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Showing NP-Card for Kolaflavanone (NP0050590)

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Record Information
Version2.0
Created at2022-04-27 21:58:15 UTC
Updated at2022-04-27 21:58:15 UTC
NP-MRD IDNP0050590
Secondary Accession NumbersNone
Natural Product Identification
Common NameKolaflavanone
DescriptionKolaflavanone, also known as kolaviron, 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, kolaflavanone is considered to be a flavonoid. Kolaflavanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Kolaflavanone is found in Garcinia buchananii , Garcinia eugeniifolia and Garcinia kola . Kolaflavanone was first documented in 2016 (PMID: 27343901). Based on a literature review a small amount of articles have been published on kolaflavanone (PMID: 34904497) (PMID: 34264310) (PMID: 32805527) (PMID: 29533216).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050590 (Kolaflavanone)


  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
    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
    5.7158    0.8250    0.0000 C   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
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  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
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 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
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 16 17  1  0  0  0  0
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 13 18  1  0  0  0  0
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 25 26  1  0  0  0  0
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 27 28  1  0  0  0  0
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 24 29  1  0  0  0  0
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 38 39  1  0  0  0  0
 34 40  1  0  0  0  0
 23 41  1  0  0  0  0
 21 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END
Download

3D MOL for NP0050590 (Kolaflavanone)

Download
3D SDF for NP0050590 (Kolaflavanone)

  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
    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
    5.7158    0.8250    0.0000 C   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
 14 15  1  0  0  0  0
 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
 16 19  1  0  0  0  0
 10 20  1  1  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 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
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 28 31  1  1  0  0  0
 27 32  1  6  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 40  1  0  0  0  0
 23 41  1  0  0  0  0
 21 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1)[C@H]1OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)C(=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H24O12/c1-41-20-7-4-13(8-16(20)34)30-28(40)27(39)24-19(37)11-18(36)23(31(24)43-30)25-26(38)22-17(35)9-15(33)10-21(22)42-29(25)12-2-5-14(32)6-3-12/h2-11,25,28-30,32-37,40H,1H3/t25-,28-,29+,30+/m0/s1

> <INCHI_KEY>
GJWXCPDVDRIBKP-CNTBMXMRSA-N

> <FORMULA>
C31H24O12

> <MOLECULAR_WEIGHT>
588.521

> <EXACT_MASS>
588.126776213

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
56.69966424614985

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
4.500930809333333

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.072752674577051

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.203980249728787

> <JCHEM_PKA_STRONGEST_BASIC>
-4.042737272111892

> <JCHEM_POLAR_SURFACE_AREA>
203.43999999999997

> <JCHEM_REFRACTIVITY>
148.9925

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kolaflavanone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050590 (Kolaflavanone)
Download
PDB for NP0050590 (Kolaflavanone)
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  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+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   20                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    3                                                       
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16                                                            
CONECT   20   10   21   25                                                  
CONECT   21   20   22   42                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   41                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   20   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   24   30                                                  
CONECT   30   29                                                            
CONECT   31   28                                                            
CONECT   32   27   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   35   39                                                       
CONECT   39   38                                                            
CONECT   40   34                                                            
CONECT   41   23                                                            
CONECT   42   21                                                            
CONECT   43    1                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

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3D PDB for NP0050590 (Kolaflavanone)
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SMILES for NP0050590 (Kolaflavanone)
COC1=C(O)C=C(C=C1)[C@H]1OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)C(=O)[C@@H]1O
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INCHI for NP0050590 (Kolaflavanone)
InChI=1S/C31H24O12/c1-41-20-7-4-13(8-16(20)34)30-28(40)27(39)24-19(37)11-18(36)23(31(24)43-30)25-26(38)22-17(35)9-15(33)10-21(22)42-29(25)12-2-5-14(32)6-3-12/h2-11,25,28-30,32-37,40H,1H3/t25-,28-,29+,30+/m0/s1
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View in JSmol
Synonyms
ValueSource
(2S,2'r,3R,3'r)-2,2',3,3'-Tetrahydro-3',5,5',7,7'-pentahydroxy-2'-(3-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)-(3,8'-bi-4H-1-benzopyran)-4,4'-dioneChEBI
(2S,2'r,3R,3'r)-3',5,5',7,7'-Pentahydroxy-2'-(3-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)-2,2',3,3'-tetrahydro-4H,4'H-3,8'-bichromene-4,4'-dioneMeSH
KolavironMeSH
Chemical FormulaC31H24O12
Average Mass588.5210 Da
Monoisotopic Mass588.12678 Da
IUPAC Name(2R,3R)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Namekolaflavanone
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=C(C=C1)[C@H]1OC2=C(C(O)=CC(O)=C2[C@@H]2[C@H](OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)C(=O)[C@@H]1O
InChI Identifier
InChI=1S/C31H24O12/c1-41-20-7-4-13(8-16(20)34)30-28(40)27(39)24-19(37)11-18(36)23(31(24)43-30)25-26(38)22-17(35)9-15(33)10-21(22)42-29(25)12-2-5-14(32)6-3-12/h2-11,25,28-30,32-37,40H,1H3/t25-,28-,29+,30+/m0/s1
InChI KeyGJWXCPDVDRIBKP-CNTBMXMRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Garcinia buchananiiPlant
Garcinia eugeniifoliaPlant
Garcinia kolaPlant
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
    • 

  • 4p-methoxyflavonoid-skeleton
    • 

  • Neolignan skeleton
    • 

  • Isoflavanone
    • 

  • Hydroxyflavonoid
    • 

  • 3'-hydroxyflavonoid
    • 

  • Flavanonol
    • 

  • Flavanone
    • 

  • 3-hydroxyflavonoid
    • 

  • 7-hydroxyflavonoid
    • 

  • Hydroxyisoflavonoid
    • 

  • 5-hydroxyflavonoid
    • 

  • 4'-hydroxyflavonoid
    • 

  • Isoflavan
    • 

  • Isoflavonoid
    • 

  • Isoflavonoid skeleton
    • 

  • Flavan
    • 

  • Stilbene
    • 

  • Chromone
    • 

  • Methoxyphenol
    • 

  • Benzopyran
    • 

  • Chromane
    • 

  • 1-benzopyran
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Aryl alkyl ketone
    • 

  • Aryl ketone
    • 

  • Phenol ether
    • 

  • Phenol
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Polyol
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen 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
logP3.76ALOGPS
logP4.5ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.2ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity148.99 m³·mol⁻¹ChemAxon
Polarizability56.7 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 IDC00000976  
Chemspider ID136697  
KEGG Compound IDC09761  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155169  
PDB IDNot Available
ChEBI ID28521  
Good Scents IDNot Available
References
General References
  1. Emmanuel O, Uche ME, Dike ED, Etumnu LR, Ugbogu OC, Ugbogu EA: A review on garcinia kola heckel: traditional uses, phytochemistry, pharmacological activities, and toxicology. Biomarkers. 2022 Mar;27(2):101-117. doi: 10.1080/1354750X.2021.2016974. Epub 2021 Dec 31. [PubMed:34904497  ] 
  2. Alrazi IMD, Ogunwa TH, Kolawole AO, Elekofehinti OO, Omotuyi OI, Miyanishi T, Maruta S: Kolaflavanone, a biflavonoid derived from medicinal plant Garcinia, is an inhibitor of mitotic kinesin Eg5. J Biochem. 2021 Dec 28;170(5):611-622. doi: 10.1093/jb/mvab083. [PubMed:34264310  ] 
  3. Wang X, Li R, Liu X, Huang S, Li B, Wang H, Chai X, Wang Y: Study on characteristics of biflavanones distribution in Garcinia kola seeds and identification of compounds in gum resin exuded from fresh slices. J Pharm Biomed Anal. 2020 Oct 25;190:113512. doi: 10.1016/j.jpba.2020.113512. Epub 2020 Aug 2. [PubMed:32805527  ] 
  4. Kolawole AN, Akinladejo VT, Elekofehinti OO, Akinmoladun AC, Kolawole AO: Experimental and computational modeling of interaction of kolaviron-kolaflavanone with aldehyde dehydrogenase. Bioorg Chem. 2018 Aug;78:68-79. doi: 10.1016/j.bioorg.2018.02.012. Epub 2018 Feb  27. [PubMed:29533216  ] 
  5. Tshibangu PT, Kapepula PM, Kapinga MJK, Lupona HK, Ngombe NK, Kalenda DT, Jansen O, Wauters JN, Tits M, Angenot L, Rozet E, Hubert P, Marini RD, Frederich M: Fingerprinting and validation of a LC-DAD method for the analysis of biflavanones in Garcinia kola-based antimalarial improved traditional medicines. J Pharm Biomed Anal. 2016 Sep 5;128:382-390. doi: 10.1016/j.jpba.2016.04.042. Epub 2016 Jun 9. [PubMed:27343901  ]