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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:17:21 UTC

Update Date

2022-03-07 02:55:36 UTC

HMDB ID

HMDB0038011

Secondary Accession Numbers

HMDB38011

Metabolite Identification

Common Name

Malvidin 3-(6-coumaroylglucoside) 5-glucoside

Description

Malvidin 3-(6-coumaroylglucoside) 5-glucoside belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified 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. Malvidin 3-(6-coumaroylglucoside) 5-glucoside has been detected, but not quantified in, a few different foods, such as common grapes (Vitis vinifera), fruits, and hyssops (Hyssopus officinalis). This could make malvidin 3-(6-coumaroylglucoside) 5-glucoside a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Malvidin 3-(6-coumaroylglucoside) 5-glucoside.

Structure

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


  Mrv0541 05061310102D          

 57 62  0  0  0  0            999 V2000
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 O   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
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 16  3  2  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 21 11  1  0  0  0  0
 21 20  1  0  0  0  0
 22 12  2  0  0  0  0
 22 20  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  2  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
  8 28  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 17  1  0  0  0  0
 36 25  2  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 14  1  0  0  0  0
 40 18  1  0  0  0  0
 41 19  1  0  0  0  0
 42 28  2  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 33  1  0  0  0  0
 48 34  1  0  0  0  0
 49 35  1  0  0  0  0
 50  1  1  0  0  0  0
 50 23  1  0  0  0  0
 51  2  1  0  0  0  0
 51 24  1  0  0  0  0
 52 15  1  0  0  0  0
 52 28  1  0  0  0  0
 53 21  2  0  0  0  0
 53 36  1  0  0  0  0
 54 22  1  0  0  0  0
 54 37  1  0  0  0  0
 55 25  1  0  0  0  0
 55 38  1  0  0  0  0
 56 26  1  0  0  0  0
 56 37  1  0  0  0  0
 57 27  1  0  0  0  0
 57 38  1  0  0  0  0
M  CHG  1  53   1
M  END

HMDB0038011
     RDKit          3D
Malvidin 3-(6-coumaroylglucoside) 5-glucoside
 98103  0  0  0  0  0  0  0  0999 V2000
   -5.8674    7.0080    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    7.6787    0.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582    6.9136    0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214    5.5668    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3881    4.7662    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246    3.3549    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    2.9281   -0.0793 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.2144    1.6895   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    1.3210   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482    0.0451   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2771   -0.3323   -0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663   -0.9486   -0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372   -0.6506   -0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -1.5526   -0.8304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -2.8679   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079   -3.3296   -1.7134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071   -4.7122   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6527   -5.2956   -2.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3963   -4.7833   -4.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0827   -5.2090   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4061   -4.8488   -0.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378   -4.5497    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -5.5146    1.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0415   -3.7760   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -4.5990   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797    0.7041   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0467   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434    2.3987   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    2.7601    0.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    2.0587   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    1.7718    0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188    1.0888    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -0.1957    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   -1.0209    1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0567   -0.6893    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.4480    2.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1596   -1.6417    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -2.8440    1.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -3.8577    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611   -5.0768    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882   -6.0740    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9144   -5.9149    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7972   -6.9370    0.3973 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553   -4.6794    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3223   -3.6816    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.6713   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2724    0.1969   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054    1.7945   -1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    2.4009   -1.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    2.7895   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.2851   -2.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    5.3914    0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    6.7425    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    7.3468    0.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611    6.5618    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    7.5008    0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062    8.8508    1.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0368    6.3433    1.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7195    7.7421    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0036    6.3993   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5131    5.0933    0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2977    2.0965   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7499   -0.6222    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9227   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.9204   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732   -5.0640   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7109   -5.1250   -2.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5047   -6.3914   -2.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158   -5.3814   -4.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -6.2984   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4782   -4.1273    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -3.8748    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2056   -6.1072    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -3.1036    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529   -4.1688   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    0.2906   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    1.0774   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913    1.6632    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020   -0.7659    1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975    0.0281    2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -1.3384    1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -3.0827    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6244   -5.2284    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3067   -7.0473   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3072   -7.0329   -0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2784   -4.5277    1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6220   -2.7189    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2298   -0.1472   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539    0.3909   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291    1.4195   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6088    2.4527   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    3.6620   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    3.6924   -2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    4.8258    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855    7.1067    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    6.1926   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3462    5.6392    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    9.3833    1.2251 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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
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 51 93  1  0
 52 94  1  0
 55 95  1  0
 55 96  1  0
 55 97  1  0
 57 98  1  0
M  CHG  1   7   1
M  END


  Mrv0541 05061310102D          

 57 62  0  0  0  0            999 V2000
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
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    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
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    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 16  3  2  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 19 11  2  0  0  0  0
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 21 20  1  0  0  0  0
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 22 20  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  2  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
  8 28  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
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 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 17  1  0  0  0  0
 36 25  2  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 14  1  0  0  0  0
 40 18  1  0  0  0  0
 41 19  1  0  0  0  0
 42 28  2  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 33  1  0  0  0  0
 48 34  1  0  0  0  0
 49 35  1  0  0  0  0
 50  1  1  0  0  0  0
 50 23  1  0  0  0  0
 51  2  1  0  0  0  0
 51 24  1  0  0  0  0
 52 15  1  0  0  0  0
 52 28  1  0  0  0  0
 53 21  2  0  0  0  0
 53 36  1  0  0  0  0
 54 22  1  0  0  0  0
 54 37  1  0  0  0  0
 55 25  1  0  0  0  0
 55 38  1  0  0  0  0
 56 26  1  0  0  0  0
 56 37  1  0  0  0  0
 57 27  1  0  0  0  0
 57 38  1  0  0  0  0
M  CHG  1  53   1
M  END
> <DATABASE_ID>
HMDB0038011

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1

> <INCHI_IDENTIFIER>
InChI=1S/C38H40O19/c1-50-23-9-17(10-24(51-2)29(23)43)36-25(13-20-21(53-36)11-19(41)12-22(20)54-37-34(48)32(46)30(44)26(14-39)56-37)55-38-35(49)33(47)31(45)27(57-38)15-52-28(42)8-5-16-3-6-18(40)7-4-16/h3-13,26-27,30-35,37-39,44-49H,14-15H2,1-2H3,(H2-,40,41,42,43)/p+1

> <INCHI_KEY>
KGEHZUCHEKVXEU-UHFFFAOYSA-O

> <FORMULA>
C38H41O19

> <MOLECULAR_WEIGHT>
801.7207

> <EXACT_MASS>
801.22420413

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
77.16298554822828

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
0.9163999999999973

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.863429225815081

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.641339535386205

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64911035489539

> <JCHEM_POLAR_SURFACE_AREA>
297.12

> <JCHEM_REFRACTIVITY>
200.8960000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038011
     RDKit          3D
Malvidin 3-(6-coumaroylglucoside) 5-glucoside
 98103  0  0  0  0  0  0  0  0999 V2000
   -5.8674    7.0080    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    7.6787    0.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582    6.9136    0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214    5.5668    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3881    4.7662    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246    3.3549    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    2.9281   -0.0793 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.2144    1.6895   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    1.3210   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482    0.0451   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2771   -0.3323   -0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663   -0.9486   -0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372   -0.6506   -0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -1.5526   -0.8304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -2.8679   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079   -3.3296   -1.7134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071   -4.7122   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6527   -5.2956   -2.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3963   -4.7833   -4.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0827   -5.2090   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4061   -4.8488   -0.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378   -4.5497    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -5.5146    1.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0415   -3.7760   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -4.5990   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797    0.7041   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0467   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434    2.3987   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    2.7601    0.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    2.0587   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    1.7718    0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188    1.0888    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -0.1957    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   -1.0209    1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0567   -0.6893    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.4480    2.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1596   -1.6417    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -2.8440    1.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -3.8577    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611   -5.0768    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882   -6.0740    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9144   -5.9149    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7972   -6.9370    0.3973 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553   -4.6794    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3223   -3.6816    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.6713   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2724    0.1969   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054    1.7945   -1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    2.4009   -1.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    2.7895   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.2851   -2.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    5.3914    0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    6.7425    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    7.3468    0.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611    6.5618    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    7.5008    0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062    8.8508    1.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0368    6.3433    1.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7195    7.7421    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0036    6.3993   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5131    5.0933    0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2977    2.0965   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7499   -0.6222    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9227   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.9204   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732   -5.0640   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7109   -5.1250   -2.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5047   -6.3914   -2.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158   -5.3814   -4.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -6.2984   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4782   -4.1273    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -3.8748    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2056   -6.1072    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -3.1036    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529   -4.1688   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    0.2906   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    1.0774   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913    1.6632    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020   -0.7659    1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975    0.0281    2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -1.3384    1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -3.0827    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6244   -5.2284    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3067   -7.0473   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3072   -7.0329   -0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2784   -4.5277    1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6220   -2.7189    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2298   -0.1472   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539    0.3909   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291    1.4195   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6088    2.4527   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    3.6620   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    3.6924   -2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    4.8258    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855    7.1067    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    6.1926   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3462    5.6392    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    9.3833    1.2251 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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 32 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
  5 52  2  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  2  0
 56 57  1  0
 56  3  1  0
 28  6  1  0
 50 30  1  0
 26  8  1  0
 45 39  1  0
 24 15  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  4 61  1  0
  9 62  1  0
 11 63  1  0
 12 64  1  0
 15 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 19 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 23 73  1  0
 24 74  1  0
 25 75  1  0
 27 76  1  0
 30 77  1  0
 32 78  1  0
 33 79  1  0
 33 80  1  0
 37 81  1  0
 38 82  1  0
 40 83  1  0
 41 84  1  0
 43 85  1  0
 44 86  1  0
 45 87  1  0
 46 88  1  0
 47 89  1  0
 48 90  1  0
 49 91  1  0
 50 92  1  0
 51 93  1  0
 52 94  1  0
 55 95  1  0
 55 96  1  0
 55 97  1  0
 57 98  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      18.672  -3.080   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+1
HETATM   54  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1   50                                                            
CONECT    2   51                                                            
CONECT    3    6   16                                                       
CONECT    4    7   16                                                       
CONECT    5    8   16                                                       
CONECT    6    3   18                                                       
CONECT    7    4   18                                                       
CONECT    8    5   28                                                       
CONECT    9   17   23                                                       
CONECT   10   17   24                                                       
CONECT   11   19   21                                                       
CONECT   12   19   22                                                       
CONECT   13   20   25                                                       
CONECT   14   26   39                                                       
CONECT   15   27   52                                                       
CONECT   16    3    4    5                                                  
CONECT   17    9   10   36                                                  
CONECT   18    6    7   40                                                  
CONECT   19   11   12   41                                                  
CONECT   20   13   21   22                                                  
CONECT   21   11   20   53                                                  
CONECT   22   12   20   54                                                  
CONECT   23    9   29   50                                                  
CONECT   24   10   29   51                                                  
CONECT   25   13   36   55                                                  
CONECT   26   14   30   56                                                  
CONECT   27   15   31   57                                                  
CONECT   28    8   42   52                                                  
CONECT   29   23   24   43                                                  
CONECT   30   26   32   44                                                  
CONECT   31   27   33   45                                                  
CONECT   32   30   34   46                                                  
CONECT   33   31   35   47                                                  
CONECT   34   32   37   48                                                  
CONECT   35   33   38   49                                                  
CONECT   36   17   25   53                                                  
CONECT   37   34   54   56                                                  
CONECT   38   35   55   57                                                  
CONECT   39   14                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   28                                                            
CONECT   43   29                                                            
CONECT   44   30                                                            
CONECT   45   31                                                            
CONECT   46   32                                                            
CONECT   47   33                                                            
CONECT   48   34                                                            
CONECT   49   35                                                            
CONECT   50    1   23                                                       
CONECT   51    2   24                                                       
CONECT   52   15   28                                                       
CONECT   53   21   36                                                       
CONECT   54   22   37                                                       
CONECT   55   25   38                                                       
CONECT   56   26   37                                                       
CONECT   57   27   38                                                       
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

COMPND    HMDB0038011
HETATM    1  C1  UNL     1      -5.867   7.008   0.874  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.627   7.679   0.959  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.458   6.914   0.770  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.521   5.567   0.511  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.388   4.766   0.318  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.625   3.355   0.048  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.881   2.928  -0.079  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -4.214   1.689  -0.317  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.539   1.321  -0.443  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.948   0.045  -0.694  1.00  0.00           C  
HETATM   11  O3  UNL     1      -7.277  -0.332  -0.823  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.966  -0.949  -0.832  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.637  -0.651  -0.717  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.643  -1.553  -0.830  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.571  -2.868  -1.197  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.808  -3.330  -1.713  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.707  -4.712  -1.820  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.653  -5.296  -2.856  1.00  0.00           C  
HETATM   19  O6  UNL     1      -4.396  -4.783  -4.119  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.083  -5.209  -0.410  1.00  0.00           C  
HETATM   21  O7  UNL     1      -5.406  -4.849  -0.160  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.138  -4.550   0.564  1.00  0.00           C  
HETATM   23  O8  UNL     1      -2.570  -5.515   1.362  1.00  0.00           O  
HETATM   24  C16 UNL     1      -2.041  -3.776  -0.142  1.00  0.00           C  
HETATM   25  O9  UNL     1      -1.014  -4.599  -0.540  1.00  0.00           O  
HETATM   26  C17 UNL     1      -3.280   0.704  -0.456  1.00  0.00           C  
HETATM   27  C18 UNL     1      -1.951   1.047  -0.342  1.00  0.00           C  
HETATM   28  C19 UNL     1      -1.643   2.399  -0.087  1.00  0.00           C  
HETATM   29  O10 UNL     1      -0.338   2.760   0.020  1.00  0.00           O  
HETATM   30  C20 UNL     1       0.834   2.059  -0.179  1.00  0.00           C  
HETATM   31  O11 UNL     1       1.528   1.772   0.998  1.00  0.00           O  
HETATM   32  C21 UNL     1       2.719   1.089   0.768  1.00  0.00           C  
HETATM   33  C22 UNL     1       2.631  -0.196   1.584  1.00  0.00           C  
HETATM   34  O12 UNL     1       3.757  -1.021   1.464  1.00  0.00           O  
HETATM   35  C23 UNL     1       5.057  -0.689   1.806  1.00  0.00           C  
HETATM   36  O13 UNL     1       5.278   0.448   2.263  1.00  0.00           O  
HETATM   37  C24 UNL     1       6.160  -1.642   1.645  1.00  0.00           C  
HETATM   38  C25 UNL     1       5.985  -2.844   1.164  1.00  0.00           C  
HETATM   39  C26 UNL     1       7.004  -3.858   0.968  1.00  0.00           C  
HETATM   40  C27 UNL     1       6.661  -5.077   0.425  1.00  0.00           C  
HETATM   41  C28 UNL     1       7.588  -6.074   0.245  1.00  0.00           C  
HETATM   42  C29 UNL     1       8.914  -5.915   0.596  1.00  0.00           C  
HETATM   43  O14 UNL     1       9.797  -6.937   0.397  1.00  0.00           O  
HETATM   44  C30 UNL     1       9.255  -4.679   1.145  1.00  0.00           C  
HETATM   45  C31 UNL     1       8.322  -3.682   1.323  1.00  0.00           C  
HETATM   46  C32 UNL     1       2.941   0.671  -0.646  1.00  0.00           C  
HETATM   47  O15 UNL     1       4.272   0.197  -0.753  1.00  0.00           O  
HETATM   48  C33 UNL     1       2.805   1.795  -1.609  1.00  0.00           C  
HETATM   49  O16 UNL     1       4.028   2.401  -1.895  1.00  0.00           O  
HETATM   50  C34 UNL     1       1.794   2.789  -1.109  1.00  0.00           C  
HETATM   51  O17 UNL     1       1.108   3.285  -2.202  1.00  0.00           O  
HETATM   52  C35 UNL     1      -1.181   5.391   0.399  1.00  0.00           C  
HETATM   53  C36 UNL     1      -1.073   6.743   0.657  1.00  0.00           C  
HETATM   54  O18 UNL     1       0.199   7.347   0.731  1.00  0.00           O  
HETATM   55  C37 UNL     1       1.361   6.562   0.538  1.00  0.00           C  
HETATM   56  C38 UNL     1      -2.212   7.501   0.841  1.00  0.00           C  
HETATM   57  O19 UNL     1      -2.106   8.851   1.098  1.00  0.00           O  
HETATM   58  H1  UNL     1      -6.037   6.343   1.765  1.00  0.00           H  
HETATM   59  H2  UNL     1      -6.719   7.742   0.914  1.00  0.00           H  
HETATM   60  H3  UNL     1      -6.004   6.399  -0.019  1.00  0.00           H  
HETATM   61  H4  UNL     1      -4.513   5.093   0.455  1.00  0.00           H  
HETATM   62  H5  UNL     1      -6.298   2.097  -0.336  1.00  0.00           H  
HETATM   63  H6  UNL     1      -7.750  -0.622   0.042  1.00  0.00           H  
HETATM   64  H7  UNL     1      -5.320  -1.923  -1.016  1.00  0.00           H  
HETATM   65  H8  UNL     1      -1.930  -2.920  -2.127  1.00  0.00           H  
HETATM   66  H9  UNL     1      -2.673  -5.064  -1.993  1.00  0.00           H  
HETATM   67  H10 UNL     1      -5.711  -5.125  -2.539  1.00  0.00           H  
HETATM   68  H11 UNL     1      -4.505  -6.391  -2.857  1.00  0.00           H  
HETATM   69  H12 UNL     1      -3.716  -5.381  -4.548  1.00  0.00           H  
HETATM   70  H13 UNL     1      -4.008  -6.298  -0.430  1.00  0.00           H  
HETATM   71  H14 UNL     1      -5.478  -4.127   0.531  1.00  0.00           H  
HETATM   72  H15 UNL     1      -3.747  -3.875   1.229  1.00  0.00           H  
HETATM   73  H16 UNL     1      -3.206  -6.107   1.812  1.00  0.00           H  
HETATM   74  H17 UNL     1      -1.624  -3.104   0.670  1.00  0.00           H  
HETATM   75  H18 UNL     1      -0.153  -4.169  -0.321  1.00  0.00           H  
HETATM   76  H19 UNL     1      -1.185   0.291  -0.444  1.00  0.00           H  
HETATM   77  H20 UNL     1       0.617   1.077  -0.638  1.00  0.00           H  
HETATM   78  H21 UNL     1       3.591   1.663   1.167  1.00  0.00           H  
HETATM   79  H22 UNL     1       1.702  -0.766   1.303  1.00  0.00           H  
HETATM   80  H23 UNL     1       2.498   0.028   2.680  1.00  0.00           H  
HETATM   81  H24 UNL     1       7.144  -1.338   1.932  1.00  0.00           H  
HETATM   82  H25 UNL     1       4.950  -3.083   0.884  1.00  0.00           H  
HETATM   83  H26 UNL     1       5.624  -5.228   0.139  1.00  0.00           H  
HETATM   84  H27 UNL     1       7.307  -7.047  -0.192  1.00  0.00           H  
HETATM   85  H28 UNL     1      10.307  -7.033  -0.463  1.00  0.00           H  
HETATM   86  H29 UNL     1      10.278  -4.528   1.431  1.00  0.00           H  
HETATM   87  H30 UNL     1       8.622  -2.719   1.758  1.00  0.00           H  
HETATM   88  H31 UNL     1       2.230  -0.147  -0.900  1.00  0.00           H  
HETATM   89  H32 UNL     1       4.654   0.391  -1.659  1.00  0.00           H  
HETATM   90  H33 UNL     1       2.429   1.419  -2.600  1.00  0.00           H  
HETATM   91  H34 UNL     1       4.609   2.453  -1.079  1.00  0.00           H  
HETATM   92  H35 UNL     1       2.260   3.662  -0.584  1.00  0.00           H  
HETATM   93  H36 UNL     1       1.780   3.692  -2.832  1.00  0.00           H  
HETATM   94  H37 UNL     1      -0.270   4.826   0.255  1.00  0.00           H  
HETATM   95  H38 UNL     1       2.285   7.107   0.690  1.00  0.00           H  
HETATM   96  H39 UNL     1       1.328   6.193  -0.512  1.00  0.00           H  
HETATM   97  H40 UNL     1       1.346   5.639   1.183  1.00  0.00           H  
HETATM   98  H41 UNL     1      -2.951   9.383   1.225  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3
CONECT    3    4    4   56
CONECT    4    5   61
CONECT    5    6   52   52
CONECT    6    7    7   28
CONECT    7    8
CONECT    8    9    9   26
CONECT    9   10   62
CONECT   10   11   12   12
CONECT   11   63
CONECT   12   13   64
CONECT   13   14   26   26
CONECT   14   15
CONECT   15   16   24   65
CONECT   16   17
CONECT   17   18   20   66
CONECT   18   19   67   68
CONECT   19   69
CONECT   20   21   22   70
CONECT   21   71
CONECT   22   23   24   72
CONECT   23   73
CONECT   24   25   74
CONECT   25   75
CONECT   26   27
CONECT   27   28   28   76
CONECT   28   29
CONECT   29   30
CONECT   30   31   50   77
CONECT   31   32
CONECT   32   33   46   78
CONECT   33   34   79   80
CONECT   34   35
CONECT   35   36   36   37
CONECT   37   38   38   81
CONECT   38   39   82
CONECT   39   40   40   45
CONECT   40   41   83
CONECT   41   42   42   84
CONECT   42   43   44
CONECT   43   85
CONECT   44   45   45   86
CONECT   45   87
CONECT   46   47   48   88
CONECT   47   89
CONECT   48   49   50   90
CONECT   49   91
CONECT   50   51   92
CONECT   51   93
CONECT   52   53   94
CONECT   53   54   56   56
CONECT   54   55
CONECT   55   95   96   97
CONECT   56   57
CONECT   57   98
END

HMDB0038011
     RDKit          3D
Malvidin 3-(6-coumaroylglucoside) 5-glucoside
 98103  0  0  0  0  0  0  0  0999 V2000
   -5.8674    7.0080    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    7.6787    0.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582    6.9136    0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214    5.5668    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3881    4.7662    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246    3.3549    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    2.9281   -0.0793 O   0  0  0  0  0  3  0  0  0  0  0  0
   -4.2144    1.6895   -0.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    1.3210   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482    0.0451   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2771   -0.3323   -0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663   -0.9486   -0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372   -0.6506   -0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -1.5526   -0.8304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -2.8679   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079   -3.3296   -1.7134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071   -4.7122   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6527   -5.2956   -2.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3963   -4.7833   -4.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0827   -5.2090   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4061   -4.8488   -0.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378   -4.5497    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -5.5146    1.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0415   -3.7760   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -4.5990   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797    0.7041   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0467   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434    2.3987   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    2.7601    0.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    2.0587   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    1.7718    0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188    1.0888    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -0.1957    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   -1.0209    1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0567   -0.6893    1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.4480    2.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1596   -1.6417    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -2.8440    1.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -3.8577    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611   -5.0768    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5882   -6.0740    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9144   -5.9149    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7972   -6.9370    0.3973 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553   -4.6794    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3223   -3.6816    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.6713   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2724    0.1969   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054    1.7945   -1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    2.4009   -1.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    2.7895   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.2851   -2.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    5.3914    0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    6.7425    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    7.3468    0.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611    6.5618    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    7.5008    0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062    8.8508    1.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0368    6.3433    1.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7195    7.7421    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0036    6.3993   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5131    5.0933    0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2977    2.0965   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7499   -0.6222    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9227   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -2.9204   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732   -5.0640   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7109   -5.1250   -2.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5047   -6.3914   -2.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158   -5.3814   -4.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -6.2984   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4782   -4.1273    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -3.8748    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2056   -6.1072    1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -3.1036    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529   -4.1688   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    0.2906   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    1.0774   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913    1.6632    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020   -0.7659    1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975    0.0281    2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -1.3384    1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -3.0827    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6244   -5.2284    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3067   -7.0473   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3072   -7.0329   -0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2784   -4.5277    1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6220   -2.7189    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2298   -0.1472   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539    0.3909   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291    1.4195   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6088    2.4527   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    3.6620   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    3.6924   -2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    4.8258    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855    7.1067    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    6.1926   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3462    5.6392    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    9.3833    1.2251 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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 32 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
  5 52  2  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  2  0
 56 57  1  0
 56  3  1  0
 28  6  1  0
 50 30  1  0
 26  8  1  0
 45 39  1  0
 24 15  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  4 61  1  0
  9 62  1  0
 11 63  1  0
 12 64  1  0
 15 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 19 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 23 73  1  0
 24 74  1  0
 25 75  1  0
 27 76  1  0
 30 77  1  0
 32 78  1  0
 33 79  1  0
 33 80  1  0
 37 81  1  0
 38 82  1  0
 40 83  1  0
 41 84  1  0
 43 85  1  0
 44 86  1  0
 45 87  1  0
 46 88  1  0
 47 89  1  0
 48 90  1  0
 49 91  1  0
 50 92  1  0
 51 93  1  0
 52 94  1  0
 55 95  1  0
 55 96  1  0
 55 97  1  0
 57 98  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Malvidin-3-(6-O-P-coumarylglucoside)-5-glucoside	HMDB
Tibouchinin	HMDB

Chemical Formula

C₃₈H₄₁O₁₉

Average Molecular Weight

801.7207

Monoisotopic Molecular Weight

801.22420413

IUPAC Name

7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

51939-51-6

SMILES

COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1

InChI Identifier

InChI=1S/C38H40O19/c1-50-23-9-17(10-24(51-2)29(23)43)36-25(13-20-21(53-36)11-19(41)12-22(20)54-37-34(48)32(46)30(44)26(14-39)56-37)55-38-35(49)33(47)31(45)27(57-38)15-52-28(42)8-5-16-3-6-18(40)7-4-16/h3-13,26-27,30-35,37-39,44-49H,14-15H2,1-2H3,(H2-,40,41,42,43)/p+1

InChI Key

KGEHZUCHEKVXEU-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified 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

Flavonoid 3-O-p-coumaroyl glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038011)
Cytoplasm (HMDB: HMDB0038011)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038011)

Source

Exogenous

Exogenous (HMDB: HMDB0038011)

Food

Food (HMDB: HMDB0038011)

Fruit

Berry

Common grape (FooDB: FOOD00204)

Fruits (FooDB: FOOD00871)

Herb and spice

Herb

Hyssop (FooDB: FOOD00089)

Endogenous

Plant

Plant (HMDB: HMDB0038011)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038011)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	1.83	ALOGPS
logP	0.92	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	297.12 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	200.9 m³·mol⁻¹	ChemAxon
Polarizability	77.16 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	264.476	30932474
DeepCCS	[M-H]-	262.651	30932474
DeepCCS	[M-2H]-	296.389	30932474
DeepCCS	[M+Na]+	270.249	30932474
AllCCS	[M+H]+	265.8	32859911
AllCCS	[M+H-H2O]+	265.7	32859911
AllCCS	[M+NH4]+	265.9	32859911
AllCCS	[M+Na]+	265.9	32859911
AllCCS	[M-H]-	258.6	32859911
AllCCS	[M+Na-2H]-	262.9	32859911
AllCCS	[M+HCOO]-	267.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.73 minutes	32390414
Predicted by Siyang on May 30, 2022	12.354 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	210.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2092.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	203.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	166.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	390.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	425.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	691.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	837.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1242.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	334.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	412.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	417.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	138.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malvidin 3-(6-coumaroylglucoside) 5-glucoside	COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1	8192.8	Standard polar	33892256
Malvidin 3-(6-coumaroylglucoside) 5-glucoside	COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1	6390.2	Standard non polar	33892256
Malvidin 3-(6-coumaroylglucoside) 5-glucoside	COC1=CC(=CC(OC)=C1O)C1=C(OC2OC(COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)C(O)C2O)C=C2C(OC3OC(CO)C(O)C(O)C3O)=CC(O)=CC2=[O+]1	7382.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Positive-QTOF	splash10-0udi-0100000090-c88a2343c0063dfad908	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Positive-QTOF	splash10-0a4l-2500000890-a53657758087f7e940a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Positive-QTOF	splash10-03dm-6900001100-385d994a32128668f0c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Negative-QTOF	splash10-0udi-1200000090-ca1124e437fc36c3ec1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Negative-QTOF	splash10-0zfr-6700000090-8284df9ff8384684f4fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Negative-QTOF	splash10-052f-9100000000-65a435aa127e927e1655	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 10V, Positive-QTOF	splash10-000t-0900102620-dcf73d23fd62f79190e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 20V, Positive-QTOF	splash10-0fsj-0512306920-26f1da9e0b15ba3d2320	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-(6-coumaroylglucoside) 5-glucoside 40V, Positive-QTOF	splash10-014i-0901101000-c990db4d24b97e8e41c3	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017213

KNApSAcK ID

C00006910

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

131752271

PDB ID

Not Available

ChEBI ID

172829

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

Malvidin 3-(6-coumaroylglucoside) 5-glucoside → Malvin	details

Showing metabocard for Malvidin 3-(6-coumaroylglucoside) 5-glucoside (HMDB0038011)

MOL for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

3D MOL for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

3D SDF for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

3D-SDF for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

PDB for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

3D PDB for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

SMILES for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

INCHI for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

Structure for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

3D Structure for HMDB0038011 (Malvidin 3-(6-coumaroylglucoside) 5-glucoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions