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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:17:20 UTC

Update Date

2021-09-24 03:17:20 UTC

HMDB ID

HMDB0303616

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Procyanidin A1

Description

Procyanidin a1 is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids 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 a1 is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Procyanidin a1 can be found in bilberry, which makes procyanidin a1 a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241216392D          

 42 48  0  0  0  0            999 V2000
    1.4336   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    0.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -1.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -2.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336   -2.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -2.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116   -2.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -3.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116   -3.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -3.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5747   -1.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    1.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    1.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3758    4.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2009    3.2715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404   -3.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116   -4.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  3 10  1  0  0  0  0
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 33 34  1  0  0  0  0
 33 39  1  0  0  0  0
 34 35  2  0  0  0  0
 34 40  1  0  0  0  0
M  END

HMDB0303616
     RDKit          3D
Procyanidin A1
 66 72  0  0  0  0  0  0  0  0999 V2000
   -1.8157   -5.6291   -2.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -4.4569   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5856   -3.7265   -1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -1.8925   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2382    0.1327    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0834    3.7177   -1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241216392D          

 42 48  0  0  0  0            999 V2000
    1.4336   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 29  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  2  0  0  0  0
  6 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 41  1  0  0  0  0
 15 16  2  0  0  0  0
 15 42  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 22 29  1  0  0  0  0
 23 24  1  0  0  0  0
 23 37  1  0  0  0  0
 24 25  2  0  0  0  0
 25 38  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 30  1  0  0  0  0
 28 29  1  0  0  0  0
 28 36  1  0  0  0  0
 30 31  2  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 39  1  0  0  0  0
 34 35  2  0  0  0  0
 34 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303616

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CC2=C(O)C=C3OC4(OC5=CC(O)=CC(O)=C5C(C4O)C3=C2OC1C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2

> <INCHI_KEY>
NSEWTSAADLNHNH-UHFFFAOYSA-N

> <FORMULA>
C30H24O12

> <MOLECULAR_WEIGHT>
576.5044

> <EXACT_MASS>
576.126776232

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
56.77277359515675

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
3.590532096666666

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.10475378074171

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.663185265721914

> <JCHEM_PKA_STRONGEST_BASIC>
-3.877330901014532

> <JCHEM_POLAR_SURFACE_AREA>
209.75999999999996

> <JCHEM_REFRACTIVITY>
144.1963000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
proanthocyanidin A2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303616
     RDKit          3D
Procyanidin A1
 66 72  0  0  0  0  0  0  0  0999 V2000
   -1.8157   -5.6291   -2.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -4.4569   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -4.0010   -1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156   -2.8449   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -2.4598   -1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.1069   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -2.5761   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -3.7265   -1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -1.8925   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268   -0.5573    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2382    0.1327    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4818   -0.4361    1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5219    0.2663    1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773    1.5485    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3067    2.2616    2.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300    2.1260    1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252    3.4084    2.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432    1.4031    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8109    0.1419   -0.9709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    0.8333   -1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    1.9723   -1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    2.6479   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    3.7941   -2.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    2.1333   -1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.9658   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    0.3264   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875   -0.8984    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979   -0.6134    1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345   -1.7139    1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343    0.4555   -0.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9402    1.3420    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165    0.5893    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4604   -0.6209   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5425   -1.3660    0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3103   -0.9045    1.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4105   -1.6139    1.9697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693    0.3066    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7334    0.7951    3.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8767    1.0583    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1913    1.9355   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    2.6191   -1.3918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    2.8443   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -6.4805   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265   -4.5699   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -2.9730   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6166   -4.0669   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6892   -1.4251    0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5036   -0.1864    1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1285    3.2052    3.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019    3.8087    2.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710    1.8641    1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215    2.3848   -2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5383    4.3472   -3.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981   -1.0195    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662    0.3198    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.4842    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    2.1421    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -0.9872   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -2.3069   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6815   -2.4979    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5137    0.2482    3.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543    1.9850    2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343    1.0773   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393    3.2465   -2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0834    3.7177   -1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514    3.1614   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 31 40  1  0
 40 41  1  0
 40 42  1  0
  8  2  1  0
 28 10  1  0
 39 32  1  0
 27  6  1  0
 18 11  1  0
 26 20  1  0
 42 24  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
  8 46  1  0
 12 47  1  0
 13 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 23 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 31 57  1  0
 33 58  1  0
 34 59  1  0
 36 60  1  0
 38 61  1  0
 39 62  1  0
 40 63  1  0
 41 64  1  0
 42 65  1  0
 42 66  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       2.676  -0.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.676  -1.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.008  -2.618   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.338  -1.848   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.338  -0.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.008   0.460   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.341  -2.618   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.341  -4.161   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.676  -4.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.008  -4.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.007  -4.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.328  -4.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.661  -4.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.661  -6.471   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.328  -7.242   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.007  -6.471   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.676  -6.474   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.673  -2.618   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.008   2.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.365   2.110   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.825   2.108   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.058   0.778   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.825  -0.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.365  -0.552   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.133   0.775   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.058   3.443   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.512   3.440   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.258   2.108   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.512   0.775   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.255   4.777   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.510   6.112   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.255   7.444   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.798   7.447   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.568   6.109   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.796   4.780   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.801   1.594   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.058  -1.889   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -6.673   0.778   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.568   8.782   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.108   6.107   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.995  -7.242   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -1.328  -8.782   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                                                            
CONECT   37   23                                                            
CONECT   38   25                                                            
CONECT   39   33                                                            
CONECT   40   34                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

COMPND    HMDB0303616
HETATM    1  O1  UNL     1      -1.816  -5.629  -2.717  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.560  -4.457  -1.993  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.273  -4.001  -1.831  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.016  -2.845  -1.114  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.310  -2.460  -1.003  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.022  -2.107  -0.536  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.308  -2.576  -0.707  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.586  -3.727  -1.418  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.403  -1.893  -0.155  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.127  -0.557   0.226  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.238   0.133   0.869  1.00  0.00           C  
HETATM   12  C9  UNL     1      -5.482  -0.436   1.006  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.522   0.266   1.628  1.00  0.00           C  
HETATM   14  C11 UNL     1      -6.277   1.549   2.104  1.00  0.00           C  
HETATM   15  O4  UNL     1      -7.307   2.262   2.720  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.030   2.126   1.970  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.825   3.408   2.457  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.043   1.403   1.356  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.811   0.142  -0.971  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.647   0.833  -1.182  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.537   1.972  -1.931  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.348   2.648  -2.123  1.00  0.00           C  
HETATM   23  O7  UNL     1      -0.255   3.794  -2.880  1.00  0.00           O  
HETATM   24  C17 UNL     1       0.781   2.133  -1.524  1.00  0.00           C  
HETATM   25  C18 UNL     1       0.701   0.966  -0.750  1.00  0.00           C  
HETATM   26  C19 UNL     1      -0.509   0.326  -0.584  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.687  -0.898   0.231  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.898  -0.613   1.140  1.00  0.00           C  
HETATM   29  O8  UNL     1      -2.035  -1.714   1.960  1.00  0.00           O  
HETATM   30  O9  UNL     1       1.834   0.456  -0.152  1.00  0.00           O  
HETATM   31  C22 UNL     1       2.940   1.342   0.011  1.00  0.00           C  
HETATM   32  C23 UNL     1       4.117   0.589   0.530  1.00  0.00           C  
HETATM   33  C24 UNL     1       4.460  -0.621  -0.035  1.00  0.00           C  
HETATM   34  C25 UNL     1       5.542  -1.366   0.424  1.00  0.00           C  
HETATM   35  C26 UNL     1       6.310  -0.905   1.473  1.00  0.00           C  
HETATM   36  O10 UNL     1       7.410  -1.614   1.970  1.00  0.00           O  
HETATM   37  C27 UNL     1       5.969   0.307   2.042  1.00  0.00           C  
HETATM   38  O11 UNL     1       6.733   0.795   3.107  1.00  0.00           O  
HETATM   39  C28 UNL     1       4.877   1.058   1.579  1.00  0.00           C  
HETATM   40  C29 UNL     1       3.191   1.935  -1.350  1.00  0.00           C  
HETATM   41  O12 UNL     1       4.426   2.619  -1.392  1.00  0.00           O  
HETATM   42  C30 UNL     1       2.066   2.844  -1.716  1.00  0.00           C  
HETATM   43  H1  UNL     1      -1.821  -6.480  -2.149  1.00  0.00           H  
HETATM   44  H2  UNL     1       0.526  -4.570  -2.276  1.00  0.00           H  
HETATM   45  H3  UNL     1       2.067  -2.973  -1.419  1.00  0.00           H  
HETATM   46  H4  UNL     1      -3.617  -4.067  -1.533  1.00  0.00           H  
HETATM   47  H5  UNL     1      -5.689  -1.425   0.649  1.00  0.00           H  
HETATM   48  H6  UNL     1      -7.504  -0.186   1.732  1.00  0.00           H  
HETATM   49  H7  UNL     1      -7.128   3.205   3.072  1.00  0.00           H  
HETATM   50  H8  UNL     1      -3.902   3.809   2.350  1.00  0.00           H  
HETATM   51  H9  UNL     1      -3.071   1.864   1.258  1.00  0.00           H  
HETATM   52  H10 UNL     1      -2.421   2.385  -2.403  1.00  0.00           H  
HETATM   53  H11 UNL     1       0.538   4.347  -3.068  1.00  0.00           H  
HETATM   54  H12 UNL     1       0.198  -1.020   0.876  1.00  0.00           H  
HETATM   55  H13 UNL     1      -1.766   0.320   1.692  1.00  0.00           H  
HETATM   56  H14 UNL     1      -1.473  -2.484   1.668  1.00  0.00           H  
HETATM   57  H15 UNL     1       2.620   2.142   0.692  1.00  0.00           H  
HETATM   58  H16 UNL     1       3.867  -0.987  -0.860  1.00  0.00           H  
HETATM   59  H17 UNL     1       5.810  -2.307  -0.018  1.00  0.00           H  
HETATM   60  H18 UNL     1       7.681  -2.498   1.584  1.00  0.00           H  
HETATM   61  H19 UNL     1       7.514   0.248   3.429  1.00  0.00           H  
HETATM   62  H20 UNL     1       4.654   1.985   2.052  1.00  0.00           H  
HETATM   63  H21 UNL     1       3.234   1.077  -2.069  1.00  0.00           H  
HETATM   64  H22 UNL     1       4.339   3.247  -2.161  1.00  0.00           H  
HETATM   65  H23 UNL     1       2.083   3.718  -1.048  1.00  0.00           H  
HETATM   66  H24 UNL     1       2.151   3.161  -2.791  1.00  0.00           H  
CONECT    1    2   43
CONECT    2    3    3    8
CONECT    3    4   44
CONECT    4    5    6    6
CONECT    5   45
CONECT    6    7   27
CONECT    7    8    8    9
CONECT    8   46
CONECT    9   10
CONECT   10   11   19   28
CONECT   11   12   12   18
CONECT   12   13   47
CONECT   13   14   14   48
CONECT   14   15   16
CONECT   15   49
CONECT   16   17   18   18
CONECT   17   50
CONECT   18   51
CONECT   19   20
CONECT   20   21   21   26
CONECT   21   22   52
CONECT   22   23   24   24
CONECT   23   53
CONECT   24   25   42
CONECT   25   26   26   30
CONECT   26   27
CONECT   27   28   54
CONECT   28   29   55
CONECT   29   56
CONECT   30   31
CONECT   31   32   40   57
CONECT   32   33   33   39
CONECT   33   34   58
CONECT   34   35   35   59
CONECT   35   36   37
CONECT   36   60
CONECT   37   38   39   39
CONECT   38   61
CONECT   39   62
CONECT   40   41   42   63
CONECT   41   64
CONECT   42   65   66
END

HMDB0303616
     RDKit          3D
Procyanidin A1
 66 72  0  0  0  0  0  0  0  0999 V2000
   -1.8157   -5.6291   -2.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597   -4.4569   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -4.0010   -1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156   -2.8449   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -2.4598   -1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.1069   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -2.5761   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -3.7265   -1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -1.8925   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268   -0.5573    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2382    0.1327    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4818   -0.4361    1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5219    0.2663    1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773    1.5485    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3067    2.2616    2.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300    2.1260    1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252    3.4084    2.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432    1.4031    1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8109    0.1419   -0.9709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    0.8333   -1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    1.9723   -1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    2.6479   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    3.7941   -2.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    2.1333   -1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.9658   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    0.3264   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875   -0.8984    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979   -0.6134    1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345   -1.7139    1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343    0.4555   -0.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9402    1.3420    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165    0.5893    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4604   -0.6209   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5425   -1.3660    0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3103   -0.9045    1.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4105   -1.6139    1.9697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693    0.3066    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7334    0.7951    3.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8767    1.0583    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1913    1.9355   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    2.6191   -1.3918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    2.8443   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -6.4805   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265   -4.5699   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -2.9730   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6166   -4.0669   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6892   -1.4251    0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5036   -0.1864    1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1285    3.2052    3.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019    3.8087    2.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710    1.8641    1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215    2.3848   -2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5383    4.3472   -3.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981   -1.0195    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662    0.3198    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.4842    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    2.1421    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -0.9872   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -2.3069   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6815   -2.4979    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5137    0.2482    3.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543    1.9850    2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343    1.0773   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393    3.2465   -2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0834    3.7177   -1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514    3.1614   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 31 40  1  0
 40 41  1  0
 40 42  1  0
  8  2  1  0
 28 10  1  0
 39 32  1  0
 27  6  1  0
 18 11  1  0
 26 20  1  0
 42 24  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
  8 46  1  0
 12 47  1  0
 13 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 23 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 31 57  1  0
 33 58  1  0
 34 59  1  0
 36 60  1  0
 38 61  1  0
 39 62  1  0
 40 63  1  0
 41 64  1  0
 42 65  1  0
 42 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Proanthocyanidin a2	MeSH

Chemical Formula

C₃₀H₂₄O₁₂

Average Molecular Weight

576.5044

Monoisotopic Molecular Weight

576.126776232

IUPAC Name

5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

Traditional Name

proanthocyanidin A2

CAS Registry Number

Not Available

SMILES

OC1CC2=C(O)C=C3OC4(OC5=CC(O)=CC(O)=C5C(C4O)C3=C2OC1C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2

InChI Key

NSEWTSAADLNHNH-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
Flavan-3-ol
Hydroxyflavonoid
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Pyranochromene
Chromane
1-benzopyran
Benzopyran
Catechol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Ketal
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Bilberry (FooDB: FOOD00193)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.43	ALOGPS
logP	3.59	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	209.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	144.2 m³·mol⁻¹	ChemAxon
Polarizability	56.77 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	235.697	32859911
AllCCS	[M+H-H2O]+	234.064	32859911
AllCCS	[M+Na]+	237.602	32859911
AllCCS	[M+NH4]+	237.181	32859911
AllCCS	[M-H]-	229.427	32859911
AllCCS	[M+Na-2H]-	230.798	32859911
AllCCS	[M+HCOO]-	232.465	32859911
DeepCCS	[M+H]+	227.842	30932474
DeepCCS	[M-H]-	225.947	30932474
DeepCCS	[M-2H]-	259.187	30932474
DeepCCS	[M+Na]+	233.588	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Procyanidin A1,1TMS,isomer #5	C[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	5622.5	Semi standard non polar	33892256
Procyanidin A1,1TMS,isomer #5	C[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	4842.2	Standard non polar	33892256
Procyanidin A1,1TMS,isomer #5	C[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	7596.8	Standard polar	33892256
Procyanidin A1,2TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5481.2	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4782.4	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6912.8	Standard polar	33892256
Procyanidin A1,2TMS,isomer #19	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5522.8	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #19	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4826.5	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #19	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6994.5	Standard polar	33892256
Procyanidin A1,2TMS,isomer #26	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5504.8	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #26	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4761.3	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #26	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6958.8	Standard polar	33892256
Procyanidin A1,2TMS,isomer #27	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5535.2	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #27	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4862.4	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #27	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	7030.2	Standard polar	33892256
Procyanidin A1,2TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5527.2	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4852.3	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	7088.1	Standard polar	33892256
Procyanidin A1,2TMS,isomer #29	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5532.8	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #29	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4871.1	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #29	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6970.5	Standard polar	33892256
Procyanidin A1,2TMS,isomer #30	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5502.4	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #30	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4864.9	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #30	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	7044.0	Standard polar	33892256
Procyanidin A1,2TMS,isomer #8	C[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C	5474.9	Semi standard non polar	33892256
Procyanidin A1,2TMS,isomer #8	C[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C	4795.2	Standard non polar	33892256
Procyanidin A1,2TMS,isomer #8	C[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C	7069.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5407.0	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4819.2	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6606.5	Standard polar	33892256
Procyanidin A1,3TMS,isomer #18	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5389.3	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #18	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4821.1	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #18	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6641.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #22	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5386.1	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #22	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4704.6	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #22	C[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6560.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #25	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5392.9	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #25	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4759.6	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #25	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6598.9	Standard polar	33892256
Procyanidin A1,3TMS,isomer #26	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	5412.6	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #26	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	4814.3	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #26	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	6647.4	Standard polar	33892256
Procyanidin A1,3TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5411.9	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4808.6	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #28	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6672.5	Standard polar	33892256
Procyanidin A1,3TMS,isomer #33	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5388.0	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #33	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4797.3	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #33	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6507.9	Standard polar	33892256
Procyanidin A1,3TMS,isomer #39	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5362.3	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #39	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4796.2	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #39	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6542.5	Standard polar	33892256
Procyanidin A1,3TMS,isomer #43	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5368.7	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #43	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4679.0	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #43	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6456.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #46	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5376.8	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #46	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4740.9	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #46	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6498.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #47	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5386.1	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #47	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4792.3	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #47	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6545.1	Standard polar	33892256
Procyanidin A1,3TMS,isomer #49	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5387.0	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #49	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4784.5	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #49	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6565.9	Standard polar	33892256
Procyanidin A1,3TMS,isomer #54	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5374.7	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #54	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4723.5	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #54	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6469.8	Standard polar	33892256
Procyanidin A1,3TMS,isomer #56	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5387.5	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #56	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4827.4	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #56	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6589.6	Standard polar	33892256
Procyanidin A1,3TMS,isomer #59	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5387.6	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #59	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4819.7	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #59	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6613.0	Standard polar	33892256
Procyanidin A1,3TMS,isomer #62	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5397.0	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #62	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4827.3	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #62	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6578.1	Standard polar	33892256
Procyanidin A1,3TMS,isomer #63	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5367.2	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #63	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4828.8	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #63	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6615.5	Standard polar	33892256
Procyanidin A1,3TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5392.5	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4757.0	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6539.1	Standard polar	33892256
Procyanidin A1,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5371.1	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4719.2	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6510.9	Standard polar	33892256
Procyanidin A1,3TMS,isomer #71	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5362.2	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #71	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4758.8	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #71	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6574.4	Standard polar	33892256
Procyanidin A1,3TMS,isomer #72	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5391.8	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #72	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4758.7	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #72	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6562.3	Standard polar	33892256
Procyanidin A1,3TMS,isomer #74	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5389.8	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #74	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4750.9	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #74	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6584.2	Standard polar	33892256
Procyanidin A1,3TMS,isomer #75	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5380.5	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #75	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4871.0	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #75	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6596.2	Standard polar	33892256
Procyanidin A1,3TMS,isomer #76	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5359.6	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #76	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4871.7	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #76	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6660.1	Standard polar	33892256
Procyanidin A1,3TMS,isomer #77	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5418.9	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #77	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4823.4	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #77	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6530.1	Standard polar	33892256
Procyanidin A1,3TMS,isomer #78	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5380.3	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #78	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4864.3	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #78	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6618.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #79	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5348.5	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #79	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4866.8	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #79	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6660.7	Standard polar	33892256
Procyanidin A1,3TMS,isomer #80	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5405.7	Semi standard non polar	33892256
Procyanidin A1,3TMS,isomer #80	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4831.8	Standard non polar	33892256
Procyanidin A1,3TMS,isomer #80	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6491.6	Standard polar	33892256
Procyanidin A1,4TMS,isomer #100	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)C1O[Si](C)(C)C	5192.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #100	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)C1O[Si](C)(C)C	4722.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #100	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)C1O[Si](C)(C)C	6217.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #101	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)C1O[Si](C)(C)C	5195.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #101	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)C1O[Si](C)(C)C	4717.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #101	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)C1O[Si](C)(C)C	6226.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #102	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5286.4	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #102	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4773.6	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #102	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6236.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #105	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5150.8	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #105	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4823.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #105	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6325.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #106	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5123.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #106	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4826.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #106	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6345.8	Standard polar	33892256
Procyanidin A1,4TMS,isomer #108	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5152.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #108	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4821.5	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #108	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6333.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #109	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5121.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #109	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4823.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #109	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6355.1	Standard polar	33892256
Procyanidin A1,4TMS,isomer #11	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5256.7	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #11	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4751.5	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #11	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6252.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #111	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5284.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #111	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4779.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #111	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6229.3	Standard polar	33892256
Procyanidin A1,4TMS,isomer #113	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5166.6	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #113	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4765.2	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #113	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6288.6	Standard polar	33892256
Procyanidin A1,4TMS,isomer #115	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5165.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #115	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4760.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #115	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6296.7	Standard polar	33892256
Procyanidin A1,4TMS,isomer #117	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5280.8	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #117	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4720.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #117	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6194.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5138.3	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4766.2	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6317.8	Standard polar	33892256
Procyanidin A1,4TMS,isomer #120	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5130.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #120	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4762.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #120	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6317.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #121	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5288.7	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #121	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4714.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #121	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6207.3	Standard polar	33892256
Procyanidin A1,4TMS,isomer #122	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5255.7	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #122	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4826.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #122	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6264.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #123	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5241.1	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #123	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4826.3	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #123	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6283.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #124	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5225.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #124	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4830.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #124	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6283.3	Standard polar	33892256
Procyanidin A1,4TMS,isomer #125	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5241.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #125	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4824.0	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #125	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6289.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5270.1	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4627.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #15	C[Si](C)(C)OC1=CC2=C(C3=C1CC(O[Si](C)(C)C)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(C=C(O)C=C3O[Si](C)(C)C)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6171.7	Standard polar	33892256
Procyanidin A1,4TMS,isomer #18	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5276.6	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #18	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4674.6	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #18	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6210.8	Standard polar	33892256
Procyanidin A1,4TMS,isomer #19	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	5275.6	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #19	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	4736.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #19	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	6266.6	Standard polar	33892256
Procyanidin A1,4TMS,isomer #21	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5273.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #21	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4733.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #21	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6273.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #25	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5272.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #25	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4722.2	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #25	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6270.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #29	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5276.6	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #29	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4772.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #29	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6307.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #32	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5238.4	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #32	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4830.6	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #32	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6342.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #34	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5241.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #34	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4829.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #34	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6351.6	Standard polar	33892256
Procyanidin A1,4TMS,isomer #36	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5319.7	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #36	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4781.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #36	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6242.8	Standard polar	33892256
Procyanidin A1,4TMS,isomer #40	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5256.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #40	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4726.5	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #40	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6286.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #43	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5262.1	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #43	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4775.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #43	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6324.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #44	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	5232.6	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #44	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	4831.3	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #44	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	6380.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #46	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5224.3	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #46	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4832.6	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #46	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O[Si](C)(C)C)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6371.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #49	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5281.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #49	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4664.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #49	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O[Si](C)(C)C)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6196.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5271.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4748.5	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6238.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #50	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	5272.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #50	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	4715.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #50	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O	6288.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #52	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5268.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #52	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4711.2	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #52	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6296.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #54	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5266.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #54	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4765.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #54	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6317.6	Standard polar	33892256
Procyanidin A1,4TMS,isomer #55	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5269.8	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #55	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4763.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #55	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4CC(O[Si](C)(C)C)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6324.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #56	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5324.8	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #56	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4770.3	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #56	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O[Si](C)(C)C)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6273.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #60	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5208.3	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #60	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4693.8	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #60	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6194.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #64	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5203.9	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #64	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4749.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #64	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6235.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5159.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4803.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #67	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6269.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #69	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	5159.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #69	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	4800.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #69	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)C=C1O	6276.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #71	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5275.4	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #71	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4756.6	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #71	C[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6175.5	Standard polar	33892256
Procyanidin A1,4TMS,isomer #75	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5182.8	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #75	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4694.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #75	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(C=C(O)C=C4O[Si](C)(C)C)OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6213.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #78	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	5182.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #78	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	4749.7	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #78	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3C2C1O[Si](C)(C)C	6254.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #79	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5135.7	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #79	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4801.5	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #79	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6306.7	Standard polar	33892256
Procyanidin A1,4TMS,isomer #81	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	5128.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #81	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	4802.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #81	C[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O[Si](C)(C)C)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)C3O[Si](C)(C)C)=CC=C1O	6296.9	Standard polar	33892256
Procyanidin A1,4TMS,isomer #84	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O[Si](C)(C)C)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5228.1	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #84	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O[Si](C)(C)C)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4639.2	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #84	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O[Si](C)(C)C)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6120.0	Standard polar	33892256
Procyanidin A1,4TMS,isomer #85	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	5203.4	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #85	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	4687.3	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #85	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O	6210.1	Standard polar	33892256
Procyanidin A1,4TMS,isomer #87	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	5206.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #87	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	4682.0	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #87	C[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O[Si](C)(C)C)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)=CC=C1O	6218.2	Standard polar	33892256
Procyanidin A1,4TMS,isomer #89	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5193.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #89	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4742.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #89	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6243.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #90	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	5198.5	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #90	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	4739.4	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #90	C[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C	6251.1	Standard polar	33892256
Procyanidin A1,4TMS,isomer #91	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	5290.2	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #91	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	4747.9	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #91	C[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O[Si](C)(C)C)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C)C=C1O[Si](C)(C)C	6199.3	Standard polar	33892256
Procyanidin A1,4TMS,isomer #95	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5207.0	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #95	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4727.1	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #95	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6211.4	Standard polar	33892256
Procyanidin A1,4TMS,isomer #98	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	5181.1	Semi standard non polar	33892256
Procyanidin A1,4TMS,isomer #98	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	4728.3	Standard non polar	33892256
Procyanidin A1,4TMS,isomer #98	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C	6229.6	Standard polar	33892256
Procyanidin A1,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	5837.5	Semi standard non polar	33892256
Procyanidin A1,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	5051.7	Standard non polar	33892256
Procyanidin A1,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C2C3=C(O)C=C(O)C=C3OC1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3CC(O)C(C4=CC=C(O)C(O)=C4)OC3=C12	7439.9	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	5997.6	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	5145.0	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1CC(O)C(C1=CC=C(O)C(O)=C1)O3)C1C3=C(O)C=C(O)C=C3OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	6805.7	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C(C)(C)C	6018.9	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C(C)(C)C	5183.1	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)OC1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4CC(O)C(C5=CC=C(O)C(O)=C5)OC4=C3C2C1O[Si](C)(C)C(C)(C)C	6870.0	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #26	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	6004.0	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #26	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	5120.7	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #26	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C1C3=C(C=C(O)C4=C3OC(C3=CC=C(O)C(O)=C3)C(O)C4)OC(C3=CC=C(O)C(O)=C3)(O2)C1O[Si](C)(C)C(C)(C)C	6839.0	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #27	CC(C)(C)[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	6031.5	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #27	CC(C)(C)[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	5233.0	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #27	CC(C)(C)[Si](C)(C)OC1=CC=C(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	6911.4	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #28	CC(C)(C)[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	6032.5	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #28	CC(C)(C)[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	5218.9	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #28	CC(C)(C)[Si](C)(C)OC1=CC(C23OC4=CC(O)=CC(O)=C4C(C4=C(C=C(O)C5=C4OC(C4=CC=C(O)C(O)=C4)C(O)C5)O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	6930.1	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #29	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	6033.9	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #29	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	5240.6	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #29	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)C=C1O	6871.5	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #30	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	6018.4	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #30	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	5232.7	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #30	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=C(CC2O)C(O)=CC2=C3C3C4=C(O)C=C(O)C=C4OC(C4=CC=C(O)C(O)=C4)(O2)C3O[Si](C)(C)C(C)(C)C)=CC=C1O	6900.3	Standard polar	33892256
Procyanidin A1,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C(C)(C)C	5988.5	Semi standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C(C)(C)C	5190.8	Standard non polar	33892256
Procyanidin A1,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1CC2=C(O)C=C3OC4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5C(C3=C2OC1C1=CC=C(O)C(O)=C1)C4O[Si](C)(C)C(C)(C)C	6918.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 10V, Positive-QTOF	splash10-056r-0310690000-54ea277863ce3855e4f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 20V, Positive-QTOF	splash10-056r-0600930000-0793c36e7b827dadce6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 40V, Positive-QTOF	splash10-0a4i-0900010000-eb8f4971f0158e4f45e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 10V, Negative-QTOF	splash10-004i-0110290000-ced82e7f8aa80a1b71ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 20V, Negative-QTOF	splash10-0pk9-0910470000-77ee610d048e0f3bfd15	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 40V, Negative-QTOF	splash10-0a6r-0910000000-d53675b4ba6a9383bc64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 10V, Positive-QTOF	splash10-004i-0000190000-7d43a7513fe7eacd9bfd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 20V, Positive-QTOF	splash10-004i-0010790000-b7d85276d7cdbf2e17c7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 40V, Positive-QTOF	splash10-106s-1400940000-aad66e5e431bc9143e20	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 10V, Negative-QTOF	splash10-004i-0000090000-7efdf7373015cff83c85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 20V, Negative-QTOF	splash10-004i-0100290000-bf7ff6a71ca3b04c0691	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Procyanidin A1 40V, Negative-QTOF	splash10-00di-0430930000-7c2d8b2e9bdac4943f7c	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016777

KNApSAcK ID

Not Available

Chemspider ID

4265924

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5089889

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Procyanidin A1 (HMDB0303616)

MOL for HMDB0303616 (Procyanidin A1)

3D MOL for HMDB0303616 (Procyanidin A1)

3D SDF for HMDB0303616 (Procyanidin A1)

3D-SDF for HMDB0303616 (Procyanidin A1)

PDB for HMDB0303616 (Procyanidin A1)

3D PDB for HMDB0303616 (Procyanidin A1)

SMILES for HMDB0303616 (Procyanidin A1)

INCHI for HMDB0303616 (Procyanidin A1)

Structure for HMDB0303616 (Procyanidin A1)

3D Structure for HMDB0303616 (Procyanidin A1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra