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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:51 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030755

Secondary Accession Numbers

HMDB30755

Metabolite Identification

Common Name

Myrigalone E

Description

Myrigalone E belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, myrigalone e is considered to be a flavonoid. Based on a literature review very few articles have been published on Myrigalone E.

Structure

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

HMDB0030755
     RDKit          3D
Myrigalone E
 42 43  0  0  0  0  0  0  0  0999 V2000
   -5.4233    0.9241    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    1.1624    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.6732    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -0.1122    1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450   -0.5845    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -1.3812    1.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472   -1.7010    2.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.2922   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.8128   -0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0960   -1.5174    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -0.5206   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.0905   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.6088   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978    0.6651   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334    1.1991    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.4464    1.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926   -0.8152    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418   -1.3529    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3237    0.4996   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.8371   -2.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    0.9739   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350    1.8209   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0311    1.8595    1.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    0.1071    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708    0.7587    2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -0.3930    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -2.4050    3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -2.1873    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138   -0.7961    3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -0.8103   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    0.6084   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -2.2063   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.8597   -2.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9714    1.2776   -1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    2.1924    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9901    0.8455    2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -1.4357    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5614   -2.3565    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    1.4160   -3.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858    1.2308   -3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342    2.7135   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.0278   -1.8349 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  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  3  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END


  Mrv0541 05061305292D          

 22 23  0  0  0  0            999 V2000
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    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  9  1  0  0  0  0
 12  1  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 12  2  0  0  0  0
 18 17  1  0  0  0  0
 19 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030755

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O4/c1-12-15(21-2)11-16(22-3)17(18(12)20)14(19)10-9-13-7-5-4-6-8-13/h4-8,11,20H,9-10H2,1-3H3

> <INCHI_KEY>
ACLIVQJKNNTVHO-UHFFFAOYSA-N

> <FORMULA>
C18H20O4

> <MOLECULAR_WEIGHT>
300.349

> <EXACT_MASS>
300.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.89417693098896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
4.354315355666666

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.903672319731914

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.498055535656231

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6925102648093704

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
85.73219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030755
     RDKit          3D
Myrigalone E
 42 43  0  0  0  0  0  0  0  0999 V2000
   -5.4233    0.9241    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    1.1624    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.6732    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -0.1122    1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450   -0.5845    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -1.3812    1.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472   -1.7010    2.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.2922   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.8128   -0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0960   -1.5174    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -0.5206   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.0905   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.6088   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978    0.6651   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334    1.1991    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.4464    1.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926   -0.8152    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418   -1.3529    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3237    0.4996   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.8371   -2.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    0.9739   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350    1.8209   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0311    1.8595    1.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    0.1071    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708    0.7587    2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -0.3930    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -2.4050    3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -2.1873    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138   -0.7961    3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -0.8103   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    0.6084   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -2.2063   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.8597   -2.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9714    1.2776   -1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    2.1924    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9901    0.8455    2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -1.4357    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5614   -2.3565    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    1.4160   -3.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858    1.2308   -3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342    2.7135   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.0278   -1.8349 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  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  3  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  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  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   13                                                       
CONECT    9   10   13                                                       
CONECT   10    9   14                                                       
CONECT   11   15   16                                                       
CONECT   12    1   15   18                                                  
CONECT   13    7    8    9                                                  
CONECT   14   10   17   19                                                  
CONECT   15   11   12   21                                                  
CONECT   16   11   17   22                                                  
CONECT   17   14   16   18                                                  
CONECT   18   12   17   20                                                  
CONECT   19   14                                                            
CONECT   20   18                                                            
CONECT   21    2   15                                                       
CONECT   22    3   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0030755
HETATM    1  C1  UNL     1      -5.423   0.924   1.381  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.603   1.162   0.259  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.329   0.673   0.101  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.721  -0.112   1.043  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.445  -0.584   0.853  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.840  -1.381   1.819  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.547  -1.701   2.997  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.707  -0.292  -0.300  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.644  -0.813  -0.461  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.096  -1.517   0.460  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.420  -0.521  -1.642  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.808  -1.091  -1.716  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.647  -0.609  -0.625  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.198   0.665  -0.746  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.033   1.199   0.212  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.334   0.446   1.325  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.793  -0.815   1.450  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.942  -1.353   0.469  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.324   0.500  -1.247  1.00  0.00           C  
HETATM   20  O4  UNL     1      -0.669   0.837  -2.414  1.00  0.00           O  
HETATM   21  C17 UNL     1      -2.629   0.974  -1.035  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.235   1.821  -2.094  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.031   1.860   1.551  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.166   0.107   1.159  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.871   0.759   2.312  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.222  -0.393   1.978  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.904  -2.405   3.571  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.519  -2.187   2.810  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.714  -0.796   3.635  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.903  -0.810  -2.598  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.498   0.608  -1.739  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.739  -2.206  -1.727  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.249  -0.860  -2.733  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.971   1.278  -1.622  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.430   2.192   0.063  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.990   0.846   2.095  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.002  -1.436   2.305  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.561  -2.356   0.602  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.145   1.416  -3.086  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.286   1.231  -3.055  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.634   2.714  -2.283  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.294   2.028  -1.835  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   27   28   29
CONECT    8    9   19
CONECT    9   10   10   11
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   14   18
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   38
CONECT   19   20   21   21
CONECT   20   39
CONECT   21   22
CONECT   22   40   41   42
END

HMDB0030755
     RDKit          3D
Myrigalone E
 42 43  0  0  0  0  0  0  0  0999 V2000
   -5.4233    0.9241    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    1.1624    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.6732    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -0.1122    1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450   -0.5845    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -1.3812    1.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472   -1.7010    2.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.2922   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.8128   -0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0960   -1.5174    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -0.5206   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.0905   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.6088   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978    0.6651   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334    1.1991    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    0.4464    1.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926   -0.8152    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418   -1.3529    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3237    0.4996   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.8371   -2.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    0.9739   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350    1.8209   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0311    1.8595    1.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    0.1071    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708    0.7587    2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -0.3930    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -2.4050    3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -2.1873    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138   -0.7961    3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -0.8103   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    0.6084   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -2.2063   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.8597   -2.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9714    1.2776   -1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    2.1924    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9901    0.8455    2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -1.4357    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5614   -2.3565    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    1.4160   -3.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858    1.2308   -3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342    2.7135   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.0278   -1.8349 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  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  3  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2-Hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenyl-1-propanone	HMDB
2'-Hydroxy-4',6'-dimethoxy-3'-methyldihydrochalcone	HMDB

Chemical Formula

C₁₈H₂₀O₄

Average Molecular Weight

300.349

Monoisotopic Molecular Weight

300.136159128

IUPAC Name

1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one

Traditional Name

1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one

CAS Registry Number

65349-37-3

SMILES

COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C

InChI Identifier

InChI=1S/C18H20O4/c1-12-15(21-2)11-16(22-3)17(18(12)20)14(19)10-9-13-7-5-4-6-8-13/h4-8,11,20H,9-10H2,1-3H3

InChI Key

ACLIVQJKNNTVHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Phenylketone
Anisole
Benzoyl
Phenoxy compound
O-cresol
Phenol ether
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Toluene
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120488 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030755)
Cell membrane (HMDB: HMDB0030755)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030755)

Source

Endogenous

Endogenous (HMDB: HMDB0030755)

Plant

Plant (HMDB: HMDB0030755)

Exogenous

Food

Food (HMDB: HMDB0030755)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030755)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146 - 147 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.17 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	0.031 g/L	ALOGPS
logP	3.66	ALOGPS
logP	4.35	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	10.5	ChemAxon
pKa (Strongest Basic)	-3.7	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	6	ChemAxon
Refractivity	85.73 m³·mol⁻¹	ChemAxon
Polarizability	32.89 Å³	ChemAxon
Number of Rings	2	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]+	172.997	31661259
DarkChem	[M-H]-	169.912	31661259
DeepCCS	[M+H]+	166.826	30932474
DeepCCS	[M-H]-	164.468	30932474
DeepCCS	[M-2H]-	197.61	30932474
DeepCCS	[M+Na]+	172.92	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	175.4	32859911
AllCCS	[M+Na]+	176.3	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	175.3	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.	9.91 minutes	32390414
Predicted by Siyang on May 30, 2022	17.6555 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.12 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2778.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	499.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	255.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	360.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	823.9 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	931.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1643.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	634.1 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	1695.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	508.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	363.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	367.6 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	12.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone E	COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C	3401.8	Standard polar	33892256
Myrigalone E	COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C	2368.8	Standard non polar	33892256
Myrigalone E	COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C	2502.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone E,1TMS,isomer #1	COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C1C	2452.3	Semi standard non polar	33892256
Myrigalone E,1TBDMS,isomer #1	COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1C	2694.6	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 - Myrigalone E GC-MS (Non-derivatized) - 70eV, Positive	splash10-052g-5940000000-de3777325f2b14af8310	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone E GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9457000000-4149d4e9f28ede44c387	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone E 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 - Myrigalone E 10V, Positive-QTOF	splash10-0udi-0349000000-96fbe65550d741e7e489	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 20V, Positive-QTOF	splash10-0002-2931000000-54c034e0576a435902ef	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 40V, Positive-QTOF	splash10-0173-2900000000-a92ff53e7a50590163a6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 10V, Negative-QTOF	splash10-0002-0290000000-c23a5ae06d8d9a5ba4b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 20V, Negative-QTOF	splash10-0fsj-0950000000-a8a0693a19955db5de78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 40V, Negative-QTOF	splash10-0zfu-6930000000-1f37993b617c08640ada	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 10V, Negative-QTOF	splash10-0002-0190000000-5ef36ab8919c2717df0e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 20V, Negative-QTOF	splash10-0002-1890000000-66d1dc8d50e83adfe8ed	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 40V, Negative-QTOF	splash10-004i-8920000000-48b15ccca747ff854ef0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 10V, Positive-QTOF	splash10-0udi-0109000000-fa25850abc48e0962116	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 20V, Positive-QTOF	splash10-05mn-2901000000-81028c5d55ad998c7f56	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone E 40V, Positive-QTOF	splash10-0a4i-4900000000-35de8f73d8fd332da0d3	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

FDB002687

KNApSAcK ID

C00007995

Chemspider ID

10229959

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15747330

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822491

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

Myrigalone E → 6-[3,5-dimethoxy-2-methyl-6-(3-phenylpropanoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Myrigalone E (HMDB0030755)

MOL for HMDB0030755 (Myrigalone E)

3D MOL for HMDB0030755 (Myrigalone E)

3D SDF for HMDB0030755 (Myrigalone E)

3D-SDF for HMDB0030755 (Myrigalone E)

PDB for HMDB0030755 (Myrigalone E)

3D PDB for HMDB0030755 (Myrigalone E)

SMILES for HMDB0030755 (Myrigalone E)

INCHI for HMDB0030755 (Myrigalone E)

Structure for HMDB0030755 (Myrigalone E)

3D Structure for HMDB0030755 (Myrigalone E)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions