Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:27:31 UTC

Update Date

2022-03-07 02:56:04 UTC

HMDB ID

HMDB0039099

Secondary Accession Numbers

HMDB39099

Metabolite Identification

Common Name

Procyanidin B3 7-glucoside

Description

Procyanidin B3 7-glucoside belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Procyanidin B3 7-glucoside has been detected, but not quantified in, green vegetables. This could make procyanidin B3 7-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Procyanidin B3 7-glucoside.

Structure

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

  Mrv0541 02241209012D          

 53 59  0  0  0  0            999 V2000
   -0.8924   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -3.6231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.3231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5366   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -2.3856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3945   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510    0.9144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2510    0.0894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9655   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773   -0.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    0.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800    2.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    2.5644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.5606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3945   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8234   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8234   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5379    0.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    0.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358    0.0894    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7502   -0.3231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4647    0.0894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4647    0.9144    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7502    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358    0.9144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3213   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7502   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937    0.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  2  0  0  0  0
  6  7  2  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 23  1  0  0  0  0
  9 10  1  0  0  0  0
  9 18  1  0  0  0  0
 10 21  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 32  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 33  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 27  1  6  0  0  0
 21 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 34 39  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
  6 42  1  0  0  0  0
 48 42  1  1  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 43 49  1  6  0  0  0
 44 45  1  0  0  0  0
 44 50  1  1  0  0  0
 45 46  1  0  0  0  0
 45 51  1  6  0  0  0
 46 47  1  0  0  0  0
 46 52  1  1  0  0  0
 47 48  1  0  0  0  0
 52 53  1  0  0  0  0
M  END

HMDB0039099
     RDKit          3D
Procyanidin B3 7-glucoside
 89 95  0  0  0  0  0  0  0  0999 V2000
    8.1066    0.0952    0.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7518   -0.1262    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6362   -1.4848    1.3988 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3607   -1.8316    1.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -2.0657    0.6654 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9771   -0.9157    0.1125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -0.4940    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -1.1953    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3264   -0.7027    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.4714    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.5119   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    1.2009   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.7094   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    2.4067   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    2.8725   -1.7160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2746    4.3609   -1.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    5.1229   -2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    6.4986   -2.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    7.1575   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0547    8.5372   -1.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961    6.3966   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028    7.0263    0.4329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274    4.9978   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    2.3829   -0.8552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6146    2.3936   -1.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    0.9984   -0.3311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9239    0.9458    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    1.7062    2.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126    2.4875    1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421    1.6391    3.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.8325    3.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    0.7736    4.6978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    0.0593    2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.1451    1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5067   -0.6056    0.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -1.7348    0.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7144   -2.5504   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -3.9202   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824   -4.7828   -1.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -4.2745   -2.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8864   -5.1260   -3.7386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6047   -2.9059   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1219   -2.3947   -4.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -2.0528   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447   -1.1830    1.3234 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4434   -2.1272    1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.7969    2.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820   -2.8403   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3347   -3.7854   -1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3728   -3.5699    0.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9970   -4.2063   -0.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598   -2.5217    0.5865 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3572   -3.1767    1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870   -0.6053    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4001    0.6743    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.0318   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2084   -1.3954    2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -2.7014    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -2.1419    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -2.3484    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    1.2813   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4890    2.5609   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722    4.6262   -3.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1355    7.1203   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    9.1166   -0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103    8.0161    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613    4.4747    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    3.1434   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937    2.3378   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    0.2574   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    3.0659    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    2.2319    4.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    0.1917    4.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -2.3661    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2086   -4.3895    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820   -5.8534   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -6.1221   -3.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -3.0048   -4.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -0.9750   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191   -0.2935    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3068   -1.7175    1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6178   -1.6805    3.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6602   -0.1627    3.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5512   -2.1506   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -4.1096   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138   -4.2949    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347   -5.1875   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8145   -2.0787   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3651   -2.9044    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  2  0
 36 45  1  0
 45 46  1  0
 45 47  1  0
  5 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52  3  1  0
 13  7  1  0
 23 16  1  0
 34 27  1  0
 44 37  1  0
 26 11  1  0
 47 33  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  1
  5 58  1  1
  8 59  1  0
 10 60  1  0
 13 61  1  0
 15 62  1  6
 17 63  1  0
 18 64  1  0
 20 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  1
 25 69  1  0
 26 70  1  6
 29 71  1  0
 30 72  1  0
 32 73  1  0
 36 74  1  1
 38 75  1  0
 39 76  1  0
 41 77  1  0
 43 78  1  0
 44 79  1  0
 45 80  1  6
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  6
 49 85  1  0
 50 86  1  1
 51 87  1  0
 52 88  1  6
 53 89  1  0
M  END

  Mrv0541 02241209012D          

 53 59  0  0  0  0            999 V2000
   -0.8924   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -3.6231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.3231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5366   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510   -2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -2.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -2.3856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3945   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510    0.9144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2510    0.0894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9655   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773   -0.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    0.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800    2.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    2.5644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.5606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3945   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8234   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8234   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5379    0.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945   -0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    0.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358    0.0894    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7502   -0.3231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4647    0.0894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4647    0.9144    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7502    1.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358    0.9144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3213   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7502   -1.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792   -0.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937    0.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  2  0  0  0  0
  6  7  2  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 23  1  0  0  0  0
  9 10  1  0  0  0  0
  9 18  1  0  0  0  0
 10 21  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 32  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 33  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 27  1  6  0  0  0
 21 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 34 39  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
  6 42  1  0  0  0  0
 48 42  1  1  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 43 49  1  6  0  0  0
 44 45  1  0  0  0  0
 44 50  1  1  0  0  0
 45 46  1  0  0  0  0
 45 51  1  6  0  0  0
 46 47  1  0  0  0  0
 46 52  1  1  0  0  0
 47 48  1  0  0  0  0
 52 53  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039099

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=C3[C@H]([C@H](O)[C@H](OC3=C2)C2=CC=C(O)C(O)=C2)C2=C3O[C@@H]([C@@H](O)CC3=C(O)C=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H36O17/c37-11-25-29(46)31(48)32(49)36(52-25)50-14-7-21(43)26-24(8-14)51-34(13-2-4-17(39)20(42)6-13)30(47)28(26)27-22(44)10-18(40)15-9-23(45)33(53-35(15)27)12-1-3-16(38)19(41)5-12/h1-8,10,23,25,28-34,36-49H,9,11H2/t23-,25+,28-,29+,30-,31-,32+,33+,34+,36+/m0/s1

> <INCHI_KEY>
JQKHCULJNVYRGT-XOLODHEFSA-N

> <FORMULA>
C36H36O17

> <MOLECULAR_WEIGHT>
740.6608

> <EXACT_MASS>
740.195249726

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
72.93908133943093

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
0.8476769203333336

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.177239711277815

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.732775125336456

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9540579965216613

> <JCHEM_POLAR_SURFACE_AREA>
299.90999999999997

> <JCHEM_REFRACTIVITY>
178.65240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039099
     RDKit          3D
Procyanidin B3 7-glucoside
 89 95  0  0  0  0  0  0  0  0999 V2000
    8.1066    0.0952    0.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7518   -0.1262    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6362   -1.4848    1.3988 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3607   -1.8316    1.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -2.0657    0.6654 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9771   -0.9157    0.1125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -0.4940    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -1.1953    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3264   -0.7027    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.4714    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.5119   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    1.2009   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.7094   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    2.4067   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    2.8725   -1.7160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2746    4.3609   -1.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    5.1229   -2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    6.4986   -2.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    7.1575   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0547    8.5372   -1.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961    6.3966   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028    7.0263    0.4329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274    4.9978   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    2.3829   -0.8552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6146    2.3936   -1.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    0.9984   -0.3311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9239    0.9458    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    1.7062    2.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126    2.4875    1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421    1.6391    3.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.8325    3.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    0.7736    4.6978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    0.0593    2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.1451    1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5067   -0.6056    0.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -1.7348    0.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7144   -2.5504   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -3.9202   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824   -4.7828   -1.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -4.2745   -2.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8864   -5.1260   -3.7386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6047   -2.9059   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1219   -2.3947   -4.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -2.0528   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447   -1.1830    1.3234 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4434   -2.1272    1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.7969    2.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820   -2.8403   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3347   -3.7854   -1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3728   -3.5699    0.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9970   -4.2063   -0.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598   -2.5217    0.5865 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3572   -3.1767    1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870   -0.6053    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4001    0.6743    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.0318   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2084   -1.3954    2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -2.7014    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -2.1419    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -2.3484    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    1.2813   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4890    2.5609   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722    4.6262   -3.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1355    7.1203   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    9.1166   -0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103    8.0161    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613    4.4747    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    3.1434   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937    2.3378   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    0.2574   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    3.0659    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    2.2319    4.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    0.1917    4.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -2.3661    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2086   -4.3895    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820   -5.8534   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -6.1221   -3.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -3.0048   -4.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -0.9750   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191   -0.2935    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3068   -1.7175    1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6178   -1.6805    3.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6602   -0.1627    3.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5512   -2.1506   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -4.1096   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138   -4.2949    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347   -5.1875   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8145   -2.0787   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3651   -2.9044    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  2  0
 36 45  1  0
 45 46  1  0
 45 47  1  0
  5 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52  3  1  0
 13  7  1  0
 23 16  1  0
 34 27  1  0
 44 37  1  0
 26 11  1  0
 47 33  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  1
  5 58  1  1
  8 59  1  0
 10 60  1  0
 13 61  1  0
 15 62  1  6
 17 63  1  0
 18 64  1  0
 20 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  1
 25 69  1  0
 26 70  1  6
 29 71  1  0
 30 72  1  0
 32 73  1  0
 36 74  1  1
 38 75  1  0
 39 76  1  0
 41 77  1  0
 43 78  1  0
 44 79  1  0
 45 80  1  6
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  6
 49 85  1  0
 50 86  1  1
 51 87  1  0
 52 88  1  6
 53 89  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.666  -2.143   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.332  -2.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.332  -4.453   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.002  -5.223   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.002  -6.763   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.999   1.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.999   0.167   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.666  -0.603   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.332   0.167   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.002  -0.603   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.002  -2.143   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.335  -2.913   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.335  -4.453   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.669  -5.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.003  -4.453   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.336  -5.223   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.666   2.477   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.332   1.707   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.002   2.477   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.335   1.707   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.335   0.167   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.669  -0.603   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.571  -1.849   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.670   1.707   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.336   2.477   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.003   1.707   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.669   2.477   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.669   4.017   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.003   4.787   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.336   4.017   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.670   4.787   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.669  -2.143   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.003  -2.913   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.336  -2.143   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.670  -2.913   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.004  -2.143   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.004  -0.603   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.337   0.167   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.336  -0.603   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.670   0.167   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.575   1.413   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.333   2.477   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -5.667   0.167   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -7.000  -0.603   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -8.334   0.167   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -8.334   1.707   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -7.000   2.477   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -5.667   1.707   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -4.333  -0.603   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -7.000  -2.143   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -9.668  -0.603   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -9.668   2.477   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -11.002   1.707   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4                                                            
CONECT    6    7   17   42                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   21   11                                                  
CONECT   11    2   10   12                                                  
CONECT   12   11   13   32                                                  
CONECT   13    4   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   33                                                  
CONECT   16   15                                                            
CONECT   17    6   18                                                       
CONECT   18    9   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   10   20   22                                                  
CONECT   22   21                                                            
CONECT   23    8                                                            
CONECT   24   25                                                            
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   20   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   25   29   31                                                  
CONECT   31   30                                                            
CONECT   32   12   33                                                       
CONECT   33   15   32   34                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37                                                            
CONECT   39   34   40                                                       
CONECT   40   37   39   41                                                  
CONECT   41   40                                                            
CONECT   42    6   48                                                       
CONECT   43   44   48   49                                                  
CONECT   44   43   45   50                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   47   52                                                  
CONECT   47   46   48                                                       
CONECT   48   42   43   47                                                  
CONECT   49   43                                                            
CONECT   50   44                                                            
CONECT   51   45                                                            
CONECT   52   46   53                                                       
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

COMPND    HMDB0039099
HETATM    1  O1  UNL     1       8.107   0.095   0.450  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.752  -0.126   0.743  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.636  -1.485   1.399  1.00  0.00           C  
HETATM    4  O2  UNL     1       5.361  -1.832   1.740  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.516  -2.066   0.665  1.00  0.00           C  
HETATM    6  O3  UNL     1       3.977  -0.916   0.113  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.695  -0.494   0.028  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.627  -1.195   0.525  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.326  -0.703   0.404  1.00  0.00           C  
HETATM   10  O4  UNL     1      -0.692  -1.471   0.932  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.088   0.512  -0.225  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.168   1.201  -0.717  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.440   0.709  -0.593  1.00  0.00           C  
HETATM   14  O5  UNL     1       0.932   2.407  -1.341  1.00  0.00           O  
HETATM   15  C10 UNL     1      -0.330   2.873  -1.716  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.275   4.361  -1.725  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.791   5.123  -2.734  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.736   6.499  -2.736  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.125   7.157  -1.658  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.055   8.537  -1.631  1.00  0.00           O  
HETATM   21  C15 UNL     1       0.396   6.397  -0.639  1.00  0.00           C  
HETATM   22  O7  UNL     1       1.003   7.026   0.433  1.00  0.00           O  
HETATM   23  C16 UNL     1       0.327   4.998  -0.662  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.449   2.383  -0.855  1.00  0.00           C  
HETATM   25  O8  UNL     1      -2.615   2.394  -1.659  1.00  0.00           O  
HETATM   26  C18 UNL     1      -1.293   0.998  -0.331  1.00  0.00           C  
HETATM   27  C19 UNL     1      -1.924   0.946   1.006  1.00  0.00           C  
HETATM   28  C20 UNL     1      -1.415   1.706   2.034  1.00  0.00           C  
HETATM   29  O9  UNL     1      -0.313   2.488   1.771  1.00  0.00           O  
HETATM   30  C21 UNL     1      -2.042   1.639   3.269  1.00  0.00           C  
HETATM   31  C22 UNL     1      -3.144   0.832   3.457  1.00  0.00           C  
HETATM   32  O10 UNL     1      -3.763   0.774   4.698  1.00  0.00           O  
HETATM   33  C23 UNL     1      -3.670   0.059   2.430  1.00  0.00           C  
HETATM   34  C24 UNL     1      -3.021   0.145   1.199  1.00  0.00           C  
HETATM   35  O11 UNL     1      -3.507  -0.606   0.135  1.00  0.00           O  
HETATM   36  C25 UNL     1      -4.286  -1.735   0.514  1.00  0.00           C  
HETATM   37  C26 UNL     1      -4.714  -2.550  -0.614  1.00  0.00           C  
HETATM   38  C27 UNL     1      -4.607  -3.920  -0.509  1.00  0.00           C  
HETATM   39  C28 UNL     1      -4.982  -4.783  -1.514  1.00  0.00           C  
HETATM   40  C29 UNL     1      -5.492  -4.275  -2.689  1.00  0.00           C  
HETATM   41  O12 UNL     1      -5.886  -5.126  -3.739  1.00  0.00           O  
HETATM   42  C30 UNL     1      -5.605  -2.906  -2.808  1.00  0.00           C  
HETATM   43  O13 UNL     1      -6.122  -2.395  -4.001  1.00  0.00           O  
HETATM   44  C31 UNL     1      -5.224  -2.053  -1.792  1.00  0.00           C  
HETATM   45  C32 UNL     1      -5.445  -1.183   1.323  1.00  0.00           C  
HETATM   46  O14 UNL     1      -6.443  -2.127   1.439  1.00  0.00           O  
HETATM   47  C33 UNL     1      -4.863  -0.797   2.671  1.00  0.00           C  
HETATM   48  C34 UNL     1       5.182  -2.840  -0.449  1.00  0.00           C  
HETATM   49  O15 UNL     1       4.335  -3.785  -1.017  1.00  0.00           O  
HETATM   50  C35 UNL     1       6.373  -3.570   0.108  1.00  0.00           C  
HETATM   51  O16 UNL     1       6.997  -4.206  -0.986  1.00  0.00           O  
HETATM   52  C36 UNL     1       7.360  -2.522   0.586  1.00  0.00           C  
HETATM   53  O17 UNL     1       8.357  -3.177   1.282  1.00  0.00           O  
HETATM   54  H1  UNL     1       8.687  -0.605   0.861  1.00  0.00           H  
HETATM   55  H2  UNL     1       6.400   0.674   1.428  1.00  0.00           H  
HETATM   56  H3  UNL     1       6.205  -0.032  -0.191  1.00  0.00           H  
HETATM   57  H4  UNL     1       7.208  -1.395   2.371  1.00  0.00           H  
HETATM   58  H5  UNL     1       3.700  -2.701   1.061  1.00  0.00           H  
HETATM   59  H6  UNL     1       1.767  -2.142   1.020  1.00  0.00           H  
HETATM   60  H7  UNL     1      -0.496  -2.348   1.382  1.00  0.00           H  
HETATM   61  H8  UNL     1       3.260   1.281  -0.992  1.00  0.00           H  
HETATM   62  H9  UNL     1      -0.489   2.561  -2.783  1.00  0.00           H  
HETATM   63  H10 UNL     1      -1.272   4.626  -3.585  1.00  0.00           H  
HETATM   64  H11 UNL     1      -1.135   7.120  -3.520  1.00  0.00           H  
HETATM   65  H12 UNL     1       0.345   9.117  -0.939  1.00  0.00           H  
HETATM   66  H13 UNL     1       1.110   8.016   0.557  1.00  0.00           H  
HETATM   67  H14 UNL     1       0.761   4.475   0.179  1.00  0.00           H  
HETATM   68  H15 UNL     1      -1.638   3.143  -0.070  1.00  0.00           H  
HETATM   69  H16 UNL     1      -2.394   2.338  -2.618  1.00  0.00           H  
HETATM   70  H17 UNL     1      -1.805   0.257  -1.018  1.00  0.00           H  
HETATM   71  H18 UNL     1       0.105   3.066   2.485  1.00  0.00           H  
HETATM   72  H19 UNL     1      -1.642   2.232   4.062  1.00  0.00           H  
HETATM   73  H20 UNL     1      -4.572   0.192   4.868  1.00  0.00           H  
HETATM   74  H21 UNL     1      -3.711  -2.366   1.223  1.00  0.00           H  
HETATM   75  H22 UNL     1      -4.209  -4.390   0.402  1.00  0.00           H  
HETATM   76  H23 UNL     1      -4.882  -5.853  -1.391  1.00  0.00           H  
HETATM   77  H24 UNL     1      -5.782  -6.122  -3.595  1.00  0.00           H  
HETATM   78  H25 UNL     1      -6.401  -3.005  -4.747  1.00  0.00           H  
HETATM   79  H26 UNL     1      -5.307  -0.975  -1.870  1.00  0.00           H  
HETATM   80  H27 UNL     1      -5.819  -0.293   0.797  1.00  0.00           H  
HETATM   81  H28 UNL     1      -7.307  -1.717   1.192  1.00  0.00           H  
HETATM   82  H29 UNL     1      -4.618  -1.680   3.268  1.00  0.00           H  
HETATM   83  H30 UNL     1      -5.660  -0.163   3.160  1.00  0.00           H  
HETATM   84  H31 UNL     1       5.551  -2.151  -1.243  1.00  0.00           H  
HETATM   85  H32 UNL     1       4.785  -4.110  -1.847  1.00  0.00           H  
HETATM   86  H33 UNL     1       6.114  -4.295   0.881  1.00  0.00           H  
HETATM   87  H34 UNL     1       6.835  -5.187  -0.974  1.00  0.00           H  
HETATM   88  H35 UNL     1       7.815  -2.079  -0.328  1.00  0.00           H  
HETATM   89  H36 UNL     1       8.365  -2.904   2.247  1.00  0.00           H  
CONECT    1    2   54
CONECT    2    3   55   56
CONECT    3    4   52   57
CONECT    4    5
CONECT    5    6   48   58
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9   59
CONECT    9   10   11   11
CONECT   10   60
CONECT   11   12   26
CONECT   12   13   13   14
CONECT   13   61
CONECT   14   15
CONECT   15   16   24   62
CONECT   16   17   17   23
CONECT   17   18   63
CONECT   18   19   19   64
CONECT   19   20   21
CONECT   20   65
CONECT   21   22   23   23
CONECT   22   66
CONECT   23   67
CONECT   24   25   26   68
CONECT   25   69
CONECT   26   27   70
CONECT   27   28   28   34
CONECT   28   29   30
CONECT   29   71
CONECT   30   31   31   72
CONECT   31   32   33
CONECT   32   73
CONECT   33   34   34   47
CONECT   34   35
CONECT   35   36
CONECT   36   37   45   74
CONECT   37   38   38   44
CONECT   38   39   75
CONECT   39   40   40   76
CONECT   40   41   42
CONECT   41   77
CONECT   42   43   44   44
CONECT   43   78
CONECT   44   79
CONECT   45   46   47   80
CONECT   46   81
CONECT   47   82   83
CONECT   48   49   50   84
CONECT   49   85
CONECT   50   51   52   86
CONECT   51   87
CONECT   52   53   88
CONECT   53   89
END

HMDB0039099
     RDKit          3D
Procyanidin B3 7-glucoside
 89 95  0  0  0  0  0  0  0  0999 V2000
    8.1066    0.0952    0.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7518   -0.1262    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6362   -1.4848    1.3988 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3607   -1.8316    1.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -2.0657    0.6654 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9771   -0.9157    0.1125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -0.4940    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -1.1953    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3264   -0.7027    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.4714    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.5119   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    1.2009   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.7094   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    2.4067   -1.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    2.8725   -1.7160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2746    4.3609   -1.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    5.1229   -2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    6.4986   -2.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    7.1575   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0547    8.5372   -1.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961    6.3966   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028    7.0263    0.4329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274    4.9978   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    2.3829   -0.8552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6146    2.3936   -1.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    0.9984   -0.3311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9239    0.9458    1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    1.7062    2.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126    2.4875    1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421    1.6391    3.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.8325    3.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    0.7736    4.6978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    0.0593    2.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.1451    1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5067   -0.6056    0.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -1.7348    0.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7144   -2.5504   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -3.9202   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824   -4.7828   -1.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -4.2745   -2.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8864   -5.1260   -3.7386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6047   -2.9059   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1219   -2.3947   -4.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -2.0528   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447   -1.1830    1.3234 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4434   -2.1272    1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.7969    2.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820   -2.8403   -0.4488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3347   -3.7854   -1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3728   -3.5699    0.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9970   -4.2063   -0.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598   -2.5217    0.5865 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3572   -3.1767    1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6870   -0.6053    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4001    0.6743    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.0318   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2084   -1.3954    2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -2.7014    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -2.1419    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -2.3484    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    1.2813   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4890    2.5609   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722    4.6262   -3.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1355    7.1203   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    9.1166   -0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103    8.0161    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613    4.4747    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    3.1434   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937    2.3378   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    0.2574   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    3.0659    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    2.2319    4.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721    0.1917    4.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -2.3661    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2086   -4.3895    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820   -5.8534   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -6.1221   -3.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -3.0048   -4.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -0.9750   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191   -0.2935    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3068   -1.7175    1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6178   -1.6805    3.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6602   -0.1627    3.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5512   -2.1506   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -4.1096   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138   -4.2949    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347   -5.1875   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8145   -2.0787   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3651   -2.9044    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  2  0
 36 45  1  0
 45 46  1  0
 45 47  1  0
  5 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52  3  1  0
 13  7  1  0
 23 16  1  0
 34 27  1  0
 44 37  1  0
 26 11  1  0
 47 33  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  1
  5 58  1  1
  8 59  1  0
 10 60  1  0
 13 61  1  0
 15 62  1  6
 17 63  1  0
 18 64  1  0
 20 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  1
 25 69  1  0
 26 70  1  6
 29 71  1  0
 30 72  1  0
 32 73  1  0
 36 74  1  1
 38 75  1  0
 39 76  1  0
 41 77  1  0
 43 78  1  0
 44 79  1  0
 45 80  1  6
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  6
 49 85  1  0
 50 86  1  1
 51 87  1  0
 52 88  1  6
 53 89  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-O-beta-D-Glucopyranosylcatechin-(4alpha->8)-catechin	HMDB

Chemical Formula

C₃₆H₃₆O₁₇

Average Molecular Weight

740.6608

Monoisotopic Molecular Weight

740.195249726

IUPAC Name

(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

CAS Registry Number

105330-57-2

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=C3[C@H]([C@H](O)[C@H](OC3=C2)C2=CC=C(O)C(O)=C2)C2=C3O[C@@H]([C@@H](O)CC3=C(O)C=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C36H36O17/c37-11-25-29(46)31(48)32(49)36(52-25)50-14-7-21(43)26-24(8-14)51-34(13-2-4-17(39)20(42)6-13)30(47)28(26)27-22(44)10-18(40)15-9-23(45)33(53-35(15)27)12-1-3-16(38)19(41)5-12/h1-8,10,23,25,28-34,36-49H,9,11H2/t23-,25+,28-,29+,30-,31-,32+,33+,34+,36+/m0/s1

InChI Key

JQKHCULJNVYRGT-XOLODHEFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Proanthocyanidin
Bi- and polyflavonoid skeleton
Flavonoid o-glycoside
Flavonoid-7-o-glycoside
Catechin
7-hydroxyflavonoid
4'-hydroxyflavonoid
Flavan-3-ol
3-hydroxyflavonoid
3'-hydroxyflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
Flavan
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Polyol
Oxacycle
Acetal
Ether
Organoheterocyclic compound
Primary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039099)
Cytoplasm (HMDB: HMDB0039099)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039099)

Source

Exogenous

Exogenous (HMDB: HMDB0039099)

Food

Food (HMDB: HMDB0039099)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039099)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039099)

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	0.53 g/L	ALOGPS
logP	1.4	ALOGPS
logP	0.85	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	299.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	178.65 m³·mol⁻¹	ChemAxon
Polarizability	72.94 Å³	ChemAxon
Number of Rings	7	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]+	258.223	30932474
DeepCCS	[M-H]-	256.397	30932474
DeepCCS	[M-2H]-	290.43	30932474
DeepCCS	[M+Na]+	264.335	30932474
AllCCS	[M+H]+	259.3	32859911
AllCCS	[M+H-H2O]+	258.7	32859911
AllCCS	[M+NH4]+	259.8	32859911
AllCCS	[M+Na]+	259.9	32859911
AllCCS	[M-H]-	257.9	32859911
AllCCS	[M+Na-2H]-	261.8	32859911
AllCCS	[M+HCOO]-	266.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Procyanidin B3 7-glucoside	OC[C@H]1O[C@@H](OC2=CC(O)=C3[C@H]([C@H](O)[C@H](OC3=C2)C2=CC=C(O)C(O)=C2)C2=C3O[C@@H]([C@@H](O)CC3=C(O)C=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O	7501.8	Standard polar	33892256
Procyanidin B3 7-glucoside	OC[C@H]1O[C@@H](OC2=CC(O)=C3[C@H]([C@H](O)[C@H](OC3=C2)C2=CC=C(O)C(O)=C2)C2=C3O[C@@H]([C@@H](O)CC3=C(O)C=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O	6171.7	Standard non polar	33892256
Procyanidin B3 7-glucoside	OC[C@H]1O[C@@H](OC2=CC(O)=C3[C@H]([C@H](O)[C@H](OC3=C2)C2=CC=C(O)C(O)=C2)C2=C3O[C@@H]([C@@H](O)CC3=C(O)C=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O	6960.0	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 - Procyanidin B3 7-glucoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_1_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Procyanidin B3 7-glucoside GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	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 - Procyanidin B3 7-glucoside 10V, Positive-QTOF	splash10-024l-0100290500-2d6e9ed9d216b1e393d2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 20V, Positive-QTOF	splash10-03fr-0101960100-6a39d07b9aa414aaa01d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 40V, Positive-QTOF	splash10-03di-0200910000-6e5c7cd6bec730ffbb39	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 10V, Negative-QTOF	splash10-000i-0200061900-eeb32e8b473e283100c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 20V, Negative-QTOF	splash10-0fbi-1940380300-5dba3c474a13d13a9925	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 40V, Negative-QTOF	splash10-01p9-5693740000-b25b3a13f2cb5ec34963	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 10V, Positive-QTOF	splash10-0006-0000131900-f49a8b8d7ffb44277c93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 20V, Positive-QTOF	splash10-00bc-0450493300-e01c4a453cdba2c18b51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 40V, Positive-QTOF	splash10-054o-8700093100-4ea07da1bdf98d52fec7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 10V, Negative-QTOF	splash10-0a4r-0010090500-5888aa4f89a1933975f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 20V, Negative-QTOF	splash10-0a70-2110291300-f07c15ddb703028d0b5a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin B3 7-glucoside 40V, Negative-QTOF	splash10-0aos-0210490100-bf372fab161023876b6c	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

FDB018603

KNApSAcK ID

C00009201

Chemspider ID

10270302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636071

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

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

Showing metabocard for Procyanidin B3 7-glucoside (HMDB0039099)

MOL for HMDB0039099 (Procyanidin B3 7-glucoside)

3D MOL for HMDB0039099 (Procyanidin B3 7-glucoside)

3D SDF for HMDB0039099 (Procyanidin B3 7-glucoside)

3D-SDF for HMDB0039099 (Procyanidin B3 7-glucoside)

PDB for HMDB0039099 (Procyanidin B3 7-glucoside)

3D PDB for HMDB0039099 (Procyanidin B3 7-glucoside)

SMILES for HMDB0039099 (Procyanidin B3 7-glucoside)

INCHI for HMDB0039099 (Procyanidin B3 7-glucoside)

Structure for HMDB0039099 (Procyanidin B3 7-glucoside)

3D Structure for HMDB0039099 (Procyanidin B3 7-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra