NP-MRD: Showing NP-Card for 2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one (NP0285996)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 14:23:41 UTC

Updated at

2022-09-09 14:23:42 UTC

NP-MRD ID

NP0285996

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one

Description

6-Hydroxy-3,3',4',5,7,8-hexamethoxyflavone 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. 6-Hydroxy-3,3',4',5,7,8-hexamethoxyflavone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 6-Hydroxy-3,3',4',5,7,8-hexamethoxyflavone has been detected, but not quantified in, citrus. 2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one is found in Citrus reticulata. This could make 6-hydroxy-3,3',4',5,7,8-hexamethoxyflavone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312362D          

 30 32  0  0  0  0            999 V2000
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    2.1434    2.0625    0.0000 C   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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   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
   -3.5724    2.0625    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
    0.0000    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  2  0  0  0  0
 20 15  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 17  1  0  0  0  0
 27  4  1  0  0  0  0
 27 19  1  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  1  0  0  0  0
 30 16  1  0  0  0  0
 30 18  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    6.3152   -0.8149   -3.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7935   -0.6744   -1.8625 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4522   -0.4800   -1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962   -0.4196   -2.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -0.2213   -2.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668   -0.0816   -1.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613    0.1743   -1.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0714    0.5904    0.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.8356    0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393    1.2593    1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    1.4074    2.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    0.3022    3.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239    1.5325    2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1435    1.9554    3.5031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652    1.1142    4.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.3782    1.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1682    1.6499    1.7023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.9592    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6787    0.8073   -0.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3126   -0.4550   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    0.6855   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    0.2632   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    0.1141   -2.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114    0.0102   -1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876   -0.4207   -3.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5940   -1.8490   -3.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5586   -0.1450   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -0.3359   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7449   -0.3948    0.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2437   -0.2573    2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064   -1.5942   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4089   -1.0006   -3.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1913    0.1442   -3.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127   -0.5286   -3.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6129   -0.1537   -3.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8288   -0.1619    3.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0283    0.5769    4.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -0.4825    3.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991    0.6769    4.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    0.2660    4.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5188    1.6834    5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4009    1.9574    2.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1377   -0.5320   -0.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629   -1.2300   -0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6682   -0.6742   -1.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4856   -2.4001   -2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -2.2037   -4.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955   -2.0686   -3.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050   -0.0325    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918   -0.4479    2.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8382    0.7470    2.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -1.0306    2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 29  1  0
 29 30  1  0
 28 27  1  0
 27  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7 24  2  0
 24 25  1  0
 25 26  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 18  2  0
 18 19  1  0
 19 20  1  0
 18 16  1  0
 16 17  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
 13 10  1  0
 10 11  1  0
 11 12  1  0
 10  9  2  0
  9  8  1  0
  4  3  1  0
  8  7  1  0
  9 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 27 49  1  0
  5 35  1  0
  4 34  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
 17 42  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
M  END


  Mrv0541 05061312362D          

 30 32  0  0  0  0            999 V2000
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    2.1434    2.0625    0.0000 C   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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   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
   -3.5724    2.0625    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
    0.0000    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  2  0  0  0  0
 20 15  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 17  1  0  0  0  0
 27  4  1  0  0  0  0
 27 19  1  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  1  0  0  0  0
 30 16  1  0  0  0  0
 30 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285996

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-19(27-4)14(22)13-17(26-3)15(23)20(28-5)21(29-6)18(13)30-16/h7-9,23H,1-6H3

> <INCHI_KEY>
VCOWIXWIOZUOJS-UHFFFAOYSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.394

> <EXACT_MASS>
418.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.20130984314628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
1.74146649

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.04631995895985

> <JCHEM_PKA_STRONGEST_BASIC>
-4.155393189082017

> <JCHEM_POLAR_SURFACE_AREA>
101.91000000000003

> <JCHEM_REFRACTIVITY>
107.98669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   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  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8   10                                                       
CONECT    8    7   11                                                       
CONECT    9   10   12                                                       
CONECT   10    7    9   16                                                  
CONECT   11    8   12   24                                                  
CONECT   12    9   11   25                                                  
CONECT   13   14   17   18                                                  
CONECT   14   13   19   22                                                  
CONECT   15   17   20   23                                                  
CONECT   16   10   19   30                                                  
CONECT   17   13   15   26                                                  
CONECT   18   13   21   30                                                  
CONECT   19   14   16   27                                                  
CONECT   20   15   21   28                                                  
CONECT   21   18   20   29                                                  
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24    1   11                                                       
CONECT   25    2   12                                                       
CONECT   26    3   17                                                       
CONECT   27    4   19                                                       
CONECT   28    5   20                                                       
CONECT   29    6   21                                                       
CONECT   30   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₉

Average Mass

418.3940 Da

Monoisotopic Mass

418.12638 Da

IUPAC Name

2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-19(27-4)14(22)13-17(26-3)15(23)20(28-5)21(29-6)18(13)30-16/h7-9,23H,1-6H3

InChI Key

VCOWIXWIOZUOJS-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 reticulata	LOTUS Database	35616633

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
3-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
6-hydroxyflavonoid
Flavone
Hydroxyflavonoid
3-methoxychromone
Chromone
O-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Phenoxy compound
Methoxybenzene
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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	2.71	ALOGPS
logP	1.74	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.05	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.99 m³·mol⁻¹	ChemAxon
Polarizability	42.2 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0041359

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021282

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753119

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one (NP0285996)

MOL for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

3D MOL for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

3D SDF for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

3D-SDF for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

PDB for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

3D PDB for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

SMILES for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

INCHI for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

Structure for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)

3D Structure for NP0285996 (2-(3,4-dimethoxyphenyl)-6-hydroxy-3,5,7,8-tetramethoxychromen-4-one)