NP-MRD: Showing NP-Card for (+)-Vitisin A (NP0083658)

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Record Information

Version

2.0

Created at

2022-04-29 04:37:46 UTC

Updated at

2022-04-29 04:37:46 UTC

NP-MRD ID

NP0083658

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Vitisin A

Description

Vitisin A belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (+)-Vitisin A is found in Vitis amurensis, Vitis chunganensis, Vitis coignetiae, Vitis davidii, Vitis ficifolia, Vitis flexuosa and Vitis vinifera. (+)-Vitisin A was first documented in 2021 (PMID: 34925298). Based on a literature review a small amount of articles have been published on Vitisin A (PMID: 35438989) (PMID: 35203483) (PMID: 34624786) (PMID: 34202007).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206372D          

 74 84  0  0  1  0            999 V2000
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M  END

     RDKit          3D

110120  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304292206372D          

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 72 74  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0083658

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(OC2=CC(O)=CC(\C=C\C3=CC(=C(O)C=C3)[C@@]3([H])C4=C5C(O[C@]([H])(C6=CC=C(O)C=C6)[C@@]5([H])C5=C(C(O)=CC(O)=C5)[C@]3([H])C3=CC=C(O)C=C3)=CC(O)=C4)=C2[C@]1([H])C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1

> <INCHI_KEY>
XAXVWWYPKOGXSY-DBHYGPPCSA-N

> <FORMULA>
C56H42O12

> <MOLECULAR_WEIGHT>
906.94

> <EXACT_MASS>
906.267626792

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
93.93482646306168

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,8S,9R,16S)-9-{5-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl}-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

> <ALOGPS_LOGP>
6.45

> <JCHEM_LOGP>
11.012665102666666

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.85899915938741

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.45968631925111

> <JCHEM_PKA_STRONGEST_BASIC>
-5.456330881902081

> <JCHEM_POLAR_SURFACE_AREA>
220.75999999999996

> <JCHEM_REFRACTIVITY>
256.13359999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8S,9R,16S)-9-{5-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl}-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       9.440   2.350   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.075   0.853   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.189  -0.211   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.824  -1.707   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.937  -2.771   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.345  -2.139   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.232  -1.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.597   0.421   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.655   1.640   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.344   3.017   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.495   4.302   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.184   5.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.881   3.109   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.570   4.487   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.721   5.772   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.410   7.149   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       5.855   2.956   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       5.115   1.662   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.468   3.060   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.354   4.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.706   5.716   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.593   6.976   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.945   8.373   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.831   9.632   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.184  11.030   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.712  11.483   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.480  10.559   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.664   9.030   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.432   8.107   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.616   6.578   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.016   8.712   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.168  10.241   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.584  10.846   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.064  11.165   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0       3.976   9.966   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0       3.689  13.023   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.430  13.909   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.032  13.262   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.227  14.148   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.567  15.443   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.308  16.330   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.089  15.682   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.349  16.568   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0       3.907  14.548   0.000  0.00  0.00           H+0
HETATM   45  O   UNK     0       5.146  13.521   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       6.070  12.289   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.604  12.151   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.252  10.754   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       9.785  10.616   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       7.365   9.494   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.173   5.854   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       2.286   4.595   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.934   3.197   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       2.047   1.938   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0       3.588   1.857   0.000  0.00  0.00           H+0
HETATM   56  C   UNK     0       4.137   0.473   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.458  -1.034   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.835  -1.722   0.000  0.00  0.00           C+0
HETATM   59  H   UNK     0       5.858  -0.182   0.000  0.00  0.00           H+0
HETATM   60  C   UNK     0       5.606  -3.245   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.703  -4.326   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       8.187  -3.916   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       9.285  -4.996   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       6.316  -5.816   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       7.413  -6.897   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       8.897  -6.487   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       9.994  -7.568   0.000  0.00  0.00           O+0
HETATM   68  H   UNK     0       5.141  -4.713   0.000  0.00  0.00           H+0
HETATM   69  O   UNK     0       4.087  -3.498   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       3.377  -2.131   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       1.886  -1.744   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       1.477  -0.259   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0      -0.014   0.128   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0       2.557   0.838   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   58                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10   17   18                                             
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   15                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   12   16                                                  
CONECT   16   15                                                            
CONECT   17    9                                                            
CONECT   18    9   19   55   56                                             
CONECT   19   18   20   53                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   51                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   50                                                  
CONECT   25   24   26   46                                                  
CONECT   26   25   27   35   36                                             
CONECT   27   26   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27                                                       
CONECT   35   26                                                            
CONECT   36   26   37   44   45                                             
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38   42                                                       
CONECT   40   37   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   39   43                                                  
CONECT   43   42                                                            
CONECT   44   36                                                            
CONECT   45   36   46                                                       
CONECT   46   45   25   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   24                                                       
CONECT   51   21   52                                                       
CONECT   52   51   53                                                       
CONECT   53   19   52   54                                                  
CONECT   54   53                                                            
CONECT   55   18                                                            
CONECT   56   18   57   74                                                  
CONECT   57   56   58   70                                                  
CONECT   58   57    7   59   60                                             
CONECT   59   58                                                            
CONECT   60   58   61   68   69                                             
CONECT   61   60   62   64                                                  
CONECT   62   61   63                                                       
CONECT   63   62   66                                                       
CONECT   64   61   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   63   67                                                  
CONECT   67   66                                                            
CONECT   68   60                                                            
CONECT   69   60   70                                                       
CONECT   70   69   57   71                                                  
CONECT   71   70   72                                                       
CONECT   72   71   73   74                                                  
CONECT   73   72                                                            
CONECT   74   72   56                                                       
MASTER        0    0    0    0    0    0    0    0   74    0  168    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₆H₄₂O₁₂

Average Mass

906.9400 Da

Monoisotopic Mass

906.26763 Da

IUPAC Name

(1S,8S,9R,16S)-9-{5-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl}-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(OC2=CC(O)=CC(\C=C\C3=CC(=C(O)C=C3)[C@@]3([H])C4=C5C(O[C@]([H])(C6=CC=C(O)C=C6)[C@@]5([H])C5=C(C(O)=CC(O)=C5)[C@]3([H])C3=CC=C(O)C=C3)=CC(O)=C4)=C2[C@]1([H])C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1

InChI Key

XAXVWWYPKOGXSY-DBHYGPPCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Vitis amurensis	LOTUS Database	35616633
Vitis chunganensis	LOTUS Database	35616633
Vitis coignetiae	LOTUS Database	35616633
Vitis davidii	LOTUS Database	35616633
Vitis ficifolia	LOTUS Database	35616633
Vitis flexuosa	LOTUS Database	35616633
Vitis vinifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Linear 1,7-diphenylheptane skeleton
Dibenzocycloheptene
1-phenylcoumaran
Stilbene
Coumaran
Resorcinol
Styrene
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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	6.45	ALOGPS
logP	11.01	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-5.5	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	7	ChemAxon
Refractivity	256.13 m³·mol⁻¹	ChemAxon
Polarizability	93.93 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00052490

Chemspider ID

17288137

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vitisin A

METLIN ID

Not Available

PubChem Compound

16131430

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Alcalde-Eon C, Escribano-Bailon MT, Garcia-Estevez I: Role of Oak Ellagitannins in the Synthesis of Vitisin A and in the Degradation of Malvidin 3-O-Glucoside: An Approach in Wine-Like Model Systems. J Agric Food Chem. 2022 Apr 19. doi: 10.1021/acs.jafc.2c00615. [PubMed:35438989 ]
Chen LG, Wang CC, Lee YS, Sie YY, Chang CI, Hou WC: Vitisin A, a Resveratrol Tetramer, Improves Scopolamine-Induced Impaired Learning and Memory Functions in Amnesiac ICR Mice. Biomedicines. 2022 Jan 26;10(2). pii: biomedicines10020273. doi: 10.3390/biomedicines10020273. [PubMed:35203483 ]
Tofalo R, Suzzi G, Perpetuini G: Discovering the Influence of Microorganisms on Wine Color. Front Microbiol. 2021 Dec 3;12:790935. doi: 10.3389/fmicb.2021.790935. eCollection 2021. [PubMed:34925298 ]
Li X, Teng Z, Luo Z, Yuan Y, Zeng Y, Hu J, Sun J, Bai W: Pyruvic acid stress caused color attenuation by interfering with anthocyanins metabolism during alcoholic fermentation. Food Chem. 2022 Mar 15;372:131251. doi: 10.1016/j.foodchem.2021.131251. Epub 2021 Sep 28. [PubMed:34624786 ]
Vaquero C, Loira I, Raso J, Alvarez I, Delso C, Morata A: Pulsed Electric Fields to Improve the Use of Non-Saccharomyces Starters in Red Wines. Foods. 2021 Jun 25;10(7). pii: foods10071472. doi: 10.3390/foods10071472. [PubMed:34202007 ]

Showing NP-Card for (+)-Vitisin A (NP0083658)

MOL for NP0083658 ((+)-Vitisin A)

3D MOL for NP0083658 ((+)-Vitisin A)

3D SDF for NP0083658 ((+)-Vitisin A)

3D-SDF for NP0083658 ((+)-Vitisin A)

PDB for NP0083658 ((+)-Vitisin A)

3D PDB for NP0083658 ((+)-Vitisin A)

SMILES for NP0083658 ((+)-Vitisin A)

INCHI for NP0083658 ((+)-Vitisin A)

Structure for NP0083658 ((+)-Vitisin A)

3D Structure for NP0083658 ((+)-Vitisin A)