NP-MRD: Showing NP-Card for Khrinone D (NP0001529)

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Record Information

Version

2.0

Created at

2020-08-25 22:37:55 UTC

Updated at

2021-08-10 02:55:00 UTC

NP-MRD ID

NP0001529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Khrinone D

Description

5,7-Dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-4H-chromen-4-one 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. Based on a literature review very few articles have been published on 5,7-dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-4H-chromen-4-one.

Structure

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

NP0001529
     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    1.5840   -3.7510    0.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -2.4508    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -1.2815    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -1.3320    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632   -0.1632    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.0642    0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    1.0857    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -0.0595    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   -0.0270   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -0.8390   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -0.7939   -1.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -0.0012   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805    0.0201   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0651    0.8452   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4314    0.8243   -0.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5813    1.6754    0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.6670    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    2.4809    1.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.8421    0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.8107    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.5729    1.3946 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098    2.0556    0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636    1.3987    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    0.0495    0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -4.2884    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -3.8948    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4926   -4.2880   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626   -2.2798    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    2.0787    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0571   -1.4985   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5738   -0.6262   -1.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0657    0.1776   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    2.3252    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    3.1293    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    1.5912   -0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    1.8804    1.3105 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 20  9  1  0
 24  5  1  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
M  END


  Mrv1533004171519572D          

 24 27  0  0  0  0            999 V2000
    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 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 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
   -2.2136   -2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -1.3951    0.0000 O   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
  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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(OCO2)C=C1C1=COC2=CC(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-21-12-5-14-13(23-7-24-14)4-9(12)10-6-22-15-3-8(18)2-11(19)16(15)17(10)20/h2-6,18-19H,7H2,1H3

> <INCHI_KEY>
YCXPVHYOMBNKEI-UHFFFAOYSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.276

> <EXACT_MASS>
328.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.902648455524123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.845999913333333

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.143768820271825

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.5422246352787345

> <JCHEM_PKA_STRONGEST_BASIC>
-4.438117513610809

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
81.93209999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
khrinone D

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001529
     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    1.5840   -3.7510    0.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -2.4508    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -1.2815    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -1.3320    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632   -0.1632    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.0642    0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    1.0857    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -0.0595    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   -0.0270   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -0.8390   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -0.7939   -1.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -0.0012   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805    0.0201   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0651    0.8452   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4314    0.8243   -0.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5813    1.6754    0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.6670    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    2.4809    1.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.8421    0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.8107    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.5729    1.3946 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098    2.0556    0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636    1.3987    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    0.0495    0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -4.2884    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -3.8948    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4926   -4.2880   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626   -2.2798    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    2.0787    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0571   -1.4985   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5738   -0.6262   -1.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0657    0.1776   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    2.3252    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    3.1293    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    1.5912   -0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    1.8804    1.3105 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 20  9  1  0
 24  5  1  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.132  -5.096   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.037  -3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.132  -2.604   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   12   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    NP0001529
HETATM    1  C1  UNL     1       1.584  -3.751   0.127  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.123  -2.451   0.037  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.888  -1.281   0.176  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.230  -1.332   0.427  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.963  -0.163   0.560  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.363   1.064   0.445  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.984   1.086   0.188  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.263  -0.060   0.057  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.157  -0.027  -0.209  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.727  -0.839  -1.188  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.016  -0.794  -1.414  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.824  -0.001  -0.747  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.180   0.020  -1.012  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.065   0.845  -0.328  1.00  0.00           C  
HETATM   15  O3  UNL     1      -6.431   0.824  -0.639  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.581   1.675   0.651  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.226   1.667   0.930  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.697   2.481   1.901  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.353   0.842   0.244  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.994   0.811   0.499  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.571   1.573   1.395  1.00  0.00           O  
HETATM   22  O6  UNL     1       4.310   2.056   0.619  1.00  0.00           O  
HETATM   23  C17 UNL     1       5.564   1.399   0.553  1.00  0.00           C  
HETATM   24  O7  UNL     1       5.304   0.049   0.809  1.00  0.00           O  
HETATM   25  H1  UNL     1       0.881  -4.288   0.836  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.582  -3.895   0.559  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.493  -4.288  -0.845  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.763  -2.280   0.528  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.534   2.079   0.103  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.057  -1.498  -1.743  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.574  -0.626  -1.780  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.066   0.178  -0.151  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.254   2.325   1.195  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.230   3.129   2.471  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.954   1.591  -0.473  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.220   1.880   1.310  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   28
CONECT    5    6    6   24
CONECT    6    7   22
CONECT    7    8    8   29
CONECT    8    9
CONECT    9   10   10   20
CONECT   10   11   30
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   31
CONECT   14   15   16   16
CONECT   15   32
CONECT   16   17   33
CONECT   17   18   19   19
CONECT   18   34
CONECT   19   20
CONECT   20   21   21
CONECT   22   23
CONECT   23   24   35   36
END

NP0001529
     RDKit          3D

36 39  0  0  0  0  0  0  0  0999 V2000
    1.5840   -3.7510    0.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -2.4508    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -1.2815    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -1.3320    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9632   -0.1632    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.0642    0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    1.0857    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -0.0595    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   -0.0270   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -0.8390   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -0.7939   -1.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -0.0012   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805    0.0201   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0651    0.8452   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4314    0.8243   -0.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5813    1.6754    0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.6670    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    2.4809    1.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.8421    0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.8107    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.5729    1.3946 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098    2.0556    0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636    1.3987    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    0.0495    0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -4.2884    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -3.8948    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4926   -4.2880   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626   -2.2798    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    2.0787    0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0571   -1.4985   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5738   -0.6262   -1.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0657    0.1776   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    2.3252    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    3.1293    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542    1.5912   -0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    1.8804    1.3105 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 20  9  1  0
 24  5  1  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₇

Average Mass

328.2760 Da

Monoisotopic Mass

328.05830 Da

IUPAC Name

5,7-dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-4H-chromen-4-one

Traditional Name

khrinone D

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(OCO2)C=C1C1=COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C17H12O7/c1-21-12-5-14-13(23-7-24-14)4-9(12)10-6-22-15-3-8(18)2-11(19)16(15)17(10)20/h2-6,18-19H,7H2,1H3

InChI Key

YCXPVHYOMBNKEI-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 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
Benzodioxole
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.7	ALOGPS
logP	2.85	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.93 m³·mol⁻¹	ChemAxon
Polarizability	31.9 Å³	ChemAxon
Number of Rings	4	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

C00047949

Chemspider ID

24659593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44613794

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Khrinone D (NP0001529)

MOL for NP0001529 (Khrinone D)

3D MOL for NP0001529 (Khrinone D)

3D SDF for NP0001529 (Khrinone D)

3D-SDF for NP0001529 (Khrinone D)

PDB for NP0001529 (Khrinone D)

3D PDB for NP0001529 (Khrinone D)

SMILES for NP0001529 (Khrinone D)

INCHI for NP0001529 (Khrinone D)

Structure for NP0001529 (Khrinone D)

3D Structure for NP0001529 (Khrinone D)