NP-MRD: Showing NP-Card for 3-Methoxysinensetin (NP0045273)

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Record Information

Version

2.0

Created at

2022-03-17 19:17:02 UTC

Updated at

2022-03-17 19:17:02 UTC

NP-MRD ID

NP0045273

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Methoxysinensetin

Description

Hexamethylquercetagetin, also known as 35673'4'-hexamethoxyflavone or aurantin, 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, hexamethylquercetagetin is considered to be a flavonoid lipid molecule. Hexamethylquercetagetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Hexamethylquercetagetin is found, on average, in the highest concentration within sweet oranges. Hexamethylquercetagetin has also been detected, but not quantified in, grapefruits. 3-Methoxysinensetin is found in Callicarpa pilosissima, Chiliadenus montanus, Citrus aurantium, Citrus japonica, Citrus mitis, Citrus spp., Jasonia montana, Pallenis spinosa, Pulicaria arabica and Vitex negundo. This could make hexamethylquercetagetin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241212092D          

 29 31  0  0  0  0            999 V2000
    4.6308    1.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    0.7181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -2.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -2.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -2.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -0.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -0.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -2.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -3.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -0.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -2.9944    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
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    7.1460   -0.0594    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -0.4542    0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9009   -0.3286    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    0.1531    1.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0040    0.2635    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180   -0.0976    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    0.0099    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020   -0.1169   -0.4151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -0.0428   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -0.1880   -1.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935   -0.1127   -1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -0.2607   -3.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0841   -0.4913   -4.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462    0.1130   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4235    0.1868   -0.9094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1389    1.3558   -1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207    0.2556    0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1652    0.4829    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5014    1.7775    2.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0401    0.1824    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392    0.3265    1.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    0.5295    2.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0277    0.2298    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    0.3616    3.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -0.8805    3.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726   -0.5921   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -0.7011   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5580   -1.1905   -1.8980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554   -1.6056   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8669    0.9418    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0217   -0.7854    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1899    0.0106    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    0.4592    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6513    0.6764    2.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111   -0.3656   -2.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009   -0.8181   -5.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -1.3506   -4.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4495    0.3838   -4.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4952    2.2277   -1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7636    1.1737   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8419    1.6466   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4652    2.0640    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7057    2.5109    1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565    1.6797    3.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9909   -1.6895    3.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5280   -0.7380    4.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2487   -1.1489    4.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984   -0.8883   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -0.6977   -3.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4047   -2.2567   -3.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8469   -2.1414   -2.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 27  2  0
 27 28  1  0
 28 29  1  0
 27 26  1  0
 26  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7 23  2  0
 23 24  1  0
 24 25  1  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 17  2  0
 17 18  1  0
 18 19  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 11  2  0
 11 12  1  0
 12 13  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  4  3  1  0
  8  7  1  0
  9 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 29 49  1  0
 29 50  1  0
 29 51  1  0
 26 48  1  0
  5 34  1  0
  4 33  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 10 35  1  0
M  END


  Mrv0541 02241212092D          

 29 31  0  0  0  0            999 V2000
    4.6308    1.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    0.7181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -2.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -2.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -2.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -0.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -0.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -2.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849   -3.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -0.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -2.9944    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
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 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
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045273

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O8/c1-23-12-8-7-11(9-13(12)24-2)18-21(28-6)17(22)16-14(29-18)10-15(25-3)19(26-4)20(16)27-5/h7-10H,1-6H3

> <INCHI_KEY>
CHXSDKWBSFDZEU-UHFFFAOYSA-N

> <FORMULA>
C21H22O8

> <MOLECULAR_WEIGHT>
402.3946

> <EXACT_MASS>
402.13146768

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
41.75918839005053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.0450318116666657

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.142935612696577

> <JCHEM_POLAR_SURFACE_AREA>
81.68000000000002

> <JCHEM_REFRACTIVITY>
106.0058

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexamethylquercetagetin

> <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       8.644   2.880   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.644   1.340   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.311   0.570   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.311  -0.970   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.977  -1.740   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.643  -0.970   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.643   0.570   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.977   1.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.309  -1.740   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.309  -3.280   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.976  -4.050   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.976  -5.590   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.642  -3.280   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.692  -4.050   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.025  -3.280   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.025  -1.740   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.692  -0.970   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.642  -1.740   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.976  -0.970   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.359  -0.970   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.359   0.570   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.359  -4.050   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.359  -5.590   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.692  -5.590   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.025  -6.360   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.644  -1.740   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.644  -3.280   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.643  -4.050   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.643  -5.590   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   26                                                  
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   28                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   22                                                  
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   15   23                                                       
CONECT   23   22                                                            
CONECT   24   14   25                                                       
CONECT   25   24                                                            
CONECT   26    4   27                                                       
CONECT   27   26                                                            
CONECT   28   10   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
35673'4'-Hexamethoxyflavone	HMDB
2-(3,4-Dimethoxyphenyl)-3,5,6,7-tetramethoxy-4H-1-benzopyran-4-one	HMDB
3,3',4',5,6,7-Hexamethoxyflavone	HMDB
Aurantin	HMDB
Oxyayanin b trimethyl ether	HMDB
Quercetagetin hexamethyl ether	HMDB
3,5,6,7-Tetrahydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one	MeSH
Quercetogetin	MeSH
3,5,6,7,3',4'-Hexamethoxyflavone	MeSH
Quercetagetin	MeSH

Chemical Formula

C₂₁H₂₂O₈

Average Mass

402.3946 Da

Monoisotopic Mass

402.13147 Da

IUPAC Name

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

Traditional Name

hexamethylquercetagetin

CAS Registry Number

1251-84-9

SMILES

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

InChI Identifier

InChI=1S/C21H22O8/c1-23-12-8-7-11(9-13(12)24-2)18-21(28-6)17(22)16-14(29-18)10-15(25-3)19(26-4)20(16)27-5/h7-10H,1-6H3

InChI Key

CHXSDKWBSFDZEU-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
Callicarpa pilosissima	Plant	KNApSAcK
Chiliadenus montanus	LOTUS Database	35616633
Citrus aurantium	LOTUS Database	35616633
Citrus japonica	LOTUS Database	35616633
Citrus mitis	Plant	KNApSAcK
Citrus paradisi	FooDB	PHENOL EXPLORER
Citrus spp.	Plant	KNApSAcK
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	PHENOL EXPLORER
Jasonia montana	Plant	KNApSAcK
Pallenis spinosa	Plant	KNApSAcK
Pulicaria arabica	LOTUS Database	35616633
Vitex negundo	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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113018 )

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	2.51	ALOGPS
logP	2.05	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	81.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.01 m³·mol⁻¹	ChemAxon
Polarizability	41.76 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