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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:59:15 UTC

Update Date

2021-09-26 23:03:43 UTC

HMDB ID

HMDB0251617

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dracorhodin

Description

Dracorhodin belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Dracorhodin is a strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dracorhodin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dracorhodin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251617
     RDKit          3D
Dracorhodin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.6941    1.5398   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    0.1965   -1.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843   -0.3044   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.1745   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    0.4558   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.5585   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109    0.0642   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    0.1984    0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781   -0.3159    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392   -0.2260    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478    0.3822    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    0.8940   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770    0.7959   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150   -0.5444    0.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.6788    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2176   -1.3136    1.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5785   -1.4302    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -2.0064    2.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372   -0.9415    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7090   -1.0959    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982    1.7341   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    2.2623   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    1.6003   -2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.8517   -2.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001    1.0614   -1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -0.7960    1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6385    2.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    0.4235    0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    1.3761   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    1.2108   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.6963    2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9838   -2.0052    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9567   -1.2281   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -0.2100    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19  3  2  0
 15  4  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END


  Mrv1533004201505182D          

 20 22  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    0.0000    0.0000    0.0000 O   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    4.2868   -0.0000    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 14  1  0  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251617

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C)C(=O)C=C2OC(=CC=C12)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O3/c1-11-14(18)10-16-13(17(11)19-2)8-9-15(20-16)12-6-4-3-5-7-12/h3-10H,1-2H3

> <INCHI_KEY>
UCZJPQIEFFTIEV-UHFFFAOYSA-N

> <FORMULA>
C17H14O3

> <MOLECULAR_WEIGHT>
266.296

> <EXACT_MASS>
266.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.947509323083757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-6-methyl-2-phenyl-7H-chromen-7-one

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
2.3793116953333335

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.3831821038862655

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
82.12230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-6-methyl-2-phenylchromen-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251617
     RDKit          3D
Dracorhodin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.6941    1.5398   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    0.1965   -1.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843   -0.3044   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.1745   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    0.4558   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.5585   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109    0.0642   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    0.1984    0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781   -0.3159    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392   -0.2260    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478    0.3822    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    0.8940   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770    0.7959   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150   -0.5444    0.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.6788    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2176   -1.3136    1.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5785   -1.4302    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -2.0064    2.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372   -0.9415    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7090   -1.0959    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982    1.7341   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    2.2623   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    1.6003   -2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.8517   -2.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001    1.0614   -1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -0.7960    1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6385    2.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    0.4235    0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    1.3761   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    1.2108   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.6963    2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9838   -2.0052    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9567   -1.2281   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -0.2100    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19  3  2  0
 15  4  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667   0.000   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  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    3    9                                                  
CONECT   15   11   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0251617
HETATM    1  C1  UNL     1      -3.694   1.540  -1.669  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.198   0.196  -1.602  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.584  -0.304  -0.485  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.210  -0.174  -0.359  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.516   0.456  -1.367  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.870   0.559  -1.186  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.511   0.064  -0.074  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.954   0.198   0.063  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.578  -0.316   1.208  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.939  -0.226   1.406  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.748   0.382   0.472  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.165   0.894  -0.658  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.777   0.796  -0.848  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.815  -0.544   0.892  1.00  0.00           O  
HETATM   15  C13 UNL     1      -0.485  -0.679   0.794  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.218  -1.314   1.800  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.579  -1.430   1.652  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.213  -2.006   2.573  1.00  0.00           O  
HETATM   19  C16 UNL     1      -3.237  -0.941   0.546  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.709  -1.096   0.440  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.398   1.734  -0.823  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.876   2.262  -1.602  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.250   1.600  -2.647  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.996   0.852  -2.248  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.400   1.061  -1.996  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.932  -0.796   1.944  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.394  -0.638   2.313  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.807   0.424   0.680  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.782   1.376  -1.406  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.333   1.211  -1.756  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.678  -1.696   2.672  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.984  -2.005   1.012  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.957  -1.228  -0.631  1.00  0.00           H  
HETATM   34  H14 UNL     1      -5.225  -0.210   0.891  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4   19   19
CONECT    4    5    5   15
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   14
CONECT    8    9    9   13
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   30
CONECT   14   15
CONECT   15   16   16
CONECT   16   17   31
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   32   33   34
END

HMDB0251617
     RDKit          3D
Dracorhodin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.6941    1.5398   -1.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    0.1965   -1.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843   -0.3044   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.1745   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    0.4558   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    0.5585   -1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109    0.0642   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    0.1984    0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781   -0.3159    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392   -0.2260    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478    0.3822    0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    0.8940   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770    0.7959   -0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150   -0.5444    0.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.6788    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2176   -1.3136    1.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5785   -1.4302    1.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -2.0064    2.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372   -0.9415    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7090   -1.0959    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982    1.7341   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    2.2623   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    1.6003   -2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.8517   -2.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001    1.0614   -1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -0.7960    1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6385    2.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    0.4235    0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    1.3761   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    1.2108   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.6963    2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9838   -2.0052    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9567   -1.2281   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -0.2100    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19  3  2  0
 15  4  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Methoxy-6-methyl-2-phenyl-7H-1-benzopyran-7-one	MeSH
Dracorhodin perchlorate	MeSH

Chemical Formula

C₁₇H₁₄O₃

Average Molecular Weight

266.296

Monoisotopic Molecular Weight

266.094294311

IUPAC Name

5-methoxy-6-methyl-2-phenyl-7H-chromen-7-one

Traditional Name

5-methoxy-6-methyl-2-phenylchromen-7-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C=C2OC(=CC=C12)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H14O3/c1-11-14(18)10-16-13(17(11)19-2)8-9-15(20-16)12-6-4-3-5-7-12/h3-10H,1-2H3

InChI Key

UCZJPQIEFFTIEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

5-methoxyflavonoid-skeleton
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Cyclic ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.63	ALOGPS
logP	2.38	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	3.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.12 m³·mol⁻¹	ChemAxon
Polarizability	28.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	197.35	30932474
DeepCCS	[M+Na]+	172.915	30932474
AllCCS	[M+H]+	159.7	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	163.3	32859911
AllCCS	[M+Na]+	164.3	32859911
AllCCS	[M-H]-	164.9	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	162.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dracorhodin	COC1=C(C)C(=O)C=C2OC(=CC=C12)C1=CC=CC=C1	3364.1	Standard polar	33892256
Dracorhodin	COC1=C(C)C(=O)C=C2OC(=CC=C12)C1=CC=CC=C1	2456.1	Standard non polar	33892256
Dracorhodin	COC1=C(C)C(=O)C=C2OC(=CC=C12)C1=CC=CC=C1	2606.1	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 - Dracorhodin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0i6r-0960000000-9aff2db560344da13243	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dracorhodin 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 - Dracorhodin 10V, Positive-QTOF	splash10-014i-0090000000-751829d274633c75ad76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dracorhodin 20V, Positive-QTOF	splash10-014i-0090000000-751829d274633c75ad76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dracorhodin 40V, Positive-QTOF	splash10-014i-0590000000-d5449c5077c2f1e842e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dracorhodin 10V, Negative-QTOF	splash10-014i-0090000000-b69facf5c5f0a18961c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dracorhodin 20V, Negative-QTOF	splash10-014i-0090000000-3688f4cf65c7a23f98fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dracorhodin 40V, Negative-QTOF	splash10-00r2-1490000000-0bbf557395561b031a82	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69509

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dracorhodin (HMDB0251617)

MOL for HMDB0251617 (Dracorhodin)

3D MOL for HMDB0251617 (Dracorhodin)

3D SDF for HMDB0251617 (Dracorhodin)

3D-SDF for HMDB0251617 (Dracorhodin)

PDB for HMDB0251617 (Dracorhodin)

3D PDB for HMDB0251617 (Dracorhodin)

SMILES for HMDB0251617 (Dracorhodin)

INCHI for HMDB0251617 (Dracorhodin)

Structure for HMDB0251617 (Dracorhodin)

3D Structure for HMDB0251617 (Dracorhodin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra