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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:50:23 UTC

Update Date

2022-03-07 02:55:48 UTC

HMDB ID

HMDB0038518

Secondary Accession Numbers

HMDB38518

Metabolite Identification

Common Name

Desmosflavone

Description

Desmosflavone 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, desmosflavone is considered to be a flavonoid. Desmosflavone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make desmosflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Desmosflavone.

Structure

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

HMDB0038518
     RDKit          3D
Desmosflavone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.2577   -2.1212   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -1.5823    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599   -0.5827    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7054    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015    1.0383    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227    1.7545    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    3.0178    0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7753    1.4443    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    2.4088    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    3.6222    0.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289    2.0315    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    0.6982    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    0.2191    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.1654    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836   -1.7074   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7405   -0.8218   -0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    0.5264   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    1.0523   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699   -0.1646    0.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.1025    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.9359    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -2.3179    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542   -3.2035   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.9035   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429   -1.6028   -0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420    0.8472   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    0.3722    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    2.1068    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    3.8669    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    2.8088    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862   -1.8558    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8654   -2.7901   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7379   -1.2401   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924    1.2355   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    2.1225   -0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -2.5525   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -2.3803    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5706   -3.0533    0.6785 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061310302D          

 22 24  0  0  0  0            999 V2000
    5.0013    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
    5.0013   -1.2375    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   -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    0.0000    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
    3.5724   -0.4125    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
    2.1434    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
    2.8579    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  2  0  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21 17  1  0  0  0  0
 22 14  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038518

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C)C2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O4/c1-10-16(20)15-13(19)9-14(12-7-5-4-6-8-12)22-18(15)11(2)17(10)21-3/h4-9,20H,1-3H3

> <INCHI_KEY>
PQZXFPBMXPGZMO-UHFFFAOYSA-N

> <FORMULA>
C18H16O4

> <MOLECULAR_WEIGHT>
296.3172

> <EXACT_MASS>
296.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.840065823391853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
4.18299129

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.23035329510438

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.44791589669136

> <JCHEM_PKA_STRONGEST_BASIC>
-4.736964202956286

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
85.4977

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desmosflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038518
     RDKit          3D
Desmosflavone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.2577   -2.1212   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -1.5823    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599   -0.5827    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7054    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015    1.0383    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227    1.7545    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    3.0178    0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7753    1.4443    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    2.4088    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    3.6222    0.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289    2.0315    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    0.6982    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    0.2191    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.1654    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836   -1.7074   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7405   -0.8218   -0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    0.5264   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    1.0523   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699   -0.1646    0.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.1025    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.9359    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -2.3179    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542   -3.2035   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.9035   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429   -1.6028   -0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420    0.8472   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    0.3722    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    2.1068    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    3.8669    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    2.8088    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862   -1.8558    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8654   -2.7901   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7379   -1.2401   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924    1.2355   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    2.1225   -0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -2.5525   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -2.3803    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5706   -3.0533    0.6785 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 22 36  1  0
 22 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       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+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       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   13   14                                                       
CONECT   10    1   16   17                                                  
CONECT   11    2   17   18                                                  
CONECT   12    7    8   14                                                  
CONECT   13    9   15   19                                                  
CONECT   14    9   12   22                                                  
CONECT   15   13   16   18                                                  
CONECT   16   10   15   20                                                  
CONECT   17   10   11   21                                                  
CONECT   18   11   15   22                                                  
CONECT   19   13                                                            
CONECT   20   16                                                            
CONECT   21    3   17                                                       
CONECT   22   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038518
HETATM    1  C1  UNL     1      -4.258  -2.121  -0.640  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.651  -1.582   0.495  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.660  -0.583   0.422  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.064   0.705   0.442  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.501   1.038   0.537  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.123   1.754   0.372  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.592   3.018   0.396  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.775   1.444   0.282  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.201   2.409   0.210  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.112   3.622   0.224  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.529   2.031   0.122  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.848   0.698   0.108  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.224   0.219   0.018  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.434  -1.165   0.012  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.684  -1.707  -0.069  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.741  -0.822  -0.147  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.573   0.526  -0.143  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.299   1.052  -0.060  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.870  -0.165   0.180  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.400   0.103   0.265  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.337  -0.936   0.334  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.858  -2.318   0.310  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.454  -3.203  -0.513  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.617  -1.904  -1.517  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.243  -1.603  -0.785  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.942   0.847  -0.484  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.008   0.372   1.270  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.670   2.107   0.748  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.191   3.867   0.364  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.310   2.809   0.065  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.586  -1.856   0.074  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.865  -2.790  -0.075  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.738  -1.240  -0.212  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.392   1.236  -0.203  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.162   2.122  -0.057  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.467  -2.552  -0.715  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.038  -2.380   0.995  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.571  -3.053   0.679  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5    6
CONECT    5   26   27   28
CONECT    6    7    8    8
CONECT    7   29
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   12   12   30
CONECT   12   13   19
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   35
CONECT   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   36   37   38
END

HMDB0038518
     RDKit          3D
Desmosflavone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.2577   -2.1212   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -1.5823    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599   -0.5827    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7054    0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015    1.0383    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227    1.7545    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    3.0178    0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7753    1.4443    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    2.4088    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    3.6222    0.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289    2.0315    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    0.6982    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    0.2191    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.1654    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836   -1.7074   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7405   -0.8218   -0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    0.5264   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988    1.0523   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699   -0.1646    0.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.1025    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.9359    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -2.3179    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542   -3.2035   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.9035   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429   -1.6028   -0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9420    0.8472   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    0.3722    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    2.1068    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    3.8669    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    2.8088    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862   -1.8558    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8654   -2.7901   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7379   -1.2401   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924    1.2355   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    2.1225   -0.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -2.5525   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377   -2.3803    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5706   -3.0533    0.6785 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 20  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-7-methoxy-6,8-di-C-methylflavone	HMDB
5-Hydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-1-benzopyran-4-one	HMDB
5-Hydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-chromen-4-one	HMDB
5-Hydroxy-7-methoxy-6,8-dimethylflavon	HMDB
5-Hydroxy-7-methoxy-6,8-dimethylflavone	HMDB

Chemical Formula

C₁₈H₁₆O₄

Average Molecular Weight

296.3172

Monoisotopic Molecular Weight

296.104859

IUPAC Name

5-hydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-chromen-4-one

Traditional Name

desmosflavone

CAS Registry Number

14004-56-9

SMILES

COC1=C(C)C2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C

InChI Identifier

InChI=1S/C18H16O4/c1-10-16(20)15-13(19)9-14(12-7-5-4-6-8-12)22-18(15)11(2)17(10)21-3/h4-9,20H,1-3H3

InChI Key

PQZXFPBMXPGZMO-UHFFFAOYSA-N

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

7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110174 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038518)

Cellular substructure

Membrane (HMDB: HMDB0038518)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038518)

Source

Exogenous

Food

Food (HMDB: HMDB0038518)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0038518)

Not Available

Nutrient (HMDB: HMDB0038518)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	212 - 214 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.74 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	0.02 g/L	ALOGPS
logP	4.01	ALOGPS
logP	4.18	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.5 m³·mol⁻¹	ChemAxon
Polarizability	31.84 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]+	169.898	31661259
DarkChem	[M-H]-	170.404	31661259
DeepCCS	[M+H]+	171.818	30932474
DeepCCS	[M-H]-	169.46	30932474
DeepCCS	[M-2H]-	203.468	30932474
DeepCCS	[M+Na]+	178.766	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	171.2	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	171.1	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	169.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desmosflavone	COC1=C(C)C2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	3781.0	Standard polar	33892256
Desmosflavone	COC1=C(C)C2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	2782.7	Standard non polar	33892256
Desmosflavone	COC1=C(C)C2=C(C(=O)C=C(O2)C2=CC=CC=C2)C(O)=C1C	2759.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desmosflavone,1TMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=CC=C3)OC2=C1C	2910.4	Semi standard non polar	33892256
Desmosflavone,1TBDMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=CC=C3)OC2=C1C	3137.0	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 - Desmosflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lr-0690000000-2b91d3730e8b1d1813cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desmosflavone GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-3779000000-4af2447f90d11c2fee95	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desmosflavone 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 - Desmosflavone 10V, Positive-QTOF	splash10-0002-0090000000-cc5c4dcad5f5d15e7e99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 20V, Positive-QTOF	splash10-0002-0090000000-d9056744f7058060e4e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 40V, Positive-QTOF	splash10-0zfs-3980000000-861b3aa6559b48e18457	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 10V, Negative-QTOF	splash10-0002-0090000000-c73d198f814e2725f2a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 20V, Negative-QTOF	splash10-0002-0190000000-2689167eb7b1152358bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 40V, Negative-QTOF	splash10-004i-5950000000-7c090be224e193417752	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 10V, Positive-QTOF	splash10-0002-0090000000-70646ad601081a81cd3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 20V, Positive-QTOF	splash10-0002-0090000000-68bd87689a9da23a34f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 40V, Positive-QTOF	splash10-0uei-0190000000-66b230917a9c83b66e41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 10V, Negative-QTOF	splash10-0002-0090000000-07b69361bd7201de7635	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmosflavone 20V, Negative-QTOF	splash10-0f7k-0090000000-301b6d7453b5ea95aadf	2021-09-22	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

FDB017900

KNApSAcK ID

C00004087

Chemspider ID

328117

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

369598

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1869051

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 Desmosflavone (HMDB0038518)

MOL for HMDB0038518 (Desmosflavone)

3D MOL for HMDB0038518 (Desmosflavone)

3D SDF for HMDB0038518 (Desmosflavone)

3D-SDF for HMDB0038518 (Desmosflavone)

PDB for HMDB0038518 (Desmosflavone)

3D PDB for HMDB0038518 (Desmosflavone)

SMILES for HMDB0038518 (Desmosflavone)

INCHI for HMDB0038518 (Desmosflavone)

Structure for HMDB0038518 (Desmosflavone)

3D Structure for HMDB0038518 (Desmosflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra