NP-MRD: Showing NP-Card for 5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone (NP0056915)

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Record Information

Version

2.0

Created at

2022-04-28 02:31:07 UTC

Updated at

2022-04-28 02:31:07 UTC

NP-MRD ID

NP0056915

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone

Description

Gancaonin C belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, gancaonin C is considered to be a flavonoid lipid molecule. Gancaonin C is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Gancaonin C has been detected, but not quantified in, herbs and spices. 5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone is found in Bolusanthus speciosus, Glycyrrhiza inflata and Glycyrrhiza uralensis . This could make gancaonin C a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310252D          

 26 28  0  0  0  0            999 V2000
    1.4289   -1.6500    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    0.7145    2.0625    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
    3.5724    1.2375    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    3.5724    2.0625    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  2  0  0  0  0
 11  9  1  0  0  0  0
 12  3  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  2  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.4889    0.1651   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -0.7970   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535   -0.6428    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    0.4907    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444    1.2991    0.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    2.5117   -0.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    3.0747   -0.3993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9878    3.3063   -0.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    2.8119   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    3.6086   -1.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    1.5914   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084    1.0669   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    1.6912   -0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789   -0.1768    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302   -0.7268    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -2.0622   -0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0337   -2.6022   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1208   -1.8138    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4123   -2.3335    0.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9137   -0.4892    0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    0.0156    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.8407    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055   -0.3606    0.7295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3329    0.8053    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7988   -1.9965   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -2.7833   -1.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4992   -0.3411   -0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4733    0.5215    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073    0.9556   -0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504   -1.4171   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603    1.1422    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3660    0.1324    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608    2.6852   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2194    4.2689   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    3.5260   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878   -2.6511   -0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1986   -3.6575   -0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1870   -1.7506    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8045    0.0944    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    1.0549    0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2493   -1.8092    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -2.6215   -0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1672   -1.7095   -2.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3818   -3.2365   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 25  1  0
 25 26  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5 24  2  0
 24 23  1  0
 23 22  1  0
 22 14  2  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
  6  5  1  0
 21 15  1  0
 11 24  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 25 42  1  0
 25 43  1  0
 26 44  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
 22 41  1  0
 10 35  1  0
  8 34  1  0
  7 33  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv0541 05061310252D          

 26 28  0  0  0  0            999 V2000
    1.4289   -1.6500    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    0.7145    2.0625    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
    3.5724    1.2375    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    3.5724    2.0625    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  2  0  0  0  0
 11  9  1  0  0  0  0
 12  3  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  2  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056915

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO)=C/CC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c1-11(9-21)2-7-14-16(23)8-17(24)18-19(25)15(10-26-20(14)18)12-3-5-13(22)6-4-12/h2-6,8,10,21-24H,7,9H2,1H3/b11-2+

> <INCHI_KEY>
MEADLGUPYQNUNF-BIIKFXOESA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.3533

> <EXACT_MASS>
354.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.06786775823056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-3-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.5246682323333323

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.783766646173241

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.422268407294054

> <JCHEM_PKA_STRONGEST_BASIC>
-2.725816569386917

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
97.70039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin C

> <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  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    7   11                                                       
CONECT    3    5   12                                                       
CONECT    4    6   12                                                       
CONECT    5    3   13                                                       
CONECT    6    4   13                                                       
CONECT    7    2   14                                                       
CONECT    8   16   17                                                       
CONECT    9   11   21                                                       
CONECT   10   15   26                                                       
CONECT   11    1    2    9                                                  
CONECT   12    3    4   15                                                  
CONECT   13    5    6   22                                                  
CONECT   14    7   16   20                                                  
CONECT   15   10   12   19                                                  
CONECT   16    8   14   23                                                  
CONECT   17    8   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   15   18   25                                                  
CONECT   20   14   18   26                                                  
CONECT   21    9                                                            
CONECT   22   13                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   19                                                            
CONECT   26   10   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
4',5,7-Trihydroxy-8-(4-hydroxyprenyl)isoflavone	HMDB
5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone	HMDB
5,7-Dihydroxy-8-(4-hydroxy-3-methyl-2-butenyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB

Chemical Formula

C₂₀H₁₈O₆

Average Mass

354.3533 Da

Monoisotopic Mass

354.11034 Da

IUPAC Name

5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-3-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

gancaonin C

CAS Registry Number

Not Available

SMILES

C\C(CO)=C/CC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C20H18O6/c1-11(9-21)2-7-14-16(23)8-17(24)18-19(25)15(10-26-20(14)18)12-3-5-13(22)6-4-12/h2-6,8,10,21-24H,7,9H2,1H3/b11-2+

InChI Key

MEADLGUPYQNUNF-BIIKFXOESA-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
Bolusanthus speciosus	LOTUS Database	35616633
Glycyrrhiza inflata	LOTUS Database	35616633
Glycyrrhiza uralensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050197 )

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	3.14	ALOGPS
logP	3.52	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.7 m³·mol⁻¹	ChemAxon
Polarizability	37.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038395

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017746

KNApSAcK ID

C00009902

Chemspider ID

4953490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6450959

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone (NP0056915)

MOL for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

3D MOL for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

3D SDF for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

3D-SDF for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

PDB for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

3D PDB for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

SMILES for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

INCHI for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

Structure for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)

3D Structure for NP0056915 (5,7,4'-Trihydroxy-8-(4-hydroxyprenyl)isoflavone)