Np mrd loader

Showing NP-Card for Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin (NP0048871)

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Record Information
Version2.0
Created at2022-03-17 21:03:30 UTC
Updated at2022-03-17 21:03:30 UTC
NP-MRD IDNP0048871
Secondary Accession NumbersNone
Natural Product Identification
Common NameEpicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin
Description Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin is found in Crataegus pinnatifida, Dioscorea cirrhosa, Guazuma ulmifolia, Kandelia candel, Malus pumila, Pseudotsuga menziesii, Rhaphiolepis umbellata and Salix spp..
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)


  Mrv0541 10221206492D          

 63 71  0  0  0  0            999 V2000
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M  END
Download

3D MOL for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)

Download
3D SDF for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)

  Mrv0541 10221206492D          

 63 71  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0048871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=C([C@@H]1[C@@H](O)[C@H](OC4=C1C(O)=CC(O)=C4)C1=CC=C(O)C(O)=C1)C(O)=C3)C1=CC=C(O)C(O)=C1)=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)61-43(16-2-5-21(48)25(52)8-16)40(59)37(33)34-29(56)14-32-36(39(34)58)38(41(60)44(62-32)17-3-6-22(49)26(53)9-17)35-28(55)13-23(50)19-12-30(57)42(63-45(19)35)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37-,38+,40-,41-,42-,43-,44-/m1/s1

> <INCHI_KEY>
SXEONTJNLWOUBB-KCXYZFMFSA-N

> <FORMULA>
C45H38O18

> <MOLECULAR_WEIGHT>
866.7724

> <EXACT_MASS>
866.205814412

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
83.9883520501092

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
4.436383012

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.063758147857715

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.642884364910135

> <JCHEM_PKA_STRONGEST_BASIC>
-5.006757708514681

> <JCHEM_POLAR_SURFACE_AREA>
331.14

> <JCHEM_REFRACTIVITY>
219.01630000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)
Download
PDB for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)
HEADER    PROTEIN                                 22-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-OCT-12         0                                  
HETATM    1  C   UNK     0     -11.387 -13.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.053 -14.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.720 -13.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.720 -11.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.053 -11.128   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.387 -11.898   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -12.721 -11.128   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.053  -9.588   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.387  -8.818   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.721  -9.588   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -14.055  -8.818   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -16.722  -8.818   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.388  -9.588   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.055  -7.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -15.388  -6.508   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -16.722  -7.278   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.053 -15.748   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -11.387  -7.278   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0     -18.056  -6.508   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -15.388  -4.968   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -7.386 -11.128   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.310  -5.366   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.643  -6.136   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.643  -7.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.310  -8.446   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.976  -7.676   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.976  -6.136   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.642  -5.366   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.642  -8.446   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.309  -7.676   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.309  -6.136   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.025  -5.366   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.359  -3.056   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.025  -3.826   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.359  -6.136   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.692  -5.366   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.692  -3.826   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -7.977  -5.366   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.025  -8.446   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.026  -3.056   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.026  -6.136   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -5.310  -9.986   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -2.566 -11.513   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.900 -12.283   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -3.900 -13.823   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.566 -14.593   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.233 -13.823   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.233 -12.283   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       0.101 -11.513   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       0.101 -14.593   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.435 -13.823   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.435 -12.283   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.768 -11.513   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       4.102  -9.203   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.768  -9.973   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.102 -12.283   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       5.436 -11.513   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.436  -9.973   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -5.234 -11.513   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       2.768 -14.593   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       6.769  -9.203   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       6.769 -12.283   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -2.566 -16.133   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   24                                                  
CONECT    9    8   10   18                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   12   15   19                                                  
CONECT   17    2                                                            
CONECT   18    9                                                            
CONECT   19   16                                                            
CONECT   20   15                                                            
CONECT   21    4                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23   25    8                                                  
CONECT   25   24   26   42                                                  
CONECT   26   25   27   29                                                  
CONECT   27   22   26   28                                                  
CONECT   28   27   31                                                       
CONECT   29   26   30   43                                                  
CONECT   30   29   31   39                                                  
CONECT   31   28   30   32                                                  
CONECT   32   31   34   35                                                  
CONECT   33   34   37                                                       
CONECT   34   32   33                                                       
CONECT   35   32   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   33   36   40                                                  
CONECT   38   23                                                            
CONECT   39   30                                                            
CONECT   40   37                                                            
CONECT   41   36                                                            
CONECT   42   25                                                            
CONECT   43   44   48   29                                                  
CONECT   44   43   45   59                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   63                                                  
CONECT   47   46   48   50                                                  
CONECT   48   43   47   49                                                  
CONECT   49   48   52                                                       
CONECT   50   47   51                                                       
CONECT   51   50   52   60                                                  
CONECT   52   49   51   53                                                  
CONECT   53   52   55   56                                                  
CONECT   54   55   58                                                       
CONECT   55   53   54                                                       
CONECT   56   53   57                                                       
CONECT   57   56   58   62                                                  
CONECT   58   54   57   61                                                  
CONECT   59   44                                                            
CONECT   60   51                                                            
CONECT   61   58                                                            
CONECT   62   57                                                            
CONECT   63   46                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

Download
3D PDB for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)
Download
SMILES for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=C([C@@H]1[C@@H](O)[C@H](OC4=C1C(O)=CC(O)=C4)C1=CC=C(O)C(O)=C1)C(O)=C3)C1=CC=C(O)C(O)=C1)=C(O)C=C2O
Download
INCHI for NP0048871 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin)
InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)61-43(16-2-5-21(48)25(52)8-16)40(59)37(33)34-29(56)14-32-36(39(34)58)38(41(60)44(62-32)17-3-6-22(49)26(53)9-17)35-28(55)13-23(50)19-12-30(57)42(63-45(19)35)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37-,38+,40-,41-,42-,43-,44-/m1/s1
Download
View in JSmol
Synonyms
ValueSource
Epicatechin-(4b->6)-epicatechin-(4b->8)-epicatechinGenerator
Epicatechin-(4β->6)-epicatechin-(4β->8)-epicatechinGenerator
Chemical FormulaC45H38O18
Average Mass866.7724 Da
Monoisotopic Mass866.20581 Da
IUPAC Name(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-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
Traditional Name(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-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
CAS Registry Number101469-10-7
SMILES
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=C([C@@H]1[C@@H](O)[C@H](OC4=C1C(O)=CC(O)=C4)C1=CC=C(O)C(O)=C1)C(O)=C3)C1=CC=C(O)C(O)=C1)=C(O)C=C2O
InChI Identifier
InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)61-43(16-2-5-21(48)25(52)8-16)40(59)37(33)34-29(56)14-32-36(39(34)58)38(41(60)44(62-32)17-3-6-22(49)26(53)9-17)35-28(55)13-23(50)19-12-30(57)42(63-45(19)35)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37-,38+,40-,41-,42-,43-,44-/m1/s1
InChI KeySXEONTJNLWOUBB-KCXYZFMFSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Crataegus pinnatifidaLOTUS Database
Dioscorea cirrhosaPlant
Guazuma ulmifoliaLOTUS Database
Kandelia candelPlant
Malus pumilaLOTUS Database
Pseudotsuga menziesiiPlant
Rhaphiolepis umbellataPlant
Salix spp.Plant
Vitis vinifera L.FooDB
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''.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassBiflavonoids and polyflavonoids  
Direct ParentBiflavonoids 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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.38ALOGPS
logP4.44ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)8.64ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count15ChemAxon
Polar Surface Area331.14 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity219.02 m³·mol⁻¹ChemAxon
Polarizability83.99 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016787  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10865804  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available