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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 04:55:33 UTC

Update Date

2021-09-22 04:55:33 UTC

HMDB ID

HMDB0301664

Secondary Accession Numbers

None

Metabolite Identification

Common Name

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

Description

Peonidin 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. Peonidin 3-(6''-p-coumaroyl-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Peonidin 3-(6''-p-coumaroyl-glucoside) can be found in common grape and grape wine, which makes peonidin 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

Peonidin 3-O-(6''-p-coumaroyl-glucoside)
  Mrv1652309241722132D          

 48 52  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
   -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    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
    0.7145   -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
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 31 39  1  0  0  0  0
 17 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  6  0  0  0
 40 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  1  0  0  0
 43 46  1  0  0  0  0
  2 46  1  0  0  0  0
 46 47  1  1  0  0  0
 46 48  1  1  0  0  0
M  CHG  1  21   1
M  END

HMDB0301664
     RDKit          3D
Peonidin 3-(6''-p-coumaroyl-glucoside)
 73 77  0  0  0  0  0  0  0  0999 V2000
   -1.7351   -3.9717   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771   -4.3412   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -3.4689   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377   -2.1608   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -1.2003   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401    0.1783   -0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    0.9855   -1.0258 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.7080    2.2424   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8436    3.0309   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8347    4.3490   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9846    5.1335   -0.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    4.9249    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5812    4.1673    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701    4.7502    0.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904    2.8466   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    2.0209    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.6734   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.0659   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313    0.2623    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    0.1194   -0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598    0.3556   -0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1176   -0.6757   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.6679   -0.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.9805    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -1.4156    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5529   -0.8129    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -0.3577    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6855   -0.1738    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3213    0.3231   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6695    0.5044   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4203    0.2014    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7899    0.3872    0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -0.2866    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4275   -0.4693    1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    0.8241    1.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0016    2.2559    1.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    0.1557    2.2831 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9426   -0.5189    3.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7225   -0.6633    1.5417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7743   -0.9463    2.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427   -1.6027   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2336   -2.8897   -2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475   -3.8424   -2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -5.1474   -2.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -3.5100   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -3.2537   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096   -4.8902   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -1.9121   -0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7066    2.5450   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6513    5.1652    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    5.9802    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    4.3769    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239    2.4656    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    1.2875    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605    1.2863   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -0.7716   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7025   -1.6939   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -1.0699    1.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6883   -0.1096   -0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7378    0.5689   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2133    0.8894   -1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4664   -0.2927   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3897   -0.5233    2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0115   -0.8555    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909    0.7868    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    2.6150    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    0.9777    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.8399    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706   -1.5865    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -1.8227    2.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8240   -0.8523   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2015   -3.1919   -2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6884   -5.8012   -2.5467 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  2  0
 43 44  1  0
 43  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
  9 49  1  0
 11 50  1  0
 12 51  1  0
 14 52  1  0
 16 53  1  0
 19 54  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 26 58  1  0
 27 59  1  0
 29 60  1  0
 30 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  1
 36 66  1  0
 37 67  1  1
 38 68  1  0
 39 69  1  6
 40 70  1  0
 41 71  1  0
 42 72  1  0
 44 73  1  0
M  CHG  1   7   1
M  END

Peonidin 3-O-(6''-p-coumaroyl-glucoside)
  Mrv1652309241722132D          

 48 52  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
   -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    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
    0.7145   -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
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 31 39  1  0  0  0  0
 17 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  6  0  0  0
 40 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  1  0  0  0
 43 46  1  0  0  0  0
  2 46  1  0  0  0  0
 46 47  1  1  0  0  0
 46 48  1  1  0  0  0
M  CHG  1  21   1
M  END
> <DATABASE_ID>
HMDB0301664

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

> <INCHI_IDENTIFIER>
InChI=1S/C31H28O13/c1-40-23-10-16(5-8-20(23)34)30-24(13-19-21(35)11-18(33)12-22(19)42-30)43-31-29(39)28(38)27(37)25(44-31)14-41-26(36)9-4-15-2-6-17(32)7-3-15/h2-13,25,27-29,31,37-39H,14H2,1H3,(H3-,32,33,34,35,36)/p+1/t25-,27-,28+,29-,31?/m1/s1

> <INCHI_KEY>
MFHMTMFSFNMTFQ-RJBRRTDCSA-O

> <FORMULA>
C31H29O13

> <MOLECULAR_WEIGHT>
609.5542

> <EXACT_MASS>
609.160816014

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
60.08042152559753

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-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>
2.87

> <JCHEM_LOGP>
3.832399999999999

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.533269399262139

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.395094237888901

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64911035489539

> <JCHEM_POLAR_SURFACE_AREA>
208.73999999999998

> <JCHEM_REFRACTIVITY>
162.28840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-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

$$$$

HMDB0301664
     RDKit          3D
Peonidin 3-(6''-p-coumaroyl-glucoside)
 73 77  0  0  0  0  0  0  0  0999 V2000
   -1.7351   -3.9717   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771   -4.3412   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -3.4689   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377   -2.1608   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -1.2003   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401    0.1783   -0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    0.9855   -1.0258 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.7080    2.2424   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8436    3.0309   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8347    4.3490   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9846    5.1335   -0.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    4.9249    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5812    4.1673    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701    4.7502    0.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904    2.8466   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    2.0209    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.6734   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.0659   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313    0.2623    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    0.1194   -0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598    0.3556   -0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1176   -0.6757   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.6679   -0.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.9805    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -1.4156    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5529   -0.8129    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -0.3577    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6855   -0.1738    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3213    0.3231   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6695    0.5044   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4203    0.2014    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7899    0.3872    0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -0.2866    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4275   -0.4693    1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    0.8241    1.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0016    2.2559    1.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    0.1557    2.2831 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9426   -0.5189    3.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7225   -0.6633    1.5417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7743   -0.9463    2.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427   -1.6027   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2336   -2.8897   -2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475   -3.8424   -2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -5.1474   -2.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -3.5100   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -3.2537   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096   -4.8902   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -1.9121   -0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7066    2.5450   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6513    5.1652    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    5.9802    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    4.3769    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239    2.4656    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    1.2875    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605    1.2863   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -0.7716   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7025   -1.6939   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -1.0699    1.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6883   -0.1096   -0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7378    0.5689   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2133    0.8894   -1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4664   -0.2927   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3897   -0.5233    2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0115   -0.8555    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909    0.7868    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    2.6150    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    0.9777    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.8399    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706   -1.5865    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -1.8227    2.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8240   -0.8523   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2015   -3.1919   -2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6884   -5.8012   -2.5467 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  2  0
 43 44  1  0
 43  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
  9 49  1  0
 11 50  1  0
 12 51  1  0
 14 52  1  0
 16 53  1  0
 19 54  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 26 58  1  0
 27 59  1  0
 29 60  1  0
 30 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  1
 36 66  1  0
 37 67  1  1
 38 68  1  0
 39 69  1  6
 40 70  1  0
 41 71  1  0
 42 72  1  0
 44 73  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Peonidin 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      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0       2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   42  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   44  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   45  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   47  H   UNK     0       0.000  -6.160   0.000  0.00  0.00           H+0
HETATM   48  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16   46                                             
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   40                                                  
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   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   31                                                       
CONECT   40   17   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43    2   47   48                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

COMPND    HMDB0301664
HETATM    1  C1  UNL     1      -1.735  -3.972  -1.072  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.977  -4.341  -1.582  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.044  -3.469  -1.695  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.838  -2.161  -1.267  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.811  -1.200  -1.325  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.640   0.178  -0.882  1.00  0.00           C  
HETATM    7  O2  UNL     1      -5.696   0.985  -1.026  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -5.708   2.242  -0.679  1.00  0.00           C  
HETATM    9  C7  UNL     1      -6.844   3.031  -0.856  1.00  0.00           C  
HETATM   10  C8  UNL     1      -6.835   4.349  -0.486  1.00  0.00           C  
HETATM   11  O3  UNL     1      -7.985   5.134  -0.669  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.712   4.925   0.068  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.581   4.167   0.252  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.470   4.750   0.803  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.590   2.847  -0.120  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.489   2.021   0.035  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.484   0.673  -0.339  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.352  -0.066  -0.149  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.131   0.262   0.387  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.133   0.119  -0.567  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.160   0.356  -0.081  1.00  0.00           C  
HETATM   22  C16 UNL     1       2.118  -0.676  -0.535  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.426  -0.668  -0.144  1.00  0.00           O  
HETATM   24  C17 UNL     1       4.087  -0.981   0.981  1.00  0.00           C  
HETATM   25  O8  UNL     1       3.480  -1.416   1.972  1.00  0.00           O  
HETATM   26  C18 UNL     1       5.553  -0.813   1.061  1.00  0.00           C  
HETATM   27  C19 UNL     1       6.248  -0.358   0.051  1.00  0.00           C  
HETATM   28  C20 UNL     1       7.685  -0.174   0.075  1.00  0.00           C  
HETATM   29  C21 UNL     1       8.321   0.323  -1.067  1.00  0.00           C  
HETATM   30  C22 UNL     1       9.669   0.504  -1.070  1.00  0.00           C  
HETATM   31  C23 UNL     1      10.420   0.201   0.047  1.00  0.00           C  
HETATM   32  O9  UNL     1      11.790   0.387   0.039  1.00  0.00           O  
HETATM   33  C24 UNL     1       9.806  -0.287   1.171  1.00  0.00           C  
HETATM   34  C25 UNL     1       8.428  -0.469   1.168  1.00  0.00           C  
HETATM   35  C26 UNL     1       1.262   0.824   1.298  1.00  0.00           C  
HETATM   36  O10 UNL     1       1.002   2.256   1.340  1.00  0.00           O  
HETATM   37  C27 UNL     1       0.349   0.156   2.283  1.00  0.00           C  
HETATM   38  O11 UNL     1       0.943  -0.519   3.305  1.00  0.00           O  
HETATM   39  C28 UNL     1      -0.723  -0.663   1.542  1.00  0.00           C  
HETATM   40  O12 UNL     1      -1.774  -0.946   2.380  1.00  0.00           O  
HETATM   41  C29 UNL     1      -6.043  -1.603  -1.842  1.00  0.00           C  
HETATM   42  C30 UNL     1      -6.234  -2.890  -2.259  1.00  0.00           C  
HETATM   43  C31 UNL     1      -5.248  -3.842  -2.195  1.00  0.00           C  
HETATM   44  O13 UNL     1      -5.450  -5.147  -2.620  1.00  0.00           O  
HETATM   45  H1  UNL     1      -1.878  -3.510  -0.083  1.00  0.00           H  
HETATM   46  H2  UNL     1      -1.233  -3.254  -1.757  1.00  0.00           H  
HETATM   47  H3  UNL     1      -1.110  -4.890  -1.010  1.00  0.00           H  
HETATM   48  H4  UNL     1      -2.860  -1.912  -0.878  1.00  0.00           H  
HETATM   49  H5  UNL     1      -7.707   2.545  -1.294  1.00  0.00           H  
HETATM   50  H6  UNL     1      -8.651   5.165   0.088  1.00  0.00           H  
HETATM   51  H7  UNL     1      -5.700   5.980   0.367  1.00  0.00           H  
HETATM   52  H8  UNL     1      -2.584   4.377   1.009  1.00  0.00           H  
HETATM   53  H9  UNL     1      -2.624   2.466   0.461  1.00  0.00           H  
HETATM   54  H10 UNL     1      -1.071   1.287   0.769  1.00  0.00           H  
HETATM   55  H11 UNL     1       1.460   1.286  -0.732  1.00  0.00           H  
HETATM   56  H12 UNL     1       2.084  -0.772  -1.686  1.00  0.00           H  
HETATM   57  H13 UNL     1       1.703  -1.694  -0.224  1.00  0.00           H  
HETATM   58  H14 UNL     1       6.071  -1.070   1.973  1.00  0.00           H  
HETATM   59  H15 UNL     1       5.688  -0.110  -0.850  1.00  0.00           H  
HETATM   60  H16 UNL     1       7.738   0.569  -1.962  1.00  0.00           H  
HETATM   61  H17 UNL     1      10.213   0.889  -1.934  1.00  0.00           H  
HETATM   62  H18 UNL     1      12.466  -0.293  -0.239  1.00  0.00           H  
HETATM   63  H19 UNL     1      10.390  -0.523   2.044  1.00  0.00           H  
HETATM   64  H20 UNL     1       8.011  -0.856   2.084  1.00  0.00           H  
HETATM   65  H21 UNL     1       2.291   0.787   1.670  1.00  0.00           H  
HETATM   66  H22 UNL     1       1.695   2.615   0.734  1.00  0.00           H  
HETATM   67  H23 UNL     1      -0.267   0.978   2.770  1.00  0.00           H  
HETATM   68  H24 UNL     1       0.228  -0.840   3.908  1.00  0.00           H  
HETATM   69  H25 UNL     1      -0.271  -1.587   1.158  1.00  0.00           H  
HETATM   70  H26 UNL     1      -1.591  -1.823   2.808  1.00  0.00           H  
HETATM   71  H27 UNL     1      -6.824  -0.852  -1.894  1.00  0.00           H  
HETATM   72  H28 UNL     1      -7.201  -3.192  -2.662  1.00  0.00           H  
HETATM   73  H29 UNL     1      -4.688  -5.801  -2.547  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3
CONECT    3    4    4   43
CONECT    4    5   48
CONECT    5    6   41   41
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   49
CONECT   10   11   12   12
CONECT   11   50
CONECT   12   13   51
CONECT   13   14   15   15
CONECT   14   52
CONECT   15   16
CONECT   16   17   17   53
CONECT   17   18
CONECT   18   19
CONECT   19   20   39   54
CONECT   20   21
CONECT   21   22   35   55
CONECT   22   23   56   57
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27   58
CONECT   27   28   59
CONECT   28   29   29   34
CONECT   29   30   60
CONECT   30   31   31   61
CONECT   31   32   33
CONECT   32   62
CONECT   33   34   34   63
CONECT   34   64
CONECT   35   36   37   65
CONECT   36   66
CONECT   37   38   39   67
CONECT   38   68
CONECT   39   40   69
CONECT   40   70
CONECT   41   42   71
CONECT   42   43   43   72
CONECT   43   44
CONECT   44   73
END

HMDB0301664
     RDKit          3D
Peonidin 3-(6''-p-coumaroyl-glucoside)
 73 77  0  0  0  0  0  0  0  0999 V2000
   -1.7351   -3.9717   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771   -4.3412   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -3.4689   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377   -2.1608   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8107   -1.2003   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401    0.1783   -0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    0.9855   -1.0258 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.7080    2.2424   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8436    3.0309   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8347    4.3490   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9846    5.1335   -0.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    4.9249    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5812    4.1673    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701    4.7502    0.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904    2.8466   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    2.0209    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.6734   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.0659   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313    0.2623    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    0.1194   -0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598    0.3556   -0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1176   -0.6757   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.6679   -0.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866   -0.9805    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -1.4156    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5529   -0.8129    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -0.3577    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6855   -0.1738    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3213    0.3231   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6695    0.5044   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4203    0.2014    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7899    0.3872    0.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -0.2866    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4275   -0.4693    1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    0.8241    1.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0016    2.2559    1.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    0.1557    2.2831 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9426   -0.5189    3.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7225   -0.6633    1.5417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7743   -0.9463    2.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0427   -1.6027   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2336   -2.8897   -2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475   -3.8424   -2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -5.1474   -2.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -3.5100   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -3.2537   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096   -4.8902   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -1.9121   -0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7066    2.5450   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6513    5.1652    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    5.9802    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    4.3769    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239    2.4656    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    1.2875    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605    1.2863   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -0.7716   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7025   -1.6939   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -1.0699    1.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6883   -0.1096   -0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7378    0.5689   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2133    0.8894   -1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4664   -0.2927   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3897   -0.5233    2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0115   -0.8555    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909    0.7868    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    2.6150    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    0.9777    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.8399    3.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706   -1.5865    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -1.8227    2.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8240   -0.8523   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2015   -3.1919   -2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6884   -5.8012   -2.5467 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
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  5 41  2  0
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 41 71  1  0
 42 72  1  0
 44 73  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₁H₂₉O₁₃

Average Molecular Weight

609.5542

Monoisotopic Molecular Weight

609.160816014

IUPAC Name

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-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

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-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(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C31H28O13/c1-40-23-10-16(5-8-20(23)34)30-24(13-19-21(35)11-18(33)12-22(19)42-30)43-31-29(39)28(38)27(37)25(44-31)14-41-26(36)9-4-15-2-6-17(32)7-3-15/h2-13,25,27-29,31,37-39H,14H2,1H3,(H3-,32,33,34,35,36)/p+1/t25-,27-,28+,29-,31?/m1/s1

InChI Key

MFHMTMFSFNMTFQ-RJBRRTDCSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These 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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin 3-O-6-p-coumaroyl glycosides

Alternative Parents

Substituents

Anthocyanidin 3-o-6-p-coumaroyl-glycoside
Anthocyanidin-3-o-glycoside
Anthocyanin
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
Anthocyanidin
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
O-glycosyl compound
Glycosyl compound
Methoxyphenol
1-benzopyran
Benzopyran
Phenoxy compound
Methoxybenzene
Anisole
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Oxacycle
Acetal
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301664)

Food

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Fruit

Berry

Common grape (FooDB: FOOD00204)

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	2.87	ALOGPS
logP	3.83	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.4	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	208.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	162.29 m³·mol⁻¹	ChemAxon
Polarizability	60.08 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]+	238.41	32859911
AllCCS	[M+H-H2O]+	237.175	32859911
AllCCS	[M+Na]+	239.83	32859911
AllCCS	[M+NH4]+	239.518	32859911
AllCCS	[M-H]-	230.821	32859911
AllCCS	[M+Na-2H]-	232.705	32859911
AllCCS	[M+HCOO]-	234.918	32859911
DeepCCS	[M+H]+	219.521	30932474
DeepCCS	[M-H]-	217.396	30932474
DeepCCS	[M-2H]-	250.902	30932474
DeepCCS	[M+Na]+	225.261	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 - Peonidin 3-(6''-p-coumaroyl-glucoside) 10V, Positive-QTOF	splash10-03di-0000009000-43946c30ccb21f8c3a49	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-p-coumaroyl-glucoside) 20V, Positive-QTOF	splash10-014i-0000019000-a3ca0a3c237d15086ee2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-p-coumaroyl-glucoside) 40V, Positive-QTOF	splash10-0002-0932033000-0d86a168d0f28aed3c0b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-p-coumaroyl-glucoside) 10V, Negative-QTOF	splash10-0a4i-0000009000-f61693efe4cac6807b0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-p-coumaroyl-glucoside) 20V, Negative-QTOF	splash10-0a4i-1000009000-a2cd56a698ca2b0765bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Peonidin 3-(6''-p-coumaroyl-glucoside) 40V, Negative-QTOF	splash10-056r-8920010000-cfb4679e6a2b9bead127	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

FDB000035

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 Peonidin 3-(6''-p-coumaroyl-glucoside) (HMDB0301664)

MOL for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

3D MOL for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

3D SDF for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

3D-SDF for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

PDB for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

3D PDB for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

SMILES for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

INCHI for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

Structure for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

3D Structure for HMDB0301664 (Peonidin 3-(6''-p-coumaroyl-glucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra