NP-MRD: Showing NP-Card for 5-Hydroxyflavone (NP0331831)

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Record Information

Version

2.0

Created at

2023-09-13 20:02:00 UTC

Updated at

2024-09-03 04:17:06 UTC

NP-MRD ID

NP0331831

Natural Product DOI

https://doi.org/10.57994/0921

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxyflavone

Description

It was first documented in 2002 (PMID: 12512693). Based on a literature review a significant number of articles have been published on Primuletin (PMID: 27572737) (PMID: 25867822) (PMID: 23884117) (PMID: 15490332).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119133D          

 28 30  0  0  0  0            999 V2000
   -3.5705    1.6216   -1.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4737    1.0727   -1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6457    1.0187   -2.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4501    0.4081   -2.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554    0.3054   -3.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949   -0.3524   -3.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -0.4687   -4.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262    0.0716   -5.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    0.7268   -5.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    0.8421   -4.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0573   -0.1893   -1.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838   -0.1607   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -0.7736    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -0.7797    2.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -0.1737    2.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383    0.4367    1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.0117    1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    0.4426   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    1.4937   -3.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0057   -0.7905   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5202   -0.9826   -4.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9044   -0.0174   -6.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    1.1516   -6.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    1.3645   -5.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -1.2462    0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.2565    3.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -0.1768    3.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    1.4003    0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
 18  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
 12 18  2  0  0  0  0
  2  1  2  0  0  0  0
 14 15  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  2  0  0  0  0
  6  7  1  0  0  0  0
 15 16  2  0  0  0  0
  7  8  2  0  0  0  0
 16 18  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 16 17  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 13 25  1  0  0  0  0
  3 19  1  0  0  0  0
  6 20  1  0  0  0  0
  7 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 17 28  1  0  0  0  0
M  END


  Mrv1652306192119133D          

 28 30  0  0  0  0            999 V2000
   -3.5705    1.6216   -1.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4737    1.0727   -1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6457    1.0187   -2.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4501    0.4081   -2.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554    0.3054   -3.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949   -0.3524   -3.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -0.4687   -4.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262    0.0716   -5.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    0.7268   -5.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    0.8421   -4.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0573   -0.1893   -1.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838   -0.1607   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -0.7736    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -0.7797    2.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -0.1737    2.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383    0.4367    1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.0117    1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    0.4426   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    1.4937   -3.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0057   -0.7905   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5202   -0.9826   -4.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9044   -0.0174   -6.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    1.1516   -6.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    1.3645   -5.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -1.2462    0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.2565    3.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -0.1768    3.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    1.4003    0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
 18  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
 12 18  2  0  0  0  0
  2  1  2  0  0  0  0
 14 15  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  2  0  0  0  0
  6  7  1  0  0  0  0
 15 16  2  0  0  0  0
  7  8  2  0  0  0  0
 16 18  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 16 17  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 13 25  1  0  0  0  0
  3 19  1  0  0  0  0
  6 20  1  0  0  0  0
  7 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 17 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C([H])=C(O2)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

> <INCHI_KEY>
IYBLVRRCNVHZQJ-UHFFFAOYSA-N

> <FORMULA>
C15H10O3

> <MOLECULAR_WEIGHT>
238.242

> <EXACT_MASS>
238.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.88167745321765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.313819777

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.016629385725558

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.446483263878421

> <JCHEM_PKA_STRONGEST_BASIC>
-5.371079240904604

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
68.95210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.571   1.622  -1.281  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.474   1.073  -1.287  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.646   1.019  -2.502  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.450   0.408  -2.467  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.455   0.305  -3.648  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.695  -0.352  -3.531  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.570  -0.469  -4.616  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.226   0.072  -5.850  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.009   0.727  -5.996  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.134   0.842  -4.908  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.057  -0.189  -1.315  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.684  -0.161  -0.162  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.130  -0.774   0.964  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.834  -0.780   2.170  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.089  -0.174   2.252  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.638   0.437   1.127  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.871   1.012   1.275  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.934   0.443  -0.080  0.00  0.00           C+0
HETATM   19  H   UNK     0      -2.077   1.494  -3.371  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.006  -0.791  -2.584  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.520  -0.983  -4.493  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.904  -0.017  -6.694  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.734   1.152  -6.958  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.802   1.365  -5.083  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.847  -1.246   0.903  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.405  -1.256   3.049  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.639  -0.177   3.189  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.132   1.400   0.409  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   18    3    1                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3   11    5                                                  
CONECT    5    6   10    4                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9    5   24                                                  
CONECT   11    4   12                                                       
CONECT   12   18   13   11                                                  
CONECT   13   14   12   25                                                  
CONECT   14   15   13   26                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16   28                                                       
CONECT   18    2   12   16                                                  
CONECT   19    3                                                            
CONECT   20    6                                                            
CONECT   21    7                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   17                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₀O₃

Average Mass

238.2420 Da

Monoisotopic Mass

238.06299 Da

IUPAC Name

5-hydroxy-2-phenyl-4H-chromen-4-one

Traditional Name

5-hydroxyflavone

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C([H])=C(O2)C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

InChI Key

IYBLVRRCNVHZQJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-09-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-09-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110099 )

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	3.52	ALOGPS
logP	3.31	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.45	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.95 m³·mol⁻¹	ChemAxon
Polarizability	24.88 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

HMDB0141534

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB093295

KNApSAcK ID

C00003788

Chemspider ID

61420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jabeen E, Janjua NK, Ahmed S, Murtaza I, Ali T, Hameed S: Radical scavenging propensity of Cu(2+), Fe(3+) complexes of flavonoids and in-vivo radical scavenging by Fe(3+)-primuletin. Spectrochim Acta A Mol Biomol Spectrosc. 2017 Jan 15;171:432-438. doi: 10.1016/j.saa.2016.08.035. Epub 2016 Aug 22. [PubMed:27572737 ]
Alexiou AD, Decandio CC, Almeida Sda N, Ferreira MJ, Romoff P, Rocha RC: A trinuclear oxo-chromium(III) complex containing the natural flavonoid primuletin: synthesis, characterization, and antiradical properties. Molecules. 2015 Apr 10;20(4):6310-8. doi: 10.3390/molecules20046310. [PubMed:25867822 ]
Uivarosi V, Badea M, Olar R, Draghici C, Barbuceanu SF: Synthesis and characterization of some new complexes of magnesium (II) and zinc (II) with the natural flavonoid primuletin. Molecules. 2013 Jul 1;18(7):7631-45. doi: 10.3390/molecules18077631. [PubMed:23884117 ]
Ende C, Gebhardt R: Inhibition of matrix metalloproteinase-2 and -9 activities by selected flavonoids. Planta Med. 2004 Oct;70(10):1006-8. doi: 10.1055/s-2004-832630. [PubMed:15490332 ]
Olszanecki R, Gebska A, Kozlovski VI, Gryglewski RJ: Flavonoids and nitric oxide synthase. J Physiol Pharmacol. 2002 Dec;53(4 Pt 1):571-84. [PubMed:12512693 ]

Showing NP-Card for 5-Hydroxyflavone (NP0331831)

MOL for NP0331831 (5-Hydroxyflavone)

3D MOL for NP0331831 (5-Hydroxyflavone)

3D SDF for NP0331831 (5-Hydroxyflavone)

3D-SDF for NP0331831 (5-Hydroxyflavone)

PDB for NP0331831 (5-Hydroxyflavone)

3D PDB for NP0331831 (5-Hydroxyflavone)

SMILES for NP0331831 (5-Hydroxyflavone)

INCHI for NP0331831 (5-Hydroxyflavone)

Structure for NP0331831 (5-Hydroxyflavone)

3D Structure for NP0331831 (5-Hydroxyflavone)