NP-MRD: Showing NP-Card for 5-Hydroxy-3,7,4'-trimethoxyflavone (NP0043772)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-22 16:57:31 UTC

Updated at

2021-06-22 16:57:31 UTC

NP-MRD ID

NP0043772

Secondary Accession Numbers

NP0044788

Natural Product Identification

Common Name

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

Description

Kaempferol 3,7,4'-trimethyl ether belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, kaempferol 3,7,4'-trimethyl ether is considered to be a flavonoid. 5-Hydroxy-3,7,4'-trimethoxyflavone is found in Aglaia rubiginosa, Aleuritopteris formosana, Boesenbergia rotunda, Bombax anceps, Centaurea deflexa, Clausena dunniana, Currania robertiana, Entada phaseoloides, Gymnocarpium robertianum, Amomum koenigii, Montanoa leucantha, Phrodus bridgesii, Pogostemon cablin, Reneilmia cincinnata, Sparuna apiosyce, Cleome spinosa , Xylothamia diffusa and Zingiber ottensii. 5-Hydroxy-3,7,4'-trimethoxyflavone was first documented in 2013 (PMID: 24079240). Based on a literature review very few articles have been published on Kaempferol 3,7,4'-trimethyl ether (PMID: 27150483).

Structure

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

NP0043772
     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -6.4480    1.2001    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541    1.9422    0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    1.3522    0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9298    0.0300   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690   -0.5713   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.1461   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.4261   -0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175    0.4822   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    0.1577   -0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1356   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.8068   -0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    1.8271   -0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400    3.1830   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.5024   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -1.5135   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2455   -2.7887   -0.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1737   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -2.0969   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -3.3126   -0.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.7473   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -2.7167   -0.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2641   -3.2889    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.5016    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    2.1086    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4625    0.2982    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117    1.8171    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    0.8477   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026   -0.5829   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433   -1.6092   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    2.1743   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    3.7778   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    3.4877    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.3706   -1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.7651   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385   -3.6668   -0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -3.9147    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271   -2.4161    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229   -3.7994    0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601    2.0818    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    3.1637    0.6018 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
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  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
 16 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END


  Mrv1652306222118572D          

 24 26  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    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
    2.1434   -1.2375    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
    4.2868   -1.6500    0.0000 O   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
    2.8579    0.8250    0.0000 O   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
    0.0000    0.8250    0.0000 C   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  2  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  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043772

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
WSQWAMGRHJQANC-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.32

> <EXACT_MASS>
328.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.81953301698641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
2.8644802869999997

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.155964566847914

> <JCHEM_PKA_STRONGEST_BASIC>
-4.380068812782308

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
88.59710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043772
     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -6.4480    1.2001    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541    1.9422    0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    1.3522    0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9298    0.0300   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690   -0.5713   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.1461   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.4261   -0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175    0.4822   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    0.1577   -0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1356   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.8068   -0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    1.8271   -0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400    3.1830   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.5024   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -1.5135   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2455   -2.7887   -0.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1737   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -2.0969   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -3.3126   -0.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.7473   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -2.7167   -0.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2641   -3.2889    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.5016    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    2.1086    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4625    0.2982    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117    1.8171    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    0.8477   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026   -0.5829   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433   -1.6092   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    2.1743   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    3.7778   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    3.4877    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.3706   -1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.7651   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385   -3.6668   -0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -3.9147    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271   -2.4161    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229   -3.7994    0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601    2.0818    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    3.1637    0.6018 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
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  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
 16 35  1  0
 22 36  1  0
 22 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      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   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  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+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   19                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    9                                                       
CONECT   20   16   21                                                       
CONECT   21   20                                                            
CONECT   22   14                                                            
CONECT   23   10   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    NP0043772
HETATM    1  C1  UNL     1      -6.448   1.200   0.054  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.254   1.942   0.259  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.003   1.352   0.126  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.930   0.030  -0.210  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.669  -0.571  -0.346  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.524   0.146  -0.146  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.179  -0.426  -0.219  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.818   0.482  -0.273  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.077   0.158  -0.343  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.050   1.136  -0.396  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.378   0.807  -0.470  1.00  0.00           C  
HETATM   12  O3  UNL     1       5.344   1.827  -0.522  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.940   3.183  -0.499  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.770  -0.502  -0.493  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.823  -1.513  -0.441  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.246  -2.789  -0.466  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.501  -1.174  -0.368  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.484  -2.097  -0.311  1.00  0.00           C  
HETATM   19  O5  UNL     1       1.717  -3.313  -0.325  1.00  0.00           O  
HETATM   20  C15 UNL     1       0.128  -1.747  -0.235  1.00  0.00           C  
HETATM   21  O6  UNL     1      -0.841  -2.717  -0.170  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.264  -3.289   1.067  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.668   1.502   0.197  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.892   2.109   0.334  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.463   0.298   0.729  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.312   1.817   0.377  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.554   0.848  -0.992  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.803  -0.583  -0.378  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.643  -1.609  -0.644  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.765   2.174  -0.379  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.852   3.778  -0.761  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.578   3.488   0.507  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.160   3.371  -1.264  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.819  -0.765  -0.551  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.838  -3.667  -0.444  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.495  -3.915   1.531  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.427  -2.416   1.761  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.223  -3.799   0.972  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.760   2.082   0.359  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.937   3.164   0.602  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   20   20
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   30
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   31   32   33
CONECT   14   15   34
CONECT   15   16   17   17
CONECT   16   35
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22
CONECT   22   36   37   38
CONECT   23   24   24   39
CONECT   24   40
END

NP0043772
     RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -6.4480    1.2001    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541    1.9422    0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    1.3522    0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9298    0.0300   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690   -0.5713   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.1461   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.4261   -0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175    0.4822   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    0.1577   -0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1356   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.8068   -0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    1.8271   -0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400    3.1830   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.5024   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -1.5135   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2455   -2.7887   -0.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1737   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -2.0969   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -3.3126   -0.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285   -1.7473   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -2.7167   -0.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2641   -3.2889    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.5016    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    2.1086    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4625    0.2982    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117    1.8171    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    0.8477   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026   -0.5829   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433   -1.6092   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    2.1743   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    3.7778   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    3.4877    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.3706   -1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.7651   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385   -3.6668   -0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -3.9147    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271   -2.4161    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229   -3.7994    0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601    2.0818    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    3.1637    0.6018 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
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 20  7  2  0
 17  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
 16 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol

Synonyms

Value	Source
7-Trimethylkaempferol	ChEMBL

Chemical Formula

C₁₈H₁₆O₆

Average Mass

328.3200 Da

Monoisotopic Mass

328.09469 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

WSQWAMGRHJQANC-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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aeonium goochiae	KNApSAcK Database	22123792
Aeonium lindleyi	KNApSAcK Database	22123792
Aframomum giganteum	KNApSAcK Database	22123792
Aglaia rubiginosa	LOTUS Database	35616633
Aleuritopteris formosana	LOTUS Database	35616633
Alpinia flabellata	KNApSAcK Database	22123792
Amomum koenigii	KNApSAcK Database	22123792
Aniba spp.	KNApSAcK Database	22123792
Artemisia campestris	KNApSAcK Database	22123792
Artemisia rupestris	KNApSAcK Database	22123792
Baccharis pilularis	KNApSAcK Database	22123792
Betula nigra	KNApSAcK Database	22123792
Boesenbergia rotunda	LOTUS Database	35616633
Bombax anceps	LOTUS Database	35616633
Calceolaria chelidonioides	KNApSAcK Database	22123792
Centaurea deflexa	LOTUS Database	35616633
Cheilanthes farinosa	KNApSAcK Database	22123792
Cheilanthes grisea	KNApSAcK Database	22123792
Cistus spp.	KNApSAcK Database	22123792
Clausena dunniana	LOTUS Database	35616633
Cleome spinosa	KNApSAcK Database	22123792
Cryptomeria japonica	KNApSAcK Database	22123792
Currania robertiana	-	KNApSAcK
Digitalis viridiflora	KNApSAcK Database	22123792
Dodonaea viscosa	KNApSAcK Database	22123792
Dorystoechas hastata	KNApSAcK Database	22123792
Entada phaseoloides	LOTUS Database	35616633
Eucryphia lucida	KNApSAcK Database	22123792
Eucryphia milliganii	KNApSAcK Database	22123792
Grindelia nana	KNApSAcK Database	22123792
Grindelia tenella	KNApSAcK Database	22123792
Gymnocarpium robertianum	LOTUS Database	35616633
Haplopappus hirtellus	KNApSAcK Database	22123792
Haplopappus sonorensis	KNApSAcK Database	22123792
Hedychium coronarium	KNApSAcK Database	22123792
Heliotropium pycnophyllum	KNApSAcK Database	22123792
Kaempferia parviflora	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...
Mirabilis viscosa	KNApSAcK Database	22123792
Montanoa leucantha	LOTUS Database	35616633
Nothofagus cunninghamii	KNApSAcK Database	22123792
Ozothamnus scutellifolius	KNApSAcK Database	22123792
Phrodus bridgesii	LOTUS Database	35616633
Piper philippinum	KNApSAcK Database	22123792
Pogostemon cablin	LOTUS Database	35616633
Reneilmia cincinnata	-	KNApSAcK
Senecio viscosus	KNApSAcK Database	22123792
Sideritis kuegleriana	KNApSAcK Database	22123792
Sideritis lotsyi	KNApSAcK Database	22123792
Solanum pubescens	KNApSAcK Database	22123792
Sparuna apiosyce	-	KNApSAcK
Stevia subpubescens	KNApSAcK Database	22123792
Tarenaya spinosa	Plant	KNApSAcK
Xanthocephalum gymnospermoides	KNApSAcK Database	22123792
Xylothamia diffusa	LOTUS Database	35616633
Zingiber ottensii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112698 )

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	3.61	ALOGPS
logP	2.86	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.16	ChemAxon
pKa (Strongest Basic)	-4.4	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	88.6 m³·mol⁻¹	ChemAxon
Polarizability	33.82 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

C00004573

Chemspider ID

4579393

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5468749

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Torres Castaneda HG, Colmenares Dulcey AJ, Isaza Martinez JH: Flavonoid Glycosides from Siparuna gigantotepala Leaves and Their Antioxidant Activity. Chem Pharm Bull (Tokyo). 2016;64(5):502-6. doi: 10.1248/cpb.c15-00788. [PubMed:27150483 ]
Ruan SN, Lu Y, Chen DF: [Anti-complementary constituents of Pogostemon cablin]. Zhongguo Zhong Yao Za Zhi. 2013 Jul;38(13):2129-35. [PubMed:24079240 ]
Hui Dong, Yu-Lin Gou, Shu-Geng Cao, Shao-Xing Chen, Keng-Yeow Sim, Swee-Hock Goh, R. Manjunatha Kini (1999). Eicosenones and methylated flavonols from Amomumkoenigii. Phytochemistry.

Showing NP-Card for 5-Hydroxy-3,7,4'-trimethoxyflavone (NP0043772)

MOL for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

3D MOL for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

3D SDF for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

3D-SDF for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

PDB for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

3D PDB for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

SMILES for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

INCHI for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

Structure for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)

3D Structure for NP0043772 (5-Hydroxy-3,7,4'-trimethoxyflavone)