NP-MRD: Showing NP-Card for 2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one (NP0052317)

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Record Information

Version

2.0

Created at

2022-04-27 23:24:42 UTC

Updated at

2022-04-27 23:24:42 UTC

NP-MRD ID

NP0052317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one

Description

5-Hydroxy-3',4',7,8-tetramethoxyflavone, also known as hypolaetin 7,8,3',4'-tetramethyl ether, belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 5-hydroxy-3',4',7,8-tetramethoxyflavone is considered to be a flavonoid lipid molecule. 5-Hydroxy-3',4',7,8-tetramethoxyflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5-Hydroxy-3',4',7,8-tetramethoxyflavone has been detected, but not quantified in, herbs and spices. 2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one is found in Citrus bergamia , Citrus sinensis, Cowania mexicana var. Stansburiana , Lychnophora affinis, Peperomia blanda and Peperomia dindygulensis Miq. . This could make 5-hydroxy-3',4',7,8-tetramethoxyflavone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241209432D          

 26 28  0  0  0  0            999 V2000
    2.5005   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9306    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9306   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 18  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
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6 19  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  2  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 13 14  2  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 22  1  0  0  0  0
 16 21  1  0  0  0  0
 18 26  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    6.8350    1.0906    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.1187    0.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.4377    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060    1.7227    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6302    1.9711    0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320    0.9516    0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2898    1.1638    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2940    2.4092    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6592    2.6204    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    3.7439    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4607    1.5182   -0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    1.6444   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785    2.9381   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6019    0.5255   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0029   -0.7154   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7705   -1.8794   -0.5682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1713   -1.7287   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389   -0.8345   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9891   -2.0775   -0.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -2.6024   -1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8331    0.2925   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.1535    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -0.3320    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920   -0.6000    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0732   -1.8966    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -2.9365    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0090    1.2960    1.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6254    2.0228    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7865    0.6902    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    2.5215    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2988    2.9863    0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223    3.2790    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    3.1422   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6634    0.6152   -0.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4734   -1.2400   -1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6049   -2.7687   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6250   -1.2636    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8693   -1.9685   -2.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223   -2.6112   -1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9673   -3.6002   -1.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.1376    0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -3.8865    0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -2.9557   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -2.8201    0.9163 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 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 21  2  0
 21 22  1  0
 21 18  1  0
 18 19  1  0
 19 20  1  0
 18 15  2  0
 15 16  1  0
 16 17  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 24  3  1  0
 22  7  1  0
 12 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 23 41  1  0
 26 42  1  0
 26 43  1  0
 26 44  1  0
  8 32  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 14 34  1  0
 13 33  1  0
M  END


  Mrv0541 02241209432D          

 26 28  0  0  0  0            999 V2000
    2.5005   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9306    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9306   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 18  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
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6 19  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  2  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 13 14  2  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 22  1  0  0  0  0
 16 21  1  0  0  0  0
 18 26  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O7/c1-22-13-6-5-10(7-15(13)23-2)14-8-11(20)17-12(21)9-16(24-3)18(25-4)19(17)26-14/h5-9,21H,1-4H3

> <INCHI_KEY>
HIUKQMVQSJHRNC-UHFFFAOYSA-N

> <FORMULA>
C19H18O7

> <MOLECULAR_WEIGHT>
358.342

> <EXACT_MASS>
358.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
36.73987405382797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.6831347143333333

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.05185456246241

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.080415791987697

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287039657764768

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
94.8049

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.668  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.668   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.335   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.335  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.666   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.666   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.666   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.666   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.333   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.668   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.333   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.666   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.002  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.335  -3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.333   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.333  -1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.002   0.000   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.001  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.668  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.337   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.337  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2    6   18                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5   19                                                  
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12   16                                                  
CONECT   12    7   11                                                       
CONECT   13   10   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   11   15   21                                                  
CONECT   17    9                                                            
CONECT   18    1   26                                                       
CONECT   19    6   23                                                       
CONECT   20   13                                                            
CONECT   21   16   24                                                       
CONECT   22   15   25                                                       
CONECT   23   19                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
CONECT   26   18                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one	HMDB
5-Hydroxy-7,8,3',4'-tetramethoxyflavone	HMDB
Hypolaetin 7,8,3',4'-tetramethyl ether	HMDB

Chemical Formula

C₁₉H₁₈O₇

Average Mass

358.3420 Da

Monoisotopic Mass

358.10525 Da

IUPAC Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C=C2O

InChI Identifier

InChI=1S/C19H18O7/c1-22-13-6-5-10(7-15(13)23-2)14-8-11(20)17-12(21)9-16(24-3)18(25-4)19(17)26-14/h5-9,21H,1-4H3

InChI Key

HIUKQMVQSJHRNC-UHFFFAOYSA-N

Experimental Spectra

Not Available

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
Citrus bergamia	Plant	KNApSAcK
Citrus sinensis	LOTUS Database	35616633
Cowania mexicana var. Stansburiana	Plant	KNApSAcK
Lychnophora affinis	Plant	KNApSAcK
Peperomia blanda	LOTUS Database	35616633
Peperomia dindygulensis Miq.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111402 )

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	2.97	ALOGPS
logP	2.68	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.08	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.8 m³·mol⁻¹	ChemAxon
Polarizability	36.74 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

HMDB0037598

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016708

KNApSAcK ID

C00003911

Chemspider ID

8126272

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9950661

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one (NP0052317)

MOL for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

3D MOL for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

3D SDF for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

3D-SDF for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

PDB for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

3D PDB for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

SMILES for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

INCHI for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

Structure for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)

3D Structure for NP0052317 (2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one)