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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:06 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030152

Secondary Accession Numbers

HMDB30152

Metabolite Identification

Common Name

4'-Hydroxy-5,7-dimethoxyflavan

Description

4'-Hydroxy-5,7-dimethoxyflavan belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Based on a literature review very few articles have been published on 4'-Hydroxy-5,7-dimethoxyflavan.

Structure

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

HMDB0030152
     RDKit          3D
4'-Hydroxy-5,7-dimethoxyflavan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.6469   -2.9345    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -2.9056    0.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -1.7270    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.5043    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5704    0.6787    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    1.9328    0.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.1386    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314    0.6201   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.5782   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.7753   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -0.6628   -0.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.5382   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071    0.1917   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482    0.9732    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    0.6496    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4998    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8302   -0.8333    0.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881   -1.2899   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -0.9285   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9545    1.6233    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822    1.8638   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -3.9166    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -2.6352    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -2.2123   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038   -0.4577    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1558    1.5185   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.8390    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    3.1832    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -2.7086   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4578    0.9300   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.8537    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.2449    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3944   -0.2689    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198   -2.1618   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776   -1.5285   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863    1.2845    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5389   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.2511   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    2.6751    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  1  0
 10  3  1  0
 19 13  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END


  Mrv0541 02241209052D          

 21 23  0  0  0  0            999 V2000
    2.8573   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  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
 12 13  1  0  0  0  0
 12 17  2  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
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030152

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C2CCC(OC2=C1)C1=CC=C(O)C=C1

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

> <INCHI_KEY>
AVMGPGZQJKDABF-UHFFFAOYSA-N

> <FORMULA>
C17H18O4

> <MOLECULAR_WEIGHT>
286.3224

> <EXACT_MASS>
286.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.378692640515556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.4653640559999994

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.472022547915332

> <JCHEM_PKA_STRONGEST_BASIC>
-4.383626351512351

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
79.62189999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030152
     RDKit          3D
4'-Hydroxy-5,7-dimethoxyflavan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.6469   -2.9345    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -2.9056    0.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -1.7270    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.5043    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5704    0.6787    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    1.9328    0.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.1386    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314    0.6201   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.5782   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.7753   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -0.6628   -0.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.5382   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071    0.1917   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482    0.9732    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    0.6496    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4998    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8302   -0.8333    0.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881   -1.2899   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -0.9285   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9545    1.6233    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822    1.8638   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -3.9166    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -2.6352    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -2.2123   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038   -0.4577    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1558    1.5185   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.8390    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    3.1832    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -2.7086   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4578    0.9300   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.8537    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.2449    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3944   -0.2689    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198   -2.1618   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776   -1.5285   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863    1.2845    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5389   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.2511   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    2.6751    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  1  0
 10  3  1  0
 19 13  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       5.334  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.999  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.999  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.334  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.332  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.332   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.335   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.335  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.669  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.669   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.669   3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.336  -1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9   13                                                       
CONECT    9    3    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13    8   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   12   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030152
HETATM    1  C1  UNL     1      -4.647  -2.934   0.615  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.273  -2.906   0.278  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.594  -1.727   0.100  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.258  -0.504   0.251  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.570   0.679   0.070  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.147   1.933   0.199  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.499   2.139   0.529  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.231   0.620  -0.257  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.567  -0.578  -0.408  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.263  -1.775  -0.226  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.772  -0.663  -0.736  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.512   0.538  -0.850  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.907   0.192  -0.523  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.648   0.973   0.322  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.972   0.650   0.634  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.519  -0.500   0.058  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.830  -0.833   0.358  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.788  -1.290  -0.788  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.490  -0.928  -1.064  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.955   1.623   0.028  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.482   1.864  -0.453  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.106  -3.917   0.435  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.851  -2.635   1.651  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.178  -2.212  -0.057  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.304  -0.458   0.507  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.156   1.518  -0.116  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.632   1.839   1.605  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.770   3.183   0.358  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.716  -2.709  -0.351  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.458   0.930  -1.914  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.243   1.854   0.770  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.580   1.245   1.295  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.394  -0.269   0.980  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.220  -2.162  -1.219  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.878  -1.529  -1.730  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.886   1.285   1.062  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.568   2.539  -0.130  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.494   2.251  -1.484  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.884   2.675   0.199  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   25
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   26   27   28
CONECT    8    9   21
CONECT    9   10   10   11
CONECT   10   29
CONECT   11   12
CONECT   12   13   20   30
CONECT   13   14   14   19
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   35
CONECT   20   21   36   37
CONECT   21   38   39
END

HMDB0030152
     RDKit          3D
4'-Hydroxy-5,7-dimethoxyflavan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.6469   -2.9345    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -2.9056    0.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -1.7270    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.5043    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5704    0.6787    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    1.9328    0.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.1386    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314    0.6201   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.5782   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.7753   -0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -0.6628   -0.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.5382   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071    0.1917   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482    0.9732    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720    0.6496    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4998    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8302   -0.8333    0.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881   -1.2899   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -0.9285   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9545    1.6233    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822    1.8638   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -3.9166    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -2.6352    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -2.2123   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038   -0.4577    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1558    1.5185   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.8390    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    3.1832    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -2.7086   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4578    0.9300   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.8537    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.2449    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3944   -0.2689    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198   -2.1618   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776   -1.5285   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863    1.2845    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5389   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.2511   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    2.6751    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  1  0
 10  3  1  0
 19 13  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₄

Average Molecular Weight

286.3224

Monoisotopic Molecular Weight

286.120509064

IUPAC Name

4-(5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol

Traditional Name

4-(5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol

CAS Registry Number

103963-45-7

SMILES

COC1=CC(OC)=C2CCC(OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

AVMGPGZQJKDABF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030152)
Cell membrane (HMDB: HMDB0030152)

Source

Endogenous

Endogenous (HMDB: HMDB0030152)

Plant

Plant (HMDB: HMDB0030152)

Exogenous

Food

Food (HMDB: HMDB0030152)

Exogenous (HMDB: HMDB0030152)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	134 - 135 °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	0.014 g/L	ALOGPS
logP	3.22	ALOGPS
logP	3.47	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.62 m³·mol⁻¹	ChemAxon
Polarizability	31.38 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]+	170.532	31661259
DarkChem	[M-H]-	167.304	31661259
DeepCCS	[M+H]+	171.597	30932474
DeepCCS	[M-H]-	169.239	30932474
DeepCCS	[M-2H]-	202.125	30932474
DeepCCS	[M+Na]+	177.69	30932474
AllCCS	[M+H]+	168.7	32859911
AllCCS	[M+H-H2O]+	165.0	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	171.8	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.	7.97 minutes	32390414
Predicted by Siyang on May 30, 2022	15.9983 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.58 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2314.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	435.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	743.1 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	731.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	132.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1479.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	528.0 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	1455.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	434.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	384.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	288.3 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	11.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-Hydroxy-5,7-dimethoxyflavan	COC1=CC(OC)=C2CCC(OC2=C1)C1=CC=C(O)C=C1	3387.4	Standard polar	33892256
4'-Hydroxy-5,7-dimethoxyflavan	COC1=CC(OC)=C2CCC(OC2=C1)C1=CC=C(O)C=C1	2534.7	Standard non polar	33892256
4'-Hydroxy-5,7-dimethoxyflavan	COC1=CC(OC)=C2CCC(OC2=C1)C1=CC=C(O)C=C1	2741.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4'-Hydroxy-5,7-dimethoxyflavan,1TMS,isomer #1	COC1=CC(OC)=C2CCC(C3=CC=C(O[Si](C)(C)C)C=C3)OC2=C1	2634.0	Semi standard non polar	33892256
4'-Hydroxy-5,7-dimethoxyflavan,1TBDMS,isomer #1	COC1=CC(OC)=C2CCC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	2910.1	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 - 4'-Hydroxy-5,7-dimethoxyflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0290000000-838f90053033c187bc6e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan GC-MS (1 TMS) - 70eV, Positive	splash10-0006-2439000000-c2b864538d959bdd66d5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 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 - 4'-Hydroxy-5,7-dimethoxyflavan 10V, Positive-QTOF	splash10-000i-0490000000-42cc9fcab514d7fc3dfc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 20V, Positive-QTOF	splash10-014i-0920000000-2f1f004a0451eda661b2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 40V, Positive-QTOF	splash10-0fs9-1900000000-ef899b3197c918708efc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 10V, Negative-QTOF	splash10-000i-0090000000-ebc953754c2b4bef3d55	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 20V, Negative-QTOF	splash10-014r-0490000000-d8187d7a14d35afa6007	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 40V, Negative-QTOF	splash10-009l-6960000000-eaa8b3168b3a0761d0fe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 10V, Positive-QTOF	splash10-000i-0090000000-7fee4acae80b64aaff8b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 20V, Positive-QTOF	splash10-000i-0290000000-5df73aec2bec08e19854	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 40V, Positive-QTOF	splash10-0a59-2690000000-736ac4f6f27c6efe5141	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 10V, Negative-QTOF	splash10-000i-0090000000-c59baab3803f14be8c48	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 20V, Negative-QTOF	splash10-0fri-0190000000-95156cbf6162d3c64b6a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxy-5,7-dimethoxyflavan 40V, Negative-QTOF	splash10-0f76-3490000000-b31c301ed285fb8a0971	2021-09-24	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

FDB001961

KNApSAcK ID

C00008755

Chemspider ID

10290093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14137568

PDB ID

Not Available

ChEBI ID

174739

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.. .

Showing metabocard for 4'-Hydroxy-5,7-dimethoxyflavan (HMDB0030152)

MOL for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

3D MOL for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

3D SDF for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

3D-SDF for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

PDB for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

3D PDB for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

SMILES for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

INCHI for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

Structure for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

3D Structure for HMDB0030152 (4'-Hydroxy-5,7-dimethoxyflavan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra