NP-MRD: Showing NP-Card for 7-Hydroxy-2-methylisoflavone (NP0056485)

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Record Information

Version

2.0

Created at

2022-04-28 02:15:40 UTC

Updated at

2022-04-28 02:15:40 UTC

NP-MRD ID

NP0056485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxy-2-methylisoflavone

Description

7-Hydroxy-2-methylisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 7-hydroxy-2-methylisoflavone is considered to be a flavonoid lipid molecule. 7-Hydroxy-2-methylisoflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 7-Hydroxy-2-methylisoflavone has been detected, but not quantified in, herbs and spices and tea. 7-Hydroxy-2-methylisoflavone is found in Glycyrrhiza glabra . This could make 7-hydroxy-2-methylisoflavone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.5671    2.1278   -1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.0482   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898    0.9958   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107    0.0609   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    0.0662   -0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558   -0.9085    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7414   -0.9342    0.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7463   -1.8844    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -1.8824    1.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6130   -0.9063    0.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2407   -0.8964    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3066   -1.7845    1.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550    0.0940   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997    0.1382    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4462    0.5252    1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141    0.5822    1.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    0.2457    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0948   -0.1439   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -0.1862   -0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    2.7229   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515    2.8252   -0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2194    1.6873   -2.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0476    0.8205   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1697   -0.2088   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3192   -2.6405    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8878   -2.6449    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278    0.7954    2.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2644    0.8858    2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7274    0.2958    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609   -0.4026   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470   -0.4936   -1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 13  2  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  4  2  0
  4  3  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  3  2  1  0
 19 14  1  0
  9 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END

  Mrv0541 05061307282D          

 19 21  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    1.4289    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
    4.2868    2.4750    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
    2.1434    2.0625    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
  8  7  2  0  0  0  0
 10  1  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 18 16  2  0  0  0  0
 19 10  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C(=O)C2=C(O1)C=C(O)C=C2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O3/c1-10-15(11-5-3-2-4-6-11)16(18)13-8-7-12(17)9-14(13)19-10/h2-9,17H,1H3

> <INCHI_KEY>
BBCDTCKKROIGAB-UHFFFAOYSA-N

> <FORMULA>
C16H12O3

> <MOLECULAR_WEIGHT>
252.2647

> <EXACT_MASS>
252.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.759922751067023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
3.236075742999999

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.469582660753421

> <JCHEM_PKA_STRONGEST_BASIC>
-5.358615551224788

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
73.54020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-2-methyl-3-phenylchromen-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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   12   14                                                       
CONECT   10    1   15   19                                                  
CONECT   11    5    6   15                                                  
CONECT   12    7    9   17                                                  
CONECT   13    8   14   16                                                  
CONECT   14    9   13   19                                                  
CONECT   15   10   11   16                                                  
CONECT   16   13   15   18                                                  
CONECT   17   12                                                            
CONECT   18   16                                                            
CONECT   19   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxy-2-methyl-3-phenyl-4H-1-benzopyran-4-one, 9ci	HMDB
7-Hydroxy-2-methyl-3-phenyl-4H-chromen-4-one	HMDB

Chemical Formula

C₁₆H₁₂O₃

Average Mass

252.2647 Da

Monoisotopic Mass

252.07864 Da

IUPAC Name

7-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one

Traditional Name

7-hydroxy-2-methyl-3-phenylchromen-4-one

CAS Registry Number

Not Available

SMILES

CC1=C(C(=O)C2=C(O1)C=C(O)C=C2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H12O3/c1-10-15(11-5-3-2-4-6-11)16(18)13-8-7-12(17)9-14(13)19-10/h2-9,17H,1H3

InChI Key

BBCDTCKKROIGAB-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
Glycyrrhiza glabra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050001 )

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	3.71	ALOGPS
logP	3.24	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.54 m³·mol⁻¹	ChemAxon
Polarizability	26.76 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	No	ChemAxon

External Links

HMDB ID

HMDB0033979

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012211

KNApSAcK ID

C00009379

Chemspider ID

4529060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5380976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Hydroxy-2-methylisoflavone (NP0056485)

MOL for NP0056485 (7-Hydroxy-2-methylisoflavone)

3D MOL for NP0056485 (7-Hydroxy-2-methylisoflavone)

3D SDF for NP0056485 (7-Hydroxy-2-methylisoflavone)

3D-SDF for NP0056485 (7-Hydroxy-2-methylisoflavone)

PDB for NP0056485 (7-Hydroxy-2-methylisoflavone)

3D PDB for NP0056485 (7-Hydroxy-2-methylisoflavone)

SMILES for NP0056485 (7-Hydroxy-2-methylisoflavone)

INCHI for NP0056485 (7-Hydroxy-2-methylisoflavone)

Structure for NP0056485 (7-Hydroxy-2-methylisoflavone)

3D Structure for NP0056485 (7-Hydroxy-2-methylisoflavone)