fdb794de86042	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 10V, Negative-QTOF	splash10-00di-0000009000-1abb3267bc88054d169b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 20V, Negative-QTOF	splash10-00di-1000009000-8b5a5e145b97c8102f2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petunidin 3-(6''-p-coumaroyl-glucoside) 40V, Negative-QTOF	splash10-056r-8911011000-e3f0e119aa3343eebc28	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000041

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Petunidin 3-(6''-p-coumaroyl-glucoside) (HMDB0301666)

MOL for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

3D MOL for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

3D SDF for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

3D-SDF for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

PDB for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

3D PDB for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

SMILES for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

INCHI for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

Structure for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

3D Structure for HMDB0301666 (Petunidin 3-(6''-p-coumaroyl-glucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra