NP-MRD: Showing NP-Card for Theaflavin 3-O-gallate (NP0340012)

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Record Information

Version

2.0

Created at

2024-09-12 00:59:34 UTC

Updated at

2024-09-12 00:59:34 UTC

NP-MRD ID

NP0340012

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Theaflavin 3-O-gallate

Description

(3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-1-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol (3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-1-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Theaflavin 3-O-gallate
  Mrv1652304022019532D          

 52 58  0  0  1  0            999 V2000
   -2.6821   -0.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -0.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420    0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4724   -0.1872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4724    1.4628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3854    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    2.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    2.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3854    2.2878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3461   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -2.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -4.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -5.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171   -5.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -5.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -6.3747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0605   -5.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750   -5.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606   -4.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    2.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    2.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9578    1.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -1.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.2462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -1.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0933   -2.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2174   -1.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -0.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -2.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331   -2.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -0.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -2.1955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2765   -0.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -3.4330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424   -2.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    2.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  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
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 19 27  2  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 13 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
  1 38  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  2  0  0  0  0
 43 44  2  0  0  0  0
 46 47  1  0  0  0  0
 43 46  1  0  0  0  0
 45 44  1  0  0  0  0
 40 48  1  0  0  0  0
 42 49  1  0  0  0  0
  1 51  1  0  0  0  0
 47 51  1  0  0  0  0
 45 51  1  0  0  0  0
 25 27  1  0  0  0  0
 21 23  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  2  0  0  0  0
 16 52  1  6  0  0  0
 47 50  1  6  0  0  0
 42 43  1  0  0  0  0
 40 41  1  0  0  0  0
 39 44  1  0  0  0  0
 50 17  1  0  0  0  0
M  END

Theaflavin 3-O-gallate
  Mrv1652304022019532D          

 52 58  0  0  1  0            999 V2000
   -2.6821   -0.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -0.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420    0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4724   -0.1872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4724    1.4628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3854    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    2.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    2.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3854    2.2878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3461   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -2.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -4.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316   -5.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171   -5.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -5.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -6.3747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0605   -5.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750   -5.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606   -4.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    2.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    2.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9578    1.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    1.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -1.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.2462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -1.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0933   -2.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2174   -1.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -0.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -2.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331   -2.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -0.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -2.1955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2765   -0.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -3.4330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424   -2.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -1.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710    2.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  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
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 19 27  2  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 13 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
  1 38  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  2  0  0  0  0
 43 44  2  0  0  0  0
 46 47  1  0  0  0  0
 43 46  1  0  0  0  0
 45 44  1  0  0  0  0
 40 48  1  0  0  0  0
 42 49  1  0  0  0  0
  1 51  1  0  0  0  0
 47 51  1  0  0  0  0
 45 51  1  0  0  0  0
 25 27  1  0  0  0  0
 21 23  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  2  0  0  0  0
 16 52  1  6  0  0  0
 47 50  1  6  0  0  0
 42 43  1  0  0  0  0
 40 41  1  0  0  0  0
 39 44  1  0  0  0  0
 50 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0340012

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1CC2=C(OC1C1=CC(O)=C(O)C3=C1C=C(C=C(O)C3=O)C1OC3=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C3)C=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29+,34?,35?/m0/s1

> <INCHI_KEY>
KMJPKUVSXFVQGZ-AAAVWHKFSA-N

> <FORMULA>
C36H28O16

> <MOLECULAR_WEIGHT>
716.604

> <EXACT_MASS>
716.137734822

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
69.34437477768645

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-1-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
4.412867626333333

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.212528980404086

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.576840675088048

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5471138921472756

> <JCHEM_POLAR_SURFACE_AREA>
284.35999999999996

> <JCHEM_REFRACTIVITY>
180.03209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-5,7-dihydroxy-2-{1,2,8-trihydroxy-9-oxo-4-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzo[7]annulen-6-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Theaflavin 3-O-gallate                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0      -5.007  -1.614   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.553  -0.142   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.119   0.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.785  -0.349   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.452   0.421   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.882  -0.349   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.452   1.961   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.882   2.731   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.785   2.731   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.119   1.961   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.453   2.731   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.786   1.961   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -7.120   2.731   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.120   4.271   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.786   5.041   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.453   4.271   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.379  -5.739   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.046  -4.969   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.379  -7.279   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.046  -8.049   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.046  -9.589   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.712 -10.359   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.379 -10.359   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.379 -11.899   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.713  -9.589   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.047 -10.359   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.713  -8.049   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.454   5.041   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -8.454   6.581   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -9.787   4.271   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -9.787   2.731   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -11.121   1.961   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -8.454   1.961   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.556  -1.872   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.084  -2.326   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.603  -3.001   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -2.041  -4.435   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.139  -2.886   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -10.916  -1.788   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -12.249  -2.558   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.249  -4.098   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.916  -4.868   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.582  -4.098   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -9.582  -2.558   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -8.248  -1.788   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -8.248  -4.868   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -6.915  -4.098   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -13.583  -1.788   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -10.916  -6.408   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -5.306  -4.923   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -6.915  -2.558   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -3.119   5.041   0.000  0.00  0.00           O+0
CONECT    1    2   38   51                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   33                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   52                                                  
CONECT   17   19   18   50                                                  
CONECT   18   17                                                            
CONECT   19   17   27   20                                                  
CONECT   20   21   19                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   24   25   21                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   19   25                                                       
CONECT   28   14   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   13                                                       
CONECT   34    4   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36    1                                                       
CONECT   39   40   44                                                       
CONECT   40   39   48   41                                                  
CONECT   41   42   40                                                       
CONECT   42   41   49   43                                                  
CONECT   43   44   46   42                                                  
CONECT   44   43   45   39                                                  
CONECT   45   44   51                                                       
CONECT   46   47   43                                                       
CONECT   47   46   51   50                                                  
CONECT   48   40                                                            
CONECT   49   42                                                            
CONECT   50   47   17                                                       
CONECT   51    1   47   45                                                  
CONECT   52   16                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Value	Source
(3R)-5,7-Dihydroxy-2-{3,4,6-trihydroxy-5-oxo-1-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₃₆H₂₈O₁₆

Average Mass

716.6040 Da

Monoisotopic Mass

716.13773 Da

IUPAC Name

(3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-1-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Traditional Name

(3R)-5,7-dihydroxy-2-{1,2,8-trihydroxy-9-oxo-4-[(3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzo[7]annulen-6-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

O[C@H]1CC2=C(OC1C1=CC(O)=C(O)C3=C1C=C(C=C(O)C3=O)C1OC3=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C3)C=C(O)C=C2O

InChI Identifier

InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29+,34?,35?/m0/s1

InChI Key

KMJPKUVSXFVQGZ-AAAVWHKFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
3-hydroxyflavonoid
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid alkyl ester
Benzopyran
Chromane
Benzoate ester
1-benzopyran
Benzoic acid or derivatives
Pyrogallol derivative
Tropolone
Benzenetriol
Benzoyl
Tropone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Ether
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
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	3.02	ALOGPS
logP	4.41	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.58	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	284.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	180.03 m³·mol⁻¹	ChemAxon
Polarizability	69.34 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Theaflavin 3-O-gallate (NP0340012)

MOL for NP0340012 (Theaflavin 3-O-gallate)

3D MOL for NP0340012 (Theaflavin 3-O-gallate)

3D SDF for NP0340012 (Theaflavin 3-O-gallate)

3D-SDF for NP0340012 (Theaflavin 3-O-gallate)

PDB for NP0340012 (Theaflavin 3-O-gallate)

3D PDB for NP0340012 (Theaflavin 3-O-gallate)

SMILES for NP0340012 (Theaflavin 3-O-gallate)

INCHI for NP0340012 (Theaflavin 3-O-gallate)

Structure for NP0340012 (Theaflavin 3-O-gallate)

3D Structure for NP0340012 (Theaflavin 3-O-gallate)