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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:21 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041321

Secondary Accession Numbers

HMDB41321

Metabolite Identification

Common Name

5,7-Dihydroxy-4'-methoxy-8-methylflavanone

Description

5,7-Dihydroxy-4'-methoxy-8-methylflavanone 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, 5,7-dihydroxy-4'-methoxy-8-methylflavanone is considered to be a flavonoid. 5,7-Dihydroxy-4'-methoxy-8-methylflavanone has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and green vegetables. This could make 5,7-dihydroxy-4'-methoxy-8-methylflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dihydroxy-4'-methoxy-8-methylflavanone.

Structure

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

HMDB0041321
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.5119    0.2857   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    0.7342    0.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454    0.4222    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3276    0.8664    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    0.5493    1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -0.1926   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -0.5354   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835   -1.7084    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1271    0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956   -3.2607   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325   -1.0512    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9743   -1.3165    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467   -2.5900    0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8924   -0.2505    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981    1.0259    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3348    2.0738   -0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469    1.2708   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632    2.6550   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172    0.2482   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    0.5005   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735   -0.6230   -0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.3141   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007   -0.8321   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.7939   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.5099   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    1.4464    2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072    0.9199    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286   -0.8978   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4328   -1.3400    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5167    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9240   -3.4035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9613   -0.4525    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.9116    0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7831    3.1370    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973    2.7334   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.1941   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242   -1.2112   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592   -0.6550   -1.5436 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  1  0
 17 19  2  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20  7  1  0
 19 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  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  1  0
M  END

  Mrv0541 05061312342D          

 22 24  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    4.2868    0.8250    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -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    1.2375    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    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17  9  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21  2  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041321

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-9-12(18)7-13(19)16-14(20)8-15(22-17(9)16)10-3-5-11(21-2)6-4-10/h3-7,15,18-19H,8H2,1-2H3

> <INCHI_KEY>
ZUPNDQXBQBIBPZ-UHFFFAOYSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.3059

> <EXACT_MASS>
300.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.38666712193329

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
3.4944234956666653

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.090765442114321

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.296689273386967

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8055308610867096

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
80.8133

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041321
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.5119    0.2857   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    0.7342    0.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454    0.4222    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3276    0.8664    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    0.5493    1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -0.1926   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -0.5354   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835   -1.7084    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1271    0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956   -3.2607   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325   -1.0512    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9743   -1.3165    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467   -2.5900    0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8924   -0.2505    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981    1.0259    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3348    2.0738   -0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469    1.2708   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632    2.6550   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172    0.2482   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    0.5005   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735   -0.6230   -0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.3141   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007   -0.8321   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.7939   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.5099   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    1.4464    2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072    0.9199    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286   -0.8978   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4328   -1.3400    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5167    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9240   -3.4035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9613   -0.4525    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.9116    0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7831    3.1370    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973    2.7334   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.1941   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242   -1.2112   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592   -0.6550   -1.5436 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  1  0
 17 19  2  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20  7  1  0
 19 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  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   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   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   21                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7   12   13                                                       
CONECT    8   14   15                                                       
CONECT    9    1   12   17                                                  
CONECT   10    3    4   15                                                  
CONECT   11    5    6   21                                                  
CONECT   12    7    9   18                                                  
CONECT   13    7   16   19                                                  
CONECT   14    8   16   20                                                  
CONECT   15    8   10   22                                                  
CONECT   16   13   14   17                                                  
CONECT   17    9   16   22                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    2   11                                                       
CONECT   22   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041321
HETATM    1  C1  UNL     1       6.512   0.286  -0.536  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.580   0.734   0.408  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.245   0.422   0.245  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.328   0.866   1.179  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.980   0.549   1.012  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.541  -0.193  -0.057  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.136  -0.535  -0.251  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.283  -1.708   0.647  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.614  -2.127   0.118  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.896  -3.261  -0.273  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.633  -1.051   0.084  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.974  -1.316   0.133  1.00  0.00           C  
HETATM   13  O3  UNL     1      -4.447  -2.590   0.221  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.892  -0.251   0.093  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.398   1.026   0.007  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.335   2.074  -0.031  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.047   1.271  -0.040  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.563   2.655  -0.132  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.117   0.248  -0.004  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.759   0.501  -0.052  1.00  0.00           O  
HETATM   21  C16 UNL     1       2.473  -0.623  -0.973  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.832  -0.314  -0.821  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.401  -0.832  -0.636  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.266   0.794  -1.503  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.553   0.510  -0.259  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.709   1.446   2.006  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.307   0.920   1.768  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.029  -0.898  -1.309  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.433  -1.340   1.678  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.469  -2.517   0.572  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.924  -3.403   0.276  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.961  -0.453   0.130  1.00  0.00           H  
HETATM   33  H11 UNL     1      -6.322   1.912   0.002  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.783   3.137   0.865  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.497   2.733  -0.405  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.208   3.194  -0.859  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.224  -1.211  -1.845  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.559  -0.655  -1.544  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   21
CONECT    7    8   20   28
CONECT    8    9   29   30
CONECT    9   10   10   11
CONECT   11   12   12   19
CONECT   12   13   14
CONECT   13   31
CONECT   14   15   15   32
CONECT   15   16   17
CONECT   16   33
CONECT   17   18   19   19
CONECT   18   34   35   36
CONECT   19   20
CONECT   21   22   22   37
CONECT   22   38
END

HMDB0041321
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.5119    0.2857   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    0.7342    0.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454    0.4222    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3276    0.8664    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    0.5493    1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -0.1926   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -0.5354   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835   -1.7084    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1271    0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956   -3.2607   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325   -1.0512    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9743   -1.3165    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467   -2.5900    0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8924   -0.2505    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981    1.0259    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3348    2.0738   -0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0469    1.2708   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632    2.6550   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172    0.2482   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    0.5005   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735   -0.6230   -0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -0.3141   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007   -0.8321   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.7939   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.5099   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    1.4464    2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072    0.9199    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286   -0.8978   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4328   -1.3400    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5167    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9240   -3.4035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9613   -0.4525    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.9116    0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7831    3.1370    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973    2.7334   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.1941   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242   -1.2112   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592   -0.6550   -1.5436 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  1  0
 17 19  2  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20  7  1  0
 19 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  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Molecular Weight

300.3059

Monoisotopic Molecular Weight

300.099773622

IUPAC Name

5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

109248-40-0

SMILES

COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C(C)=C2O1

InChI Identifier

InChI=1S/C17H16O5/c1-9-12(18)7-13(19)16-14(20)8-15(22-17(9)16)10-3-5-11(21-2)6-4-10/h3-7,15,18-19H,8H2,1-2H3

InChI Key

ZUPNDQXBQBIBPZ-UHFFFAOYSA-N

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
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Chromone
Benzopyran
Chromane
1-benzopyran
Phenoxy compound
Methoxybenzene
Anisole
Phenol ether
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
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

Flavanones (LMPK12140352 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041321)
Cell membrane (HMDB: HMDB0041321)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041321)

Source

Exogenous

Exogenous (HMDB: HMDB0041321)

Food

Food (HMDB: HMDB0041321)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041321)
Poaceae (HMDB: HMDB0041321)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041321)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	30.86 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.048 g/L	ALOGPS
logP	3.05	ALOGPS
logP	3.49	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.81 m³·mol⁻¹	ChemAxon
Polarizability	31.39 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.308	31661259
DarkChem	[M-H]-	173.824	31661259
DeepCCS	[M+H]+	172.317	30932474
DeepCCS	[M-H]-	169.959	30932474
DeepCCS	[M-2H]-	203.205	30932474
DeepCCS	[M+Na]+	178.432	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.3	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	173.0	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	172.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxy-4'-methoxy-8-methylflavanone	COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C(C)=C2O1	3978.3	Standard polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone	COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C(C)=C2O1	2840.6	Standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone	COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C(C)=C2O1	2817.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,1TMS,isomer #1	COC1=CC=C(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C(C)=C3O2)C=C1	2890.4	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,1TMS,isomer #2	COC1=CC=C(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C(C)=C3O2)C=C1	2881.1	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,2TMS,isomer #1	COC1=CC=C(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(C)=C3O2)C=C1	2847.6	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,1TBDMS,isomer #1	COC1=CC=C(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(C)=C3O2)C=C1	3143.0	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,1TBDMS,isomer #2	COC1=CC=C(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(C)=C3O2)C=C1	3140.4	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylflavanone,2TBDMS,isomer #1	COC1=CC=C(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(C)=C3O2)C=C1	3347.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi0-0791000000-20e0b86d5cdcc95105ac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-3955400000-f11db6df24f375456ce2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 10V, Positive-QTOF	splash10-0udi-0429000000-d9c138c86b7010897b3c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 20V, Positive-QTOF	splash10-0v4i-0911000000-c24f4cfd7bad5f0cb01b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 40V, Positive-QTOF	splash10-0ul9-2900000000-d6dbd55c68a75a67f61f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 10V, Negative-QTOF	splash10-0002-0190000000-a033b8339f99ebe5933b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 20V, Negative-QTOF	splash10-0002-0590000000-1cbc38d0b4d17a1d8057	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 40V, Negative-QTOF	splash10-05fu-5920000000-41f7cf8429904288a853	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 10V, Positive-QTOF	splash10-0udi-0509000000-096cfc0bf734cd39da61	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 20V, Positive-QTOF	splash10-0uxu-0906000000-93bc263e18498420ef87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 40V, Positive-QTOF	splash10-014i-0900000000-97286f22eb316576247c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 10V, Negative-QTOF	splash10-0002-0090000000-886890cb440711ea2104	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 20V, Negative-QTOF	splash10-0002-0390000000-cd042dfa4436ef144f99	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylflavanone 40V, Negative-QTOF	splash10-016r-3900000000-523b2ea03f7ca40654f9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021241

KNApSAcK ID

C00014146

Chemspider ID

24846430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42607960

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5,7-Dihydroxy-4'-methoxy-8-methylflavanone (HMDB0041321)

MOL for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

3D MOL for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

3D SDF for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

3D-SDF for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

PDB for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

3D PDB for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

SMILES for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

INCHI for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

Structure for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

3D Structure for HMDB0041321 (5,7-Dihydroxy-4'-methoxy-8-methylflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra