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Showing NP-Card for Garciniflavanone (NP0050591)

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Record Information
Version2.0
Created at2022-04-27 21:58:17 UTC
Updated at2022-04-27 21:58:17 UTC
NP-MRD IDNP0050591
Secondary Accession NumbersNone
Natural Product Identification
Common NameGarciniflavanone
DescriptionManniflavanone 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''. Thus, manniflavanone is considered to be a flavonoid. Garciniflavanone is found in Garcinia kola , Garcinia mannii , Garcinia manniii and Gnidia involucrata . Garciniflavanone was first documented in 2013 (PMID: 24295222). Based on a literature review a small amount of articles have been published on Manniflavanone (PMID: 28430433) (PMID: 26226176) (PMID: 26195084) (PMID: 26081368).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050591 (Garciniflavanone)


  Mrv1652304272223582D          

 43 48  0  0  1  0            999 V2000
   -2.5302    2.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097    2.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808    1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657    1.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    0.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754    0.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4110   -0.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0806    1.5383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4043    2.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571    2.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    1.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860    0.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625    1.8832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927    3.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0151    3.3681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3 12  1  0  0  0  0
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 24 41  1  0  0  0  0
 22 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END
Download

3D MOL for NP0050591 (Garciniflavanone)

Download
3D SDF for NP0050591 (Garciniflavanone)

  Mrv1652304272223582D          

 43 48  0  0  1  0            999 V2000
   -2.5302    2.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097    2.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808    1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657    1.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    0.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754    0.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4110   -0.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0806    1.5383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4043    2.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571    2.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    1.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860    0.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625    1.8832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927    3.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350   -0.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0151    3.3681    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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 11 13  1  6  0  0  0
 13 14  2  0  0  0  0
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 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
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 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  2  0  0  0  0
 29 32  1  1  0  0  0
 28 33  1  6  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
 36 39  1  0  0  0  0
 35 40  1  0  0  0  0
 24 41  1  0  0  0  0
 22 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050591

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)C1=O)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H22O13/c31-12-7-17(36)21-20(8-12)42-28(10-1-3-13(32)15(34)5-10)24(25(21)39)22-18(37)9-19(38)23-26(40)27(41)29(43-30(22)23)11-2-4-14(33)16(35)6-11/h1-9,24,27-29,31-38,41H/t24-,27-,28+,29+/m0/s1

> <INCHI_KEY>
UKRJEVDCOVVSAB-BENTYHEHSA-N

> <FORMULA>
C30H22O13

> <MOLECULAR_WEIGHT>
590.493

> <EXACT_MASS>
590.106040768

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
55.749570698206085

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
4.051471431666666

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.073964870155226

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.170984180352237

> <JCHEM_PKA_STRONGEST_BASIC>
-5.0656890096451415

> <JCHEM_POLAR_SURFACE_AREA>
234.66999999999996

> <JCHEM_REFRACTIVITY>
146.49110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
manniflavanone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050591 (Garciniflavanone)
Download
PDB for NP0050591 (Garciniflavanone)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0      -4.723   5.041   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.191   5.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.286   3.956   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.913   2.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.444   2.389   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.349   3.634   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.071   0.982   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.007   1.304   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.634  -0.103   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.150   2.871   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.755   4.117   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.682   3.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.308   4.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.840   4.600   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.745   3.354   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.119   1.948   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.587   1.787   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.277   3.515   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.466   6.007   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.865  -0.931   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -5.628   6.287   0.000  0.00  0.00           O+0
CONECT    1    2    6   43                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    3                                                       
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16                                                            
CONECT   20   15                                                            
CONECT   21   10   22   26                                                  
CONECT   22   21   23   42                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   41                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   21   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   25   31                                                  
CONECT   31   30                                                            
CONECT   32   29                                                            
CONECT   33   28   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37   33                                                       
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   24                                                            
CONECT   42   22                                                            
CONECT   43    1                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

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3D PDB for NP0050591 (Garciniflavanone)
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SMILES for NP0050591 (Garciniflavanone)
O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)C1=O)C1=CC(O)=C(O)C=C1
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INCHI for NP0050591 (Garciniflavanone)
InChI=1S/C30H22O13/c31-12-7-17(36)21-20(8-12)42-28(10-1-3-13(32)15(34)5-10)24(25(21)39)22-18(37)9-19(38)23-26(40)27(41)29(43-30(22)23)11-2-4-14(33)16(35)6-11/h1-9,24,27-29,31-38,41H/t24-,27-,28+,29+/m0/s1
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View in JSmol
Synonyms
ValueSource
(2R,3S,2''R,3''r)-manniflavanoneMeSH
Chemical FormulaC30H22O13
Average Mass590.4930 Da
Monoisotopic Mass590.10604 Da
IUPAC Name(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Namemanniflavanone
CAS Registry NumberNot Available
SMILES
O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)C1=O)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C30H22O13/c31-12-7-17(36)21-20(8-12)42-28(10-1-3-13(32)15(34)5-10)24(25(21)39)22-18(37)9-19(38)23-26(40)27(41)29(43-30(22)23)11-2-4-14(33)16(35)6-11/h1-9,24,27-29,31-38,41H/t24-,27-,28+,29+/m0/s1
InChI KeyUKRJEVDCOVVSAB-BENTYHEHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Garcinia kolaPlant
Garcinia manniiPlant
Garcinia manniiiPlant
Gnidia involucrataPlant
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
  • Bi- and polyflavonoid skeleton
    • 

  • Pyranoisoflavonoid
    • 

  • 3'-hydroxyflavonoid
    • 

  • 3-hydroxyflavonoid
    • 

  • 4'-hydroxyflavonoid
    • 

  • 5-hydroxyflavonoid
    • 

  • Hydroxyisoflavonoid
    • 

  • 7-hydroxyflavonoid
    • 

  • Flavanone
    • 

  • Flavanonol
    • 

  • Hydroxyflavonoid
    • 

  • Isoflavanone
    • 

  • Neolignan skeleton
    • 

  • Flavan
    • 

  • Isoflavan
    • 

  • Isoflavonoid skeleton
    • 

  • Isoflavonoid
    • 

  • Stilbene
    • 

  • Chromone
    • 

  • 1-benzopyran
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • Catechol
    • 

  • Aryl alkyl ketone
    • 

  • Aryl ketone
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.34ALOGPS
logP4.05ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)7.17ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area234.67 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity146.49 m³·mol⁻¹ChemAxon
Polarizability55.75 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000978  
Chemspider ID171850  
KEGG Compound IDC09763  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound198549  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Acharya S, Stark TD, Oh ST, Jeon S, Pak SC, Kim M, Hur J, Matsutomo T, Hofmann T, Hill RA, Balemba OB: (2R,3S,2''R,3''R)-Manniflavanone Protects Proliferating Skeletal Muscle Cells against Oxidative Stress and Stimulates Myotube Formation. J Agric Food Chem. 2017 May 10;65(18):3636-3646. doi: 10.1021/acs.jafc.6b05161. Epub 2017 May 2. [PubMed:28430433  ] 
  2. Stark TD, Losch S, Wakamatsu J, Balemba OB, Frank O, Hofmann T: UPLC-ESI-TOF MS-Based Metabolite Profiling of the Antioxidative Food Supplement Garcinia buchananii. J Agric Food Chem. 2015 Aug 19;63(32):7169-79. doi: 10.1021/acs.jafc.5b02544. Epub 2015 Aug 6. [PubMed:26226176  ] 
  3. Stark TD, Losch S, Salger M, Balemba OB, Wakamatsu J, Frank O, Hofmann T: A new NMR approach for structure determination of thermally unstable biflavanones and application to phytochemicals from Garcinia buchananii. Magn Reson Chem. 2015 Oct;53(10):813-20. doi: 10.1002/mrc.4269. Epub 2015 Jul 20. [PubMed:26195084  ] 
  4. Balemba OB, Stark TD, Losch S, Patterson S, McMillan JS, Mawe GM, Hofmann T: (2R,3S,2'' R,3''R)-manniflavanone, a new gastrointestinal smooth muscle L-type calcium channel inhibitor, which underlies the spasmolytic properties of Garcinia buchananii stem bark extract. J Smooth Muscle Res. 2014;50:48-65. doi: 10.1540/jsmr.50.48. [PubMed:26081368  ] 
  5. Stark TD, Germann D, Balemba OB, Wakamatsu J, Hofmann T: New highly in vitro antioxidative 3,8''-linked Biflav(an)ones and Flavanone-C-glycosides from Garcinia buchananii stem bark. J Agric Food Chem. 2013 Dec 26;61(51):12572-81. doi: 10.1021/jf404783y. Epub 2013 Dec 12. [PubMed:24295222  ]