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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:00 UTC

Update Date

2022-03-07 02:52:12 UTC

HMDB ID

HMDB0029534

Secondary Accession Numbers

HMDB29534

Metabolite Identification

Common Name

Glyzarin

Description

Glyzarin belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, glyzarin is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Glyzarin.

Structure

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

HMDB0029534
     RDKit          3D
Glyzarin
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.3073   -1.8666   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951   -1.1463   -1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666   -0.1260   -0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9088   -1.5652   -1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4741   -2.6974   -2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -3.4399   -2.9424 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1664   -3.1184   -2.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -2.3593   -1.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -1.2161   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.4893   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -0.8684   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463    0.6595    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    1.4174    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2480    0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    2.9727    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041    2.9081    2.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.0849    3.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509    1.3464    2.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.9753    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.2013    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373    0.2615   -0.1171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.8165   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -1.8185   -3.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863   -1.3558   -2.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4557   -2.9071   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551   -4.2601   -3.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1883   -3.9956   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781   -2.6459   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    2.2867   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    3.6116    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687    3.4870    3.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    2.0380    4.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744    0.7079    3.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    2.3510    1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470    3.1162    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159    2.0188    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  4  1  0
 22  9  2  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
M  END


  Mrv0541 05061304482D          

 22 24  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 10  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 10  2  0  0  0  0
 20 14  1  0  0  0  0
 21 17  2  0  0  0  0
 22 11  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029534

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O4/c1-10(19)15-14(20)9-8-13-17(21)16(11(2)22-18(13)15)12-6-4-3-5-7-12/h3-9,20H,1-2H3

> <INCHI_KEY>
KTCOGEGNUCOCON-UHFFFAOYSA-N

> <FORMULA>
C18H14O4

> <MOLECULAR_WEIGHT>
294.3014

> <EXACT_MASS>
294.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.790045080949803

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-acetyl-7-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.443723261666666

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.724653076070275

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.255510681648986

> <JCHEM_PKA_STRONGEST_BASIC>
-5.397479620229167

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
83.943

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyzarin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029534
     RDKit          3D
Glyzarin
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.3073   -1.8666   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951   -1.1463   -1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666   -0.1260   -0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9088   -1.5652   -1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4741   -2.6974   -2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -3.4399   -2.9424 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1664   -3.1184   -2.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -2.3593   -1.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -1.2161   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.4893   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -0.8684   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463    0.6595    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    1.4174    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2480    0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    2.9727    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041    2.9081    2.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.0849    3.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509    1.3464    2.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.9753    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.2013    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373    0.2615   -0.1171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.8165   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -1.8185   -3.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863   -1.3558   -2.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4557   -2.9071   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551   -4.2601   -3.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1883   -3.9956   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781   -2.6459   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    2.2867   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    3.6116    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687    3.4870    3.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    2.0380    4.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744    0.7079    3.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    2.3510    1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470    3.1162    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159    2.0188    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  4  1  0
 22  9  2  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    9   13                                                       
CONECT    9    8   14                                                       
CONECT   10    1   15   19                                                  
CONECT   11    2   16   22                                                  
CONECT   12    6    7   16                                                  
CONECT   13    8   17   18                                                  
CONECT   14    9   15   20                                                  
CONECT   15   10   14   18                                                  
CONECT   16   11   12   17                                                  
CONECT   17   13   16   21                                                  
CONECT   18   13   15   22                                                  
CONECT   19   10                                                            
CONECT   20   14                                                            
CONECT   21   17                                                            
CONECT   22   11   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029534
HETATM    1  C1  UNL     1       4.307  -1.867  -2.389  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.295  -1.146  -1.592  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.667  -0.126  -0.948  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.909  -1.565  -1.524  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.474  -2.697  -2.213  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.386  -3.440  -2.942  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.166  -3.118  -2.203  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.717  -2.359  -1.468  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.325  -1.216  -0.762  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.238  -0.489  -0.048  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.438  -0.868  -0.036  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.846   0.660   0.659  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.837   1.417   1.377  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.727   2.248   0.725  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.678   2.973   1.362  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.804   2.908   2.760  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.924   2.085   3.419  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.951   1.346   2.745  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.493   0.975   0.573  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.949   2.201   1.325  1.00  0.00           C  
HETATM   21  O4  UNL     1       1.337   0.262  -0.117  1.00  0.00           O  
HETATM   22  C18 UNL     1       1.014  -0.817  -0.793  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.997  -1.818  -3.463  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.286  -1.356  -2.318  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.456  -2.907  -2.042  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.155  -4.260  -3.460  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.188  -3.996  -2.728  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.778  -2.646  -1.422  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.615   2.287  -0.355  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.355   3.612   0.813  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.569   3.487   3.279  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.022   2.038   4.494  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.274   0.708   3.295  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.034   2.351   1.076  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.447   3.116   0.998  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.916   2.019   2.415  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5    5   22
CONECT    5    6    7
CONECT    6   26
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   22   22
CONECT   10   11   11   12
CONECT   12   13   19   19
CONECT   13   14   14   18
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   33
CONECT   19   20   21
CONECT   20   34   35   36
CONECT   21   22
END

HMDB0029534
     RDKit          3D
Glyzarin
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.3073   -1.8666   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951   -1.1463   -1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666   -0.1260   -0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9088   -1.5652   -1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4741   -2.6974   -2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -3.4399   -2.9424 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1664   -3.1184   -2.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -2.3593   -1.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -1.2161   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.4893   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -0.8684   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463    0.6595    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    1.4174    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2480    0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    2.9727    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041    2.9081    2.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.0849    3.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509    1.3464    2.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.9753    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.2013    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373    0.2615   -0.1171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.8165   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -1.8185   -3.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863   -1.3558   -2.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4557   -2.9071   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551   -4.2601   -3.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1883   -3.9956   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781   -2.6459   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    2.2867   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    3.6116    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687    3.4870    3.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    2.0380    4.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744    0.7079    3.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    2.3510    1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470    3.1162    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159    2.0188    2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  4  1  0
 22  9  2  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Acetyl-7-hydroxy-2-methyl-3-phenyl-4H-1-benzopyran-4-one, 9ci	HMDB
8-Acetyl-7-hydroxy-2-methylisoflavone	HMDB

Chemical Formula

C₁₈H₁₄O₄

Average Molecular Weight

294.3014

Monoisotopic Molecular Weight

294.089208936

IUPAC Name

8-acetyl-7-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one

Traditional Name

glyzarin

CAS Registry Number

62820-28-4

SMILES

CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H14O4/c1-10(19)15-14(20)9-8-13-17(21)16(11(2)22-18(13)15)12-6-4-3-5-7-12/h3-9,20H,1-2H3

InChI Key

KTCOGEGNUCOCON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Acetophenone
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050004 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029534)

Cellular substructure

Membrane (HMDB: HMDB0029534)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029534)

Source

Endogenous

Endogenous (HMDB: HMDB0029534)

Plant

Plant (HMDB: HMDB0029534)

Exogenous

Food

Food (HMDB: HMDB0029534)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 - 208 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	18.12 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	0.028 g/L	ALOGPS
logP	3.58	ALOGPS
logP	3.44	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.94 m³·mol⁻¹	ChemAxon
Polarizability	30.79 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]+	165.874	31661259
DarkChem	[M-H]-	167.882	31661259
DeepCCS	[M+H]+	169.798	30932474
DeepCCS	[M-H]-	167.44	30932474
DeepCCS	[M-2H]-	201.287	30932474
DeepCCS	[M+Na]+	176.514	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	163.8	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	171.3	32859911
AllCCS	[M+Na-2H]-	170.6	32859911
AllCCS	[M+HCOO]-	169.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glyzarin	CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1	3196.2	Standard polar	33892256
Glyzarin	CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1	2527.3	Standard non polar	33892256
Glyzarin	CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1	2620.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glyzarin,1TMS,isomer #1	CC(=O)C1=C(O[Si](C)(C)C)C=CC2=C1OC(C)=C(C1=CC=CC=C1)C2=O	2718.6	Semi standard non polar	33892256
Glyzarin,1TBDMS,isomer #1	CC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OC(C)=C(C1=CC=CC=C1)C2=O	2960.3	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 - Glyzarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-0290000000-1e2d221d55e3a776e21d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyzarin GC-MS (1 TMS) - 70eV, Positive	splash10-0g4i-4459000000-3aadeb36d312c33b98ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyzarin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyzarin 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 - Glyzarin 10V, Positive-QTOF	splash10-0002-0090000000-631c07bbda801ce8d098	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 20V, Positive-QTOF	splash10-002b-0090000000-2b807ededfb32d16e7ae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 40V, Positive-QTOF	splash10-0aou-2490000000-9bfc3686e31acdfc3242	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 10V, Negative-QTOF	splash10-0006-0090000000-615fc0d776e3c60fb642	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 20V, Negative-QTOF	splash10-0udl-0090000000-f335ae268d97fac3a793	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 40V, Negative-QTOF	splash10-0k9i-2890000000-c519721a713ab9c56dcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 10V, Positive-QTOF	splash10-0002-0090000000-66a51132a1acda0b3749	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 20V, Positive-QTOF	splash10-004j-0090000000-0c45289449d605fc0176	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 40V, Positive-QTOF	splash10-00ou-2920000000-8adf6003a30efe2c79e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 10V, Negative-QTOF	splash10-0006-0090000000-5d9523dcc66ac3f8a188	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 20V, Negative-QTOF	splash10-0006-0090000000-a442626f004d540f312e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyzarin 40V, Negative-QTOF	splash10-01ox-0290000000-497b22b21be82ef9c323	2021-09-25	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

FDB000675

KNApSAcK ID

C00009396

Chemspider ID

24842678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257206

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810271

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 Glyzarin (HMDB0029534)

MOL for HMDB0029534 (Glyzarin)

3D MOL for HMDB0029534 (Glyzarin)

3D SDF for HMDB0029534 (Glyzarin)

3D-SDF for HMDB0029534 (Glyzarin)

PDB for HMDB0029534 (Glyzarin)

3D PDB for HMDB0029534 (Glyzarin)

SMILES for HMDB0029534 (Glyzarin)

INCHI for HMDB0029534 (Glyzarin)

Structure for HMDB0029534 (Glyzarin)

3D Structure for HMDB0029534 (Glyzarin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra