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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:23:59 UTC

Update Date

2022-03-07 02:56:22 UTC

HMDB ID

HMDB0039862

Secondary Accession Numbers

HMDB39862

Metabolite Identification

Common Name

3-O-beta-D-Galactopyranosylproanthocyanidin A5'

Description

3-O-beta-D-Galactopyranosylproanthocyanidin A5' 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''. 3-O-beta-D-Galactopyranosylproanthocyanidin A5' has been detected, but not quantified in, cocoa and cocoa products and cocoa beans (Theobroma cacao). This could make 3-O-beta-D-galactopyranosylproanthocyanidin a5' a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-O-beta-D-Galactopyranosylproanthocyanidin A5'.

Structure

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

  Mrv0541 02241209532D          

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M  END

HMDB0039862
     RDKit          3D
3-O-beta-D-Galactopyranosylproanthocyanidin A5'
 87 94  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv0541 02241209532D          

 53 60  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
HMDB0039862

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2C3C4=C(O)C=C(O)C=C4OC2(OC2=CC(O)=C4CC(O)C(OC4=C32)C2=CC=C(O)C(O)=C2)C2=CC=C(O)C(O)=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H34O17/c37-11-25-29(46)30(47)31(48)35(49-25)51-34-28-26-21(44)7-14(38)8-23(26)52-36(34,13-2-4-17(40)20(43)6-13)53-24-10-18(41)15-9-22(45)32(50-33(15)27(24)28)12-1-3-16(39)19(42)5-12/h1-8,10,22,25,28-32,34-35,37-48H,9,11H2

> <INCHI_KEY>
JUIIUJBWZYKSEP-UHFFFAOYSA-N

> <FORMULA>
C36H34O17

> <MOLECULAR_WEIGHT>
738.645

> <EXACT_MASS>
738.179599662

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
71.05232007329279

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,13-bis(3,4-dihydroxyphenyl)-21-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19-tetrol

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.819696451

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.104094746178864

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.662652725538374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.947737823953653

> <JCHEM_POLAR_SURFACE_AREA>
288.90999999999997

> <JCHEM_REFRACTIVITY>
176.6096000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,13-bis(3,4-dihydroxyphenyl)-21-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039862
     RDKit          3D
3-O-beta-D-Galactopyranosylproanthocyanidin A5'
 87 94  0  0  0  0  0  0  0  0999 V2000
   -6.6012    1.8194    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761    0.9595    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3719    1.7503    1.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986    1.0896    1.9223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    1.0751    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199    0.1666    1.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.8128    0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410   -0.5930   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.2836   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8108   -0.7043   -2.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    0.5897   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -1.4771   -3.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -2.7583   -3.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -3.4477   -5.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1775   -3.2889   -2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339   -2.5701   -1.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5589   -3.0539   -0.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6747   -2.7442    1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1069   -3.7580    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4080   -4.2092    1.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -4.2806    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -5.2961   -0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991   -3.7486    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -2.4376    1.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2610   -2.3430    2.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1422   -2.9442    3.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -1.4245    1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473   -0.8828    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055   -1.1986    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.0433   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.9870    0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4061    2.0417   -0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    3.3507   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    4.4277   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8102    4.2935   -2.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0021    5.3476   -3.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.9999   -2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    2.7175   -4.3112 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364    1.9009   -2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.2663    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3647    0.2981   -0.2206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -1.1165    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318    2.5043    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9579    2.6837   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5939    0.9737   -3.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -1.0110   -4.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5655   -4.3067   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7058    0.8258    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588   -0.0164    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6549   -1.3123    2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5021    4.7413    2.0299 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 18 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 33 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
 18  7  1  0
 26 19  1  0
 34 28  1  0
 44 37  1  0
 34  8  1  0
 16  9  1  0
 47 32  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  0
  5 58  1  0
  7 59  1  0
  8 60  1  0
 11 61  1  0
 12 62  1  0
 14 63  1  0
 15 64  1  0
 20 65  1  0
 21 66  1  0
 23 67  1  0
 25 68  1  0
 26 69  1  0
 29 70  1  0
 31 71  1  0
 36 72  1  0
 38 73  1  0
 39 74  1  0
 41 75  1  0
 43 76  1  0
 44 77  1  0
 45 78  1  0
 46 79  1  0
 47 80  1  0
 47 81  1  0
 48 82  1  0
 49 83  1  0
 50 84  1  0
 51 85  1  0
 52 86  1  0
 53 87  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  C   UNK     0       1.476  -0.435   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.476  -1.975   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.808  -2.745   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.137  -1.975   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.137  -0.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.808   0.332   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.141  -2.745   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.141  -4.288   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.476  -5.060   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.808  -4.288   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.193  -5.060   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.528  -4.288   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.860  -5.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.860  -6.598   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.528  -7.368   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.193  -6.598   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.476  -6.598   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.472  -2.745   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.808   1.872   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.565   1.983   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.025   1.983   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.257   0.651   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.025  -0.681   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.565  -0.681   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.332   0.651   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.257   3.315   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.712   3.315   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.942   1.983   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.712   0.651   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.942   4.650   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.712   5.984   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.942   7.317   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.598   7.317   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.368   5.984   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.598   4.650   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.598   1.467   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.257  -2.016   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.872   0.651   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.368   8.654   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.908   5.984   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -5.195  -7.368   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.528  -8.908   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.807   3.751   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.295   3.353   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.383   4.444   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.981   5.933   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.487   6.328   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.396   5.230   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.696   1.872   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.872   4.049   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       7.066   7.024   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       4.084   7.814   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       5.169   8.908   0.000  0.00  0.00           O+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5   19                                                  
CONECT    7    2    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   17                                                  
CONECT   10    3    9                                                       
CONECT   11    8   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   41                                                  
CONECT   15   14   16   42                                                  
CONECT   16   11   15                                                       
CONECT   17    9                                                            
CONECT   18    4                                                            
CONECT   19    6   27                                                       
CONECT   20   21   25                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   37                                                  
CONECT   24   23   25                                                       
CONECT   25   20   24   38                                                  
CONECT   26   21   27                                                       
CONECT   27   19   26   28   30                                             
CONECT   28   27   29   36                                                  
CONECT   29    1   22   28                                                  
CONECT   30   27   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   40                                                  
CONECT   35   30   34                                                       
CONECT   36   28   43                                                       
CONECT   37   23                                                            
CONECT   38   25                                                            
CONECT   39   33                                                            
CONECT   40   34                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   36   44   48                                                  
CONECT   44   43   45   49                                                  
CONECT   45   44   46   50                                                  
CONECT   46   45   47   51                                                  
CONECT   47   46   48   52                                                  
CONECT   48   43   47                                                       
CONECT   49   44                                                            
CONECT   50   45                                                            
CONECT   51   46                                                            
CONECT   52   47   53                                                       
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  120    0
END

COMPND    HMDB0039862
HETATM    1  O1  UNL     1      -6.601   1.819   1.095  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.476   0.960   1.104  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.372   1.750   1.788  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.199   1.090   1.922  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.320   1.075   0.870  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.320   0.167   1.172  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.115  -0.813   0.265  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.341  -0.593  -0.219  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.360  -1.284  -1.531  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.811  -0.704  -2.705  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.298   0.590  -2.693  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.741  -1.477  -3.863  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.255  -2.758  -3.875  1.00  0.00           C  
HETATM   14  O5  UNL     1       0.229  -3.448  -5.073  1.00  0.00           O  
HETATM   15  C10 UNL     1      -0.178  -3.289  -2.690  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.134  -2.570  -1.519  1.00  0.00           C  
HETATM   17  O6  UNL     1      -0.559  -3.054  -0.310  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.172  -2.244   0.715  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.545  -2.759   0.882  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.414  -2.250   1.849  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.675  -2.744   1.937  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.107  -3.758   1.071  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.408  -4.209   1.222  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.280  -4.281   0.118  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.696  -5.296  -0.750  1.00  0.00           O  
HETATM   26  C18 UNL     1      -2.999  -3.749   0.056  1.00  0.00           C  
HETATM   27  O9  UNL     1      -0.361  -2.438   1.843  1.00  0.00           O  
HETATM   28  C19 UNL     1       0.984  -2.111   1.711  1.00  0.00           C  
HETATM   29  C20 UNL     1       1.912  -2.679   2.545  1.00  0.00           C  
HETATM   30  C21 UNL     1       3.261  -2.343   2.407  1.00  0.00           C  
HETATM   31  O10 UNL     1       4.142  -2.944   3.266  1.00  0.00           O  
HETATM   32  C22 UNL     1       3.616  -1.425   1.409  1.00  0.00           C  
HETATM   33  C23 UNL     1       2.647  -0.883   0.603  1.00  0.00           C  
HETATM   34  C24 UNL     1       1.306  -1.199   0.709  1.00  0.00           C  
HETATM   35  O11 UNL     1       3.155   0.043  -0.335  1.00  0.00           O  
HETATM   36  C25 UNL     1       4.122   0.987   0.184  1.00  0.00           C  
HETATM   37  C26 UNL     1       4.406   2.042  -0.777  1.00  0.00           C  
HETATM   38  C27 UNL     1       4.485   3.351  -0.284  1.00  0.00           C  
HETATM   39  C28 UNL     1       4.678   4.428  -1.083  1.00  0.00           C  
HETATM   40  C29 UNL     1       4.810   4.293  -2.468  1.00  0.00           C  
HETATM   41  O12 UNL     1       5.002   5.348  -3.318  1.00  0.00           O  
HETATM   42  C30 UNL     1       4.736   3.000  -2.963  1.00  0.00           C  
HETATM   43  O13 UNL     1       4.853   2.718  -4.311  1.00  0.00           O  
HETATM   44  C31 UNL     1       4.536   1.901  -2.108  1.00  0.00           C  
HETATM   45  C32 UNL     1       5.303   0.266   0.706  1.00  0.00           C  
HETATM   46  O14 UNL     1       6.365   0.298  -0.221  1.00  0.00           O  
HETATM   47  C33 UNL     1       5.033  -1.117   1.194  1.00  0.00           C  
HETATM   48  C34 UNL     1      -1.832   2.504   0.719  1.00  0.00           C  
HETATM   49  O15 UNL     1      -0.958   2.684  -0.349  1.00  0.00           O  
HETATM   50  C35 UNL     1      -3.077   3.306   0.297  1.00  0.00           C  
HETATM   51  O16 UNL     1      -2.674   4.636   0.302  1.00  0.00           O  
HETATM   52  C36 UNL     1      -4.207   3.126   1.239  1.00  0.00           C  
HETATM   53  O17 UNL     1      -4.236   4.109   2.257  1.00  0.00           O  
HETATM   54  H1  UNL     1      -6.542   2.462   1.843  1.00  0.00           H  
HETATM   55  H2  UNL     1      -5.260   0.766   0.035  1.00  0.00           H  
HETATM   56  H3  UNL     1      -5.719   0.082   1.701  1.00  0.00           H  
HETATM   57  H4  UNL     1      -4.758   1.897   2.850  1.00  0.00           H  
HETATM   58  H5  UNL     1      -2.858   0.823  -0.061  1.00  0.00           H  
HETATM   59  H6  UNL     1      -1.789  -0.762  -0.626  1.00  0.00           H  
HETATM   60  H7  UNL     1       0.597   0.469  -0.288  1.00  0.00           H  
HETATM   61  H8  UNL     1       1.594   0.974  -3.578  1.00  0.00           H  
HETATM   62  H9  UNL     1       1.096  -1.011  -4.776  1.00  0.00           H  
HETATM   63  H10 UNL     1      -0.145  -4.405  -5.074  1.00  0.00           H  
HETATM   64  H11 UNL     1      -0.566  -4.307  -2.651  1.00  0.00           H  
HETATM   65  H12 UNL     1      -3.010  -1.482   2.491  1.00  0.00           H  
HETATM   66  H13 UNL     1      -5.348  -2.337   2.686  1.00  0.00           H  
HETATM   67  H14 UNL     1      -6.734  -4.944   0.592  1.00  0.00           H  
HETATM   68  H15 UNL     1      -4.082  -5.690  -1.447  1.00  0.00           H  
HETATM   69  H16 UNL     1      -2.360  -4.196  -0.726  1.00  0.00           H  
HETATM   70  H17 UNL     1       1.602  -3.385   3.319  1.00  0.00           H  
HETATM   71  H18 UNL     1       5.134  -2.814   3.249  1.00  0.00           H  
HETATM   72  H19 UNL     1       3.586   1.476   1.077  1.00  0.00           H  
HETATM   73  H20 UNL     1       4.388   3.492   0.794  1.00  0.00           H  
HETATM   74  H21 UNL     1       4.738   5.461  -0.735  1.00  0.00           H  
HETATM   75  H22 UNL     1       5.038   6.305  -2.972  1.00  0.00           H  
HETATM   76  H23 UNL     1       5.005   3.417  -5.012  1.00  0.00           H  
HETATM   77  H24 UNL     1       4.484   0.895  -2.547  1.00  0.00           H  
HETATM   78  H25 UNL     1       5.706   0.826   1.623  1.00  0.00           H  
HETATM   79  H26 UNL     1       7.159  -0.016   0.249  1.00  0.00           H  
HETATM   80  H27 UNL     1       5.419  -1.835   0.377  1.00  0.00           H  
HETATM   81  H28 UNL     1       5.655  -1.312   2.114  1.00  0.00           H  
HETATM   82  H29 UNL     1      -1.505   2.935   1.663  1.00  0.00           H  
HETATM   83  H30 UNL     1      -1.078   2.003  -1.033  1.00  0.00           H  
HETATM   84  H31 UNL     1      -3.295   3.000  -0.744  1.00  0.00           H  
HETATM   85  H32 UNL     1      -2.969   5.048  -0.564  1.00  0.00           H  
HETATM   86  H33 UNL     1      -5.154   3.351   0.655  1.00  0.00           H  
HETATM   87  H34 UNL     1      -3.502   4.741   2.030  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   18   59
CONECT    8    9   34   60
CONECT    9   10   10   16
CONECT   10   11   12
CONECT   11   61
CONECT   12   13   13   62
CONECT   13   14   15
CONECT   14   63
CONECT   15   16   16   64
CONECT   16   17
CONECT   17   18
CONECT   18   19   27
CONECT   19   20   20   26
CONECT   20   21   65
CONECT   21   22   22   66
CONECT   22   23   24
CONECT   23   67
CONECT   24   25   26   26
CONECT   25   68
CONECT   26   69
CONECT   27   28
CONECT   28   29   29   34
CONECT   29   30   70
CONECT   30   31   32   32
CONECT   31   71
CONECT   32   33   47
CONECT   33   34   34   35
CONECT   35   36
CONECT   36   37   45   72
CONECT   37   38   38   44
CONECT   38   39   73
CONECT   39   40   40   74
CONECT   40   41   42
CONECT   41   75
CONECT   42   43   44   44
CONECT   43   76
CONECT   44   77
CONECT   45   46   47   78
CONECT   46   79
CONECT   47   80   81
CONECT   48   49   50   82
CONECT   49   83
CONECT   50   51   52   84
CONECT   51   85
CONECT   52   53   86
CONECT   53   87
END

HMDB0039862
     RDKit          3D
3-O-beta-D-Galactopyranosylproanthocyanidin A5'
 87 94  0  0  0  0  0  0  0  0999 V2000
   -6.6012    1.8194    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761    0.9595    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3719    1.7503    1.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986    1.0896    1.9223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    1.0751    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199    0.1666    1.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.8128    0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410   -0.5930   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.2836   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8108   -0.7043   -2.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    0.5897   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -1.4771   -3.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -2.7583   -3.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -3.4477   -5.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1775   -3.2889   -2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339   -2.5701   -1.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5589   -3.0539   -0.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718   -2.2435    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5449   -2.7588    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4136   -2.2495    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747   -2.7442    1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1069   -3.7580    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4080   -4.2092    1.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -4.2806    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -5.2961   -0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991   -3.7486    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -2.4376    1.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9116   -2.6787    2.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2610   -2.3430    2.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1422   -2.9442    3.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -1.4245    1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473   -0.8828    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055   -1.1986    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    0.0433   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.9870    0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4061    2.0417   -0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    3.3507   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    4.4277   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8102    4.2935   -2.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0021    5.3476   -3.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.9999   -2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    2.7175   -4.3112 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364    1.9009   -2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.2663    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3647    0.2981   -0.2206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -1.1165    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318    2.5043    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9579    2.6837   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0767    3.3061    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740    4.6362    0.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074    3.1260    1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359    4.1091    2.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5420    2.4619    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5939    0.9737   -3.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -1.0110   -4.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5655   -4.3067   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1341   -2.8145    3.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.4758    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    3.4923    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7379    5.4608   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383    6.3048   -2.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050    3.4174   -5.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    0.8954   -2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7058    0.8258    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588   -0.0164    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194   -1.8354    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549   -1.3123    2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5055    2.9352    1.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5021    4.7413    2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-O-b-D-Galactopyranosylproanthocyanidin a5'	Generator
3-O-Β-D-galactopyranosylproanthocyanidin a5'	Generator

Chemical Formula

C₃₆H₃₄O₁₇

Average Molecular Weight

738.645

Monoisotopic Molecular Weight

738.179599662

IUPAC Name

5,13-bis(3,4-dihydroxyphenyl)-21-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19-tetrol

Traditional Name

5,13-bis(3,4-dihydroxyphenyl)-21-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19-tetrol

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2C3C4=C(O)C=C(O)C=C4OC2(OC2=CC(O)=C4CC(O)C(OC4=C32)C2=CC=C(O)C(O)=C2)C2=CC=C(O)C(O)=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C36H34O17/c37-11-25-29(46)30(47)31(48)35(49-25)51-34-28-26-21(44)7-14(38)8-23(26)52-36(34,13-2-4-17(40)20(43)6-13)53-24-10-18(41)15-9-22(45)32(50-33(15)27(24)28)12-1-3-16(39)19(42)5-12/h1-8,10,22,25,28-32,34-35,37-48H,9,11H2

InChI Key

JUIIUJBWZYKSEP-UHFFFAOYSA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039862)
Cytoplasm (HMDB: HMDB0039862)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039862)

Source

Exogenous

Exogenous (HMDB: HMDB0039862)

Food

Food (HMDB: HMDB0039862)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Endogenous

Plant

Plant (HMDB: HMDB0039862)
Theobroma cacao (HMDB: HMDB0039862)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039862)

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	0.72 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	288.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	176.61 m³·mol⁻¹	ChemAxon
Polarizability	71.05 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	265.851	31661259
DarkChem	[M-H]-	250.672	31661259
DeepCCS	[M-2H]-	284.637	30932474
DeepCCS	[M+Na]+	258.618	30932474
AllCCS	[M+H]+	257.9	32859911
AllCCS	[M+H-H2O]+	257.2	32859911
AllCCS	[M+NH4]+	258.4	32859911
AllCCS	[M+Na]+	258.5	32859911
AllCCS	[M-H]-	258.3	32859911
AllCCS	[M+Na-2H]-	261.8	32859911
AllCCS	[M+HCOO]-	265.8	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kmi-7900012700-f44727241d7e13baa403	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 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 - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 10V, Positive-QTOF	splash10-05dr-0200190600-97706664d5aeea34bf2c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 20V, Positive-QTOF	splash10-056r-0300590100-60d6fcf00696e0cd0675	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 40V, Positive-QTOF	splash10-0a4i-1912820100-f1a3b8bc2fd3ce81fbb6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 10V, Negative-QTOF	splash10-002r-1310061900-3c9fef71e9696d7e9849	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 20V, Negative-QTOF	splash10-004i-1800191200-389652470c629f0c6f66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 40V, Negative-QTOF	splash10-0a6u-6961540000-20666cf2d2b17312d439	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 10V, Positive-QTOF	splash10-0a70-0000090500-1cb03dcde7b8e53ce4ff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 20V, Positive-QTOF	splash10-004r-0300138900-fa4330e94f076d7adbcb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 40V, Positive-QTOF	splash10-0570-8400249100-27e54ad5a9cb8268e401	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 10V, Negative-QTOF	splash10-000i-0000000900-22b79d63ee65107e7762	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 20V, Negative-QTOF	splash10-000i-1200142900-87dae263d40ffcc78c30	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-beta-D-Galactopyranosylproanthocyanidin A5' 40V, Negative-QTOF	splash10-0a6r-2300490000-3d0778520dc02bc1979a	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

FDB019520

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14841172

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 3-O-beta-D-Galactopyranosylproanthocyanidin A5' (HMDB0039862)

MOL for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

3D MOL for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

3D SDF for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

3D-SDF for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

PDB for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

3D PDB for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

SMILES for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

INCHI for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

Structure for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

3D Structure for HMDB0039862 (3-O-beta-D-Galactopyranosylproanthocyanidin A5')

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra