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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:23:55 UTC

Update Date

2022-03-07 02:56:22 UTC

HMDB ID

HMDB0039861

Secondary Accession Numbers

HMDB39861

Metabolite Identification

Common Name

3-O-alpha-L-Arabinopyranosylproanthocyanidin A5'

Description

3-O-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin A5' has been detected, but not quantified in, cocoa and cocoa products and cocoa beans (Theobroma cacao). This could make 3-O-alpha-L-arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin A5'.

Structure

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


  Mrv0541 02241210272D          

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 47 48  1  0  0  0  0
M  END

HMDB0039861
     RDKit          3D
3-O-alpha-L-Arabinopyranosylproanthocyanidin A5'
 83 90  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 02241210272D          

 51 58  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
HMDB0039861

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1COC(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)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H32O16/c36-14-7-21(42)26-24(8-14)50-35(13-2-4-17(38)20(41)6-13)33(49-34-30(46)29(45)23(44)11-47-34)28(26)27-25(51-35)10-18(39)15-9-22(43)31(48-32(15)27)12-1-3-16(37)19(40)5-12/h1-8,10,22-23,28-31,33-34,36-46H,9,11H2

> <INCHI_KEY>
SFVJFSIQKBXNPZ-UHFFFAOYSA-N

> <FORMULA>
C35H32O16

> <MOLECULAR_WEIGHT>
708.619

> <EXACT_MASS>
708.169034976

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
68.28211020720708

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,13-bis(3,4-dihydroxyphenyl)-21-[(3,4,5-trihydroxyoxan-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>
1.97

> <JCHEM_LOGP>
2.4500313929999997

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.104095243182647

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.662653008255559

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9471072047669624

> <JCHEM_POLAR_SURFACE_AREA>
268.67999999999995

> <JCHEM_REFRACTIVITY>
170.6471000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,13-bis(3,4-dihydroxyphenyl)-21-[(3,4,5-trihydroxyoxan-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

$$$$

HMDB0039861
     RDKit          3D
3-O-alpha-L-Arabinopyranosylproanthocyanidin A5'
 83 90  0  0  0  0  0  0  0  0999 V2000
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 49 80  1  0
 50 81  1  0
 51 82  1  0
 51 83  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  -0.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.476  -1.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.808  -2.618   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.137  -1.848   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.137  -0.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.808   0.459   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.141  -2.618   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.141  -4.161   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.476  -4.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.808  -4.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.193  -4.933   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.528  -4.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.860  -4.933   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.860  -6.471   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.528  -7.241   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.193  -6.471   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.476  -6.471   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.472  -2.618   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.808   1.999   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.565   2.110   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.025   2.110   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.257   0.778   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.025  -0.554   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.565  -0.554   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.332   0.778   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.257   3.442   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.712   3.442   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.942   2.110   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.712   0.778   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.942   4.777   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.712   6.111   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.942   7.444   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.598   7.444   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.368   6.111   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.598   4.777   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.598   1.594   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.257  -1.889   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.872   0.778   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.368   8.781   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.908   6.111   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -5.195  -7.241   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.528  -8.781   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.807   3.878   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.295   3.481   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.383   4.571   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.981   6.060   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.487   6.455   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.396   5.357   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.696   1.999   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.872   4.176   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       7.066   7.151   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                                                       
CONECT   48   43   47                                                       
CONECT   49   44                                                            
CONECT   50   45                                                            
CONECT   51   46                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  116    0
END

COMPND    HMDB0039861
HETATM    1  O1  UNL     1       1.444  -4.530   3.695  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.070  -3.467   2.895  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.636  -2.248   3.065  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.255  -1.192   2.247  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.832   0.076   2.406  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.324  -1.386   1.294  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.274  -2.640   1.109  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.109  -3.671   1.916  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.223  -2.737   0.117  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.047  -1.664  -0.295  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.448  -2.073  -0.119  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.110  -1.921   1.070  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.451  -2.324   1.211  1.00  0.00           C  
HETATM   14  C11 UNL     1      -6.129  -2.873   0.154  1.00  0.00           C  
HETATM   15  O4  UNL     1      -7.459  -3.291   0.244  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.466  -3.031  -1.057  1.00  0.00           C  
HETATM   17  O5  UNL     1      -6.174  -3.593  -2.119  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.146  -2.625  -1.157  1.00  0.00           C  
HETATM   19  O6  UNL     1      -1.790  -1.523  -1.711  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.453  -1.167  -1.997  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.037  -1.425  -3.285  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.252  -1.121  -3.674  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.640  -1.396  -4.970  1.00  0.00           O  
HETATM   24  C17 UNL     1       2.085  -0.554  -2.730  1.00  0.00           C  
HETATM   25  C18 UNL     1       1.654  -0.298  -1.433  1.00  0.00           C  
HETATM   26  C19 UNL     1       0.358  -0.603  -1.027  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.126  -0.328   0.362  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.664  -0.341   0.299  1.00  0.00           C  
HETATM   29  O8  UNL     1      -2.022   0.709  -0.513  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.895   1.632   0.134  1.00  0.00           C  
HETATM   31  O9  UNL     1      -4.046   1.572  -0.607  1.00  0.00           O  
HETATM   32  C23 UNL     1      -4.515   2.819  -1.004  1.00  0.00           C  
HETATM   33  C24 UNL     1      -4.532   3.824   0.098  1.00  0.00           C  
HETATM   34  O10 UNL     1      -5.117   4.999  -0.424  1.00  0.00           O  
HETATM   35  C25 UNL     1      -3.114   4.148   0.480  1.00  0.00           C  
HETATM   36  O11 UNL     1      -3.091   4.491   1.855  1.00  0.00           O  
HETATM   37  C26 UNL     1      -2.249   2.964   0.238  1.00  0.00           C  
HETATM   38  O12 UNL     1      -1.413   3.266  -0.854  1.00  0.00           O  
HETATM   39  O13 UNL     1       2.540   0.278  -0.514  1.00  0.00           O  
HETATM   40  C27 UNL     1       3.671   0.941  -1.046  1.00  0.00           C  
HETATM   41  C28 UNL     1       4.643   1.229   0.028  1.00  0.00           C  
HETATM   42  C29 UNL     1       5.234   2.464   0.129  1.00  0.00           C  
HETATM   43  C30 UNL     1       6.152   2.751   1.119  1.00  0.00           C  
HETATM   44  C31 UNL     1       6.517   1.792   2.067  1.00  0.00           C  
HETATM   45  O14 UNL     1       7.433   2.135   3.037  1.00  0.00           O  
HETATM   46  C32 UNL     1       5.928   0.558   1.966  1.00  0.00           C  
HETATM   47  O15 UNL     1       6.261  -0.424   2.870  1.00  0.00           O  
HETATM   48  C33 UNL     1       4.997   0.277   0.961  1.00  0.00           C  
HETATM   49  C34 UNL     1       4.333  -0.094  -1.956  1.00  0.00           C  
HETATM   50  O16 UNL     1       5.640   0.272  -2.234  1.00  0.00           O  
HETATM   51  C35 UNL     1       3.477  -0.236  -3.171  1.00  0.00           C  
HETATM   52  H1  UNL     1       2.227  -5.142   3.418  1.00  0.00           H  
HETATM   53  H2  UNL     1       2.383  -2.022   3.823  1.00  0.00           H  
HETATM   54  H3  UNL     1       2.533   0.237   3.121  1.00  0.00           H  
HETATM   55  H4  UNL     1      -0.351  -4.656   1.789  1.00  0.00           H  
HETATM   56  H5  UNL     1      -3.595  -1.503   1.913  1.00  0.00           H  
HETATM   57  H6  UNL     1      -5.940  -2.195   2.172  1.00  0.00           H  
HETATM   58  H7  UNL     1      -7.942  -3.685  -0.541  1.00  0.00           H  
HETATM   59  H8  UNL     1      -5.669  -3.697  -2.995  1.00  0.00           H  
HETATM   60  H9  UNL     1      -3.672  -2.777  -2.124  1.00  0.00           H  
HETATM   61  H10 UNL     1      -0.715  -1.872  -4.025  1.00  0.00           H  
HETATM   62  H11 UNL     1       2.556  -1.194  -5.336  1.00  0.00           H  
HETATM   63  H12 UNL     1       0.252   0.640   0.669  1.00  0.00           H  
HETATM   64  H13 UNL     1      -2.108  -0.294   1.314  1.00  0.00           H  
HETATM   65  H14 UNL     1      -3.037   1.190   1.155  1.00  0.00           H  
HETATM   66  H15 UNL     1      -5.493   2.720  -1.517  1.00  0.00           H  
HETATM   67  H16 UNL     1      -3.811   3.172  -1.781  1.00  0.00           H  
HETATM   68  H17 UNL     1      -5.132   3.524   0.971  1.00  0.00           H  
HETATM   69  H18 UNL     1      -4.391   5.565  -0.811  1.00  0.00           H  
HETATM   70  H19 UNL     1      -2.797   5.036  -0.126  1.00  0.00           H  
HETATM   71  H20 UNL     1      -3.841   4.039   2.317  1.00  0.00           H  
HETATM   72  H21 UNL     1      -1.529   2.930   1.130  1.00  0.00           H  
HETATM   73  H22 UNL     1      -0.498   3.425  -0.596  1.00  0.00           H  
HETATM   74  H23 UNL     1       3.391   1.860  -1.601  1.00  0.00           H  
HETATM   75  H24 UNL     1       4.949   3.206  -0.626  1.00  0.00           H  
HETATM   76  H25 UNL     1       6.623   3.719   1.198  1.00  0.00           H  
HETATM   77  H26 UNL     1       7.768   1.536   3.760  1.00  0.00           H  
HETATM   78  H27 UNL     1       6.928  -0.281   3.600  1.00  0.00           H  
HETATM   79  H28 UNL     1       4.551  -0.696   0.914  1.00  0.00           H  
HETATM   80  H29 UNL     1       4.312  -1.062  -1.406  1.00  0.00           H  
HETATM   81  H30 UNL     1       6.214   0.193  -1.415  1.00  0.00           H  
HETATM   82  H31 UNL     1       3.505   0.729  -3.727  1.00  0.00           H  
HETATM   83  H32 UNL     1       3.836  -1.071  -3.806  1.00  0.00           H  
CONECT    1    2   52
CONECT    2    3    3    8
CONECT    3    4   53
CONECT    4    5    6    6
CONECT    5   54
CONECT    6    7   27
CONECT    7    8    8    9
CONECT    8   55
CONECT    9   10
CONECT   10   11   19   28
CONECT   11   12   12   18
CONECT   12   13   56
CONECT   13   14   14   57
CONECT   14   15   16
CONECT   15   58
CONECT   16   17   18   18
CONECT   17   59
CONECT   18   60
CONECT   19   20
CONECT   20   21   21   26
CONECT   21   22   61
CONECT   22   23   24   24
CONECT   23   62
CONECT   24   25   51
CONECT   25   26   26   39
CONECT   26   27
CONECT   27   28   63
CONECT   28   29   64
CONECT   29   30
CONECT   30   31   37   65
CONECT   31   32
CONECT   32   33   66   67
CONECT   33   34   35   68
CONECT   34   69
CONECT   35   36   37   70
CONECT   36   71
CONECT   37   38   72
CONECT   38   73
CONECT   39   40
CONECT   40   41   49   74
CONECT   41   42   42   48
CONECT   42   43   75
CONECT   43   44   44   76
CONECT   44   45   46
CONECT   45   77
CONECT   46   47   48   48
CONECT   47   78
CONECT   48   79
CONECT   49   50   51   80
CONECT   50   81
CONECT   51   82   83
END

HMDB0039861
     RDKit          3D
3-O-alpha-L-Arabinopyranosylproanthocyanidin A5'
 83 90  0  0  0  0  0  0  0  0999 V2000
    1.4435   -4.5296    3.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -3.4666    2.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6364   -2.2483    3.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548   -1.1920    2.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    0.0764    2.4065 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -1.3865    1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2740   -2.6400    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -3.6712    1.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226   -2.7369    0.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -1.6638   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -2.0727   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099   -1.9210    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4512   -2.3241    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -2.8733    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4590   -3.2906    0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4657   -3.0310   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1740   -3.5927   -2.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1461   -2.6254   -1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7897   -1.5231   -1.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534   -1.1666   -1.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0367   -1.4250   -3.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -1.1207   -3.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6397   -1.3960   -4.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -0.5541   -2.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540   -0.2981   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -0.6028   -1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256   -0.3277    0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6639   -0.3412    0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0217    0.7086   -0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947    1.6317    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    1.5720   -0.6067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5152    2.8190   -1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5322    3.8241    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170    4.9995   -0.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1140    4.1484    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0910    4.4914    1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2489    2.9642    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132    3.2655   -0.8535 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    0.2785   -0.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707    0.9407   -1.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6434    1.2293    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2340    2.4642    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1520    2.7507    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    1.7922    2.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4330    2.1352    3.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    0.5583    1.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2610   -0.4238    2.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9966    0.2773    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -0.0941   -1.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6403    0.2722   -2.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771   -0.2363   -3.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269   -5.1415    3.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -2.0225    3.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335    0.2375    3.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3509   -4.6565    1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5948   -1.5025    1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401   -2.1946    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9422   -3.6849   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6689   -3.6974   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6723   -2.7769   -2.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.8719   -4.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5563   -1.1943   -5.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515    0.6403    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082   -0.2935    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    1.1897    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932    2.7201   -1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    3.1720   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1323    3.5241    0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910    5.5652   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7972    5.0362   -0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411    4.0390    2.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5291    2.9300    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4984    3.4252   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.8604   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    3.2065   -0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    3.7186    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7677    1.5358    3.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9278   -0.2806    3.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510   -0.6955    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122   -1.0624   -1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2138    0.1928   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    0.7292   -3.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359   -1.0714   -3.8055 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-a-L-Arabinopyranosylproanthocyanidin a5'	Generator
3-O-Α-L-arabinopyranosylproanthocyanidin a5'	Generator

Chemical Formula

C₃₅H₃₂O₁₆

Average Molecular Weight

708.619

Monoisotopic Molecular Weight

708.169034976

IUPAC Name

5,13-bis(3,4-dihydroxyphenyl)-21-[(3,4,5-trihydroxyoxan-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-trihydroxyoxan-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

OC1COC(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)C1O

InChI Identifier

InChI=1S/C35H32O16/c36-14-7-21(42)26-24(8-14)50-35(13-2-4-17(38)20(41)6-13)33(49-34-30(46)29(45)23(44)11-47-34)28(26)27-25(51-35)10-18(39)15-9-22(43)31(48-32(15)27)12-1-3-16(37)19(40)5-12/h1-8,10,22-23,28-31,33-34,36-46H,9,11H2

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0039861)

Food

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	1.97	ALOGPS
logP	2.45	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	268.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	170.65 m³·mol⁻¹	ChemAxon
Polarizability	68.28 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]+	254.469	31661259
DarkChem	[M-H]-	241.687	31661259
DeepCCS	[M-2H]-	280.746	30932474
DeepCCS	[M+Na]+	254.9	30932474
AllCCS	[M+H]+	254.4	32859911
AllCCS	[M+H-H2O]+	253.6	32859911
AllCCS	[M+NH4]+	255.1	32859911
AllCCS	[M+Na]+	255.3	32859911
AllCCS	[M-H]-	254.0	32859911
AllCCS	[M+Na-2H]-	257.1	32859911
AllCCS	[M+HCOO]-	260.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.38 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1394 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	213.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1518.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	163.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	117.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	149.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	86.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	434.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	392.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	811.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	664.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	358.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1205.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	394.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	554.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	448.3 seconds	40023050

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-alpha-L-Arabinopyranosylproanthocyanidin A5' GC-MS (Non-derivatized) - 70eV, Positive	splash10-055f-7500029000-c543b4ce005009ad4111	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin 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-alpha-L-Arabinopyranosylproanthocyanidin A5' GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' GC-MS (TMS_2_13) - 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-alpha-L-Arabinopyranosylproanthocyanidin A5' 10V, Positive-QTOF	splash10-0a6r-0200193200-74b44aea61cf7c09fefc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 20V, Positive-QTOF	splash10-056r-0300591000-5a1ed6fbefbcd473e45d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 40V, Positive-QTOF	splash10-0a4i-1911611000-97ae460b0ad9fdaca0cb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 10V, Negative-QTOF	splash10-0a4i-1410094800-e923afd15034bca492cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 20V, Negative-QTOF	splash10-0ke9-0900182000-4a2e179235dd17764b70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 40V, Negative-QTOF	splash10-0a4l-6951520000-a9a85ff192f9fcaf0a9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 10V, Negative-QTOF	splash10-0670-1200009300-729130cf63a523f69504	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 20V, Negative-QTOF	splash10-0a6r-9300075400-373082dfcafad9e0b320	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 40V, Negative-QTOF	splash10-0a6u-8300193000-ab7d7899966a6e0c79f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 10V, Positive-QTOF	splash10-0a4i-0000091300-43db9fb3f083500faea4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 20V, Positive-QTOF	splash10-0ar0-1100395300-f88aa28722f8625a81b4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-L-Arabinopyranosylproanthocyanidin A5' 40V, Positive-QTOF	splash10-00kb-5300339100-b429d160b61e7de27833	2021-09-24	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

186

FooDB ID

FDB019521

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

14841174

PDB ID

Not Available

ChEBI ID

143044

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-alpha-L-Arabinopyranosylproanthocyanidin A5' (HMDB0039861)

MOL for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

3D MOL for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

3D SDF for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

3D-SDF for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

PDB for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

3D PDB for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

SMILES for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

INCHI for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

Structure for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

3D Structure for HMDB0039861 (3-O-alpha-L-Arabinopyranosylproanthocyanidin A5')

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra