NP-MRD: Showing NP-Card for 5,2',5'-Trihydroxy-6,7-dimethoxyflavanone (NP0060397)

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Record Information

Version

2.0

Created at

2022-04-28 05:27:44 UTC

Updated at

2022-04-28 05:27:45 UTC

NP-MRD ID

NP0060397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,2',5'-Trihydroxy-6,7-dimethoxyflavanone

Description

Dioclein belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, dioclein is considered to be a flavonoid. 5,2',5'-Trihydroxy-6,7-dimethoxyflavanone is found in Acacia longifolia and Dioclea grandiflora. 5,2',5'-Trihydroxy-6,7-dimethoxyflavanone was first documented in 2004 (PMID: 15378228). Based on a literature review a small amount of articles have been published on Dioclein (PMID: 20152831) (PMID: 19686719) (PMID: 18955122) (PMID: 16557469).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -4.1108    2.2171    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    0.9785    0.6209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1171    0.2368    0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8551    0.6861    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7444   -0.0923    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624   -1.2973   -0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.7537   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263   -2.9708   -1.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118   -0.9782   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -1.4178   -0.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -1.1063   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3443   -2.0486   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2849   -3.1922   -1.2022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988   -1.4841   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6400   -0.4912    0.7209 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8937    0.2815    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9460   -0.0575   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616    0.6206   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.2346   -0.8682 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3048    1.6689    0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2745    2.0218    1.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673    1.3373    1.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0424    1.7095    2.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5240    0.3642    0.5998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263    2.9922    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1051    2.4804    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    2.0826    2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.6339    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575   -3.2959   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2048   -2.0365   -2.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -0.3879   -2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1363   -0.6662   -1.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756   -2.3135   -0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034   -1.0001   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -1.0380    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8837   -0.8887   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721    0.6352   -1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2352    2.1957    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3886    2.8500    2.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    1.2898    2.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  9  2  0
  9 10  1  0
 10 11  1  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 24  1  0
 24  5  1  0
  5  4  2  0
 15 16  1  0
 16 22  2  0
 22 23  1  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
  4  3  1  0
 17 16  1  0
  5  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
  8 29  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  1
  4 28  1  0
 23 40  1  0
 21 39  1  0
 20 38  1  0
 19 37  1  0
 17 36  1  0
M  END

  Mrv1652304282207272D          

 24 26  0  0  1  0            999 V2000
   -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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  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
    1.4289   -2.4750    0.0000 O   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 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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   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    0.0000    0.0000 O   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  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
  3 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(O)=C2C(=O)C[C@H](OC2=C1)C1=C(O)C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)9-5-8(18)3-4-10(9)19/h3-5,7,12,18-19,21H,6H2,1-2H3/t12-/m0/s1

> <INCHI_KEY>
LJTSNTOXRSAZNS-LBPRGKRZSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.308

> <EXACT_MASS>
332.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.21550981352543

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.519765519

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.600296003114504

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.998314573556506

> <JCHEM_PKA_STRONGEST_BASIC>
-4.255252078455077

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
84.21620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dioclein

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16                                                            
CONECT   19   13                                                            
CONECT   20    3                                                            
CONECT   21    2   22                                                       
CONECT   22   21                                                            
CONECT   23    1   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
2',5,5'-Trihydroxy-6,7-dimethoxyflavone	MeSH
5,2',5'-Trihydroxy-6,7-dimethoxyflavanone	MeSH

Chemical Formula

C₁₇H₁₆O₇

Average Mass

332.3080 Da

Monoisotopic Mass

332.08960 Da

IUPAC Name

(2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

dioclein

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(O)=C2C(=O)C[C@H](OC2=C1)C1=C(O)C=CC(O)=C1

InChI Identifier

InChI=1S/C17H16O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)9-5-8(18)3-4-10(9)19/h3-5,7,12,18-19,21H,6H2,1-2H3/t12-/m0/s1

InChI Key

LJTSNTOXRSAZNS-LBPRGKRZSA-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
Acacia longifolia	Plant	KNApSAcK
Macropsychanthus grandiflorus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Hydroquinone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140604 )

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	2.51	ALOGPS
logP	2.52	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.3	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	84.22 m³·mol⁻¹	ChemAxon
Polarizability	32.22 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

Not Available

KNApSAcK ID

C00014133

Chemspider ID

155002

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

178055

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guabiraba R, Campanha-Rodrigues AL, Souza AL, Santiago HC, Lugnier C, Alvarez-Leite J, Lemos VS, Teixeira MM: The flavonoid dioclein reduces the production of pro-inflammatory mediators in vitro by inhibiting PDE4 activity and scavenging reactive oxygen species. Eur J Pharmacol. 2010 May 10;633(1-3):85-92. doi: 10.1016/j.ejphar.2010.01.021. Epub 2010 Feb 10. [PubMed:20152831 ]
Goncalves RL, Lugnier C, Keravis T, Lopes MJ, Fantini FA, Schmitt M, Cortes SF, Lemos VS: The flavonoid dioclein is a selective inhibitor of cyclic nucleotide phosphodiesterase type 1 (PDE1) and a cGMP-dependent protein kinase (PKG) vasorelaxant in human vascular tissue. Eur J Pharmacol. 2009 Oct 12;620(1-3):78-83. doi: 10.1016/j.ejphar.2009.08.008. Epub 2009 Aug 15. [PubMed:19686719 ]
Rezende BA, Cortes SF, De Sousa FB, Lula IS, Schmitt M, Sinisterra RD, Lemos VS: Complexation with beta-cyclodextrin confers oral activity on the flavonoid dioclein. Int J Pharm. 2009 Feb 9;367(1-2):133-9. doi: 10.1016/j.ijpharm.2008.09.046. Epub 2008 Oct 7. [PubMed:18955122 ]
Vianna HR, Cortes SF, Ferreira AJ, Capettini LS, Schmitt M, Almeida AP, Massensini AR, Lemos VS: Antiarrhythmogenic and antioxidant effect of the flavonoid dioclein in a model of cardiac ischemia/reperfusion. Planta Med. 2006 Mar;72(4):300-3. doi: 10.1055/s-2005-916218. [PubMed:16557469 ]
Calderone V, Chericoni S, Martinelli C, Testai L, Nardi A, Morelli I, Breschi MC, Martinotti E: Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels. Naunyn Schmiedebergs Arch Pharmacol. 2004 Oct;370(4):290-8. doi: 10.1007/s00210-004-0964-z. Epub 2004 Sep 17. [PubMed:15378228 ]

Showing NP-Card for 5,2',5'-Trihydroxy-6,7-dimethoxyflavanone (NP0060397)

MOL for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

3D MOL for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

3D SDF for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

3D-SDF for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

PDB for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

3D PDB for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

SMILES for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

INCHI for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

Structure for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)

3D Structure for NP0060397 (5,2',5'-Trihydroxy-6,7-dimethoxyflavanone)