NP-MRD: Showing NP-Card for Ginkgetin (NP0047731)

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Record Information

Version

2.0

Created at

2022-03-17 20:45:00 UTC

Updated at

2022-03-17 20:45:01 UTC

NP-MRD ID

NP0047731

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ginkgetin

Description

Ginkgetin 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, ginkgetin is considered to be a flavonoid lipid molecule. Ginkgetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Ginkgetin has been detected, but not quantified in, fats and oils and ginkgo nuts. Ginkgetin is found in Afrocarpus gracilior, Apis cerana, Callitropsis nootkatensis, Cephalotaxus harringtonia, Cephalotaxus koreana, Cycas spp., Dacrydium spp., Dioon spp., Elateriospermum tapos , Falcatifolium spp., Halocarpus spp., Metasequoia glyptostroboides, Metasequoia glyptostroboides Hu et Cheng., Piranhea mexicana, Selaginella moellendorffii, Selaginella sinensis, Selaginella willdenowii, Taxus baccata , Taxus buccata, Taxus canadensis, Taxus cuspidata , Taxus wallichiana , Taxus wallichini, Torreya nucifera and Zamia angustifolia . Ginkgetin was first documented in 1992 (PMID: 1329635). This could make ginkgetin a potential biomarker for the consumption of these foods (PMID: 16327145) (PMID: 9134745) (PMID: 10418340).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061307202D          

 42 47  0  0  0  0            999 V2000
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  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   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
    2.8579   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 15  3  2  0  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16  9  2  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 12  2  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25  8  1  0  0  0  0
 25 19  2  0  0  0  0
 26 14  2  0  0  0  0
 26 15  1  0  0  0  0
 27 13  2  0  0  0  0
 27 16  1  0  0  0  0
 28 11  2  0  0  0  0
 29 19  1  0  0  0  0
 29 21  1  0  0  0  0
 30 20  2  0  0  0  0
 30 23  1  0  0  0  0
 30 28  1  0  0  0  0
 31 22  2  0  0  0  0
 31 24  1  0  0  0  0
 32 29  2  0  0  0  0
 32 31  1  0  0  0  0
 33 17  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
 37 23  2  0  0  0  0
 38 24  2  0  0  0  0
 39  1  1  0  0  0  0
 39 18  1  0  0  0  0
 40  2  1  0  0  0  0
 40 25  1  0  0  0  0
 41 27  1  0  0  0  0
 41 28  1  0  0  0  0
 42 26  1  0  0  0  0
 42 32  1  0  0  0  0
M  END


  Mrv0541 05061307202D          

 42 47  0  0  0  0            999 V2000
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  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   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
    2.8579   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 15  3  2  0  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16  9  2  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 12  2  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25  8  1  0  0  0  0
 25 19  2  0  0  0  0
 26 14  2  0  0  0  0
 26 15  1  0  0  0  0
 27 13  2  0  0  0  0
 27 16  1  0  0  0  0
 28 11  2  0  0  0  0
 29 19  1  0  0  0  0
 29 21  1  0  0  0  0
 30 20  2  0  0  0  0
 30 23  1  0  0  0  0
 30 28  1  0  0  0  0
 31 22  2  0  0  0  0
 31 24  1  0  0  0  0
 32 29  2  0  0  0  0
 32 31  1  0  0  0  0
 33 17  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
 37 23  2  0  0  0  0
 38 24  2  0  0  0  0
 39  1  1  0  0  0  0
 39 18  1  0  0  0  0
 40  2  1  0  0  0  0
 40 25  1  0  0  0  0
 41 27  1  0  0  0  0
 41 28  1  0  0  0  0
 42 26  1  0  0  0  0
 42 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047731

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC(=C(OC)C=C1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H22O10/c1-39-18-10-20(34)30-23(37)13-27(41-28(30)11-18)16-5-8-25(40-2)19(9-16)29-21(35)12-22(36)31-24(38)14-26(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-36H,1-2H3

> <INCHI_KEY>
AIFCFBUSLAEIBR-UHFFFAOYSA-N

> <FORMULA>
C32H22O10

> <MOLECULAR_WEIGHT>
566.5111

> <EXACT_MASS>
566.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
57.787594467693694

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.96

> <JCHEM_LOGP>
5.379145925333332

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.293695666086094

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.280961744481483

> <JCHEM_PKA_STRONGEST_BASIC>
-4.558766652095681

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
153.8706

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ginkgetin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   39                                                            
CONECT    2   40                                                            
CONECT    3    6   15                                                       
CONECT    4    7   15                                                       
CONECT    5    8   16                                                       
CONECT    6    3   17                                                       
CONECT    7    4   17                                                       
CONECT    8    5   25                                                       
CONECT    9   16   19                                                       
CONECT   10   18   20                                                       
CONECT   11   18   28                                                       
CONECT   12   21   22                                                       
CONECT   13   23   27                                                       
CONECT   14   24   26                                                       
CONECT   15    3    4   26                                                  
CONECT   16    5    9   27                                                  
CONECT   17    6    7   33                                                  
CONECT   18   10   11   39                                                  
CONECT   19    9   25   29                                                  
CONECT   20   10   30   34                                                  
CONECT   21   12   29   35                                                  
CONECT   22   12   31   36                                                  
CONECT   23   13   30   37                                                  
CONECT   24   14   31   38                                                  
CONECT   25    8   19   40                                                  
CONECT   26   14   15   42                                                  
CONECT   27   13   16   41                                                  
CONECT   28   11   30   41                                                  
CONECT   29   19   21   32                                                  
CONECT   30   20   23   28                                                  
CONECT   31   22   24   32                                                  
CONECT   32   29   31   42                                                  
CONECT   33   17                                                            
CONECT   34   20                                                            
CONECT   35   21                                                            
CONECT   36   22                                                            
CONECT   37   23                                                            
CONECT   38   24                                                            
CONECT   39    1   18                                                       
CONECT   40    2   25                                                       
CONECT   41   27   28                                                       
CONECT   42   26   32                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
4''',5,5'',7''-tetrahydroxy-4',7-dimethoxy-(3'->8'')-biflavone	ChEBI
5,7-Dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl)-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Amentoflavone 7,4'-dimethyl ether	ChEBI
7,4'-Dimethylamentoflavone	HMDB
Ginkgetin 7''-O-beta-D-glucopyranoside	HMDB

Chemical Formula

C₃₂H₂₂O₁₀

Average Mass

566.5111 Da

Monoisotopic Mass

566.12130 Da

IUPAC Name

5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

ginkgetin

CAS Registry Number

481-46-9

SMILES

COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC(=C(OC)C=C1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C32H22O10/c1-39-18-10-20(34)30-23(37)13-27(41-28(30)11-18)16-5-8-25(40-2)19(9-16)29-21(35)12-22(36)31-24(38)14-26(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-36H,1-2H3

InChI Key

AIFCFBUSLAEIBR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Afrocarpus gracilior	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Cephalotaxus harringtonia	Plant	KNApSAcK
Cephalotaxus koreana	Plant	KNApSAcK
Cycas spp.	Plant	KNApSAcK
Dacrydium spp.	Plant	KNApSAcK
Dioon spp.	Plant	KNApSAcK
Elateriospermum tapos	Plant	KNApSAcK
Falcatifolium spp.	Plant	KNApSAcK
Ginkgo biloba	FooDB	KNAPSACK
Halocarpus spp.	Plant	KNApSAcK
Metasequoia glyptostroboides	LOTUS Database	35616633
Metasequoia glyptostroboides Hu et Cheng.	Plant	KNApSAcK
Piranhea mexicana	LOTUS Database	35616633
Selaginella moellendorffii	-	KNApSAcK
Selaginella sinensis	LOTUS Database	35616633
Selaginella willdenowii	LOTUS Database	35616633
Taxus baccata	Plant	KNApSAcK
Taxus buccata	Plant	KNApSAcK
Taxus canadensis	Plant	KNApSAcK
Taxus cuspidata	Plant	KNApSAcK
Taxus wallichiana	Plant	KNApSAcK
Taxus wallichini	Plant	KNApSAcK
Torreya nucifera	Plant	KNApSAcK
Zamia angustifolia	Plant	KNApSAcK

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

Bi- and polyflavonoid skeleton
4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ring assembly (CHEBI:5353 )
biflavonoid (CHEBI:5353 )
hydroxyflavone (CHEBI:5353 )
methoxyflavone (CHEBI:5353 )
Biflavonoids and polyflavonoids (C10048 )
Biflavonoids and polyflavonoids (LMPK12040003 )

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	4.96	ALOGPS
logP	5.38	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	6.28	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	153.87 m³·mol⁻¹	ChemAxon
Polarizability	57.79 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

HMDB0033762

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5271805

PDB ID

Not Available

ChEBI ID

5353

Good Scents ID

Not Available

References

General References

Hayashi K, Hayashi T, Morita N: Mechanism of action of the antiherpesvirus biflavone ginkgetin. Antimicrob Agents Chemother. 1992 Sep;36(9):1890-3. doi: 10.1128/AAC.36.9.1890. [PubMed:1329635 ]
Son JK, Son MJ, Lee E, Moon TC, Son KH, Kim CH, Kim HP, Kang SS, Chang HW: Ginkgetin, a Biflavone from Ginko biloba leaves, inhibits cyclooxygenases-2 and 5-lipoxygenase in mouse bone marrow-derived mast cells. Biol Pharm Bull. 2005 Dec;28(12):2181-4. doi: 10.1248/bpb.28.2181. [PubMed:16327145 ]
Sun CM, Syu WJ, Huang YT, Chen CC, Ou JC: Selective cytotoxicity of ginkgetin from Selaginella moellendorffii. J Nat Prod. 1997 Apr;60(4):382-4. doi: 10.1021/np960608e. [PubMed:9134745 ]
Kim HK, Son KH, Chang HW, Kang SS, Kim HP: Inhibition of rat adjuvant-induced arthritis by ginkgetin, a biflavone from ginkgo biloba leaves. Planta Med. 1999 Jun;65(5):465-7. doi: 10.1055/s-2006-960815. [PubMed:10418340 ]

Showing NP-Card for Ginkgetin (NP0047731)

MOL for NP0047731 (Ginkgetin)

3D MOL for NP0047731 (Ginkgetin)

3D SDF for NP0047731 (Ginkgetin)

3D-SDF for NP0047731 (Ginkgetin)

PDB for NP0047731 (Ginkgetin)

3D PDB for NP0047731 (Ginkgetin)

SMILES for NP0047731 (Ginkgetin)

INCHI for NP0047731 (Ginkgetin)

Structure for NP0047731 (Ginkgetin)

3D Structure for NP0047731 (Ginkgetin)