NP-MRD: Showing NP-Card for 2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate (NP0221220)

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Record Information

Version

2.0

Created at

2022-09-05 22:44:08 UTC

Updated at

2022-09-05 22:44:08 UTC

NP-MRD ID

NP0221220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate

Description

2,3-Dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. Based on a literature review very few articles have been published on 2,3-dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062200442D          

 35 38  0  0  1  0            999 V2000
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 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
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 11 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
  9 29  1  0  0  0  0
 29 30  1  0  0  0  0
  5 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  3 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    5.6530    0.7602    3.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1712    1.3096    1.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.1865    0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4155    0.5077    0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279    0.3848   -0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -0.3507   -1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -0.4550   -2.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052   -0.9703    0.0261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -1.6721   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5153   -1.0906   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6896   -1.8052   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -1.1939   -0.0823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1434   -0.3314    1.0215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2445    0.4999    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5278    1.1855    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5961    2.0157    2.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747    2.6981    3.6156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4403    2.1919    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2344    1.5430    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1024    1.7451   -0.8903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1362    0.7114    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8209   -0.0187   -1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179   -0.2761   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3948   -0.4144   -1.3343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1857   -1.2273   -2.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -3.1516   -0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3418   -3.7972   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921   -5.1521   -0.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -3.0203   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278   -3.6715   -0.5203 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.9884   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6704    1.6962   -1.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2933    2.2919   -2.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2309    1.8001   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4071    2.4818   -0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656    0.6316    3.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0154    1.3429    3.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1027   -0.2603    3.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8984    0.0256    1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5790   -0.0392    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8279   -1.9616    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8617    1.0462    3.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4989    3.6336    3.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3179    2.8412    1.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0767    1.3768   -1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903    0.5084   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.6855   -3.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -3.7761   -0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6383   -5.5706   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9081   -3.1868   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665    0.9327   -2.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    2.8116   -2.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8928    2.9299   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
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  9 10  2  0
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 11 26  2  0
 26 27  1  0
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 29 30  1  0
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 34  3  1  0
 29  9  1  0
 24 12  1  0
 21 14  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
 31 51  1  0
 33 52  1  0
 35 53  1  0
 10 40  1  0
 26 48  1  0
 28 49  1  0
 30 50  1  0
 12 41  1  1
 15 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 24 46  1  6
 25 47  1  0
M  END


  Mrv1652309062200442D          

 35 38  0  0  1  0            999 V2000
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 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
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 11 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
  9 29  1  0  0  0  0
 29 30  1  0  0  0  0
  5 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  3 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(O)=C1O)C(=O)OC1=CC(=CC(O)=C1O)[C@H]1OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H18O12/c1-33-15-5-9(3-13(27)18(15)28)23(32)35-16-4-8(2-12(26)19(16)29)22-21(31)20(30)17-11(25)6-10(24)7-14(17)34-22/h2-7,21-22,24-29,31H,1H3/t21-,22+/m0/s1

> <INCHI_KEY>
PLYBELSTMUBQBL-FCHUYYIVSA-N

> <FORMULA>
C23H18O12

> <MOLECULAR_WEIGHT>
486.385

> <EXACT_MASS>
486.07982602

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
46.57794670073622

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate

> <JCHEM_LOGP>
3.3630177716666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.64044222985243

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.708927608931748

> <JCHEM_PKA_STRONGEST_BASIC>
-4.047636483871927

> <JCHEM_POLAR_SURFACE_AREA>
203.44

> <JCHEM_REFRACTIVITY>
116.83679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.000   9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   34                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   29                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   12   25                                                  
CONECT   25   24                                                            
CONECT   26   11   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    9   30                                                  
CONECT   30   29                                                            
CONECT   31    5   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    3   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
2,3-Dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoic acid	Generator

Chemical Formula

C₂₃H₁₈O₁₂

Average Mass

486.3850 Da

Monoisotopic Mass

486.07983 Da

IUPAC Name

2,3-dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate

Traditional Name

2,3-dihydroxy-5-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1O)C(=O)OC1=CC(=CC(O)=C1O)[C@H]1OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O

InChI Identifier

InChI=1S/C23H18O12/c1-33-15-5-9(3-13(27)18(15)28)23(32)35-16-4-8(2-12(26)19(16)29)22-21(31)20(30)17-11(25)6-10(24)7-14(17)34-22/h2-7,21-22,24-29,31H,1H3/t21-,22+/m0/s1

InChI Key

PLYBELSTMUBQBL-FCHUYYIVSA-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
Epigallocatechin
Depside backbone
Hydroxyflavonoid
Flavanonol
Flavanone
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
Gallic acid or derivatives
Chromone
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Dihydroxybenzoic acid
M-hydroxybenzoic acid ester
Benzoate ester
Chromane
Benzopyran
1-benzopyran
Methoxyphenol
Phenol ester
Benzoic acid or derivatives
Benzoyl
Phenoxy compound
Catechol
Methoxybenzene
Anisole
Aryl alkyl ketone
Aryl ketone
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Carboxylic acid ester
Ketone
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
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	3.36	ChemAxon
pKa (Strongest Acidic)	7.71	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.84 m³·mol⁻¹	ChemAxon
Polarizability	46.58 Å³	ChemAxon
Number of Rings	4	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

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

163000207

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate (NP0221220)

MOL for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

3D MOL for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

3D SDF for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

3D-SDF for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

PDB for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

3D PDB for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

SMILES for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

INCHI for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

Structure for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)

3D Structure for NP0221220 (2,3-dihydroxy-5-[(2r,3r)-3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenyl 3,4-dihydroxy-5-methoxybenzoate)