NP-MRD: Showing NP-Card for 3,7-Dihydroxy-5,3',4'-trimethoxyflavone (NP0043805)

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Record Information

Version

2.0

Created at

2021-06-22 17:18:30 UTC

Updated at

2021-06-22 17:18:30 UTC

NP-MRD ID

NP0043805

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-Dihydroxy-5,3',4'-trimethoxyflavone

Description

3,7-Dihydroxy-5,3',4'-trimethoxyflavone belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 3,7-dihydroxy-5,3',4'-trimethoxyflavone is considered to be a flavonoid. 3,7-Dihydroxy-5,3',4'-trimethoxyflavone is found in Amomum koenigii. 3,7-Dihydroxy-5,3',4'-trimethoxyflavone was first documented in 1999 (Dong, et al.). Based on a literature review very few articles have been published on 3,7-Dihydroxy-5,3',4'-trimethoxyflavone.

Structure

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

  Mrv1652306222119182D          

 25 27  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -0.7145   -0.4125    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
    0.0000   -2.4750    0.0000 O   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
    2.1434   -0.4125    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
    2.1434   -2.8875    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
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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  2  1  0  0  0  0
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 10 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

NP0043805
     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    5.8393   -0.6009    3.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -0.5322    2.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888   -0.3515    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9193    0.0371    0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    0.2070   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5571    0.0326    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.1880   -0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6315   -0.2517    5.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9931   -1.9834    5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -1.4017    3.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4 29  1  0
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 16 35  1  0
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 22 38  1  0
 25 39  1  0
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 25 41  1  0
M  END

  Mrv1652306222119182D          

 25 27  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -0.7145   -0.4125    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
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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 10 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043805

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=CC2=C1C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-11-5-4-9(6-12(11)23-2)18-17(21)16(20)15-13(24-3)7-10(19)8-14(15)25-18/h4-8,19,21H,1-3H3

> <INCHI_KEY>
JVPXWOZUJXXSRX-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.68387257356089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.9439816319999996

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.15089029865001

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.380999428193645

> <JCHEM_PKA_STRONGEST_BASIC>
-3.896144021321306

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
90.3091

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043805
     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    5.8393   -0.6009    3.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -0.5322    2.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888   -0.3515    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9193    0.0371    0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    0.2070   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5571    0.0326    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  7  2  0
 17  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   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  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   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  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   15                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    9                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   10                                                            
CONECT   24    4   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    NP0043805
HETATM    1  C1  UNL     1       5.839  -0.601   3.503  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.640  -0.532   2.990  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.689  -0.351   2.141  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.919   0.037   0.808  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.861   0.207  -0.040  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.557   0.033   0.290  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.400   0.188  -0.567  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.806  -0.089  -0.091  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.929  -0.012  -0.691  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.130  -0.337  -0.070  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.320  -0.241  -0.763  1.00  0.00           C  
HETATM   12  O3  UNL     1      -5.512  -0.567  -0.131  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.287   0.177  -2.057  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.113   0.518  -2.743  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.121   0.935  -4.062  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.392   1.014  -4.719  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.935   0.416  -2.032  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.725   0.716  -2.580  1.00  0.00           C  
HETATM   19  O5  UNL     1      -0.671   1.111  -3.796  1.00  0.00           O  
HETATM   20  C15 UNL     1       0.462   0.610  -1.866  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.652   0.931  -2.488  1.00  0.00           O  
HETATM   22  C16 UNL     1       1.337  -0.354   1.626  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.332  -0.540   2.511  1.00  0.00           C  
HETATM   24  O7  UNL     1       2.151  -0.918   3.823  1.00  0.00           O  
HETATM   25  C18 UNL     1       0.954  -1.166   4.479  1.00  0.00           C  
HETATM   26  H1  UNL     1       5.970  -1.488   4.213  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.152   0.287   4.124  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.644  -0.751   2.710  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.952   0.179   0.527  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.101   0.500  -1.040  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.147  -0.669   0.955  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.847  -1.542  -0.182  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.230   0.251  -2.586  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.120   1.627  -4.151  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.263   1.385  -5.762  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.778  -0.041  -4.840  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.647   1.229  -3.431  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.295  -0.508   1.950  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.632  -0.252   5.038  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.993  -1.983   5.227  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.146  -1.402   3.770  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8   20   20
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   31
CONECT   11   12   13   13
CONECT   12   32
CONECT   13   14   33
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   34   35   36
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   37
CONECT   22   23   23   38
CONECT   23   24
CONECT   24   25
CONECT   25   39   40   41
END

NP0043805
     RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    5.8393   -0.6009    3.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -0.5322    2.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888   -0.3515    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9193    0.0371    0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8609    0.2070   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5571    0.0326    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.1880   -0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -0.0886   -0.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9293   -0.0123   -0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1297   -0.3372   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -0.2405   -0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5120   -0.5665   -0.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.1772   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1131    0.5184   -2.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9346   -4.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    1.0141   -4.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9348    0.4162   -2.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    0.7162   -2.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710    1.1112   -3.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4624    0.6098   -1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524    0.9312   -2.4882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3365   -0.3541    1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -0.5396    2.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505   -0.9181    3.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -1.1659    4.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704   -1.4878    4.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1522    0.2871    4.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6439   -0.7507    2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517    0.1793    0.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1014    0.5003   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471   -0.6695    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8466   -1.5424   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2302    0.2511   -2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1202    1.6266   -4.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.3852   -5.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778   -0.0413   -4.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6465    1.2290   -3.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2946   -0.5075    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315   -0.2517    5.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9931   -1.9834    5.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -1.4017    3.7697 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  7  2  0
 17  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

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

Traditional Name

2-(3,4-dimethoxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=CC2=C1C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1

InChI Identifier

InChI=1S/C18H16O7/c1-22-11-5-4-9(6-12(11)23-2)18-17(21)16(20)15-13(24-3)7-10(19)8-14(15)25-18/h4-8,19,21H,1-3H3

InChI Key

JVPXWOZUJXXSRX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amomum koenigii	KNApSAcK Database	22123792
Meistera koenigii	Linigton's dataset	Hui Dong, Yu-Lin Gou, Shu-Geng Cao, Shao-Xing Chen, Keng-Yeow Sim, Swee-Hock Goh, R. Manjunatha K...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
3-hydroxyflavone
3-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
O-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112550 )

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	2.22	ALOGPS
logP	1.94	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-3.9	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	4	ChemAxon
Refractivity	90.31 m³·mol⁻¹	ChemAxon
Polarizability	34.68 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

C00013357

Chemspider ID

24845224

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14234929

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hui Dong, Yu-Lin Gou, Shu-Geng Cao, Shao-Xing Chen, Keng-Yeow Sim, Swee-Hock Goh, R. Manjunatha Kini (1999). Hui Dong, Yu-Lin Gou, Shu-Geng Cao, Shao-Xing Chen, Keng-Yeow Sim, Swee-Hock Goh, R. Manjunatha Kini. Eicosenones and methylated flavonols from Amomumkoenigii. Phytochemistry Volume 50, Issue 5, 10 March 1999, Pages 899-902 DOI: 10.1016/S0031-9422(98)00622-0. Phytochemistry.

Showing NP-Card for 3,7-Dihydroxy-5,3',4'-trimethoxyflavone (NP0043805)

MOL for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

3D MOL for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

3D SDF for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

3D-SDF for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

PDB for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

3D PDB for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

SMILES for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

INCHI for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

Structure for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)

3D Structure for NP0043805 (3,7-Dihydroxy-5,3',4'-trimethoxyflavone)