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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:17:53 UTC

Update Date

2021-09-26 22:56:54 UTC

HMDB ID

HMDB0247289

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7,4'-Dihydroxy-8-methylflavan

Description

7,4'-Dihydroxy-8-methylflavan belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Based on a literature review very few articles have been published on 7,4'-Dihydroxy-8-methylflavan. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7,4'-dihydroxy-8-methylflavan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7,4'-Dihydroxy-8-methylflavan is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247289
     RDKit          3D
7,4'-Dihydroxy-8-methylflavan
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.1277    2.5382    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398    1.1282    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    0.8174    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    1.7306    1.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -0.4983    0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154   -1.4756    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -1.1486    0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5966    0.1779    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.4527    0.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -0.2664   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.0745   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2840   -0.1863    0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998   -0.0089    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5757    0.2706    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8853    0.4405    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2399    0.3770   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9267    0.2044   -1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -1.6995   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.1733   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    2.5955    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    3.0503   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7122    3.0201    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    2.7180    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -0.8374    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -2.4930    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    0.2531   -1.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -0.4063    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798   -0.0894    2.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6334    0.6473    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0061    0.5967   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827    0.2933   -2.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -2.3070   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.9711   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5252   -2.9330   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.7434    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
  8  2  1  0
 17 11  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
M  END


  Mrv1533004171518532D          

 19 21  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
  7 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247289

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(O)C=CC2=C1OC(CC2)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c1-10-14(18)8-4-12-5-9-15(19-16(10)12)11-2-6-13(17)7-3-11/h2-4,6-8,15,17-18H,5,9H2,1H3

> <INCHI_KEY>
GDHZZZRERDPSTA-UHFFFAOYSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.301

> <EXACT_MASS>
256.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.902561459066163

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-7-ol

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
3.9905626549999993

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.318508857161792

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.405306587577169

> <JCHEM_PKA_STRONGEST_BASIC>
-4.885338513145726

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
73.71760000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,4'-dihydroxy-8-methylflavan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247289
     RDKit          3D
7,4'-Dihydroxy-8-methylflavan
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.1277    2.5382    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398    1.1282    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    0.8174    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    1.7306    1.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -0.4983    0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154   -1.4756    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -1.1486    0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5966    0.1779    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.4527    0.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -0.2664   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.0745   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2840   -0.1863    0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998   -0.0089    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5757    0.2706    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8853    0.4405    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2399    0.3770   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9267    0.2044   -1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -1.6995   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.1733   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    2.5955    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    3.0503   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7122    3.0201    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    2.7180    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -0.8374    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -2.4930    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    0.2531   -1.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -0.4063    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798   -0.0894    2.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6334    0.6473    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0061    0.5967   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827    0.2933   -2.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -2.3070   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.9711   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5252   -2.9330   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.7434    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
  8  2  1  0
 17 11  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   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  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2    7                                                  
CONECT   13   10   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247289
HETATM    1  C1  UNL     1       2.128   2.538   0.766  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.540   1.128   0.588  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.872   0.817   0.758  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.857   1.731   1.085  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.248  -0.498   0.590  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.315  -1.476   0.261  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.985  -1.149   0.094  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.597   0.178   0.262  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.260   0.453   0.084  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.551  -0.266  -0.824  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.970  -0.074  -0.422  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.284  -0.186   0.923  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.600  -0.009   1.295  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.576   0.271   0.367  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.885   0.441   0.792  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.240   0.377  -0.963  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.927   0.204  -1.371  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.211  -1.699  -0.955  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.996  -2.173  -0.253  1.00  0.00           C  
HETATM   20  H1  UNL     1       1.028   2.595   0.984  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.264   3.050  -0.222  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.712   3.020   1.572  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.701   2.718   1.232  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.274  -0.837   0.704  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.596  -2.493   0.130  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.428   0.253  -1.808  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.512  -0.406   1.648  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.880  -0.089   2.338  1.00  0.00           H  
HETATM   29  H10 UNL     1      -6.633   0.647   0.142  1.00  0.00           H  
HETATM   30  H11 UNL     1      -5.006   0.597  -1.694  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.683   0.293  -2.432  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.088  -2.307  -0.583  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.154  -1.971  -2.050  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.525  -2.933  -0.891  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.728  -2.743   0.683  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    8   19
CONECT    8    9
CONECT    9   10
CONECT   10   11   18   26
CONECT   11   12   12   17
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   16
CONECT   15   29
CONECT   16   17   17   30
CONECT   17   31
CONECT   18   19   32   33
CONECT   19   34   35
END

HMDB0247289
     RDKit          3D
7,4'-Dihydroxy-8-methylflavan
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.1277    2.5382    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398    1.1282    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    0.8174    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    1.7306    1.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -0.4983    0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154   -1.4756    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -1.1486    0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5966    0.1779    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    0.4527    0.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -0.2664   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.0745   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2840   -0.1863    0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998   -0.0089    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5757    0.2706    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8853    0.4405    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2399    0.3770   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9267    0.2044   -1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -1.6995   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.1733   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    2.5955    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    3.0503   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7122    3.0201    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    2.7180    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -0.8374    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -2.4930    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    0.2531   -1.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -0.4063    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798   -0.0894    2.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6334    0.6473    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0061    0.5967   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827    0.2933   -2.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -2.3070   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.9711   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5252   -2.9330   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.7434    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
  8  2  1  0
 17 11  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₃

Average Molecular Weight

256.301

Monoisotopic Molecular Weight

256.109944375

IUPAC Name

2-(4-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-7-ol

Traditional Name

7,4'-dihydroxy-8-methylflavan

CAS Registry Number

Not Available

SMILES

CC1=C(O)C=CC2=C1OC(CC2)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H16O3/c1-10-14(18)8-4-12-5-9-15(19-16(10)12)11-2-6-13(17)7-3-11/h2-4,6-8,15,17-18H,5,9H2,1H3

InChI Key

GDHZZZRERDPSTA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

Substituents

4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavan
1-benzopyran
Chromane
Benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.17	ALOGPS
logP	3.99	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.41	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.72 m³·mol⁻¹	ChemAxon
Polarizability	27.9 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
DeepCCS	[M+H]+	163.081	30932474
DeepCCS	[M-H]-	160.723	30932474
DeepCCS	[M-2H]-	193.61	30932474
DeepCCS	[M+Na]+	169.174	30932474
AllCCS	[M+H]+	161.5	32859911
AllCCS	[M+H-H2O]+	157.9	32859911
AllCCS	[M+NH4]+	164.8	32859911
AllCCS	[M+Na]+	165.8	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	162.7	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,4'-Dihydroxy-8-methylflavan	CC1=C(O)C=CC2=C1OC(CC2)C1=CC=C(O)C=C1	3336.4	Standard polar	33892256
7,4'-Dihydroxy-8-methylflavan	CC1=C(O)C=CC2=C1OC(CC2)C1=CC=C(O)C=C1	2504.1	Standard non polar	33892256
7,4'-Dihydroxy-8-methylflavan	CC1=C(O)C=CC2=C1OC(CC2)C1=CC=C(O)C=C1	2613.9	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 - 7,4'-Dihydroxy-8-methylflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1690000000-aa8a599d433347ba5553	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,4'-Dihydroxy-8-methylflavan GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 7,4'-Dihydroxy-8-methylflavan 10V, Positive-QTOF	splash10-0a4i-0290000000-2be52966b00d410e4f58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxy-8-methylflavan 20V, Positive-QTOF	splash10-0a59-0960000000-06eed29045b5b5e95b1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxy-8-methylflavan 40V, Positive-QTOF	splash10-0a6r-3940000000-b285f11cd59ba76cbb8d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxy-8-methylflavan 10V, Negative-QTOF	splash10-0a4i-0090000000-e382f8a0b4d1e3b6f408	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxy-8-methylflavan 20V, Negative-QTOF	splash10-0a4i-0390000000-284f7d0a8870e134f791	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,4'-Dihydroxy-8-methylflavan 40V, Negative-QTOF	splash10-05mp-2910000000-73147535239966f29187	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00000953

Chemspider ID

2740713

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3500619

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 7,4'-Dihydroxy-8-methylflavan (HMDB0247289)

MOL for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

3D MOL for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

3D SDF for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

3D-SDF for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

PDB for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

3D PDB for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

SMILES for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

INCHI for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

Structure for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

3D Structure for HMDB0247289 (7,4'-Dihydroxy-8-methylflavan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra