NP-MRD: Showing NP-Card for Khrinone E (NP0001530)

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Record Information

Version

2.0

Created at

2020-08-25 23:20:59 UTC

Updated at

2021-08-10 02:55:01 UTC

NP-MRD ID

NP0001530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Khrinone E

Description

7-Hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Based on a literature review very few articles have been published on 7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0001530
     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.6395   -0.5495    2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.0466    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -0.0103    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.7323    1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721   -0.7986    1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -0.1424    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.3152   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.8697   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -1.0406   -1.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -0.6956   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5087   -0.8798   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.5230   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8368   -0.7088   -0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378    0.0410    1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.2218    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.1322    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.0442    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.5621    1.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    0.5860   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    1.2568   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3063    0.7955   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.6399   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.3641   -1.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875   -0.3790    3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.6423    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484   -0.0357    2.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1571   -1.2580    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914   -1.3641    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -1.1973   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7716   -1.3234   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498   -0.4490    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8973    0.3353    1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100    0.6630    2.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5090   -3.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    0.6989   -3.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7592   -0.1998   -3.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7289    1.8739   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  1  0
M  END


  Mrv1533004241512502D          

 23 25  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   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
   -1.4289   -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
    0.0000   -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  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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.1434   -1.2375    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   -2.4750    0.0000 O   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
    0.7145   -2.8875    0.0000 O   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
   -0.7145   -2.8875    0.0000 C   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
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C(OC)=C1O)C1=COC2=CC(O)=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-21-13-6-5-10(17(22-2)16(13)20)12-8-23-14-7-9(18)3-4-11(14)15(12)19/h3-8,18,20H,1-2H3

> <INCHI_KEY>
WDHLJEOPUWGKKG-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.27227525052131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
2.41509518

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.68767205078508

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.4700498764407675

> <JCHEM_PKA_STRONGEST_BASIC>
-4.543239389320535

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
82.62839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
khrinone E

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001530
     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.6395   -0.5495    2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.0466    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -0.0103    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.7323    1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721   -0.7986    1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -0.1424    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.3152   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.8697   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -1.0406   -1.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -0.6956   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5087   -0.8798   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.5230   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8368   -0.7088   -0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378    0.0410    1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.2218    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.1322    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.0442    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.5621    1.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    0.5860   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    1.2568   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3063    0.7955   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.6399   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.3641   -1.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875   -0.3790    3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.6423    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484   -0.0357    2.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1571   -1.2580    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914   -1.3641    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -1.1973   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7716   -1.3234   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498   -0.4490    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8973    0.3353    1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100    0.6630    2.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5090   -3.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    0.6989   -3.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7592   -0.1998   -3.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7289    1.8739   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17                                                            
CONECT   19    6   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19    3   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    NP0001530
HETATM    1  C1  UNL     1      -5.640  -0.549   2.128  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.981   0.047   1.062  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.647  -0.010   0.740  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.790  -0.732   1.535  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.472  -0.799   1.229  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.943  -0.142   0.105  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.484  -0.315  -0.168  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.945  -0.870  -1.337  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.239  -1.041  -1.559  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.158  -0.696  -0.684  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.509  -0.880  -0.939  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.487  -0.523  -0.041  1.00  0.00           C  
HETATM   13  O3  UNL     1       6.837  -0.709  -0.304  1.00  0.00           O  
HETATM   14  C11 UNL     1       5.138   0.041   1.169  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.794   0.222   1.419  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.808  -0.132   0.525  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.450   0.044   0.751  1.00  0.00           C  
HETATM   18  O4  UNL     1       1.135   0.562   1.865  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.783   0.586  -0.701  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.337   1.257  -1.810  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.306   0.796  -3.127  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.147   0.640  -0.364  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.988   1.364  -1.165  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.088  -0.379   3.077  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.778  -1.642   1.982  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.648  -0.036   2.198  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.157  -1.258   2.420  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.791  -1.364   1.846  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.279  -1.197  -2.132  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.772  -1.323  -1.888  1.00  0.00           H  
HETATM   31  H8  UNL     1       7.550  -0.449   0.352  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.897   0.335   1.902  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.510   0.663   2.368  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.759   1.509  -3.849  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.245   0.699  -3.460  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.759  -0.200  -3.160  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.729   1.874  -1.983  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   19
CONECT    7    8    8   17
CONECT    8    9   29
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   30
CONECT   12   13   14   14
CONECT   13   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17
CONECT   17   18   18
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   34   35   36
CONECT   22   23
CONECT   23   37
END

NP0001530
     RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -5.6395   -0.5495    2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.0466    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -0.0103    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.7323    1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721   -0.7986    1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -0.1424    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.3152   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.8697   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -1.0406   -1.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -0.6956   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5087   -0.8798   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.5230   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8368   -0.7088   -0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378    0.0410    1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    0.2218    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.1322    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.0442    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.5621    1.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    0.5860   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3366    1.2568   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3063    0.7955   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.6399   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.3641   -1.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875   -0.3790    3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.6423    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484   -0.0357    2.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1571   -1.2580    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914   -1.3641    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -1.1973   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7716   -1.3234   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498   -0.4490    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8973    0.3353    1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100    0.6630    2.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5090   -3.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    0.6989   -3.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7592   -0.1998   -3.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7289    1.8739   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2930 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one

Traditional Name

khrinone E

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C(OC)=C1O)C1=COC2=CC(O)=CC=C2C1=O

InChI Identifier

InChI=1S/C17H14O6/c1-21-13-6-5-10(17(22-2)16(13)20)12-8-23-14-7-9(18)3-4-11(14)15(12)19/h3-8,18,20H,1-2H3

InChI Key

WDHLJEOPUWGKKG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz, Methanol, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-25	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Dalbergia parviflora	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

4p-o-methylisoflavone
3'-hydroxy,4'-methoxyisoflavonoid
Isoflavone
Hydroxyisoflavonoid
Chromone
Methoxyphenol
1-benzopyran
Benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyran
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.23	ALOGPS
logP	2.42	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.63 m³·mol⁻¹	ChemAxon
Polarizability	31.27 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047950

Chemspider ID

5142799

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6710647

PDB ID

Not Available

ChEBI ID

107658

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Khrinone E (NP0001530)

MOL for NP0001530 (Khrinone E)

3D MOL for NP0001530 (Khrinone E)

3D SDF for NP0001530 (Khrinone E)

3D-SDF for NP0001530 (Khrinone E)

PDB for NP0001530 (Khrinone E)

3D PDB for NP0001530 (Khrinone E)

SMILES for NP0001530 (Khrinone E)

INCHI for NP0001530 (Khrinone E)

Structure for NP0001530 (Khrinone E)

3D Structure for NP0001530 (Khrinone E)