NP-MRD: Showing NP-Card for 3-Hydroxy-5,7,4'-trimethoxyflavone (NP0043796)

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Record Information

Version

2.0

Created at

2021-06-22 17:18:03 UTC

Updated at

2021-06-22 17:18:03 UTC

NP-MRD ID

NP0043796

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Kaempferol 5,7,4'-trimethyl ether 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. 3-Hydroxy-5,7,4'-trimethoxyflavone is found in Aglaia eliptifolia, Aglaia perviridis and Amomum koenigii. 3-Hydroxy-5,7,4'-trimethoxyflavone was first documented in 1999 (Dong, et al.). Based on a literature review a small amount of articles have been published on Kaempferol 5,7,4'-trimethyl ether.

Structure

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

NP0043796
     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    6.8273   -1.5667    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2055   -0.5168   -0.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.2036   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -0.9007    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.5247    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509    0.5695   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257    0.8372   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711   -0.2103    0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651   -0.1670    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019   -1.3009    0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643   -1.2261    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241   -2.3485    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991   -3.6141    0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583   -0.0375    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4350    1.0931   -0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    2.2846   -0.3330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4591    2.3998   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624    1.0206   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096    2.1139   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    3.1989   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    2.0245   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    3.1817   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.2564   -0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8749   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176   -2.3890    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3832   -1.2524    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5773   -2.0120   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366   -1.7449    1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8478   -1.0670    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5939   -2.2520    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3711   -3.6721    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -3.8097    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4709   -4.3875    0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355   -0.0350    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9139    1.9626   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    3.4871   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    1.9012    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    3.4780   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473    2.0838   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1009    1.4707   -1.4805 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
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  2  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END


  Mrv1652306222119182D          

 24 26  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
    3.5724   -0.4125    0.0000 C   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
  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
  3  8  1  0  0  0  0
  6  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 10 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043796

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(OC)C=C(OC)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)18-17(20)16(19)15-13(23-3)8-12(22-2)9-14(15)24-18/h4-9,20H,1-3H3

> <INCHI_KEY>
SGPXJCVFCJANKN-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.32

> <EXACT_MASS>
328.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.89696214637702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
2.2475469536666663

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.913176807931757

> <JCHEM_PKA_STRONGEST_BASIC>
-3.829636464210819

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
88.3282

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043796
     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    6.8273   -1.5667    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2055   -0.5168   -0.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.2036   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -0.9007    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.5247    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509    0.5695   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257    0.8372   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711   -0.2103    0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651   -0.1670    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019   -1.3009    0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643   -1.2261    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241   -2.3485    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991   -3.6141    0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583   -0.0375    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4350    1.0931   -0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    2.2846   -0.3330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4591    2.3998   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624    1.0206   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096    2.1139   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    3.1989   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    2.0245   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    3.1817   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.2564   -0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8749   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176   -2.3890    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3832   -1.2524    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5773   -2.0120   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366   -1.7449    1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8478   -1.0670    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5939   -2.2520    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3711   -3.6721    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -3.8097    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4709   -4.3875    0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355   -0.0350    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9139    1.9626   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    3.4871   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    1.9012    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    3.4780   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473    2.0838   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1009    1.4707   -1.4805 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
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  2  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  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  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
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   24                                                  
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   23                                                       
CONECT   23   22                                                            
CONECT   24   10                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    NP0043796
HETATM    1  C1  UNL     1       6.827  -1.567   0.478  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.206  -0.517  -0.194  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.874  -0.204  -0.156  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.927  -0.901   0.572  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.603  -0.525   0.562  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.151   0.570  -0.178  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.726   0.837  -0.186  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.071  -0.210   0.068  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.365  -0.167   0.103  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.102  -1.301   0.374  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.464  -1.226   0.405  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.224  -2.349   0.673  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.699  -3.614   0.928  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.158  -0.037   0.172  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.435   1.093  -0.097  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.067   2.285  -0.333  1.00  0.00           O  
HETATM   17  C13 UNL     1      -5.459   2.400  -0.310  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.062   1.021  -0.129  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.310   2.114  -0.389  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.887   3.199  -0.604  1.00  0.00           O  
HETATM   21  C16 UNL     1       0.105   2.025  -0.417  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.743   3.182  -0.669  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.071   1.256  -0.896  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.428   0.875  -0.886  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.118  -2.389   0.695  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.383  -1.252   1.383  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.577  -2.012  -0.237  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.237  -1.745   1.152  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.848  -1.067   1.135  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.594  -2.252   0.562  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.371  -3.672   1.997  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.869  -3.810   0.230  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.471  -4.388   0.718  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.235  -0.035   0.208  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.914   1.963  -1.215  1.00  0.00           H  
HETATM   36  H12 UNL     1      -5.751   3.487  -0.320  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.887   1.901   0.590  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.622   3.478  -0.706  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.847   2.084  -1.542  1.00  0.00           H  
HETATM   40  H16 UNL     1       5.101   1.471  -1.481  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   23
CONECT    7    8   21   21
CONECT    8    9
CONECT    9   10   10   18
CONECT   10   11   30
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   31   32   33
CONECT   14   15   34
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   38
CONECT   23   24   24   39
CONECT   24   40
END

NP0043796
     RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    6.8273   -1.5667    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2055   -0.5168   -0.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.2036   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -0.9007    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.5247    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509    0.5695   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257    0.8372   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711   -0.2103    0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651   -0.1670    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019   -1.3009    0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643   -1.2261    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241   -2.3485    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6991   -3.6141    0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583   -0.0375    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4350    1.0931   -0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    2.2846   -0.3330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4591    2.3998   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624    1.0206   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096    2.1139   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    3.1989   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    2.0245   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    3.1817   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.2564   -0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8749   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176   -2.3890    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3832   -1.2524    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5773   -2.0120   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366   -1.7449    1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8478   -1.0670    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5939   -2.2520    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3711   -3.6721    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -3.8097    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4709   -4.3875    0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355   -0.0350    0.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9139    1.9626   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    3.4871   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    1.9012    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    3.4780   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473    2.0838   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1009    1.4707   -1.4805 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
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  2  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₆

Average Mass

328.3200 Da

Monoisotopic Mass

328.09469 Da

IUPAC Name

3-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

3-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(OC)C=C(OC)C=C2O1

InChI Identifier

InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)18-17(20)16(19)15-13(23-3)8-12(22-2)9-14(15)24-18/h4-9,20H,1-3H3

InChI Key

SGPXJCVFCJANKN-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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aglaia eliptifolia	Plant	KNApSAcK
Aglaia perviridis	LOTUS Database	35616633
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

4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
3-hydroxyflavone
3-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organooxygen compound
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	2.1	ALOGPS
logP	2.25	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.33 m³·mol⁻¹	ChemAxon
Polarizability	33.9 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

Not Available

Chemspider ID

542787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

624831

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-Hydroxy-5,7,4'-trimethoxyflavone (NP0043796)

MOL for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

3D MOL for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

3D SDF for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

3D-SDF for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

PDB for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

3D PDB for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

SMILES for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

INCHI for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

Structure for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)

3D Structure for NP0043796 (3-Hydroxy-5,7,4'-trimethoxyflavone)