NP-MRD: Showing NP-Card for 5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one (NP0257436)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 22:33:36 UTC

Updated at

2022-09-07 22:33:36 UTC

NP-MRD ID

NP0257436

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one

Description

Pilosin belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Pilosin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Pilosin has been detected, but not quantified in, herbs and spices. 5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one is found in Ocimum americanum. This could make pilosin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    6.7385    0.0895    1.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3190    0.3268    0.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    0.2991    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627    0.5291   -1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920    0.4982   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2496    0.2437   -0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    0.1985   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2877    0.4148   -1.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596    0.3681   -2.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    0.5586   -3.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055    0.1023   -1.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2723    0.0430   -1.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.2597   -2.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004   -0.2253   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4770   -0.2820   -0.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2291    0.9145   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055   -0.4352    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.7028    2.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555   -0.3819    1.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5780   -0.5924    2.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -0.1067    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0403   -0.0519    0.2676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.0145    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315    0.0422    1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3645    0.8805    2.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3433   -0.9002    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8406    0.1083    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857    0.7332   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8897    0.6822   -2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.6226   -2.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7758    0.2242   -2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    1.0160    0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341    0.9321   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5950    1.8201   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272   -0.7436    1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1736   -0.7907    3.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936   -0.1889    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938   -0.1368    2.1661 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
  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 19  1  0
 19 20  1  0
 19 17  2  0
 17 18  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 12  2  0
 12 13  1  0
 24  3  1  0
 22  7  1  0
 12 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 23 37  1  0
 24 38  1  0
  8 30  1  0
 20 36  1  0
 18 35  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 13 31  1  0
M  END


  Mrv0541 05061309342D          

 24 26  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
    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
   -2.8579    0.8250    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
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    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
   -0.7145   -0.4125    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
    0.0000    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.7145   -1.2375    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
    0.7145    2.0625    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
   -4.2868    2.4750    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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257436

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)11-7-10(18)12-13(19)17(23-2)15(21)14(20)16(12)24-11/h3-7,19-21H,1-2H3

> <INCHI_KEY>
ASAOSMVQLGTAQO-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.79347810963612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.391346602333333

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.398963110987744

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.482432197100065

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2372153972999635

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
85.8403

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   3.850   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   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.002   4.620   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      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7   10   11                                                       
CONECT    8    3    4   11                                                  
CONECT    9    5    6   22                                                  
CONECT   10    7   12   18                                                  
CONECT   11    7    8   24                                                  
CONECT   12   10   13   16                                                  
CONECT   13   12   17   19                                                  
CONECT   14   15   16   20                                                  
CONECT   15   14   17   21                                                  
CONECT   16   12   14   24                                                  
CONECT   17   13   15   23                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22    1    9                                                       
CONECT   23    2   17                                                       
CONECT   24   11   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
5,7,8-Trihydroxy-4',6-dimethoxyflavone	HMDB

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2889 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)11-7-10(18)12-13(19)17(23-2)15(21)14(20)16(12)24-11/h3-7,19-21H,1-2H3

InChI Key

ASAOSMVQLGTAQO-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
Ocimum americanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.99	ALOGPS
logP	2.39	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.48	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.84 m³·mol⁻¹	ChemAxon
Polarizability	32.79 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

HMDB0037096

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016086

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

12085264

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one (NP0257436)

MOL for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

3D MOL for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

3D SDF for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

3D-SDF for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

PDB for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

3D PDB for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

SMILES for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

INCHI for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

Structure for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)

3D Structure for NP0257436 (5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one)