NP-MRD: Showing NP-Card for Khrinone C (NP0001528)

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Record Information

Version

2.0

Created at

2020-08-25 22:20:07 UTC

Updated at

2021-08-10 02:54:59 UTC

NP-MRD ID

NP0001528

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Khrinone C

Description

5,7-Dihydroxy-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 5,7-dihydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one.

Structure

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

NP0001528
     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    5.6435    1.9936    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163    0.7245    0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.3884    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196    1.4790   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.2715   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0421   -0.0019   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.1756   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312   -1.0958   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.2025   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -0.4786   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.6191   -1.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733    0.1244   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518   -0.0366   -0.7591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8687    1.0492    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5177    1.2115    0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    2.1206    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.4472   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341    0.6084    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8319    1.4459    0.9934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8928   -1.0711   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -2.3913   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -3.0110    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -0.8572   -0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1169   -1.9303    0.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    2.0650    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143    2.4516   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    2.6369    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    2.4946   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.1707   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -1.6648   -2.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.3578   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1165   -0.7286   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5638    1.6511    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177    2.7023    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017   -3.9142    1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.2782    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674   -3.3197    0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074   -2.9020    0.1088 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 17 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 22 35  1  0
 22 36  1  0
 22 37  1  0
 24 38  1  0
M  END


  Mrv1533004161506372D          

 24 26  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
    2.8579   -2.4750    0.0000 O   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  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001528

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-22-12-4-3-9(17(23-2)16(12)21)10-7-24-13-6-8(18)5-11(19)14(13)15(10)20/h3-7,18-19,21H,1-2H3

> <INCHI_KEY>
HIOWCXKLRMGGLF-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.084572410376865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
2.761529858333333

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.037000487333156

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.5391258967008055

> <JCHEM_PKA_STRONGEST_BASIC>
-4.54477911946711

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
84.60929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
khrinone C

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001528
     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    5.6435    1.9936    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163    0.7245    0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.3884    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196    1.4790   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.2715   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0421   -0.0019   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.1756   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312   -1.0958   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.2025   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -0.4786   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.6191   -1.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733    0.1244   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518   -0.0366   -0.7591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8687    1.0492    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5177    1.2115    0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    2.1206    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.4472   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341    0.6084    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8319    1.4459    0.9934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8928   -1.0711   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -2.3913   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -3.0110    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -0.8572   -0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1169   -1.9303    0.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    2.0650    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143    2.4516   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    2.6369    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    2.4946   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.1707   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -1.6648   -2.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.3578   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1165   -0.7286   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5638    1.6511    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177    2.7023    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017   -3.9142    1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.2782    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674   -3.3197    0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074   -2.9020    0.1088 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 17 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 22 35  1  0
 22 36  1  0
 22 37  1  0
 24 38  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-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  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -6.930   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  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   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    7   19                                                  
CONECT   19   18                                                            
CONECT   20    6   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20    3   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    NP0001528
HETATM    1  C1  UNL     1       5.643   1.994   0.276  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.116   0.725   0.224  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.784   0.388   0.025  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.920   1.479  -0.135  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.573   1.272  -0.340  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.042  -0.002  -0.391  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.378  -0.176  -0.611  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.831  -1.096  -1.553  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.124  -1.203  -1.717  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.978  -0.479  -1.031  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.352  -0.619  -1.234  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.273   0.124  -0.534  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.652  -0.037  -0.759  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.869   1.049   0.410  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.518   1.212   0.635  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.016   2.121   1.566  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.592   0.447  -0.086  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.234   0.608   0.136  1.00  0.00           C  
HETATM   19  O5  UNL     1      -0.832   1.446   0.993  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.893  -1.071  -0.232  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.433  -2.391  -0.270  1.00  0.00           O  
HETATM   22  C16 UNL     1       1.018  -3.011   0.932  1.00  0.00           C  
HETATM   23  C17 UNL     1       3.261  -0.857  -0.025  1.00  0.00           C  
HETATM   24  O7  UNL     1       4.117  -1.930   0.136  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.705   2.065   0.502  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.514   2.452  -0.749  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.022   2.637   0.963  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.303   2.495  -0.101  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.949   2.171  -0.456  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.087  -1.665  -2.089  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.653  -1.358  -1.985  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.117  -0.729  -0.184  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.564   1.651   0.979  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.618   2.702   2.123  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.602  -3.914   1.174  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.052  -2.278   1.750  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.067  -3.320   0.868  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.807  -2.902   0.109  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   20
CONECT    7    8    8   18
CONECT    8    9   30
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   13   32
CONECT   14   15   33
CONECT   15   16   17   17
CONECT   16   34
CONECT   17   18
CONECT   18   19   19
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   35   36   37
CONECT   23   24
CONECT   24   38
END

NP0001528
     RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    5.6435    1.9936    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163    0.7245    0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.3884    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196    1.4790   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.2715   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0421   -0.0019   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.1756   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312   -1.0958   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.2025   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -0.4786   -1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.6191   -1.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733    0.1244   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518   -0.0366   -0.7591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8687    1.0492    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5177    1.2115    0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    2.1206    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.4472   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341    0.6084    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8319    1.4459    0.9934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8928   -1.0711   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -2.3913   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -3.0110    0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -0.8572   -0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1169   -1.9303    0.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    2.0650    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143    2.4516   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    2.6369    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    2.4946   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.1707   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -1.6648   -2.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.3578   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1165   -0.7286   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5638    1.6511    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177    2.7023    2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017   -3.9142    1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.2782    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674   -3.3197    0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074   -2.9020    0.1088 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 17 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 22 35  1  0
 22 36  1  0
 22 37  1  0
 24 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2920 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

5,7-dihydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one

Traditional Name

khrinone C

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H14O7/c1-22-12-4-3-9(17(23-2)16(12)21)10-7-24-13-6-8(18)5-11(19)14(13)15(10)20/h3-7,18-19,21H,1-2H3

InChI Key

HIOWCXKLRMGGLF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz MHz, Acetone, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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, Acetone, 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
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
1-benzopyran
Anisole
Methoxybenzene
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen 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	3.02	ALOGPS
logP	2.76	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.61 m³·mol⁻¹	ChemAxon
Polarizability	32.08 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

C00047948

Chemspider ID

24659592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44613668

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Khrinone C (NP0001528)

MOL for NP0001528 (Khrinone C)

3D MOL for NP0001528 (Khrinone C)

3D SDF for NP0001528 (Khrinone C)

3D-SDF for NP0001528 (Khrinone C)

PDB for NP0001528 (Khrinone C)

3D PDB for NP0001528 (Khrinone C)

SMILES for NP0001528 (Khrinone C)

INCHI for NP0001528 (Khrinone C)

Structure for NP0001528 (Khrinone C)

3D Structure for NP0001528 (Khrinone C)