NP-MRD: Showing NP-Card for 7-Hydroxy-6-methoxyflavone (NP0059709)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 04:55:17 UTC

Updated at

2022-04-28 04:55:17 UTC

NP-MRD ID

NP0059709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxy-6-methoxyflavone

Description

Trigraecum 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. Thus, trigraecum is considered to be a flavonoid lipid molecule. Trigraecum is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Trigraecum has been detected, but not quantified in, herbs and spices. 7-Hydroxy-6-methoxyflavone is found in Dalbergia cochinchinensis and Trigonella foenum-graecum . This could make trigraecum a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    5.5353   -0.3781   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8205    0.5793    0.3656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4309    0.5428    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223   -0.4127   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3317   -0.4360   -0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352   -1.3926   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540   -2.2635   -1.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7497   -1.3428   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036   -0.3799   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8689   -0.3317   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4696    0.6533    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    0.7564    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149   -0.1592    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0492   -1.1682   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -1.2290   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838    0.5084    0.4398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092    0.4939    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3526    1.4496    1.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277    1.4791    1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3441    2.4849    1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4677   -1.3565    0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1318   -0.5496   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029   -0.0207   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470   -1.1581   -0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819   -2.1062   -1.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8498    1.3890    1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2608    1.5593    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -0.0819    0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6754   -1.8792   -1.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2486   -2.0044   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7891    2.1881    1.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    2.5621    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 19  2  0
 19 20  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16  9  1  0
  9  8  2  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  4  3  1  0
 15 10  1  0
  5 17  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 20 32  1  0
 18 31  1  0
  8 25  1  0
  4 24  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
M  END


  Mrv0541 05061305272D          

 20 22  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   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
    5.0013   -0.4125    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
    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
    4.2868    0.0000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 19  1  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c1-19-16-7-11-12(17)8-14(10-5-3-2-4-6-10)20-15(11)9-13(16)18/h2-9,18H,1H3

> <INCHI_KEY>
BJBKXYIIWYIZCX-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.2641

> <EXACT_MASS>
268.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.87697770176408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
2.5061485113333335

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.09629342718984

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.950077802856995

> <JCHEM_PKA_STRONGEST_BASIC>
-4.76149941882842

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
75.4153

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trigraecum

> <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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   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  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -0.770   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       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   10                                                       
CONECT    7   11   16                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    5    6   14                                                  
CONECT   11    7   12   15                                                  
CONECT   12    8   11   17                                                  
CONECT   13    9   16   18                                                  
CONECT   14    8   10   20                                                  
CONECT   15    9   11   20                                                  
CONECT   16    7   13   19                                                  
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19    1   16                                                       
CONECT   20   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxy-6-methoxyflavone	HMDB

Chemical Formula

C₁₆H₁₂O₄

Average Mass

268.2641 Da

Monoisotopic Mass

268.07356 Da

IUPAC Name

7-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one

Traditional Name

trigraecum

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H12O4/c1-19-16-7-11-12(17)8-14(10-5-3-2-4-6-10)20-15(11)9-13(16)18/h2-9,18H,1H3

InChI Key

BJBKXYIIWYIZCX-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
Dalbergia cochinchinensis	Plant	KNApSAcK
Trigonella foenum-graecum	Plant	KNApSAcK

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

6-methoxyflavonoid-skeleton
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Chromone
1-benzopyran
Benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110062 )

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	3.67	ALOGPS
logP	2.51	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.42 m³·mol⁻¹	ChemAxon
Polarizability	27.88 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

HMDB0030720

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002643

KNApSAcK ID

C00013291

Chemspider ID

24843175

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14376438

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Hydroxy-6-methoxyflavone (NP0059709)

MOL for NP0059709 (7-Hydroxy-6-methoxyflavone)

3D MOL for NP0059709 (7-Hydroxy-6-methoxyflavone)

3D SDF for NP0059709 (7-Hydroxy-6-methoxyflavone)

3D-SDF for NP0059709 (7-Hydroxy-6-methoxyflavone)

PDB for NP0059709 (7-Hydroxy-6-methoxyflavone)

3D PDB for NP0059709 (7-Hydroxy-6-methoxyflavone)

SMILES for NP0059709 (7-Hydroxy-6-methoxyflavone)

INCHI for NP0059709 (7-Hydroxy-6-methoxyflavone)

Structure for NP0059709 (7-Hydroxy-6-methoxyflavone)

3D Structure for NP0059709 (7-Hydroxy-6-methoxyflavone)