NP-MRD: Showing NP-Card for 2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate (NP0146227)

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Record Information

Version

2.0

Created at

2022-09-02 01:35:03 UTC

Updated at

2022-09-02 01:35:03 UTC

NP-MRD ID

NP0146227

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate

Description

2,6-Dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. 2,6-Dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161521202D          

 33 36  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 14 33  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -3.1898    1.2666   -0.6473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7057    0.3837    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463   -0.5668    0.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -0.5586    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0327   -1.2630   -0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9198   -1.9584   -1.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329   -1.2555   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -0.5911   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -0.5834   -0.5198 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2893    0.6896   -0.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500    0.7557   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2812    1.9318   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6310    2.0116   -1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2012    3.2328   -1.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3892    0.8509   -1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7715   -0.3569   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5976   -1.4650   -0.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4151   -0.4060   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8328   -1.7200   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4742   -1.5149    0.3904 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6045   -0.9282    1.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803    0.1014    0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    0.1217    1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234    0.8320    2.2580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382    0.3852    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9286    1.3623   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2819    1.4057    0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0925    2.3911   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8524    0.4345    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2291    0.5079    1.0296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0816   -0.5521    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6394   -1.5243    2.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7002   -0.5780    1.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951   -1.9126   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6951   -1.8018   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815   -0.9477   -1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991    2.8249   -1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5812    3.8509   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4516    0.8832   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2904   -2.4009   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188   -2.2903    0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -2.2916   -1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -2.4641    0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.0016    1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320    0.6388    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953    0.8565    2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227    2.1536   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7180    3.1124   -1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6632   -0.1807    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5927   -1.6157    2.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1151   -1.3770    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
  4 23  1  0
 23 24  1  0
 23 22  2  0
  9 20  1  0
 22  8  1  0
 11 18  1  0
 33 25  1  0
 21 44  1  0
 20 43  1  1
 19 41  1  0
 19 42  1  0
 17 40  1  0
 15 39  1  0
 14 38  1  0
 12 37  1  0
  9 36  1  6
  7 35  1  0
  6 34  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 32 50  1  0
 33 51  1  0
 24 46  1  0
 22 45  1  0
M  END


  Mrv1533004161521202D          

 33 36  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 14 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146227

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O11/c23-10-5-12(24)11-7-17(29)20(32-18(11)6-10)8-1-15(27)21(16(28)2-8)33-22(31)9-3-13(25)19(30)14(26)4-9/h1-6,17,20,23-30H,7H2

> <INCHI_KEY>
HHDPCRZWQOWIEU-UHFFFAOYSA-N

> <FORMULA>
C22H18O11

> <MOLECULAR_WEIGHT>
458.375

> <EXACT_MASS>
458.0849114

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
43.747200403623175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
3.845846463

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.304319632194986

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.034359598078847

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3011819942254617

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
111.74529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2   14                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   22                                                       
CONECT   31   18   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   14                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
2,6-Dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₂H₁₈O₁₁

Average Mass

458.3750 Da

Monoisotopic Mass

458.08491 Da

IUPAC Name

2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate

Traditional Name

2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

InChI Identifier

InChI=1S/C22H18O11/c23-10-5-12(24)11-7-17(29)20(32-18(11)6-10)8-1-15(27)21(16(28)2-8)33-22(31)9-3-13(25)19(30)14(26)4-9/h1-6,17,20,23-30H,7H2

InChI Key

HHDPCRZWQOWIEU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
Hydrolyzable tannin
Epigallocatechin
Depside backbone
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Tannin
Galloyl ester
Gallic acid or derivatives
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
1-benzopyran
Benzoate ester
Chromane
Benzopyran
Phenol ester
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Phenoxy compound
Resorcinol
Benzoyl
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Ether
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.06	ALOGPS
logP	3.85	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.03	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.75 m³·mol⁻¹	ChemAxon
Polarizability	43.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74155559

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate (NP0146227)

MOL for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

3D MOL for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

3D SDF for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

PDB for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

3D PDB for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

SMILES for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

INCHI for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

Structure for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)

3D Structure for NP0146227 (2,6-dihydroxy-4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)phenyl 3,4,5-trihydroxybenzoate)