NP-MRD: Showing NP-Card for 4',5,7-Trihydroxy-6,8-dimethylisoflavone (NP0001498)

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Record Information

Version

2.0

Created at

2020-08-17 20:04:11 UTC

Updated at

2021-08-10 02:54:47 UTC

NP-MRD ID

NP0001498

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4',5,7-Trihydroxy-6,8-dimethylisoflavone

Description

5,7-Dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethyl-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. 4',5,7-Trihydroxy-6,8-dimethylisoflavone is found in Henriettella fascicularis. Based on a literature review very few articles have been published on 5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethyl-4H-chromen-4-one.

Structure

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

NP0001498
     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.2082    2.1025   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    0.9817   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772   -0.3080   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0391   -0.5888   -0.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801   -1.3503    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -2.7138    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -1.0574    0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -2.0277    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244   -1.8057    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -0.5380    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.2383    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    0.6076   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    0.9064   -0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4115    0.3576    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7776    0.6181    0.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8270   -0.4877    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763   -0.7841    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    0.5283   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136    1.6775   -0.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985    0.2426   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    1.3026   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    2.6082   -0.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    2.0104    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624    2.0534   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    3.0836   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771    0.1757   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.7009    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6090   -3.4125    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358   -3.1689   -0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -2.6271    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    1.0808   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622    1.5661   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2598    1.2202   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -0.9266    1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0743   -1.4632    1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    3.0754   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21  2  1  0
 20  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
M  END


  Mrv1533004251505432D          

 22 24  0  0  0  0            999 V2000
    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
    0.0000    0.0000    0.0000 O   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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
    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001498

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O5/c1-8-14(19)9(2)17-13(15(8)20)16(21)12(7-22-17)10-3-5-11(18)6-4-10/h3-7,18-20H,1-2H3

> <INCHI_KEY>
VSEIMGCATUFLSE-UHFFFAOYSA-N

> <FORMULA>
C17H14O5

> <MOLECULAR_WEIGHT>
298.294

> <EXACT_MASS>
298.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.830987093368183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
4.103715168333333

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.619445993407869

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.310274250304031

> <JCHEM_PKA_STRONGEST_BASIC>
-5.330768619074218

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
81.76530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001498
     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.2082    2.1025   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    0.9817   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772   -0.3080   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0391   -0.5888   -0.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801   -1.3503    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -2.7138    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -1.0574    0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -2.0277    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244   -1.8057    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -0.5380    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.2383    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    0.6076   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    0.9064   -0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4115    0.3576    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7776    0.6181    0.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8270   -0.4877    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763   -0.7841    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    0.5283   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136    1.6775   -0.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985    0.2426   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    1.3026   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    2.6082   -0.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    2.0104    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624    2.0534   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    3.0836   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771    0.1757   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.7009    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6090   -3.4125    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358   -3.1689   -0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -2.6271    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    1.0808   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622    1.5661   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2598    1.2202   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -0.9266    1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0743   -1.4632    1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    3.0754   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21  2  1  0
 20  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7   14                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14                                                            
CONECT   16   10   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    NP0001498
HETATM    1  C1  UNL     1      -4.208   2.103  -0.531  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.258   0.982  -0.321  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.677  -0.308  -0.174  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.039  -0.589  -0.221  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.780  -1.350   0.022  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.331  -2.714   0.170  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.444  -1.057   0.065  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.567  -2.028   0.250  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.724  -1.806   0.300  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.237  -0.538   0.162  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.655  -0.238   0.210  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.235   0.608  -0.712  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.596   0.906  -0.681  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.412   0.358   0.285  1.00  0.00           C  
HETATM   15  O3  UNL     1       6.778   0.618   0.368  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.827  -0.488   1.206  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.476  -0.784   1.174  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.347   0.528  -0.036  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.814   1.677  -0.162  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.999   0.243  -0.082  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.889   1.303  -0.279  1.00  0.00           C  
HETATM   22  O5  UNL     1      -1.559   2.608  -0.434  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.017   2.010   0.234  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.662   2.053  -1.549  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.726   3.084  -0.331  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.677   0.176  -0.363  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.253  -2.701   0.815  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.609  -3.412   0.648  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.636  -3.169  -0.786  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.422  -2.627   0.454  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.665   1.081  -1.505  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.062   1.566  -1.396  1.00  0.00           H  
HETATM   33  H11 UNL     1       7.260   1.220  -0.267  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.476  -0.927   1.978  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.074  -1.463   1.934  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.730   3.075  -0.445  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   21
CONECT    3    4    5
CONECT    4   26
CONECT    5    6    7    7
CONECT    6   27   28   29
CONECT    7    8   20
CONECT    8    9
CONECT    9   10   10   30
CONECT   10   11   18
CONECT   11   12   12   17
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   16
CONECT   15   33
CONECT   16   17   17   34
CONECT   17   35
CONECT   18   19   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   36
END

NP0001498
     RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
   -4.2082    2.1025   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    0.9817   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772   -0.3080   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0391   -0.5888   -0.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801   -1.3503    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -2.7138    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -1.0574    0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -2.0277    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244   -1.8057    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -0.5380    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.2383    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    0.6076   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    0.9064   -0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4115    0.3576    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7776    0.6181    0.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8270   -0.4877    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763   -0.7841    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    0.5283   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136    1.6775   -0.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985    0.2426   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    1.3026   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    2.6082   -0.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    2.0104    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624    2.0534   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    3.0836   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771    0.1757   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.7009    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6090   -3.4125    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358   -3.1689   -0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -2.6271    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    1.0808   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622    1.5661   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2598    1.2202   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -0.9266    1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0743   -1.4632    1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    3.0754   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21  2  1  0
 20  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
4',5,7-Trihydroxy-6,8-dimethylisoflavone	MeSH

Chemical Formula

C₁₇H₁₄O₅

Average Mass

298.2940 Da

Monoisotopic Mass

298.08412 Da

IUPAC Name

5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethyl-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-dimethylchromen-4-one

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(C)=C2OC=C(C(=O)C2=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C17H14O5/c1-8-14(19)9(2)17-13(15(8)20)16(21)12(7-22-17)10-3-5-11(18)6-4-10/h3-7,18-20H,1-2H3

InChI Key

VSEIMGCATUFLSE-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	¹³C NMR Spectrum (1D, 500Mz, DMSO, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500Mz, DMSO, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-17	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Henriettea fascicularis	Plant	KNApSAcK
Henriettella fascicularis	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

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.34	ALOGPS
logP	4.1	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	81.77 m³·mol⁻¹	ChemAxon
Polarizability	30.83 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

C00019011

Chemspider ID

552710

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

637048

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4',5,7-Trihydroxy-6,8-dimethylisoflavone (NP0001498)

MOL for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

3D MOL for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

3D SDF for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

3D-SDF for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

PDB for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

3D PDB for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

SMILES for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

INCHI for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

Structure for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)

3D Structure for NP0001498 (4',5,7-Trihydroxy-6,8-dimethylisoflavone)