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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:28 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030695

Secondary Accession Numbers

HMDB30695

Metabolite Identification

Common Name

7-Hydroxy-5-methoxy-6,8-dimethylflavanone

Description

7-Hydroxy-5-methoxy-6,8-dimethylflavanone, also known as 7-HMDMF CPD, belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Thus, 7-hydroxy-5-methoxy-6,8-dimethylflavanone is considered to be a flavonoid. Based on a literature review very few articles have been published on 7-Hydroxy-5-methoxy-6,8-dimethylflavanone.

Structure

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

HMDB0030695
     RDKit          3D
7-Hydroxy-5-methoxy-6,8-dimethylflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.7755   -2.5098   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -1.6765    0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625   -0.5386    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117    0.6685    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.6974    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.8555   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2007    3.0462   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    1.8094   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602    3.0664   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    0.6165    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1845   -0.5496    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.7923    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -2.8355    0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168   -1.8999    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223   -0.5822    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -0.4563    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.7778    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    0.9882   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6998   -0.0636   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -1.3047   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882   -1.4886   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200    0.5116   -0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -2.1650   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -3.5890   -0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8990   -2.4793   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434   -0.0958    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    1.6683    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0939    0.6854   -0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7813    3.9362   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955    3.5828   -1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    3.6757    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    2.8579   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.6983    0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -2.2239   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -0.5335    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.6157    0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571    1.9424   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7356    0.0712   -0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -2.1439   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -2.4469   -0.5240 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 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
 15 22  1  0
 11  3  1  0
 21 16  1  0
 22 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv0541 05061305262D          

 22 24  0  0  0  0            999 V2000
    4.2868    0.8250    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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    3.7125    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
    0.0000    3.3000    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
    3.5724    1.2375    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
    0.0000    2.4750    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
    0.7145    2.0625    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  2  0  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21 17  1  0  0  0  0
 22 14  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030695

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)CC(OC2=C(C)C(O)=C1C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O4/c1-10-16(20)11(2)18-15(17(10)21-3)13(19)9-14(22-18)12-7-5-4-6-8-12/h4-8,14,20H,9H2,1-3H3

> <INCHI_KEY>
QKZDDOUPWXQRIK-UHFFFAOYSA-N

> <FORMULA>
C18H18O4

> <MOLECULAR_WEIGHT>
298.3331

> <EXACT_MASS>
298.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.35432735237281

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-5-methoxy-6,8-dimethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.661410206666666

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.607873443514066

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.606811145485253

> <JCHEM_PKA_STRONGEST_BASIC>
-4.606094278536797

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
83.8736

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-5-methoxy-6,8-dimethyl-2-phenyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030695
     RDKit          3D
7-Hydroxy-5-methoxy-6,8-dimethylflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.7755   -2.5098   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -1.6765    0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625   -0.5386    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117    0.6685    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.6974    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.8555   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2007    3.0462   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    1.8094   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602    3.0664   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    0.6165    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1845   -0.5496    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.7923    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -2.8355    0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168   -1.8999    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223   -0.5822    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -0.4563    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.7778    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    0.9882   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6998   -0.0636   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -1.3047   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882   -1.4886   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200    0.5116   -0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -2.1650   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -3.5890   -0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8990   -2.4793   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434   -0.0958    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    1.6683    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0939    0.6854   -0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7813    3.9362   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955    3.5828   -1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    3.6757    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    2.8579   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.6983    0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -2.2239   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -0.5335    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.6157    0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571    1.9424   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7356    0.0712   -0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -2.1439   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -2.4469   -0.5240 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 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
 15 22  1  0
 11  3  1  0
 21 16  1  0
 22 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   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   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   13   14                                                       
CONECT   10    1   16   17                                                  
CONECT   11    2   16   18                                                  
CONECT   12    7    8   14                                                  
CONECT   13    9   15   19                                                  
CONECT   14    9   12   22                                                  
CONECT   15   13   17   18                                                  
CONECT   16   10   11   20                                                  
CONECT   17   10   15   21                                                  
CONECT   18   11   15   22                                                  
CONECT   19   13                                                            
CONECT   20   16                                                            
CONECT   21    3   17                                                       
CONECT   22   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0030695
HETATM    1  C1  UNL     1      -3.776  -2.510  -0.641  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.294  -1.677   0.377  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.563  -0.539   0.216  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.212   0.668   0.088  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.674   0.697   0.130  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.504   1.856  -0.079  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.201   3.046  -0.203  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.125   1.809  -0.115  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.360   3.066  -0.293  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.449   0.617   0.010  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.184  -0.550   0.175  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.458  -1.792   0.305  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.106  -2.836   0.588  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.017  -1.900   0.120  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.622  -0.582   0.493  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.037  -0.456   0.073  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.642   0.778   0.193  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.963   0.988  -0.175  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.700  -0.064  -0.678  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.116  -1.305  -0.806  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.788  -1.489  -0.429  1.00  0.00           C  
HETATM   22  O4  UNL     1       0.920   0.512  -0.020  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.311  -2.165  -1.594  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.540  -3.589  -0.473  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.899  -2.479  -0.730  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.143  -0.096   0.717  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.033   1.668   0.567  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.094   0.685  -0.912  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.781   3.936  -0.325  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.796   3.583  -1.174  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.533   3.676   0.633  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.702   2.858  -0.425  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.365  -2.698   0.811  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.269  -2.224  -0.907  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.627  -0.534   1.620  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.072   1.616   0.588  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.457   1.942  -0.091  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.736   0.071  -0.974  1.00  0.00           H  
HETATM   39  H17 UNL     1       5.674  -2.144  -1.197  1.00  0.00           H  
HETATM   40  H18 UNL     1       3.325  -2.447  -0.524  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5    6
CONECT    5   26   27   28
CONECT    6    7    8    8
CONECT    7   29
CONECT    8    9   10
CONECT    9   30   31   32
CONECT   10   11   11   22
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   33   34
CONECT   15   16   22   35
CONECT   16   17   17   21
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   40
END

HMDB0030695
     RDKit          3D
7-Hydroxy-5-methoxy-6,8-dimethylflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.7755   -2.5098   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -1.6765    0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625   -0.5386    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117    0.6685    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740    0.6974    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.8555   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2007    3.0462   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    1.8094   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602    3.0664   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    0.6165    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1845   -0.5496    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.7923    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -2.8355    0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168   -1.8999    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223   -0.5822    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -0.4563    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.7778    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    0.9882   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6998   -0.0636   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -1.3047   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882   -1.4886   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200    0.5116   -0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -2.1650   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -3.5890   -0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8990   -2.4793   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434   -0.0958    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    1.6683    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0939    0.6854   -0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7813    3.9362   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955    3.5828   -1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    3.6757    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    2.8579   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.6983    0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -2.2239   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -0.5335    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.6157    0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571    1.9424   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7356    0.0712   -0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -2.1439   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -2.4469   -0.5240 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 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
 15 22  1  0
 11  3  1  0
 21 16  1  0
 22 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-6,8-Di-C-methylpinocembrin 5-methyl ether	HMDB
7-HMDMF CPD	HMDB
7-Hydroxy-5-methoxy-6,8-dimethylflavanone	MeSH

Chemical Formula

C₁₈H₁₈O₄

Average Molecular Weight

298.3331

Monoisotopic Molecular Weight

298.120509064

IUPAC Name

7-hydroxy-5-methoxy-6,8-dimethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

7-hydroxy-5-methoxy-6,8-dimethyl-2-phenyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

83247-72-7

SMILES

COC1=C2C(=O)CC(OC2=C(C)C(O)=C1C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H18O4/c1-10-16(20)11(2)18-15(17(10)21-3)13(19)9-14(22-18)12-7-5-4-6-8-12/h4-8,14,20H,9H2,1-3H3

InChI Key

QKZDDOUPWXQRIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

5-methoxyflavonoid-skeleton
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Anisole
Aryl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140195 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030695)

Cellular substructure

Membrane (HMDB: HMDB0030695)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030695)

Source

Endogenous

Endogenous (HMDB: HMDB0030695)

Plant

Plant (HMDB: HMDB0030695)

Exogenous

Food

Food (HMDB: HMDB0030695)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 - 209 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.48	ALOGPS
logP	3.66	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.61	ChemAxon
pKa (Strongest Basic)	-4.6	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	2	ChemAxon
Refractivity	83.87 m³·mol⁻¹	ChemAxon
Polarizability	32.35 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]+	167.624	31661259
DarkChem	[M-H]-	169.38	31661259
DeepCCS	[M+H]+	171.287	30932474
DeepCCS	[M-H]-	168.929	30932474
DeepCCS	[M-2H]-	202.635	30932474
DeepCCS	[M+Na]+	177.862	30932474
AllCCS	[M+H]+	170.4	32859911
AllCCS	[M+H-H2O]+	166.8	32859911
AllCCS	[M+NH4]+	173.8	32859911
AllCCS	[M+Na]+	174.7	32859911
AllCCS	[M-H]-	174.6	32859911
AllCCS	[M+Na-2H]-	174.0	32859911
AllCCS	[M+HCOO]-	173.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-5-methoxy-6,8-dimethylflavanone	COC1=C2C(=O)CC(OC2=C(C)C(O)=C1C)C1=CC=CC=C1	3738.8	Standard polar	33892256
7-Hydroxy-5-methoxy-6,8-dimethylflavanone	COC1=C2C(=O)CC(OC2=C(C)C(O)=C1C)C1=CC=CC=C1	2587.5	Standard non polar	33892256
7-Hydroxy-5-methoxy-6,8-dimethylflavanone	COC1=C2C(=O)CC(OC2=C(C)C(O)=C1C)C1=CC=CC=C1	2650.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-5-methoxy-6,8-dimethylflavanone,1TMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C)=C(C)C2=C1C(=O)CC(C1=CC=CC=C1)O2	2642.3	Semi standard non polar	33892256
7-Hydroxy-5-methoxy-6,8-dimethylflavanone,1TBDMS,isomer #1	COC1=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C2=C1C(=O)CC(C1=CC=CC=C1)O2	2858.9	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 - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-1390000000-32a7907f2300698d3d45	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-6379000000-059a09dc17cb3a4e56b7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 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 - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 10V, Positive-QTOF	splash10-0002-0390000000-6647a30a3c9ec14b4be9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 20V, Positive-QTOF	splash10-0005-2950000000-f6b9d7b966cc5695589d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 40V, Positive-QTOF	splash10-0570-2900000000-f3b32ce14e8fb2e80c99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 10V, Negative-QTOF	splash10-0002-0190000000-00aeed63536faeb83b26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 20V, Negative-QTOF	splash10-0002-1690000000-bc594631aacb1c622344	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 40V, Negative-QTOF	splash10-0fbi-4910000000-697e6d801589c6696052	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 10V, Positive-QTOF	splash10-0002-0090000000-1584591f585b34943676	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 20V, Positive-QTOF	splash10-0002-0940000000-1baa9ebf7e5cc79a6d26	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 40V, Positive-QTOF	splash10-0002-0900000000-2188b4beaba0377b15c1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 10V, Negative-QTOF	splash10-0002-0090000000-7a7eb973390c94c3e266	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 20V, Negative-QTOF	splash10-0005-0980000000-ee73da2fd80ad30b16dc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxy-6,8-dimethylflavanone 40V, Negative-QTOF	splash10-0udi-0900000000-13c18d7726ff50af8b8e	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

FDB002616

KNApSAcK ID

C00008180

Chemspider ID

10305901

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15413154

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). 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

7-Hydroxy-5-methoxy-6,8-dimethylflavanone → 3,4,5-trihydroxy-6-[(5-methoxy-6,8-dimethyl-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]oxane-2-carboxylic acid	details

Showing metabocard for 7-Hydroxy-5-methoxy-6,8-dimethylflavanone (HMDB0030695)

MOL for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

3D MOL for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

3D SDF for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

3D-SDF for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

PDB for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

3D PDB for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

SMILES for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

INCHI for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

Structure for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

3D Structure for HMDB0030695 (7-Hydroxy-5-methoxy-6,8-dimethylflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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