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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:27:05 UTC

Update Date

2021-09-24 03:27:06 UTC

HMDB ID

HMDB0303636

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyanidin 3-(caffeoylglucoside)

Description

Cyanidin 3-(6''-caffeylglucoside) 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. Based on a literature review very few articles have been published on Cyanidin 3-(6''-caffeylglucoside).

Structure

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


  Mrv1533007141517482D          

 49 53  0  0  1  0            999 V2000
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    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
    7.8592    7.0125    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
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    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
    0.7145   -0.4125    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
    2.8579    0.0000    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
    7.1447    5.7750    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
    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
    7.1447    7.4250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    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
    2.1434   -1.2375    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  2  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
    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
    4.2868    0.8250    0.0000 C   0  0  2  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
    7.1447    8.2500    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    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
    7.1447    3.3000    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
    2.8579    2.4750    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
    5.7158    3.3000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  3  2  0  0  0  0
  6  2  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20  7  1  0  0  0  0
 20 17  2  0  0  0  0
 21  8  1  0  0  0  0
 21 18  2  0  0  0  0
 22 10  2  0  0  0  0
 22 16  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
  6 25  1  4  0  0  0
 26 24  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 14  1  0  0  0  0
 29 23  2  0  0  0  0
 30 28  1  0  0  0  0
 31 15  1  0  0  0  0
 32 17  1  0  0  0  0
 33 18  1  0  0  0  0
 34 19  2  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 25  1  0  0  0  0
 26 38  1  6  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
 41 12  1  4  0  0  0
 41 25  2  0  0  0  0
 42 22  1  0  0  0  0
 42 29  1  0  0  0  0
 43 23  1  0  0  0  0
 30 43  1  1  0  0  0
 44 24  1  0  0  0  0
 44 30  1  0  0  0  0
 45 24  1  0  0  0  0
 26 46  1  1  0  0  0
 47 27  1  0  0  0  0
 48 28  1  0  0  0  0
 30 49  1  6  0  0  0
M  CHG  1  41   1
M  END

HMDB0303636
     RDKit          3D
Cyanidin 3-(caffeoylglucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -1.7875    1.7904    3.9535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    1.5236    3.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172    1.7487    4.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2445    1.4521    4.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0755    1.7102    5.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.9218    3.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.6667    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2714    0.1692    1.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.0957    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1435   -0.6582   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5231   -0.8907   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2234   -1.4156   -1.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5667   -1.7344   -3.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2743   -2.2683   -4.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2217   -1.5196   -3.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497   -1.8327   -4.3080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5339   -0.9831   -2.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1844    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -0.0582   -0.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444    0.1413   -0.8007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6268    1.0582   -1.8019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365    1.0039   -2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    1.5447   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    1.5203   -1.6360 O   0  0  0  0  0  3  0  0  0  0  0  0
    3.9840    1.2313   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.3381   -1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0278    0.8479    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8503    0.5067    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596    0.3182    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175   -0.1407    2.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0540   -0.3245    2.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9708   -0.0746    1.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3436   -0.2698    2.0835 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5622    0.3741    0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716    0.6260   -0.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804    0.5604    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1051   -0.3005   -2.8318 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4063   -0.5425   -2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -1.4171   -2.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.6730   -2.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -1.1751   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222   -2.1888   -0.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7283    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4534    0.9923    2.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018    2.1682    5.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    1.5343    5.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7461    0.6978    3.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.6590    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063   -1.5844   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -2.4167   -4.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0254   -2.2150   -5.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.8411   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.5811    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029    1.7714   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804    2.6351   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.1206   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1462    1.0162   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    0.8406    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    0.2987    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0019   -0.3479    3.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3994   -0.6804    3.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6401   -0.5937    2.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1673    0.9551   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9480    0.9156   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103   -0.2842   -3.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -0.9283   -3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -1.3752   -3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8847   -3.1161   -1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -1.1723   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284   -2.5548   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.9709    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  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  3
 25 26  1  0
 25 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  2  0
 22 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 18 43  1  0
 43 44  2  0
 44  2  1  0
 44  7  1  0
 17 10  1  0
 41 20  1  0
 36 29  1  0
  3 45  1  0
  5 46  1  0
  6 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 16 51  1  0
 17 52  1  0
 20 53  1  1
 22 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  1  0
 33 62  1  0
 35 63  1  0
 36 64  1  0
 37 65  1  6
 38 66  1  0
 39 67  1  0
 40 68  1  0
 41 69  1  0
 42 70  1  0
 43 71  1  0
M  CHG  1  24   1
M  END


  Mrv1533007141517482D          

 49 53  0  0  1  0            999 V2000
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    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
    7.8592    7.0125    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
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    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
    0.7145   -0.4125    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
    2.8579    0.0000    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
    7.1447    5.7750    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
    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
    7.1447    7.4250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    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
    2.1434   -1.2375    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  2  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
    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
    4.2868    0.8250    0.0000 C   0  0  2  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
    7.1447    8.2500    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    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
    7.1447    3.3000    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
    2.8579    2.4750    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
    5.7158    3.3000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  3  2  0  0  0  0
  6  2  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20  7  1  0  0  0  0
 20 17  2  0  0  0  0
 21  8  1  0  0  0  0
 21 18  2  0  0  0  0
 22 10  2  0  0  0  0
 22 16  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
  6 25  1  4  0  0  0
 26 24  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 14  1  0  0  0  0
 29 23  2  0  0  0  0
 30 28  1  0  0  0  0
 31 15  1  0  0  0  0
 32 17  1  0  0  0  0
 33 18  1  0  0  0  0
 34 19  2  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 25  1  0  0  0  0
 26 38  1  6  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
 41 12  1  4  0  0  0
 41 25  2  0  0  0  0
 42 22  1  0  0  0  0
 42 29  1  0  0  0  0
 43 23  1  0  0  0  0
 30 43  1  1  0  0  0
 44 24  1  0  0  0  0
 44 30  1  0  0  0  0
 45 24  1  0  0  0  0
 26 46  1  1  0  0  0
 47 27  1  0  0  0  0
 48 28  1  0  0  0  0
 30 49  1  6  0  0  0
M  CHG  1  41   1
M  END
> <DATABASE_ID>
HMDB0303636

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C1(C[O+]=C(O)C=CC2=CC(O)=C(O)C=C2)O[C@@]([H])(OC2=C(OC3=CC(O)=CC(=O)C3=C2)C2=CC(O)=C(O)C=C2)C([H])(O)C([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O14/c31-15-9-19(34)16-11-23(29(42-22(16)10-15)14-3-5-18(33)21(36)8-14)43-30-28(40)27(39)26(38)24(44-30)12-41-25(37)6-2-13-1-4-17(32)20(35)7-13/h1-11,24,26-28,30,38-40H,12H2,(H5-,31,32,33,34,35,36,37)/p+1/t24?,26-,27?,28?,30-/m1/s1

> <INCHI_KEY>
RTVUMLBJQCCROY-RYHKZSCWSA-O

> <FORMULA>
C30H27O14

> <MOLECULAR_WEIGHT>
611.531

> <EXACT_MASS>
611.13953197

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
59.51889089428221

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]({[(3S,6S)-6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-oxo-5H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl})oxidanium

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
-4.610178874155057

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.538237166423209

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.9636848451313877

> <JCHEM_PKA_STRONGEST_BASIC>
2.545556375630284

> <JCHEM_POLAR_SURFACE_AREA>
260.96999999999997

> <JCHEM_REFRACTIVITY>
167.48560000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]({[(3S,6S)-6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl})oxidanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303636
     RDKit          3D
Cyanidin 3-(caffeoylglucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -1.7875    1.7904    3.9535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    1.5236    3.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172    1.7487    4.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2445    1.4521    4.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0755    1.7102    5.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.9218    3.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.6667    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2714    0.1692    1.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.0957    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1435   -0.6582   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5231   -0.8907   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2234   -1.4156   -1.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5667   -1.7344   -3.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2743   -2.2683   -4.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2217   -1.5196   -3.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497   -1.8327   -4.3080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5339   -0.9831   -2.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1844    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -0.0582   -0.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444    0.1413   -0.8007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6268    1.0582   -1.8019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365    1.0039   -2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    1.5447   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    1.5203   -1.6360 O   0  0  0  0  0  3  0  0  0  0  0  0
    3.9840    1.2313   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.3381   -1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0278    0.8479    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8503    0.5067    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596    0.3182    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175   -0.1407    2.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0540   -0.3245    2.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9708   -0.0746    1.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3436   -0.2698    2.0835 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5622    0.3741    0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716    0.6260   -0.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804    0.5604    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1051   -0.3005   -2.8318 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4063   -0.5425   -2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -1.4171   -2.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.6730   -2.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -1.1751   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222   -2.1888   -0.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7283    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4534    0.9923    2.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018    2.1682    5.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    1.5343    5.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7461    0.6978    3.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.6590    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063   -1.5844   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -2.4167   -4.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0254   -2.2150   -5.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.8411   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.5811    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029    1.7714   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804    2.6351   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.1206   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1462    1.0162   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    0.8406    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    0.2987    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0019   -0.3479    3.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3994   -0.6804    3.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6401   -0.5937    2.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1673    0.9551   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9480    0.9156   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103   -0.2842   -3.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -0.9283   -3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -1.3752   -3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8847   -3.1161   -1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -1.1723   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284   -2.5548   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.9709    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  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  3
 25 26  1  0
 25 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  2  0
 22 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 18 43  1  0
 43 44  2  0
 44  2  1  0
 44  7  1  0
 17 10  1  0
 41 20  1  0
 36 29  1  0
  3 45  1  0
  5 46  1  0
  6 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 16 51  1  0
 17 52  1  0
 20 53  1  1
 22 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  1  0
 33 62  1  0
 35 63  1  0
 36 64  1  0
 37 65  1  6
 38 66  1  0
 39 67  1  0
 40 68  1  0
 41 69  1  0
 42 70  1  0
 43 71  1  0
M  CHG  1  24   1
M  END

HEADER    PROTEIN                                 14-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUL-15         0                                  
HETATM    1  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.670  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.337  15.400   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.669  13.860   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+1
HETATM   42  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0       9.336   5.390   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.668   5.390   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.002   3.080   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.335   3.080   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.668   0.770   0.000  0.00  0.00           H+0
CONECT    1    4   13                                                       
CONECT    2    6   13                                                       
CONECT    3    5   14                                                       
CONECT    4    1   17                                                       
CONECT    5    3   18                                                       
CONECT    6    2   25                                                       
CONECT    7   13   20                                                       
CONECT    8   14   21                                                       
CONECT    9   15   19                                                       
CONECT   10   15   22                                                       
CONECT   11   16   23                                                       
CONECT   12   24   41                                                       
CONECT   13    1    2    7                                                  
CONECT   14    3    8   29                                                  
CONECT   15    9   10   31                                                  
CONECT   16   11   19   22                                                  
CONECT   17    4   20   32                                                  
CONECT   18    5   21   33                                                  
CONECT   19    9   16   34                                                  
CONECT   20    7   17   35                                                  
CONECT   21    8   18   36                                                  
CONECT   22   10   16   42                                                  
CONECT   23   11   29   43                                                  
CONECT   24   12   26   44   45                                             
CONECT   25    6   37   41                                                  
CONECT   26   24   27   38   46                                             
CONECT   27   26   28   39   47                                             
CONECT   28   27   30   40   48                                             
CONECT   29   14   23   42                                                  
CONECT   30   28   43   44   49                                             
CONECT   31   15                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   25                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   12   25                                                       
CONECT   42   22   29                                                       
CONECT   43   23   30                                                       
CONECT   44   24   30                                                       
CONECT   45   24                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
CONECT   48   28                                                            
CONECT   49   30                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  106    0
END

COMPND    HMDB0303636
HETATM    1  O1  UNL     1      -1.787   1.790   3.954  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.008   1.524   3.840  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.917   1.749   4.872  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.245   1.452   4.731  1.00  0.00           C  
HETATM    5  O2  UNL     1      -6.076   1.710   5.813  1.00  0.00           O  
HETATM    6  C4  UNL     1      -5.694   0.922   3.550  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.863   0.667   2.476  1.00  0.00           C  
HETATM    8  O3  UNL     1      -5.271   0.169   1.361  1.00  0.00           O  
HETATM    9  C6  UNL     1      -4.511  -0.096   0.295  1.00  0.00           C  
HETATM   10  C7  UNL     1      -5.144  -0.658  -0.884  1.00  0.00           C  
HETATM   11  C8  UNL     1      -6.523  -0.891  -0.828  1.00  0.00           C  
HETATM   12  C9  UNL     1      -7.223  -1.416  -1.884  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.567  -1.734  -3.056  1.00  0.00           C  
HETATM   14  O4  UNL     1      -7.274  -2.268  -4.133  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.222  -1.520  -3.143  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.550  -1.833  -4.308  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.534  -0.983  -2.049  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.156   0.184   0.381  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.311  -0.058  -0.666  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.944   0.141  -0.801  1.00  0.00           C  
HETATM   21  O7  UNL     1      -0.627   1.058  -1.802  1.00  0.00           O  
HETATM   22  C15 UNL     1       0.637   1.004  -2.292  1.00  0.00           C  
HETATM   23  C16 UNL     1       1.604   1.545  -1.218  1.00  0.00           C  
HETATM   24  O8  UNL     1       2.901   1.520  -1.636  1.00  0.00           O1+
HETATM   25  C17 UNL     1       3.984   1.231  -1.018  1.00  0.00           C  
HETATM   26  O9  UNL     1       5.087   1.338  -1.838  1.00  0.00           O  
HETATM   27  C18 UNL     1       4.028   0.848   0.346  1.00  0.00           C  
HETATM   28  C19 UNL     1       4.850   0.507   1.262  1.00  0.00           C  
HETATM   29  C20 UNL     1       6.260   0.318   1.410  1.00  0.00           C  
HETATM   30  C21 UNL     1       6.718  -0.141   2.665  1.00  0.00           C  
HETATM   31  C22 UNL     1       8.054  -0.325   2.860  1.00  0.00           C  
HETATM   32  C23 UNL     1       8.971  -0.075   1.864  1.00  0.00           C  
HETATM   33  O10 UNL     1      10.344  -0.270   2.083  1.00  0.00           O  
HETATM   34  C24 UNL     1       8.562   0.374   0.627  1.00  0.00           C  
HETATM   35  O11 UNL     1       9.472   0.626  -0.372  1.00  0.00           O  
HETATM   36  C25 UNL     1       7.180   0.560   0.438  1.00  0.00           C  
HETATM   37  C26 UNL     1       1.105  -0.300  -2.832  1.00  0.00           C  
HETATM   38  O12 UNL     1       2.406  -0.542  -2.431  1.00  0.00           O  
HETATM   39  C27 UNL     1       0.176  -1.417  -2.418  1.00  0.00           C  
HETATM   40  O13 UNL     1       0.747  -2.673  -2.554  1.00  0.00           O  
HETATM   41  C28 UNL     1      -0.193  -1.175  -0.981  1.00  0.00           C  
HETATM   42  O14 UNL     1      -1.022  -2.189  -0.535  1.00  0.00           O  
HETATM   43  C29 UNL     1      -2.643   0.728   1.568  1.00  0.00           C  
HETATM   44  C30 UNL     1      -3.453   0.992   2.654  1.00  0.00           C  
HETATM   45  H1  UNL     1      -3.502   2.168   5.777  1.00  0.00           H  
HETATM   46  H2  UNL     1      -7.060   1.534   5.825  1.00  0.00           H  
HETATM   47  H3  UNL     1      -6.746   0.698   3.467  1.00  0.00           H  
HETATM   48  H4  UNL     1      -7.084  -0.659   0.064  1.00  0.00           H  
HETATM   49  H5  UNL     1      -8.306  -1.584  -1.806  1.00  0.00           H  
HETATM   50  H6  UNL     1      -8.263  -2.417  -4.043  1.00  0.00           H  
HETATM   51  H7  UNL     1      -5.025  -2.215  -5.092  1.00  0.00           H  
HETATM   52  H8  UNL     1      -3.490  -0.841  -2.180  1.00  0.00           H  
HETATM   53  H9  UNL     1      -0.543   0.581   0.131  1.00  0.00           H  
HETATM   54  H10 UNL     1       0.703   1.771  -3.121  1.00  0.00           H  
HETATM   55  H11 UNL     1       1.280   2.635  -1.130  1.00  0.00           H  
HETATM   56  H12 UNL     1       1.361   1.121  -0.244  1.00  0.00           H  
HETATM   57  H13 UNL     1       5.146   1.016  -2.790  1.00  0.00           H  
HETATM   58  H14 UNL     1       2.934   0.841   0.799  1.00  0.00           H  
HETATM   59  H15 UNL     1       4.251   0.299   2.252  1.00  0.00           H  
HETATM   60  H16 UNL     1       6.002  -0.348   3.474  1.00  0.00           H  
HETATM   61  H17 UNL     1       8.399  -0.680   3.837  1.00  0.00           H  
HETATM   62  H18 UNL     1      10.640  -0.594   2.979  1.00  0.00           H  
HETATM   63  H19 UNL     1       9.167   0.955  -1.278  1.00  0.00           H  
HETATM   64  H20 UNL     1       6.948   0.916  -0.542  1.00  0.00           H  
HETATM   65  H21 UNL     1       1.110  -0.284  -3.943  1.00  0.00           H  
HETATM   66  H22 UNL     1       2.986  -0.928  -3.128  1.00  0.00           H  
HETATM   67  H23 UNL     1      -0.712  -1.375  -3.075  1.00  0.00           H  
HETATM   68  H24 UNL     1       0.885  -3.116  -1.675  1.00  0.00           H  
HETATM   69  H25 UNL     1       0.716  -1.172  -0.352  1.00  0.00           H  
HETATM   70  H26 UNL     1      -1.528  -2.555  -1.276  1.00  0.00           H  
HETATM   71  H27 UNL     1      -1.596   0.971   1.701  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   44
CONECT    3    4    4   45
CONECT    4    5    6
CONECT    5   46
CONECT    6    7    7   47
CONECT    7    8   44
CONECT    8    9
CONECT    9   10   18   18
CONECT   10   11   11   17
CONECT   11   12   48
CONECT   12   13   13   49
CONECT   13   14   15
CONECT   14   50
CONECT   15   16   17   17
CONECT   16   51
CONECT   17   52
CONECT   18   19   43
CONECT   19   20
CONECT   20   21   41   53
CONECT   21   22
CONECT   22   23   37   54
CONECT   23   24   55   56
CONECT   24   25   25
CONECT   25   26   27
CONECT   26   57
CONECT   27   28   28   58
CONECT   28   29   59
CONECT   29   30   30   36
CONECT   30   31   60
CONECT   31   32   32   61
CONECT   32   33   34
CONECT   33   62
CONECT   34   35   36   36
CONECT   35   63
CONECT   36   64
CONECT   37   38   39   65
CONECT   38   66
CONECT   39   40   41   67
CONECT   40   68
CONECT   41   42   69
CONECT   42   70
CONECT   43   44   44   71
END

HMDB0303636
     RDKit          3D
Cyanidin 3-(caffeoylglucoside)
 71 75  0  0  0  0  0  0  0  0999 V2000
   -1.7875    1.7904    3.9535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    1.5236    3.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172    1.7487    4.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2445    1.4521    4.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0755    1.7102    5.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.9218    3.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.6667    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2714    0.1692    1.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.0957    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1435   -0.6582   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5231   -0.8907   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2234   -1.4156   -1.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5667   -1.7344   -3.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2743   -2.2683   -4.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2217   -1.5196   -3.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497   -1.8327   -4.3080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5339   -0.9831   -2.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.1844    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -0.0582   -0.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444    0.1413   -0.8007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6268    1.0582   -1.8019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365    1.0039   -2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    1.5447   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    1.5203   -1.6360 O   0  0  0  0  0  3  0  0  0  0  0  0
    3.9840    1.2313   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.3381   -1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0278    0.8479    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8503    0.5067    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596    0.3182    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175   -0.1407    2.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0540   -0.3245    2.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9708   -0.0746    1.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3436   -0.2698    2.0835 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5622    0.3741    0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716    0.6260   -0.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804    0.5604    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1051   -0.3005   -2.8318 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4063   -0.5425   -2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -1.4171   -2.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.6730   -2.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -1.1751   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222   -2.1888   -0.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7283    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4534    0.9923    2.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018    2.1682    5.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    1.5343    5.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7461    0.6978    3.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.6590    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063   -1.5844   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -2.4167   -4.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0254   -2.2150   -5.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.8411   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.5811    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029    1.7714   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804    2.6351   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.1206   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1462    1.0162   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    0.8406    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    0.2987    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0019   -0.3479    3.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3994   -0.6804    3.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6401   -0.5937    2.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1673    0.9551   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9480    0.9156   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103   -0.2842   -3.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -0.9283   -3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -1.3752   -3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8847   -3.1161   -1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -1.1723   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284   -2.5548   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.9709    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  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  3
 25 26  1  0
 25 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  2  0
 22 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 18 43  1  0
 43 44  2  0
 44  2  1  0
 44  7  1  0
 17 10  1  0
 41 20  1  0
 36 29  1  0
  3 45  1  0
  5 46  1  0
  6 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 16 51  1  0
 17 52  1  0
 20 53  1  1
 22 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  1  0
 33 62  1  0
 35 63  1  0
 36 64  1  0
 37 65  1  6
 38 66  1  0
 39 67  1  0
 40 68  1  0
 41 69  1  0
 42 70  1  0
 43 71  1  0
M  CHG  1  24   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₀H₂₇O₁₄

Average Molecular Weight

611.531

Monoisotopic Molecular Weight

611.13953197

IUPAC Name

[3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]({[(3S,6S)-6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-oxo-5H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl})oxidanium

Traditional Name

[3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]({[(3S,6S)-6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl})oxidanium

CAS Registry Number

Not Available

SMILES

[H]C1(C[O+]=C(O)C=CC2=CC(O)=C(O)C=C2)O[C@@]([H])(OC2=C(OC3=CC(O)=CC(=O)C3=C2)C2=CC(O)=C(O)C=C2)C([H])(O)C([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C30H26O14/c31-15-9-19(34)16-11-23(29(42-22(16)10-15)14-3-5-18(33)21(36)8-14)43-30-28(40)27(39)26(38)24(44-30)12-41-25(37)6-2-13-1-4-17(32)20(35)7-13/h1-11,24,26-28,30,38-40H,12H2,(H5-,31,32,33,34,35,36,37)/p+1/t24?,26-,27?,28?,30-/m1/s1

InChI Key

RTVUMLBJQCCROY-RYHKZSCWSA-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
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
1-benzopyran
Benzopyran
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Anthocyanidins (LMPK12010140 )

Ontology

Not Available

Fruits (FooDB: FOOD00871)

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	2.82	ALOGPS
logP	-4.6	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-3	ChemAxon
pKa (Strongest Basic)	2.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	167.49 m³·mol⁻¹	ChemAxon
Polarizability	59.52 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]+	235.131	32859911
AllCCS	[M+H-H2O]+	233.931	32859911
AllCCS	[M+Na]+	236.507	32859911
AllCCS	[M+NH4]+	236.205	32859911
AllCCS	[M-H]-	228.85	32859911
AllCCS	[M+Na-2H]-	230.696	32859911
AllCCS	[M+HCOO]-	232.868	32859911
DeepCCS	[M+H]+	227.107	30932474
DeepCCS	[M-H]-	225.282	30932474
DeepCCS	[M-2H]-	259.049	30932474
DeepCCS	[M+Na]+	232.824	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 - Cyanidin 3-(caffeoylglucoside) 10V, Positive-QTOF	splash10-03di-0000009000-78a665e817aed3f41857	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(caffeoylglucoside) 20V, Positive-QTOF	splash10-014i-0000009000-cd832bd704be91f9fd29	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(caffeoylglucoside) 40V, Positive-QTOF	splash10-0v0r-0951026000-c428d33075d5ec40b522	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(caffeoylglucoside) 10V, Negative-QTOF	splash10-03di-0000009000-9b99881f3c46dc2ae21c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(caffeoylglucoside) 20V, Negative-QTOF	splash10-03di-1000009000-7ac3148243d02dff5ad0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanidin 3-(caffeoylglucoside) 40V, Negative-QTOF	splash10-0a7l-7920000000-843b3e055665c033fb7e	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

FDB017184

KNApSAcK ID

C00006801

Chemspider ID

24842187

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44256745

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 Cyanidin 3-(caffeoylglucoside) (HMDB0303636)

MOL for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

3D MOL for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

3D SDF for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

3D-SDF for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

PDB for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

3D PDB for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

SMILES for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

INCHI for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

Structure for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

3D Structure for HMDB0303636 (Cyanidin 3-(caffeoylglucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra