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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:37 UTC

Update Date

2022-03-07 02:52:40 UTC

HMDB ID

HMDB0030720

Secondary Accession Numbers

HMDB30720

Metabolite Identification

Common Name

Trigraecum

Description

Trigraecum belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, trigraecum is considered to be a flavonoid. Based on a literature review very few articles have been published on Trigraecum.

Structure

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

HMDB0030720
     RDKit          3D
Trigraecum
 32 34  0  0  0  0  0  0  0  0999 V2000
   -5.4506    0.8478    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.0246   -0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -0.1636   -0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529    0.5726    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    0.4184    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    1.1595    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    1.9551    1.9169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    0.9933    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    0.1288   -0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.0227   -0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    0.6633    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1610    0.4671    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -0.4127   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6638   -1.1074   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223   -0.9173   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.5590   -0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.4412   -0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6588   -1.1705   -1.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0295   -1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.7541   -1.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    1.8643    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    0.9136    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.4608    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.2485    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493    1.6046    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    1.3706    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8735    1.0273    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6643   -0.5689   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -1.8127   -2.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5643   -1.4543   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -1.8628   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -2.3940   -2.6723 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  1  0
M  END


  Mrv0541 05061305272D          

 20 22  0  0  0  0            999 V2000
    0.0000    0.8250    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
    6.4302   -0.4125    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
    5.7158    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    1.4289    0.0000    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
    1.4289    0.8250    0.0000 C   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 19  1  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030720

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c1-19-16-7-11-12(17)8-14(10-5-3-2-4-6-10)20-15(11)9-13(16)18/h2-9,18H,1H3

> <INCHI_KEY>
BJBKXYIIWYIZCX-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.2641

> <EXACT_MASS>
268.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.87697770176408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
2.5061485113333335

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.09629342718984

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.950077802856995

> <JCHEM_PKA_STRONGEST_BASIC>
-4.76149941882842

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
75.4153

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trigraecum

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030720
     RDKit          3D
Trigraecum
 32 34  0  0  0  0  0  0  0  0999 V2000
   -5.4506    0.8478    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.0246   -0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -0.1636   -0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529    0.5726    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    0.4184    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    1.1595    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    1.9551    1.9169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    0.9933    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    0.1288   -0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.0227   -0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    0.6633    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1610    0.4671    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -0.4127   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6638   -1.1074   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223   -0.9173   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.5590   -0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.4412   -0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6588   -1.1705   -1.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0295   -1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.7541   -1.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    1.8643    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    0.9136    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.4608    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.2485    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493    1.6046    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    1.3706    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8735    1.0273    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6643   -0.5689   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -1.8127   -2.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5643   -1.4543   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -1.8628   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -2.3940   -2.6723 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   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       5.335   1.540   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   10                                                       
CONECT    7   11   16                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    5    6   14                                                  
CONECT   11    7   12   15                                                  
CONECT   12    8   11   17                                                  
CONECT   13    9   16   18                                                  
CONECT   14    8   10   20                                                  
CONECT   15    9   11   20                                                  
CONECT   16    7   13   19                                                  
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19    1   16                                                       
CONECT   20   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0030720
HETATM    1  C1  UNL     1      -5.451   0.848   0.849  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.902  -0.025  -0.100  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.527  -0.164  -0.284  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.653   0.573   0.482  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.304   0.418   0.282  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.449   1.160   1.053  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.890   1.955   1.917  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.915   0.993   0.840  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.410   0.129  -0.099  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.844  -0.023  -0.298  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.795   0.663   0.412  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.161   0.467   0.167  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.612  -0.413  -0.787  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.664  -1.107  -1.507  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.322  -0.917  -1.269  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.537  -0.559  -0.813  1.00  0.00           O  
HETATM   17  C14 UNL     1      -0.765  -0.441  -0.653  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.659  -1.171  -1.411  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.021  -1.030  -1.225  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.933  -1.754  -1.978  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.048   1.864   0.747  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.550   0.914   0.629  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.384   0.461   1.889  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.033   1.249   1.215  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.549   1.605   1.478  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.485   1.371   1.178  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.874   1.027   0.748  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.664  -0.569  -0.982  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.006  -1.813  -2.271  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.564  -1.454  -1.824  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.260  -1.863  -2.163  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.572  -2.394  -2.672  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6   17   17
CONECT    6    7    7    8
CONECT    8    9    9   25
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   30
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   31
CONECT   19   20
CONECT   20   32
END

HMDB0030720
     RDKit          3D
Trigraecum
 32 34  0  0  0  0  0  0  0  0999 V2000
   -5.4506    0.8478    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.0246   -0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -0.1636   -0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529    0.5726    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    0.4184    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    1.1595    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    1.9551    1.9169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    0.9933    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    0.1288   -0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.0227   -0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    0.6633    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1610    0.4671    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -0.4127   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6638   -1.1074   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223   -0.9173   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.5590   -0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.4412   -0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6588   -1.1705   -1.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0295   -1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.7541   -1.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    1.8643    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    0.9136    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.4608    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.2485    1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493    1.6046    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    1.3706    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8735    1.0273    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6643   -0.5689   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -1.8127   -2.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5643   -1.4543   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -1.8628   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -2.3940   -2.6723 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Hydroxy-6-methoxyflavone	HMDB

Chemical Formula

C₁₆H₁₂O₄

Average Molecular Weight

268.2641

Monoisotopic Molecular Weight

268.073558872

IUPAC Name

7-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one

Traditional Name

trigraecum

CAS Registry Number

38070-97-2

SMILES

COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H12O4/c1-19-16-7-11-12(17)8-14(10-5-3-2-4-6-10)20-15(11)9-13(16)18/h2-9,18H,1H3

InChI Key

BJBKXYIIWYIZCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Chromone
1-benzopyran
Benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110062 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030720)
Cell membrane (HMDB: HMDB0030720)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030720)

Source

Endogenous

Endogenous (HMDB: HMDB0030720)

Plant

Plant (HMDB: HMDB0030720)

Exogenous

Food

Food (HMDB: HMDB0030720)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030720)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	246 - 247 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	68.43 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	0.049 g/L	ALOGPS
logP	3.67	ALOGPS
logP	2.51	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.42 m³·mol⁻¹	ChemAxon
Polarizability	27.88 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]+	162.379	31661259
DarkChem	[M-H]-	162.271	31661259
DeepCCS	[M+H]+	164.764	30932474
DeepCCS	[M-H]-	162.406	30932474
DeepCCS	[M-2H]-	195.292	30932474
DeepCCS	[M+Na]+	170.857	30932474
AllCCS	[M+H]+	161.0	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	164.7	32859911
AllCCS	[M+Na]+	165.8	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	160.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.69 minutes	32390414
Predicted by Siyang on May 30, 2022	13.385 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.0 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2376.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	377.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	177.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	210.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	433.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	532.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	616.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1267.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	467.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1380.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	395.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	354.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	249.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	46.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trigraecum	COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1	3779.7	Standard polar	33892256
Trigraecum	COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1	2518.4	Standard non polar	33892256
Trigraecum	COC1=C(O)C=C2OC(=CC(=O)C2=C1)C1=CC=CC=C1	2727.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trigraecum,1TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OC(C1=CC=CC=C1)=CC2=O	2757.4	Semi standard non polar	33892256
Trigraecum,1TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C1=CC=CC=C1)=CC2=O	3011.0	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 - Trigraecum GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-0890000000-72f5c15fdaf7baca3efe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trigraecum GC-MS (1 TMS) - 70eV, Positive	splash10-00di-4795000000-bf61d86e335f77ac15b5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trigraecum 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 - Trigraecum 10V, Positive-QTOF	splash10-014i-0090000000-1a08f160f2bf34cd70e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 20V, Positive-QTOF	splash10-014i-0090000000-96d353d702388e038e2d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 40V, Positive-QTOF	splash10-0udi-5890000000-c9735ea1fd375cd0ac97	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 10V, Negative-QTOF	splash10-014i-0090000000-65b311819ba8bf3f5a62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 20V, Negative-QTOF	splash10-014i-0090000000-4141b5fccf1dc49857fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 40V, Negative-QTOF	splash10-0udi-2690000000-c3fefcb9f6306a359866	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 10V, Positive-QTOF	splash10-014i-0090000000-228bd6d9d56ceb1817dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 20V, Positive-QTOF	splash10-014i-0090000000-228bd6d9d56ceb1817dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 40V, Positive-QTOF	splash10-014i-0970000000-0998e4b80812585bb48d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 10V, Negative-QTOF	splash10-014i-0090000000-0278a714a7fa4984c2a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 20V, Negative-QTOF	splash10-014i-0090000000-98d117fcaf2b7ea7c1c4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trigraecum 40V, Negative-QTOF	splash10-014l-0920000000-8f1a73392be4993ec1ed	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

FDB002643

KNApSAcK ID

C00013291

Chemspider ID

24843175

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14376438

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822231

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Trigraecum → 3,4,5-trihydroxy-6-[(6-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid	details

Showing metabocard for Trigraecum (HMDB0030720)

MOL for HMDB0030720 (Trigraecum)

3D MOL for HMDB0030720 (Trigraecum)

3D SDF for HMDB0030720 (Trigraecum)

3D-SDF for HMDB0030720 (Trigraecum)

PDB for HMDB0030720 (Trigraecum)

3D PDB for HMDB0030720 (Trigraecum)

SMILES for HMDB0030720 (Trigraecum)

INCHI for HMDB0030720 (Trigraecum)

Structure for HMDB0030720 (Trigraecum)

3D Structure for HMDB0030720 (Trigraecum)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions