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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:05:34 UTC

Update Date

2022-03-07 02:56:37 UTC

HMDB ID

HMDB0040534

Secondary Accession Numbers

HMDB40534

Metabolite Identification

Common Name

5'-Hydroxy-3',4',7-trimethoxyflavan

Description

5'-Hydroxy-3',4',7-trimethoxyflavan 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. 5'-Hydroxy-3',4',7-trimethoxyflavan has been detected, but not quantified in, fruits. This could make 5'-hydroxy-3',4',7-trimethoxyflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5'-Hydroxy-3',4',7-trimethoxyflavan.

Structure

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

HMDB0040534
     RDKit          3D
5'-Hydroxy-3',4',7-trimethoxyflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.2650   -2.4237    1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -2.4564    1.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -1.2765    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104   -0.0272    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.0957    0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    1.0027    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -0.2428    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.3437    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -0.4150   -0.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    0.7496   -0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    0.4219   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    0.8628   -2.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    0.5877   -2.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.0519   -3.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9376   -0.1415   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.4054   -1.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1985    0.5612   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -0.5719   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590   -1.3058    0.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -1.7656    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932   -0.2997   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117    1.9010    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    2.2257   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7669   -3.3935    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -2.1927    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351   -1.6583    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    0.0646    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    2.0773    0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -2.3210    0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461    1.0138   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    1.4414   -2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533    0.8534   -3.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2379    0.1765   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1790    1.4880   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8240    0.8145    0.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -0.8864    2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -2.0982    2.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218   -2.5310    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -0.6445    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    2.7536   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    1.6804    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    3.0921    0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.4847   -1.0987 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  1  0
 22 23  1  0
  8  3  1  0
 21 11  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

  Mrv0541 05061311552D          

 23 25  0  0  0  0            999 V2000
   -2.1434    2.0625    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
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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    1.2375    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
    2.8579    3.3000    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
    0.0000    2.4750    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
    2.8579    2.4750    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
    3.5724    3.7125    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
    0.7145    2.0625    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  9  2  0  0  0  0
 18 14  2  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 17  1  0  0  0  0
 22  3  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040534

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O5/c1-20-13-6-4-11-5-7-15(23-16(11)10-13)12-8-14(19)18(22-3)17(9-12)21-2/h4,6,8-10,15,19H,5,7H2,1-3H3

> <INCHI_KEY>
NOBIKWFGKRXGGQ-UHFFFAOYSA-N

> <FORMULA>
C18H20O5

> <MOLECULAR_WEIGHT>
316.3484

> <EXACT_MASS>
316.13107375

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.29124795127113

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
3.3076927903333333

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.826220183398515

> <JCHEM_PKA_STRONGEST_BASIC>
-4.291124328909388

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
86.0851

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040534
     RDKit          3D
5'-Hydroxy-3',4',7-trimethoxyflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.2650   -2.4237    1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -2.4564    1.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -1.2765    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104   -0.0272    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.0957    0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    1.0027    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -0.2428    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.3437    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -0.4150   -0.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    0.7496   -0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    0.4219   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    0.8628   -2.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    0.5877   -2.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.0519   -3.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9376   -0.1415   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.4054   -1.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1985    0.5612   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -0.5719   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590   -1.3058    0.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -1.7656    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932   -0.2997   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117    1.9010    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    2.2257   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7669   -3.3935    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -2.1927    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351   -1.6583    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    0.0646    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    2.0773    0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -2.3210    0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461    1.0138   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    1.4414   -2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533    0.8534   -3.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2379    0.1765   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1790    1.4880   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8240    0.8145    0.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -0.8864    2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -2.0982    2.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218   -2.5310    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -0.6445    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    2.7536   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    1.6804    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    3.0921    0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.4847   -1.0987 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  1  0
 22 23  1  0
  8  3  1  0
 21 11  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    6   11                                                       
CONECT    5    7   11                                                       
CONECT    6    4   13                                                       
CONECT    7    5   15                                                       
CONECT    8   12   14                                                       
CONECT    9   12   17                                                       
CONECT   10   13   16                                                       
CONECT   11    4    5   16                                                  
CONECT   12    8    9   15                                                  
CONECT   13    6   10   20                                                  
CONECT   14    8   18   19                                                  
CONECT   15    7   12   23                                                  
CONECT   16   10   11   23                                                  
CONECT   17    9   18   21                                                  
CONECT   18   14   17   22                                                  
CONECT   19   14                                                            
CONECT   20    1   13                                                       
CONECT   21    2   17                                                       
CONECT   22    3   18                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0040534
HETATM    1  C1  UNL     1       6.265  -2.424   1.635  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.965  -2.456   1.133  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.269  -1.276   0.861  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.810  -0.027   1.064  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.067   1.096   0.773  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.768   1.003   0.273  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.215  -0.243   0.064  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.974  -1.344   0.361  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.912  -0.415  -0.438  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.239   0.750  -0.854  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.194   0.422  -0.974  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.870   0.863  -2.086  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.209   0.588  -2.253  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.872   1.052  -3.400  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.938  -0.142  -1.317  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.288  -0.405  -1.510  1.00  0.00           O  
HETATM   17  C13 UNL     1      -6.198   0.561  -0.984  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.235  -0.572  -0.211  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.959  -1.306   0.735  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.280  -1.766   1.882  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.893  -0.300  -0.037  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.512   1.901   0.074  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.986   2.226  -0.034  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.767  -3.393   1.420  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.243  -2.193   2.717  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.835  -1.658   1.062  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.815   0.065   1.451  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.503   2.077   0.938  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.524  -2.321   0.191  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.646   1.014  -1.848  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.345   1.441  -2.854  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.853   0.853  -3.528  1.00  0.00           H  
HETATM   33  H10 UNL     1      -7.238   0.177  -0.976  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.179   1.488  -1.623  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.824   0.814   0.036  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.728  -0.886   2.326  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.973  -2.098   2.677  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.522  -2.531   1.646  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.356  -0.644   0.836  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.113   2.754  -0.242  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.254   1.680   1.125  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.277   3.092   0.597  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.219   2.485  -1.099  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   23
CONECT    7    8    8    9
CONECT    8   29
CONECT    9   10
CONECT   10   11   22   30
CONECT   11   12   12   21
CONECT   12   13   31
CONECT   13   14   15   15
CONECT   14   32
CONECT   15   16   18
CONECT   16   17
CONECT   17   33   34   35
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   36   37   38
CONECT   21   39
CONECT   22   23   40   41
CONECT   23   42   43
END

HMDB0040534
     RDKit          3D
5'-Hydroxy-3',4',7-trimethoxyflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.2650   -2.4237    1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -2.4564    1.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -1.2765    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104   -0.0272    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    1.0957    0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    1.0027    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -0.2428    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.3437    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -0.4150   -0.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    0.7496   -0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    0.4219   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    0.8628   -2.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    0.5877   -2.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.0519   -3.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9376   -0.1415   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.4054   -1.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1985    0.5612   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345   -0.5719   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590   -1.3058    0.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -1.7656    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932   -0.2997   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117    1.9010    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    2.2257   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7669   -3.3935    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -2.1927    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351   -1.6583    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147    0.0646    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034    2.0773    0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -2.3210    0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461    1.0138   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    1.4414   -2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533    0.8534   -3.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2379    0.1765   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1790    1.4880   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8240    0.8145    0.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -0.8864    2.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -2.0982    2.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218   -2.5310    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559   -0.6445    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    2.7536   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    1.6804    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    3.0921    0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.4847   -1.0987 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  1  0
 22 23  1  0
  8  3  1  0
 21 11  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₅

Average Molecular Weight

316.3484

Monoisotopic Molecular Weight

316.13107375

IUPAC Name

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

Traditional Name

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

CAS Registry Number

133342-90-2

SMILES

COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1

InChI Identifier

InChI=1S/C18H20O5/c1-20-13-6-4-11-5-7-15(23-16(11)10-13)12-8-14(19)18(22-3)17(9-12)21-2/h4,6,8-10,15,19H,5,7H2,1-3H3

InChI Key

NOBIKWFGKRXGGQ-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

7-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Monohydroxyflavonoid
3'-hydroxyflavonoid
Flavan
O-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Chromane
Methoxyphenol
Benzopyran
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040534)
Cell membrane (HMDB: HMDB0040534)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040534)

Source

Exogenous

Exogenous (HMDB: HMDB0040534)

Food

Food (HMDB: HMDB0040534)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040534)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040534)

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
Water Solubility	0.014 g/L	ALOGPS
logP	3	ALOGPS
logP	3.31	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.83	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.09 m³·mol⁻¹	ChemAxon
Polarizability	34.29 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]+	175.783	31661259
DarkChem	[M-H]-	173.605	31661259
DeepCCS	[M+H]+	179.353	30932474
DeepCCS	[M-H]-	176.995	30932474
DeepCCS	[M-2H]-	211.124	30932474
DeepCCS	[M+Na]+	187.249	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	179.7	32859911
AllCCS	[M+Na]+	180.6	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	179.9	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5'-Hydroxy-3',4',7-trimethoxyflavan	COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1	3833.1	Standard polar	33892256
5'-Hydroxy-3',4',7-trimethoxyflavan	COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1	2631.2	Standard non polar	33892256
5'-Hydroxy-3',4',7-trimethoxyflavan	COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1	2700.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5'-Hydroxy-3',4',7-trimethoxyflavan,1TMS,isomer #1	COC1=CC=C2CCC(C3=CC(OC)=C(OC)C(O[Si](C)(C)C)=C3)OC2=C1	2654.4	Semi standard non polar	33892256
5'-Hydroxy-3',4',7-trimethoxyflavan,1TBDMS,isomer #1	COC1=CC=C2CCC(C3=CC(OC)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	2900.8	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 - 5'-Hydroxy-3',4',7-trimethoxyflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0697000000-bf83417163c43e6de3e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan GC-MS (1 TMS) - 70eV, Positive	splash10-00di-1129000000-c61d4716baa3b9526b5c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 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 - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Positive-QTOF	splash10-014i-0519000000-1c68560f3796409df1a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Positive-QTOF	splash10-000i-0910000000-6536bb0deb22868c6a1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Positive-QTOF	splash10-0kg9-1900000000-74d10383b88b4154699b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Negative-QTOF	splash10-014i-0009000000-6151ab705aae36945fdb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Negative-QTOF	splash10-014r-0494000000-0cdb1dac92e4a4a28bf2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Negative-QTOF	splash10-00kf-1490000000-9fa085178f60c115b6be	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Negative-QTOF	splash10-014i-0009000000-3b16009d11412b060ccb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Negative-QTOF	splash10-014i-0295000000-2a2c7f0e65f8de4d3447	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Negative-QTOF	splash10-00to-4690000000-78dd33f3b7fb809075f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Positive-QTOF	splash10-014i-0009000000-bda7e390f408759eadf3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Positive-QTOF	splash10-014i-0319000000-2e1e79e2d99d030f195c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Positive-QTOF	splash10-0udi-0941000000-64e825e24592cb20c26c	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

FDB020302

KNApSAcK ID

Not Available

Chemspider ID

35014958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75072279

PDB ID

Not Available

ChEBI ID

175070

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 5'-Hydroxy-3',4',7-trimethoxyflavan (HMDB0040534)

MOL for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

3D MOL for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

3D SDF for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

3D-SDF for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

PDB for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

3D PDB for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

SMILES for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

INCHI for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

Structure for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

3D Structure for HMDB0040534 (5'-Hydroxy-3',4',7-trimethoxyflavan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra