NP-MRD: Showing NP-Card for 2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol (NP0169110)

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Record Information

Version

2.0

Created at

2022-09-03 05:00:26 UTC

Updated at

2022-09-03 05:00:26 UTC

NP-MRD ID

NP0169110

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

Description

Ent-Epicatechin(4alpha->8)catechin, also known as procyanidin b, belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Ent-Epicatechin(4alpha->8)catechin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, ent-Epicatechin(4alpha->8)catechin has been detected, but not quantified in, sago palms. 2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol is found in Acacia baileyana, Actinidia chinensis, Aesculus hippocastanum, Alhagi sparsifolia, Areca catechu, Banisteriopsis caapi, Begonia fagifolia, Bischofia javanica, Byrsonima crassifolia, Camellia reticulata, Camellia sinensis, Cassia fistula, Chimarrhis turbinata, Cinchona pubescens, Cinnamomum aromaticum, Cinnamomum bejolghota, Cinnamomum burmannii, Cistus incanus, Cola acuminata, Coleogyne ramosissima, Crataegus rhipidophylla, Crataegus sinaica, Croton lechleri, Cryptocarya obovata, Dioscorea bulbifera, Dioscorea cirrhosa, Erythroxylum novogranatense, Eucalyptus ovata, Fallopia multiflora, Garcinia mangostana, Geranium thunbergii, Guazuma ulmifolia, Hamamelis virginiana, Hibiscus cannabinus, Hypericum perforatum, Illicium anisatum, Juglans sigillata, Juniperus sabina, Kandelia candel, Litchi chinensis, Lotus corniculatus, Lotus uliginosus, Malus pumila, Gymnosporia senegalensis, Melastoma candidum, Nelia pillansii, Paullinia cupana, Pinus sylvestris, Platanus orientalis, Potentilla longifolia, Pseudotsuga menziesii, Psidium guajava, Pyrola incarnata, Quercus dentata, Quercus ilex, Quercus miyagii, Quercus phillyraeoides, Quercus robur, Rhizophora stylosa, Rhodiola semenovii, Rhododendron dauricum, Rosa henryi, Rumex acetosa, Saraca asoca, Terminalia catappa, Theobroma cacao, Toona sinensis, Trichilia catigua, Vaccinium vitis-idaea, Vicia faba, Zanthoxylum piperitum and Ziziphus jujuba. This could make ent-epicatechin(4alpha->8)catechin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208012D          

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M  END

     RDKit          3D

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M  END


  Mrv0541 02241208012D          

 42 47  0  0  0  0            999 V2000
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   -0.3539   -0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524   -0.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    0.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -3.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -3.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524   -2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524   -1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894   -1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894   -2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962   -3.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607    1.4298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2181    1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2181    0.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9331    0.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    0.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046    0.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -0.6325    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 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 24  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 22  1  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
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 34  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 28  1  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 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
 38 41  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0169110

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2=C(O)C=C(O)C(C3C(O)C(OC4=CC(O)=CC(O)=C34)C3=CC=C(O)C(O)=C3)=C2OC1C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2

> <INCHI_KEY>
XFZJEEAOWLFHDH-UHFFFAOYSA-N

> <FORMULA>
C30H26O12

> <MOLECULAR_WEIGHT>
578.5202

> <EXACT_MASS>
578.142426296

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
56.90539248895311

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
3.1157450136666665

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.12686840566425

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.693248815093794

> <JCHEM_PKA_STRONGEST_BASIC>
-5.176560370760915

> <JCHEM_POLAR_SURFACE_AREA>
220.75999999999996

> <JCHEM_REFRACTIVITY>
146.50799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
proanthocyanidin B1

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -4.662   2.669   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.327   3.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.327   4.979   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.996   5.749   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.996   7.289   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -7.342  -3.439   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -6.010  -2.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.010  -1.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.662  -0.359   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.327  -1.129   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.996  -0.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.996   2.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.661   3.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.661   4.979   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.673   5.749   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.006   4.979   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.340   5.749   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.662  -3.439   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.327  -2.669   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.996  -3.439   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.661  -2.669   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.661  -1.129   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.658  -0.359   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.662   1.181   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.006  -7.289   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.006  -5.749   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.658  -4.979   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.658  -3.439   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.006  -2.669   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.340  -3.439   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.340  -4.979   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.660  -5.749   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.673   2.669   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.006   3.439   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.340   2.669   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.675   3.439   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.007   2.669   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.007   1.129   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.342   0.359   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.340   1.129   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.675   0.359   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.675  -1.181   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   22   12                                                  
CONECT   12    2   11   13                                                  
CONECT   13   12   14   33                                                  
CONECT   14    4   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   34                                                  
CONECT   17   16                                                            
CONECT   18    7   19                                                       
CONECT   19   10   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   11   21   23                                                  
CONECT   23   22                                                            
CONECT   24    9                                                            
CONECT   25   26                                                            
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   21   27   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   26   30   32                                                  
CONECT   32   31                                                            
CONECT   33   13   34                                                       
CONECT   34   16   33   35                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38                                                            
CONECT   40   35   41                                                       
CONECT   41   38   40   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
ent-Epicatechin(4a->8)catechin	Generator
ent-Epicatechin(4α->8)catechin	Generator
ent-Epicatechin-(4alpha->8)-catechin	HMDB
Procyanidin b	HMDB
ent-Epicatechin-(4a->8)-catechin	Generator
ent-Epicatechin-(4α->8)-catechin	Generator

Chemical Formula

C₃₀H₂₆O₁₂

Average Mass

578.5202 Da

Monoisotopic Mass

578.14243 Da

IUPAC Name

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

Traditional Name

proanthocyanidin B1

CAS Registry Number

Not Available

SMILES

OC1CC2=C(O)C=C(O)C(C3C(O)C(OC4=CC(O)=CC(O)=C34)C3=CC=C(O)C(O)=C3)=C2OC1C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2

InChI Key

XFZJEEAOWLFHDH-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

Species Name	Source	Reference
Acacia baileyana	LOTUS Database	35616633
Actinidia chinensis	LOTUS Database	35616633
Aesculus hippocastanum	LOTUS Database	35616633
Alhagi sparsifolia	LOTUS Database	35616633
Areca catechu	LOTUS Database	35616633
Banisteriopsis caapi	LOTUS Database	35616633
Begonia fagifolia	LOTUS Database	35616633
Bischofia javanica	LOTUS Database	35616633
Byrsonima crassifolia	LOTUS Database	35616633
Camellia reticulata	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Cassia fistula	LOTUS Database	35616633
Chimarrhis turbinata	LOTUS Database	35616633
Cinchona pubescens	LOTUS Database	35616633
Cinnamomum aromaticum	LOTUS Database	35616633
Cinnamomum bejolghota	LOTUS Database	35616633
Cinnamomum burmanni	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Cola acuminata	LOTUS Database	35616633
Coleogyne ramosissima	LOTUS Database	35616633
Crataegus rhipidophylla	LOTUS Database	35616633
Crataegus sinaica	LOTUS Database	35616633
Croton lechleri	LOTUS Database	35616633
Cryptocarya obovata	LOTUS Database	35616633
Dioscorea bulbifera	LOTUS Database	35616633
Dioscorea cirrhosa	LOTUS Database	35616633
Erythroxylum novogranatense	LOTUS Database	35616633
Eucalyptus ovata	LOTUS Database	35616633
Fallopia multiflora	LOTUS Database	35616633
Garcinia mangostana	LOTUS Database	35616633
Geranium thunbergii	LOTUS Database	35616633
Guazuma ulmifolia	LOTUS Database	35616633
Hamamelis virginiana	LOTUS Database	35616633
Hibiscus cannabinus	LOTUS Database	35616633
Hypericum perforatum	LOTUS Database	35616633
Illicium anisatum	LOTUS Database	35616633
Juglans sigillata	LOTUS Database	35616633
Juniperus sabina	LOTUS Database	35616633
Kandelia candel	LOTUS Database	35616633
Litchi chinensis	LOTUS Database	35616633
Lotus corniculatus	LOTUS Database	35616633
Lotus uliginosus	LOTUS Database	35616633
Malus pumila	LOTUS Database	35616633
Maytenus senegalensis	LOTUS Database	35616633
Melastoma candidum	LOTUS Database	35616633
Nelia pillansii	LOTUS Database	35616633
Paullinia cupana	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633
Platanus orientalis	LOTUS Database	35616633
Potentilla viscosa	LOTUS Database	35616633
Pseudotsuga menziesii	LOTUS Database	35616633
Psidium guajava	LOTUS Database	35616633
Pyrola incarnata	LOTUS Database	35616633
Quercus dentata	LOTUS Database	35616633
Quercus ilex	LOTUS Database	35616633
Quercus miyagii	LOTUS Database	35616633
Quercus phillyraeoides	LOTUS Database	35616633
Quercus robur	LOTUS Database	35616633
Rhizophora stylosa	LOTUS Database	35616633
Rhodiola semenovii	LOTUS Database	35616633
Rhododendron dauricum	LOTUS Database	35616633
Rosa henryi	LOTUS Database	35616633
Rumex acetosa	LOTUS Database	35616633
Saraca asoca	LOTUS Database	35616633
Terminalia catappa	LOTUS Database	35616633
Theobroma cacao	LOTUS Database	35616633
Toona sinensis	LOTUS Database	35616633
Trichilia catigua	LOTUS Database	35616633
Vaccinium vitis-idaea	LOTUS Database	35616633
Vicia faba	LOTUS Database	35616633
Zanthoxylum piperitum	LOTUS Database	35616633
Ziziphus jujuba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Flavan-3-ol
Hydroxyflavonoid
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Chromane
1-benzopyran
Benzopyran
Catechol
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-7631 )

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	2.29	ALOGPS
logP	3.12	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	220.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	146.51 m³·mol⁻¹	ChemAxon
Polarizability	56.91 Å³	ChemAxon
Number of Rings	6	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

HMDB0037968

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017144

KNApSAcK ID

C00009078

Chemspider ID

115490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

130556

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol (NP0169110)

MOL for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D MOL for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D SDF for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D-SDF for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

PDB for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D PDB for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

SMILES for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

INCHI for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

Structure for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D Structure for NP0169110 (2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)