NP-MRD: Showing NP-Card for 7,4'-Dihydroxyflavone (NP0045615)

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Record Information

Version

2.0

Created at

2022-03-17 19:32:48 UTC

Updated at

2022-03-17 19:32:48 UTC

NP-MRD ID

NP0045615

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,4'-Dihydroxyflavone

Description

7,4'-Dihydroxyflavone is found in Baptisia arachnifera, Baptisia australis, Baptisia bracteata, Baptisia calycosa, Baptisia cinerea, Baptisia lanceolata, Baptisia lecontei, Baptisia megacarpa, Baptisia nuttalliana, Baptisia perfoliata, Baptisia simplicifolia, Baptisia sphaerocarpa, Brosimum acutifolium, Caesalpinia decapetala , Crotalaria pallida, Dracaena cinnabari, Entada phaseoloides, Glycyrrhiza echinata , Glycyrrhiza eurycarpa, Glycyrrhiza glabra , Glycyrrhiza glara, Glycyrrhiza inflata , Glycyrrhiza pallidiflora, Glycyrrhiza uralensis , Medicago arabica, Medicago coronata, Medicago intertexta, Medicago laciniata, Medicago littoralis, Medicago marina, Medicago minima, Medicago monspeliaca, Medicago orbicularis , Medicago polymorpha , Medicago radiata, Medicago truncatula, Oxytropis trichophysa, Pterocarpus marsupium , Sophora chrysophylla, Sophora microphylla , Sophora prostrata, Sophora substrata, Thermopsis macrophylla, Thermopsis mollis, Thermopsis rhombifolia, Thermopsis villosa, Trifolium repens , Trifolium subterraneum , Trigonella anguina, Trigonella coerulescens, Trigonella laciniata, Trigonella maritima and Trigonella spicata.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221062D          

 19 21  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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    0.0000    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
   -2.8579    0.0000    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 O   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
   -1.4289    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045615

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H

> <INCHI_KEY>
LCAWNFIFMLXZPQ-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.876914790292602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
2.360254455333333

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.727638311693386

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.503358653828508

> <JCHEM_PKA_STRONGEST_BASIC>
-5.371463367361416

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.933

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,4'-dihydroxyflavone

> <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  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   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      -5.335   0.000   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  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8                                                       
CONECT   15    4   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Value	Source
4',7-Dihydroxyflavone	MeSH
7-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one	MeSH

Chemical Formula

C₁₅H₁₀O₄

Average Mass

254.2375 Da

Monoisotopic Mass

254.05791 Da

IUPAC Name

7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

7,4'-dihydroxyflavone

CAS Registry Number

2196-14-7

SMILES

OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H

InChI Key

LCAWNFIFMLXZPQ-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
Baptisia arachnifera	Plant	KNApSAcK
Baptisia australis	Plant	KNApSAcK
Baptisia bracteata	Plant	KNApSAcK
Baptisia calycosa	Plant	KNApSAcK
Baptisia cinerea	Plant	KNApSAcK
Baptisia lanceolata	Plant	KNApSAcK
Baptisia lecontei	Plant	KNApSAcK
Baptisia megacarpa	Plant	KNApSAcK
Baptisia nuttalliana	Plant	KNApSAcK
Baptisia perfoliata	Plant	KNApSAcK
Baptisia simplicifolia	Plant	KNApSAcK
Baptisia sphaerocarpa	Plant	KNApSAcK
Brosimum acutifolium	LOTUS Database	35616633
Caesalpinia decapetala	Plant	KNApSAcK
Crotalaria pallida	LOTUS Database	35616633
Dracaena cinnabari	LOTUS Database	35616633
Entada phaseoloides	LOTUS Database	35616633
Glycyrrhiza echinata	Plant	KNApSAcK
Glycyrrhiza eurycarpa	LOTUS Database	35616633
Glycyrrhiza glabra	Plant	KNApSAcK
Glycyrrhiza glara	Plant	KNApSAcK
Glycyrrhiza inflata	Plant	KNApSAcK
Glycyrrhiza pallidiflora	Plant	KNApSAcK
Glycyrrhiza uralensis	Plant	KNApSAcK
Medicago arabica	Plant	KNApSAcK
Medicago coronata	Plant	KNApSAcK
Medicago intertexta	Plant	KNApSAcK
Medicago laciniata	Plant	KNApSAcK
Medicago littoralis	Plant	KNApSAcK
Medicago marina	Plant	KNApSAcK
Medicago minima	Plant	KNApSAcK
Medicago monspeliaca	Plant	KNApSAcK
Medicago orbicularis	Plant	KNApSAcK
Medicago polymorpha	Plant	KNApSAcK
Medicago radiata	Plant	KNApSAcK
Medicago sativa	FooDB	KNAPSACK
Medicago truncatula	Plant	KNApSAcK
Oxytropis trichophysa	LOTUS Database	35616633
Pterocarpus marsupium	Plant	KNApSAcK
Sophora chrysophylla	Plant	KNApSAcK
Sophora microphylla	Plant	KNApSAcK
Sophora prostrata	Plant	KNApSAcK
Sophora substrata	Plant	KNApSAcK
Thermopsis macrophylla	Plant	KNApSAcK
Thermopsis mollis	Plant	KNApSAcK
Thermopsis rhombifolia	Plant	KNApSAcK
Thermopsis villosa	Plant	KNApSAcK
Trifolium repens	Plant	KNApSAcK
Trifolium subterraneum	Plant	KNApSAcK
Trigonella anguina	Plant	KNApSAcK
Trigonella coerulescens	Plant	KNApSAcK
Trigonella foenum-graecum	FooDB	KNAPSACK
Trigonella laciniata	Plant	KNApSAcK
Trigonella maritima	Plant	KNApSAcK
Trigonella spicata	Plant	KNApSAcK
Vicia faba	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:29503 )
flavones (C12123 )
Flavones and Flavonols (C12123 )
Flavones and Flavonols (LMPK12110035 )

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	3.34	ALOGPS
logP	2.36	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.5	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.93 m³·mol⁻¹	ChemAxon
Polarizability	25.88 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001536

KNApSAcK ID

C00003800

Chemspider ID

Not Available

KEGG Compound ID

C12123

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4',7-Dihydroxyflavone

METLIN ID

Not Available

PubChem Compound

5282073

PDB ID

Not Available

ChEBI ID

29503

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7,4'-Dihydroxyflavone (NP0045615)

MOL for NP0045615 (7,4'-Dihydroxyflavone)

3D MOL for NP0045615 (7,4'-Dihydroxyflavone)

3D SDF for NP0045615 (7,4'-Dihydroxyflavone)

3D-SDF for NP0045615 (7,4'-Dihydroxyflavone)

PDB for NP0045615 (7,4'-Dihydroxyflavone)

3D PDB for NP0045615 (7,4'-Dihydroxyflavone)

SMILES for NP0045615 (7,4'-Dihydroxyflavone)

INCHI for NP0045615 (7,4'-Dihydroxyflavone)

Structure for NP0045615 (7,4'-Dihydroxyflavone)

3D Structure for NP0045615 (7,4'-Dihydroxyflavone)