NP-MRD: Showing NP-Card for Hesperetin (NP0000035)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2007-01-22 09:25:30 UTC

Updated at

2024-04-19 10:07:02 UTC

NP-MRD ID

NP0000035

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hesperetin

Description

Hesperetin, also known as prestwick_908 or YSO2, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, hesperetin is considered to be a flavonoid lipid molecule. Hesperetin also seems to upregulate the LDL receptor. Hesperetin, in the form of its glycoside , is the predominant flavonoid in lemons and oranges. Hesperetin is a drug which is used for lowering cholesterol and, possibly, otherwise favorably affecting lipids. In vitro research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity. Hesperetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hesperetin is a bitter tasting compound. Hesperetin is found, on average, in the highest concentration within a few different foods, such as limes, persian limes, and sweet oranges and in a lower concentration in pummelo, welsh onions, and lemons. Hesperetin has also been detected, but not quantified, in several different foods, such as yellow bell peppers, carrots, rapinis, hazelnuts, and beers. Hesperetin is a biomarker for the consumption of citrus fruits. Hesperetin reduces or inhibits the activity of acyl-coenzyme A:Cholesterol acyltransferase genes (ACAT1 and ACAT2) and it reduces microsomal triglyceride transfer protein (MTP) activity.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0005782
     RDKit          3D
Hesperetin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.2275   -0.0917    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2335   -0.9442    0.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777   -0.5936    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.6281    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419    0.9371    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836    0.0754    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    0.5143    0.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5903    0.8563   -1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659    1.4690   -1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354    2.5796   -1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.6591   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.8463   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    1.7819   -1.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    0.0400    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7562   -0.8959    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894   -1.6928    1.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -1.0611    1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -0.2961    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041   -0.4560    0.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5999   -1.1378   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453   -1.4836   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -2.7424   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.1180    1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312    0.9555    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2165   -0.4401    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    1.3161    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579    1.9087    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355    1.4582    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7184   -0.0585   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311    1.5579   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    2.4140   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500    0.1908   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6735   -1.5700    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -1.8174    1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -1.8152   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920   -2.9737   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 19  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 22 36  1  0
M  END

1094
  Mrv1652305271900152D          

 22 24  0  0  1  0            999 V2000
    5.9369    0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -2.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793   -2.2805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492    0.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223   -0.1894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2223   -1.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -1.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -1.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3888   -1.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3888    0.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -0.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 12  1  0  0  0  0
  2 11  2  0  0  0  0
  3 15  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 17  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  1  0  0  0
  8 11  1  0  0  0  0
  9 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  2  0  0  0  0
 12 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 20  2  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000035

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

> <INCHI_KEY>
AIONOLUJZLIMTK-AWEZNQCLSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.2788

> <EXACT_MASS>
302.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.30120362969032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.6774367846666665

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.332001059420389

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8617015285745655

> <JCHEM_PKA_STRONGEST_BASIC>
-4.618662915893278

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
77.75300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hesperetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005782
     RDKit          3D
Hesperetin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.2275   -0.0917    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2335   -0.9442    0.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777   -0.5936    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.6281    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419    0.9371    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836    0.0754    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    0.5143    0.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5903    0.8563   -1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659    1.4690   -1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354    2.5796   -1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.6591   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.8463   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    1.7819   -1.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    0.0400    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7562   -0.8959    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894   -1.6928    1.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -1.0611    1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -0.2961    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041   -0.4560    0.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5999   -1.1378   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453   -1.4836   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -2.7424   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.1180    1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312    0.9555    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2165   -0.4401    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    1.3161    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579    1.9087    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355    1.4582    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7184   -0.0585   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311    1.5579   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    2.4140   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500    0.1908   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6735   -1.5700    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -1.8174    1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -1.8152   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920   -2.9737   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 19  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1094                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      11.082   0.416   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      11.082  -4.204   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.775  -4.257   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.414   2.726   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.081   4.266   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      16.519   0.454   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.748  -0.354   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748  -1.894   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   0.416   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.416  -1.894   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082  -2.664   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.416  -0.354   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415   1.956   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -0.354   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.792  -2.717   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.792   0.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   2.726   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.188  -1.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.188  -0.322   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747   0.416   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.747   1.956   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080   1.956   0.000  0.00  0.00           C+0
CONECT    1    7   12                                                       
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4   21   22                                                       
CONECT    5   17                                                            
CONECT    6   19                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7   11                                                       
CONECT    9    7   13   14                                                  
CONECT   10   11   12   15                                                  
CONECT   11    2    8   10                                                  
CONECT   12    1   10   16                                                  
CONECT   13    9   17                                                       
CONECT   14    9   20                                                       
CONECT   15    3   10   18                                                  
CONECT   16   12   19                                                       
CONECT   17    5   13   21                                                  
CONECT   18   15   19                                                       
CONECT   19    6   16   18                                                  
CONECT   20   14   21                                                       
CONECT   21    4   17   20                                                  
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0005782
HETATM    1  C1  UNL     1      -6.227  -0.092   0.717  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.233  -0.944   0.237  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.878  -0.594   0.230  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.494   0.628   0.708  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.142   0.937   0.683  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.184   0.075   0.204  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.228   0.514   0.228  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.590   0.856  -1.224  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.966   1.469  -1.112  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.235   2.580  -1.575  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.952   0.659  -0.420  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.294   0.846  -0.658  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.783   1.782  -1.542  1.00  0.00           O  
HETATM   14  C11 UNL     1       5.198   0.040   0.038  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.756  -0.896   0.918  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.689  -1.693   1.604  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.407  -1.061   1.135  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.467  -0.296   0.479  1.00  0.00           C  
HETATM   19  O5  UNL     1       1.104  -0.456   0.693  1.00  0.00           O  
HETATM   20  C15 UNL     1      -1.600  -1.138  -0.266  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.945  -1.484  -0.258  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.320  -2.742  -0.753  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.322  -0.118   1.830  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.131   0.955   0.421  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.217  -0.440   0.302  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.238   1.316   1.088  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.858   1.909   1.066  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.336   1.458   0.786  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.718  -0.059  -1.834  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.131   1.558  -1.657  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.326   2.414  -2.115  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.250   0.191  -0.151  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.673  -1.570   1.443  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.093  -1.817   1.844  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.854  -1.815  -0.642  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.292  -2.974  -0.739  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   20
CONECT    7    8   19   28
CONECT    8    9   29   30
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   31
CONECT   14   15   15   32
CONECT   15   16   17
CONECT   16   33
CONECT   17   18   18   34
CONECT   18   19
CONECT   20   21   21   35
CONECT   21   22
CONECT   22   36
END

HMDB0005782
     RDKit          3D
Hesperetin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.2275   -0.0917    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2335   -0.9442    0.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777   -0.5936    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.6281    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419    0.9371    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836    0.0754    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    0.5143    0.2284 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5903    0.8563   -1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659    1.4690   -1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354    2.5796   -1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.6591   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.8463   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    1.7819   -1.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    0.0400    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7562   -0.8959    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894   -1.6928    1.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -1.0611    1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -0.2961    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041   -0.4560    0.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5999   -1.1378   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453   -1.4836   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -2.7424   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.1180    1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312    0.9555    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2165   -0.4401    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    1.3161    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579    1.9087    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355    1.4582    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7184   -0.0585   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311    1.5579   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    2.4140   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500    0.1908   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6735   -1.5700    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -1.8174    1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -1.8152   -0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920   -2.9737   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 19  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 22 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
(-)-(S)-Hesperetin	ChEBI
(-)-Hesperetin	ChEBI
(2S)-Hesperetin	ChEBI
(S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
3',5,7-Trihydroxy-4'-methoxyflavanone	ChEBI
5,7, 3'-Trihydroxy-4'-methoxyflavanone	HMDB
5,7,3'-Trihydroxy-4'-methoxyflavanone	HMDB
Cyanidanon 4'-methyl ether 1626	HMDB
Hesperin	HMDB
Hesperitin	HMDB
Prestwick_908	HMDB
YSO2	HMDB

Chemical Formula

C₁₆H₁₄O₆

Average Mass

302.2788 Da

Monoisotopic Mass

302.07904 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

hesperetin

CAS Registry Number

520-33-2

SMILES

COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

InChI Key

AIONOLUJZLIMTK-AWEZNQCLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-25	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-25	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-25	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-25	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-25	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HOMO2DJ NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 126 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201.216488466 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinidia chinensis	FooDB	USDA
Allium cepa	FooDB	PHENOL EXPLORER
Allium cepa L.	FooDB	USDA
Allium fistulosum	FooDB	PHENOL EXPLORER
Allium schoenoprasum	FooDB	PHENOL EXPLORER
Anacardium occidentale	FooDB	USDA
Ananas comosus	FooDB	USDA
Anethum graveolens	FooDB	PHENOL EXPLORER
Anthurium spp.	KNApSAcK Database	22123792
Apium graveolens	FooDB	USDA
Apium graveolens var. dulce	FooDB	PHENOL EXPLORER
Apium graveolens var. secalinum	FooDB	PHENOL EXPLORER
Arachis hypogaea	FooDB	USDA
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia xanthochroa	LOTUS Database	35616633
Bertholletia excelsa	FooDB	USDA
Brassica oleracea	FooDB	PHENOL EXPLORER
Brassica oleracea var. gemmifera	FooDB	PHENOL EXPLORER
Brassica oleracea var. italica	FooDB	PHENOL EXPLORER
Brassica oleracea var. sabauda	FooDB	PHENOL EXPLORER
Brassica ruvo	FooDB	USDA
Brickellia vernicosa	KNApSAcK Database	22123792
Capsicum annuum	FooDB	PHENOL EXPLORER
Carya illinoinensis	FooDB	USDA
Citrullus lanatus	FooDB	USDA
Citrus aurantiifolia	FooDB	PHENOL EXPLORER
Citrus aurantium	LOTUS Database	35616633
Citrus aurantium L. var. amara	KNApSAcK Database	22123792
Citrus junos	LOTUS Database	35616633
Citrus latifolia	FooDB	USDA
Citrus limon	FooDB	PHENOL EXPLORER
Citrus maxima	FooDB	USDA
Citrus paradisi	FooDB	PHENOL EXPLORER
Citrus reticulata	FooDB	USDA
Citrus sinensis	LOTUS Database	35616633
Citrus spp.	KNApSAcK Database	22123792
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	PHENOL EXPLORER
Coriandrum sativum L.	FooDB	PHENOL EXPLORER
Corylus	FooDB	USDA
Cucumis melo	FooDB	USDA
Cyclopia intermedia	LOTUS Database	35616633
Cynara cornigera	LOTUS Database	35616633
Cynara scolymus	FooDB	USDA
Dalbergia parviflora	KNApSAcK Database	22123792
Daucus carota ssp. sativus	FooDB	USDA
Eriodictyon californicum	LOTUS Database	35616633
Ficus carica	FooDB	USDA
Ficus pumila	LOTUS Database	35616633
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Glandularia bipinnatifida	Plant	KNApSAcK
Isatis indigotica	KNApSAcK Database	22123792
Isatis tinctoria	Plant	KNApSAcK
Juglans regia	FooDB	USDA
Lactuca sativa	FooDB	PHENOL EXPLORER
Lepidium sativum	FooDB	PHENOL EXPLORER
Levisticum officinale	FooDB	PHENOL EXPLORER
Macadamia	FooDB	USDA
Malus pumila	FooDB	PHENOL EXPLORER
Medicago sativa	KNApSAcK Database	22123792
Melissa officinalis L.	FooDB	PHENOL EXPLORER
Mentha	FooDB	KNAPSACK
Mentha aquatica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha aquatica L.	KNApSAcK Database	22123792
Mentha spp.	KNApSAcK Database	22123792
Mentha x piperita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Musa acuminata	FooDB	USDA
Ocimum basilicum	FooDB	PHENOL EXPLORER
Origanum majorana	Plant	KNApSAcK
Origanum vulgare	FooDB	PHENOL EXPLORER
Origanum X majoricum	FooDB	USDA
Paulownia tomentosa	LOTUS Database	35616633
Persea americana	FooDB	USDA
Petroselinum crispum	FooDB	PHENOL EXPLORER
Phaseolus vulgaris	FooDB	PHENOL EXPLORER
Phoenix dactylifera	FooDB	USDA
Pinus edulis	FooDB	USDA
Pistacia vera	FooDB	USDA
Prunus armeniaca	FooDB	PHENOL EXPLORER
Prunus avium	FooDB	PHENOL EXPLORER
Prunus avium L.	FooDB	USDA
Prunus domestica	FooDB	PHENOL EXPLORER
Prunus dulcis	FooDB	USDA
Prunus persica	KNApSAcK Database	22123792
Prunus persica var. nucipersica	FooDB	USDA
Pyrus communis	FooDB	USDA
Raphanus sativus	FooDB	USDA
Rhaponticum carthamoides	KNApSAcK Database	22123792
Ribes nigrum	FooDB	PHENOL EXPLORER
Ribes rubrum	FooDB	PHENOL EXPLORER
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Rosmarinus officinalis	KNApSAcK Database	22123792
Rubus idaeus	FooDB	PHENOL EXPLORER
Salvia officinalis	KNApSAcK Database	22123792
Salvia rosmarinus	FooDB	PHENOL EXPLORER
Schizonepeta tenuifolia	LOTUS Database	35616633
Solanum lycopersicum	FooDB	USDA
Solanum lycopersicum var. lycopersicum	FooDB	PHENOL EXPLORER
Solanum tuberosum	FooDB	USDA
Syzygium jambos	LOTUS Database	35616633
Taxus fuana	KNApSAcK Database	22123792
Taxus wallichiana var. yunnanensis	Plant	KNApSAcK
Taxus yunnanensis	KNApSAcK Database	22123792
Thymus vulgaris	FooDB	PHENOL EXPLORER
Vaccinium	FooDB	USDA
Vaccinium macrocarpon	FooDB	USDA
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Verbena hybrida	Plant	KNApSAcK
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	PHENOL EXPLORER

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

3'-hydroxyflavanones (CHEBI:28230 )
trihydroxyflavanone (CHEBI:28230 )
monomethoxyflavanone (CHEBI:28230 )
flavanones (C01709 )
Flavanones (LMPK12140003 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	227.5 °C	Not Available
Boiling Point	586.00 to 587.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	272.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.60	Perrissoud, D., & Testa, B. (1986). Inhibiting or potentiating effects of flavonoids on carbon tetrachloride-induced toxicity in isolated rat hepatocytes. Arzneimittel-forschung, 36(8), 1249-1253.

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.68	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.86	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.75 m³·mol⁻¹	ChemAxon
Polarizability	29.3 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

HMDB0005782

DrugBank ID

DB01094

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Hesperetin

METLIN ID

Not Available

PubChem Compound

72281

PDB ID

Not Available

ChEBI ID

28230

Good Scents ID

rw1594741

References

General References

Cho J: Antioxidant and neuroprotective effects of hesperidin and its aglycone hesperetin. Arch Pharm Res. 2006 Aug;29(8):699-706. doi: 10.1007/BF02968255. [PubMed:16964766 ]
Nalini N, Aranganathan S, Kabalimurthy J: Chemopreventive efficacy of hesperetin (citrus flavonone) against 1,2-dimethylhydrazine-induced rat colon carcinogenesis. Toxicol Mech Methods. 2012 Jun;22(5):397-408. doi: 10.3109/15376516.2012.673092. Epub 2012 Apr 19. [PubMed:22409373 ]
Srirangam R, Hippalgaonkar K, Avula B, Khan IA, Majumdar S: Evaluation of the intravenous and topical routes for ocular delivery of hesperidin and hesperetin. J Ocul Pharmacol Ther. 2012 Dec;28(6):618-27. doi: 10.1089/jop.2012.0040. Epub 2012 Jul 13. [PubMed:22794525 ]
Aranganathan S, Nalini N: Antiproliferative efficacy of hesperetin (citrus flavanoid) in 1,2-dimethylhydrazine-induced colon cancer. Phytother Res. 2013 Jul;27(7):999-1005. doi: 10.1002/ptr.4826. Epub 2012 Aug 17. [PubMed:22899565 ]
Murata K, Takano S, Masuda M, Iinuma M, Matsuda H: Anti-degranulating activity in rat basophil leukemia RBL-2H3 cells of flavanone glycosides and their aglycones in citrus fruits. J Nat Med. 2013 Jul;67(3):643-6. doi: 10.1007/s11418-012-0699-y. Epub 2012 Aug 18. [PubMed:22903244 ]

Showing NP-Card for Hesperetin (NP0000035)

MOL for NP0000035 (Hesperetin)

3D MOL for NP0000035 (Hesperetin)

3D SDF for NP0000035 (Hesperetin)

3D-SDF for NP0000035 (Hesperetin)

PDB for NP0000035 (Hesperetin)

3D PDB for NP0000035 (Hesperetin)

SMILES for NP0000035 (Hesperetin)

INCHI for NP0000035 (Hesperetin)

Structure for NP0000035 (Hesperetin)

3D Structure for NP0000035 (Hesperetin)