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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:49:41 UTC

Update Date

2022-03-07 02:56:54 UTC

HMDB ID

HMDB0041169

Secondary Accession Numbers

HMDB41169

Metabolite Identification

Common Name

Myrigalone H

Description

Myrigalone H 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 H is considered to be a flavonoid. Myrigalone H has been detected, but not quantified in, herbs and spices. This could make myrigalone H a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Myrigalone H.

Structure

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

HMDB0041169
     RDKit          3D
Myrigalone H
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.7980    2.5277   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    1.2292   -0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    0.4032   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0160    0.8599   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782    0.0317   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790    0.4799   -0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137   -1.2283    0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -2.1293    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -1.6994    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -2.9580    1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -0.8605    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -1.3060    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -2.4390    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719   -0.4095    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.1313    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -0.1612    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482    0.7115    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8577    1.6285    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.6962   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828    0.8356   -1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.0680   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940    2.5787   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    3.1361   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    3.0087   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.8626   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466    1.3973   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536   -2.0834    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323   -3.1916    0.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9536   -1.7710   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.4428    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -0.1452   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    0.5112    0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -1.3651    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258   -2.0164   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857    0.6463    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    2.3089    1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2147    2.4174   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    0.8837   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.7481   -1.8165 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
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv0541 05061312262D          

 21 22  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
    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    8.6625    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
    2.1434    8.6625    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  1  0  0  0  0
 11  1  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  2  0  0  0  0
 17 11  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041169

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C(=O)CCC2=CC=CC=C2)C(O)=C(C)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O4/c1-11-14(19)10-15(21-2)16(17(11)20)13(18)9-8-12-6-4-3-5-7-12/h3-7,10,19-20H,8-9H2,1-2H3

> <INCHI_KEY>
ZDJYWPQCNAPESX-UHFFFAOYSA-N

> <FORMULA>
C17H18O4

> <MOLECULAR_WEIGHT>
286.3224

> <EXACT_MASS>
286.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.83518837371594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,4-dihydroxy-6-methoxy-3-methylphenyl)-3-phenylpropan-1-one

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
4.208421299666666

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.155282283839032

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.316956177806375

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6414659199781534

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
81.24989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
myrigalone H

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041169
     RDKit          3D
Myrigalone H
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.7980    2.5277   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    1.2292   -0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    0.4032   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0160    0.8599   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782    0.0317   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790    0.4799   -0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137   -1.2283    0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -2.1293    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -1.6994    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -2.9580    1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -0.8605    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -1.3060    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -2.4390    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719   -0.4095    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.1313    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -0.1612    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482    0.7115    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8577    1.6285    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.6962   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828    0.8356   -1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.0680   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940    2.5787   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    3.1361   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    3.0087   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.8626   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466    1.3973   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536   -2.0834    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323   -3.1916    0.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9536   -1.7710   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.4428    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -0.1452   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    0.5112    0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -1.3651    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258   -2.0164   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857    0.6463    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    2.3089    1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2147    2.4174   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    0.8837   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.7481   -1.8165 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
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  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       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  16.170   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       4.001  16.170   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   21                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10   14   15                                                       
CONECT   11    1   14   17                                                  
CONECT   12    6    7    8                                                  
CONECT   13    9   16   18                                                  
CONECT   14   10   11   19                                                  
CONECT   15   10   16   21                                                  
CONECT   16   13   15   17                                                  
CONECT   17   11   16   20                                                  
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   17                                                            
CONECT   21    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0041169
HETATM    1  C1  UNL     1      -0.798   2.528  -1.023  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.669   1.229  -0.518  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.736   0.403  -0.250  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.016   0.860  -0.485  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.078   0.032  -0.217  1.00  0.00           C  
HETATM    6  O2  UNL     1      -5.379   0.480  -0.450  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.914  -1.228   0.275  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.069  -2.129   0.567  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.614  -1.699   0.517  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.505  -2.958   1.006  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.528  -0.861   0.245  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.167  -1.306   0.479  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.129  -2.439   0.925  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.972  -0.410   0.190  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.307  -1.131   0.510  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.387  -0.161   0.191  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.848   0.712   1.170  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.858   1.629   0.898  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.430   1.696  -0.356  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.983   0.836  -1.341  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.977  -0.068  -1.046  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.194   2.579  -2.051  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.449   3.136  -0.357  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.220   3.009  -0.937  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.135   1.863  -0.876  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.547   1.397  -0.810  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.354  -2.083   1.652  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.832  -3.192   0.371  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.954  -1.771  -0.000  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.700  -3.443   1.230  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.075  -0.145  -0.875  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.990   0.511   0.800  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.276  -1.365   1.573  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.326  -2.016  -0.149  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.386   0.646   2.158  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.205   2.309   1.691  1.00  0.00           H  
HETATM   37  H16 UNL     1       6.215   2.417  -0.547  1.00  0.00           H  
HETATM   38  H17 UNL     1       5.434   0.884  -2.342  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.621  -0.748  -1.817  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   25
CONECT    5    6    7    7
CONECT    6   26
CONECT    7    8    9
CONECT    8   27   28   29
CONECT    9   10   11   11
CONECT   10   30
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   31   32
CONECT   15   16   33   34
CONECT   16   17   17   21
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   20   37
CONECT   20   21   21   38
CONECT   21   39
END

HMDB0041169
     RDKit          3D
Myrigalone H
 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.7980    2.5277   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    1.2292   -0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    0.4032   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0160    0.8599   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782    0.0317   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790    0.4799   -0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137   -1.2283    0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0694   -2.1293    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -1.6994    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -2.9580    1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -0.8605    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -1.3060    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -2.4390    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719   -0.4095    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.1313    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3868   -0.1612    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482    0.7115    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8577    1.6285    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.6962   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828    0.8356   -1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.0680   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940    2.5787   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    3.1361   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    3.0087   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.8626   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466    1.3973   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536   -2.0834    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323   -3.1916    0.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9536   -1.7710   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.4428    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -0.1452   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    0.5112    0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -1.3651    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258   -2.0164   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857    0.6463    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    2.3089    1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2147    2.4174   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    0.8837   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.7481   -1.8165 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
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1-Dicyclopropyl-N-(2-oxazolinyl)-methylamine	HMDB
1-(2,4-Dihydroxy-6-methoxy-3-methylphenyl)-3-phenyl-1-propanone	HMDB
2',4'-Dihydroxy-6'-methoxy-3'-methyldihydrochalcone	HMDB
2-((Dicyclopropylmethyl)amino)-2-oxazoline	HMDB
2-((Dicyclopropylmethyl)imino)-oxazolidine	HMDB
2-((Dicyclopropylmethyl)imino)oxazolidine	HMDB
2-(dicyclopropylmethylamino)-2-Oxazoline	HMDB
2-(N-(Dicyclopropylmethyl)amino)oxazoline	HMDB
2-(N-(Dicyclopropylmethyl)amino)oxazoline phosphate salt	HMDB
4,5-dihydro-N-(Dicyclopropylmethyl)-2-oxazolamine	HMDB
N-(Dicyclopropylmethyl)-4,5-dihydro-1,3-oxazol-2-amine	HMDB
N-(Dicyclopropylmethyl)-4,5-dihydro-2-oxazolamine	HMDB
N-(Dicyclopropylmethyl)-4,5-dihydrooxazol-2-amine	HMDB
Oxaminozoline	HMDB
Oxaminozoline hemifumarate salt	HMDB
Rilmenidene	HMDB
Rilmenidene hemifumarate salt	HMDB
Rilmenidia	HMDB
Rilmenidine	HMDB
Rilmenidine hemifumarate	HMDB
Rilmenidine hemifumarate salt	HMDB
Rilmenidinum	HMDB

Chemical Formula

C₁₇H₁₈O₄

Average Molecular Weight

286.3224

Monoisotopic Molecular Weight

286.120509064

IUPAC Name

1-(2,4-dihydroxy-6-methoxy-3-methylphenyl)-3-phenylpropan-1-one

Traditional Name

myrigalone H

CAS Registry Number

143502-00-5

SMILES

COC1=C(C(=O)CCC2=CC=CC=C2)C(O)=C(C)C(O)=C1

InChI Identifier

InChI=1S/C17H18O4/c1-11-14(19)10-15(21-2)16(17(11)20)13(18)9-8-12-6-4-3-5-7-12/h3-7,10,19-20H,8-9H2,1-2H3

InChI Key

ZDJYWPQCNAPESX-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
Phenylketone
Phenoxy compound
Benzoyl
O-cresol
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Anisole
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
Toluene
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120492 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041169)
Cell membrane (HMDB: HMDB0041169)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041169)

Source

Exogenous

Exogenous (HMDB: HMDB0041169)

Food

Food (HMDB: HMDB0041169)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041169)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041169)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11.52 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	0.04 g/L	ALOGPS
logP	3.28	ALOGPS
logP	4.21	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.32	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.25 m³·mol⁻¹	ChemAxon
Polarizability	30.84 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]+	167.544	31661259
DarkChem	[M-H]-	168.812	31661259
DeepCCS	[M+H]+	171.754	30932474
DeepCCS	[M-H]-	169.396	30932474
DeepCCS	[M-2H]-	202.282	30932474
DeepCCS	[M+Na]+	177.847	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	171.2	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	170.2	32859911
AllCCS	[M+Na-2H]-	170.0	32859911
AllCCS	[M+HCOO]-	169.8	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.	9.06 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5704 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2600.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	406.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	212.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	788.6 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	887.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1474.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	582.9 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	1604.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	461.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	508.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	203.7 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	38.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone H	COC1=C(C(=O)CCC2=CC=CC=C2)C(O)=C(C)C(O)=C1	3580.5	Standard polar	33892256
Myrigalone H	COC1=C(C(=O)CCC2=CC=CC=C2)C(O)=C(C)C(O)=C1	2343.1	Standard non polar	33892256
Myrigalone H	COC1=C(C(=O)CCC2=CC=CC=C2)C(O)=C(C)C(O)=C1	2524.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone H,1TMS,isomer #1	COC1=CC(O)=C(C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=CC=C1	2417.6	Semi standard non polar	33892256
Myrigalone H,1TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C(C)C(O)=C1C(=O)CCC1=CC=CC=C1	2398.6	Semi standard non polar	33892256
Myrigalone H,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=CC=C1	2465.9	Semi standard non polar	33892256
Myrigalone H,1TBDMS,isomer #1	COC1=CC(O)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=CC=C1	2683.0	Semi standard non polar	33892256
Myrigalone H,1TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C)C(O)=C1C(=O)CCC1=CC=CC=C1	2665.9	Semi standard non polar	33892256
Myrigalone H,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=CC=C1	2930.9	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 H GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-5920000000-7c694791d6166ed8cf65	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone H GC-MS (2 TMS) - 70eV, Positive	splash10-014i-6815900000-8dee2d25494c1072c764	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone H 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 H 10V, Positive-QTOF	splash10-000i-0290000000-26f432499ef3b8ced191	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 20V, Positive-QTOF	splash10-001i-1920000000-55d47809936801ca9023	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 40V, Positive-QTOF	splash10-0a4i-2900000000-38f581d821e8aff414c8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 10V, Negative-QTOF	splash10-000i-0190000000-fdfcb9e95d023aac3632	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 20V, Negative-QTOF	splash10-0f79-0950000000-eb5bb6ccea2394bd2652	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 40V, Negative-QTOF	splash10-0674-5910000000-6ecda5de29f39d7ec3df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 10V, Negative-QTOF	splash10-000i-0290000000-b20320d4a69e2495dd32	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 20V, Negative-QTOF	splash10-000i-2960000000-c754614cc99271f96a94	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 40V, Negative-QTOF	splash10-0043-6940000000-9822c08c31857bf15125	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 10V, Positive-QTOF	splash10-000i-0090000000-70be716e768197d9205a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 20V, Positive-QTOF	splash10-0543-2910000000-9b5582b6d710e245c2ff	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone H 40V, Positive-QTOF	splash10-0a4i-4910000000-de862f94160227e3985a	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

FDB021060

KNApSAcK ID

C00008117

Chemspider ID

8260922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10085385

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1890171

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 H → 3,4,5-trihydroxy-6-[3-hydroxy-5-methoxy-2-methyl-6-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid	details
Myrigalone H → 3,4,5-trihydroxy-6-[3-hydroxy-5-methoxy-2-methyl-4-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid	details

Showing metabocard for Myrigalone H (HMDB0041169)

MOL for HMDB0041169 (Myrigalone H)

3D MOL for HMDB0041169 (Myrigalone H)

3D SDF for HMDB0041169 (Myrigalone H)

3D-SDF for HMDB0041169 (Myrigalone H)

PDB for HMDB0041169 (Myrigalone H)

3D PDB for HMDB0041169 (Myrigalone H)

SMILES for HMDB0041169 (Myrigalone H)

INCHI for HMDB0041169 (Myrigalone H)

Structure for HMDB0041169 (Myrigalone H)

3D Structure for HMDB0041169 (Myrigalone H)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions