NP-MRD: Showing NP-Card for Procyanidin B1 8-C-glucoside (NP0336107)

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Record Information

Version

2.0

Created at

2024-09-11 04:46:29 UTC

Updated at

2024-09-11 04:46:30 UTC

NP-MRD ID

NP0336107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Procyanidin B1 8-C-glucoside

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262307182D          

 53 59  0  0  0  0            999 V2000
    2.8359    0.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069   -2.0991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6925   -1.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    2.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    2.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    1.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    1.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    2.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -4.1616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -3.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -2.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -1.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069   -2.9241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -2.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -0.8616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4509   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6503   -1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -0.4491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0220    0.3759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7365    0.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -0.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    0.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    2.0259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1654    1.6134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4509    2.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    2.8509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7365    3.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    4.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    2.8509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1654    3.2634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1654    4.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925   -0.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -3.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    3.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    1.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 38  1  0  0  0  0
  3  4  1  0  0  0  0
  4 36  2  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  2  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 27 35  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  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
 34 35  2  0  0  0  0
 34 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 41 42  1  0  0  0  0
 41 47  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 48  1  0  0  0  0
 45 46  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  6  0  0  0
 29 50  1  6  0  0  0
 20 51  1  1  0  0  0
 30 10  1  6  0  0  0
  5  4  1  6  0  0  0
 25 24  1  1  0  0  0
 47 52  1  1  0  0  0
 41 53  1  6  0  0  0
 42 33  1  1  0  0  0
M  END


  Mrv2104 05262307182D          

 53 59  0  0  0  0            999 V2000
    2.8359    0.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069   -2.0991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6925   -1.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    2.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    2.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    1.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    1.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    2.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -4.1616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -3.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -2.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -1.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4069   -2.9241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -2.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -0.8616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4509   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6503   -1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -0.4491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0220    0.3759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7365    0.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654    0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -1.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -0.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    0.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    2.0259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1654    1.6134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4509    2.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    2.8509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7365    3.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    4.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    2.8509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1654    3.2634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1654    4.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925   -0.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -3.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    3.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    1.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 38  1  0  0  0  0
  3  4  1  0  0  0  0
  4 36  2  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
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 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
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 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
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 27 28  1  0  0  0  0
 27 35  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  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
 34 35  2  0  0  0  0
 34 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 41 42  1  0  0  0  0
 41 47  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 48  1  0  0  0  0
 45 46  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  6  0  0  0
 29 50  1  6  0  0  0
 20 51  1  1  0  0  0
 30 10  1  6  0  0  0
  5  4  1  6  0  0  0
 25 24  1  1  0  0  0
 47 52  1  1  0  0  0
 41 53  1  6  0  0  0
 42 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0336107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C2O[C@@H]([C@H](O)[C@@H](C3=C(O)C=C(O)C4=C3O[C@@H]([C@@H](O)C4)C3=CC=C(O)C(O)=C3)C2=C(O)C=C1O)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1/C36H36O17/c37-10-23-28(47)30(49)31(50)36(51-23)26-21(45)9-20(44)25-27(29(48)33(53-35(25)26)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-22(46)32(52-34(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,22-23,27-33,36-50H,7,10H2/t22-,23+,27-,28+,29+,30-,31+,32+,33+,36-/s2

> <INCHI_KEY>
JBDZOCOBUGXPJW-NNBWLKOCNA-N

> <FORMULA>
C36H36O17

> <MOLECULAR_WEIGHT>
740.667

> <EXACT_MASS>
740.195249699

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
71.93016032372873

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.3584241086666672

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.041413900182787

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.597723228319344

> <JCHEM_PKA_STRONGEST_BASIC>
-5.1765849153952015

> <JCHEM_POLAR_SURFACE_AREA>
310.90999999999997

> <JCHEM_REFRACTIVITY>
179.62630000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0       5.294   0.702   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.294  -0.838   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.960  -1.608   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.960  -3.148   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.626  -3.918   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.293  -3.148   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.626   5.322   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.626   3.782   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.293   3.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.293   1.472   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.626   0.702   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.960   1.472   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.960   3.012   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.294   3.782   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.375  -7.768   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.375  -6.228   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.708  -5.458   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.708  -3.918   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.042  -3.148   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.626  -5.458   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.293  -6.228   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.041  -5.458   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.041  -3.918   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.375  -3.148   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.375  -1.608   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.708  -0.838   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.042  -1.608   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.947  -2.854   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.041  -0.838   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.041   0.702   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.375   1.472   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.708   0.702   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.042   1.472   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.376   0.702   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.376  -0.838   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.294  -3.918   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.627  -3.148   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.627  -1.608   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.961  -0.838   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -6.709   1.472   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.376   3.782   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.042   3.012   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -2.708   3.782   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -2.708   5.322   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.375   6.092   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.375   7.632   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -5.376   5.322   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -4.042   6.092   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -4.042   7.632   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.293  -1.608   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       3.960  -6.228   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -6.709   6.092   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -6.709   3.012   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4                                                       
CONECT    4    3   36    5                                                  
CONECT    5    6   20    4                                                  
CONECT    6    5   23                                                       
CONECT    7    8                                                            
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    8   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18                                                            
CONECT   20    5   21   51                                                  
CONECT   21   20   22                                                       
CONECT   22   16   21   23                                                  
CONECT   23    6   22   24                                                  
CONECT   24   18   23   25                                                  
CONECT   25   26   29   24                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   35                                                  
CONECT   28   27                                                            
CONECT   29   25   30   50                                                  
CONECT   30   29   31   10                                                  
CONECT   31   30   32                                                       
CONECT   32   26   31   33                                                  
CONECT   33   32   34   42                                                  
CONECT   34   33   35   40                                                  
CONECT   35   27   34                                                       
CONECT   36    4   37                                                       
CONECT   37   36   38                                                       
CONECT   38    2   37   39                                                  
CONECT   39   38                                                            
CONECT   40   34                                                            
CONECT   41   42   47   53                                                  
CONECT   42   41   43   33                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   48                                                  
CONECT   45   44   46                                                       
CONECT   46   45                                                            
CONECT   47   41   48   52                                                  
CONECT   48   44   47   49                                                  
CONECT   49   48                                                            
CONECT   50   29                                                            
CONECT   51   20                                                            
CONECT   52   47                                                            
CONECT   53   41                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₆O₁₇

Average Mass

740.6670 Da

Monoisotopic Mass

740.19525 Da

IUPAC Name

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

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C2O[C@@H]([C@H](O)[C@@H](C3=C(O)C=C(O)C4=C3O[C@@H]([C@@H](O)C4)C3=CC=C(O)C(O)=C3)C2=C(O)C=C1O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1/C36H36O17/c37-10-23-28(47)30(49)31(50)36(51-23)26-21(45)9-20(44)25-27(29(48)33(53-35(25)26)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-22(46)32(52-34(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,22-23,27-33,36-50H,7,10H2/t22-,23+,27-,28+,29+,30-,31+,32+,33+,36-/s2

InChI Key

JBDZOCOBUGXPJW-NNBWLKOCNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.36	ChemAxon
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	310.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	179.63 m³·mol⁻¹	ChemAxon
Polarizability	71.93 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

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Procyanidin B1 8-C-glucoside (NP0336107)

MOL for NP0336107 (Procyanidin B1 8-C-glucoside)

3D MOL for NP0336107 (Procyanidin B1 8-C-glucoside)

3D SDF for NP0336107 (Procyanidin B1 8-C-glucoside)

3D-SDF for NP0336107 (Procyanidin B1 8-C-glucoside)

PDB for NP0336107 (Procyanidin B1 8-C-glucoside)

3D PDB for NP0336107 (Procyanidin B1 8-C-glucoside)

SMILES for NP0336107 (Procyanidin B1 8-C-glucoside)

INCHI for NP0336107 (Procyanidin B1 8-C-glucoside)

Structure for NP0336107 (Procyanidin B1 8-C-glucoside)

3D Structure for NP0336107 (Procyanidin B1 8-C-glucoside)