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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:11:45 UTC

Update Date

2022-03-07 02:57:02 UTC

HMDB ID

HMDB0041507

Secondary Accession Numbers

HMDB41507

Metabolite Identification

Common Name

3'-O-Methylcatechin

Description

3'-O-Methylcatechin, also known as 3-MTHF or meciadanol, belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Based on a literature review very few articles have been published on 3'-O-Methylcatechin.

Structure

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

HMDB0041507
     RDKit          3D
3'-O-Methylcatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.0140    3.0043   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.0131   -0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925    1.1783   -0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8235    1.1075   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5342   -0.1221   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -0.1841   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.8912   -0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250   -1.3116    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547   -2.3755    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747   -3.4924    0.9999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -2.3063    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.1794    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -1.0978    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.2230   -0.2447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603   -0.2258   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.1738    1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5445   -0.1753    1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490   -0.2293    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275   -0.2308    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.2816   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8498   -0.3362   -1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -0.2800   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    2.5961    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320    3.7284    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    3.5843   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730    1.4976    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    1.9495   -0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628    1.3292   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.6989   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996   -1.3136   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464   -4.2643    0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -3.1275    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -0.4928   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -0.1301    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9657   -0.1343    2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2248   -0.1940    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.3757   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -0.3211   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  3  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  1
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  6
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

  Mrv1652307201900072D          

 22 24  0  0  0  0            999 V2000
    0.3567   -0.8629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3568   -1.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856   -2.1005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856   -1.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.0379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0718    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2156    1.6121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    1.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713   -1.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4 11  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  1 21  1  1  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041507

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O6/c1-21-15-7-10-12(19)5-9(17)6-14(10)22-16(15)8-2-3-11(18)13(20)4-8/h2-6,15-20H,7H2,1H3/t15-,16+/m0/s1

> <INCHI_KEY>
PDHSAQOQVUXZGQ-JKSUJKDBSA-N

> <FORMULA>
C16H16O6

> <MOLECULAR_WEIGHT>
304.298

> <EXACT_MASS>
304.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.926026084205365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.4382335189999997

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.6232949992153

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.004144524189943

> <JCHEM_PKA_STRONGEST_BASIC>
-4.077565856426833

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
78.7509

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041507
     RDKit          3D
3'-O-Methylcatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.0140    3.0043   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.0131   -0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925    1.1783   -0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8235    1.1075   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5342   -0.1221   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -0.1841   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.8912   -0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250   -1.3116    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547   -2.3755    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747   -3.4924    0.9999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -2.3063    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.1794    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -1.0978    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.2230   -0.2447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603   -0.2258   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.1738    1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5445   -0.1753    1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490   -0.2293    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275   -0.2308    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.2816   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8498   -0.3362   -1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -0.2800   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    2.5961    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320    3.7284    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    3.5843   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730    1.4976    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    1.9495   -0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628    1.3292   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.6989   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996   -1.3136   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464   -4.2643    0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -3.1275    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -0.4928   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -0.1301    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9657   -0.1343    2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2248   -0.1940    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.3757   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -0.3211   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  3  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  1
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  6
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 20-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUL-19         0                                  
HETATM    1  C   UNK     0       0.666  -1.611   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.666  -2.381   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001  -1.611   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001  -0.071   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.333   0.699   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.333  -3.921   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.333  -2.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.668  -1.611   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.668  -0.071   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.002   0.699   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.666   0.699   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.666  -0.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.001   0.699   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.336  -0.071   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.668   0.699   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.668   2.239   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.002   3.009   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.001   2.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.336   3.009   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.336   4.549   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.000  -2.380   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.000  -3.919   0.000  0.00  0.00           C+0
CONECT    1    2   12   21                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    9                                                       
CONECT    6    7                                                            
CONECT    7    3    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    5    8   10                                                  
CONECT   10    9                                                            
CONECT   11    4   12                                                       
CONECT   12    1   11   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   16   18   20                                                  
CONECT   20   19                                                            
CONECT   21    1   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041507
HETATM    1  C1  UNL     1       1.014   3.004  -0.222  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.342   2.013  -0.931  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.392   1.178  -0.097  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.823   1.108  -0.526  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.534  -0.122  -0.112  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.923  -0.184  -0.297  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.582   0.891  -0.857  1.00  0.00           O  
HETATM    8  C6  UNL     1      -4.625  -1.312   0.077  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.955  -2.375   0.633  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.675  -3.492   1.000  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.592  -2.306   0.811  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.862  -1.179   0.442  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.495  -1.098   0.615  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.214  -0.223  -0.245  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.660  -0.226  -0.020  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.185  -0.174   1.256  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.545  -0.175   1.495  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.449  -0.229   0.457  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.828  -0.231   0.699  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.943  -0.282  -0.823  1.00  0.00           C  
HETATM   21  O6  UNL     1       4.850  -0.336  -1.874  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.584  -0.280  -1.059  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.727   2.596   0.512  1.00  0.00           H  
HETATM   24  H2  UNL     1       0.332   3.728   0.263  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.608   3.584  -0.963  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.273   1.498   0.958  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.373   1.949  -0.004  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.963   1.329  -1.606  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.042   1.699  -1.123  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.700  -1.314  -0.086  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.846  -4.264   0.384  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.040  -3.128   1.246  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.030  -0.493  -1.323  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.492  -0.130   2.105  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.966  -0.134   2.503  1.00  0.00           H  
HETATM   36  H14 UNL     1       6.225  -0.194   1.607  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.518  -0.376  -2.830  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.184  -0.321  -2.063  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4   14   26
CONECT    4    5   27   28
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   29
CONECT    8    9    9   30
CONECT    9   10   11
CONECT   10   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14
CONECT   14   15   33
CONECT   15   16   16   22
CONECT   16   17   34
CONECT   17   18   18   35
CONECT   18   19   20
CONECT   19   36
CONECT   20   21   22   22
CONECT   21   37
CONECT   22   38
END

HMDB0041507
     RDKit          3D
3'-O-Methylcatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.0140    3.0043   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.0131   -0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925    1.1783   -0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8235    1.1075   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5342   -0.1221   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -0.1841   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.8912   -0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250   -1.3116    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547   -2.3755    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747   -3.4924    0.9999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -2.3063    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.1794    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951   -1.0978    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -0.2230   -0.2447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6603   -0.2258   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.1738    1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5445   -0.1753    1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490   -0.2293    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275   -0.2308    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.2816   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8498   -0.3362   -1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -0.2800   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    2.5961    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320    3.7284    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    3.5843   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730    1.4976    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    1.9495   -0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628    1.3292   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.6989   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996   -1.3136   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464   -4.2643    0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -3.1275    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -0.4928   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -0.1301    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9657   -0.1343    2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2248   -0.1940    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.3757   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -0.3211   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  3  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  1
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  6
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-O-Methylcatechin	HMDB
3-MTHF	HMDB
3-O-Methylcatechin, (2R-trans)-isomer	HMDB
3',4',5,7-Tetrahydroxy-3-methoxyflavan	HMDB
2-Methoxy-5,7,3',4'-tetrahydroxyflavan	HMDB
3-O-Methyl-(+)-catechin	HMDB
3’-O-methylcatechin	HMDB
Meciadanol	HMDB
3'-O-Methylcatechin	MeSH

Chemical Formula

C₁₆H₁₆O₆

Average Molecular Weight

304.298

Monoisotopic Molecular Weight

304.094688235

IUPAC Name

(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol

Traditional Name

(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol

CAS Registry Number

65350-86-9

SMILES

CO[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O

InChI Identifier

InChI=1S/C16H16O6/c1-21-15-7-10-12(19)5-9(17)6-14(10)22-16(15)8-2-3-11(18)13(20)4-8/h2-6,15-20H,7H2,1H3/t15-,16+/m0/s1

InChI Key

PDHSAQOQVUXZGQ-JKSUJKDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
3-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromane
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl 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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 15788107)

Cellular substructure

Extracellular (HMDB: HMDB0041507)
Cytoplasm (HMDB: HMDB0041507)

Source

Exogenous

Exogenous (HMDB: HMDB0041507)

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
Water Solubility	0.32 g/L	ALOGPS
logP	1.68	ALOGPS
logP	2.44	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.75 m³·mol⁻¹	ChemAxon
Polarizability	30.93 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]+	168.231	30932474
DeepCCS	[M-H]-	165.874	30932474
DeepCCS	[M-2H]-	199.894	30932474
DeepCCS	[M+Na]+	175.121	30932474
AllCCS	[M+H]+	171.4	32859911
AllCCS	[M+H-H2O]+	168.2	32859911
AllCCS	[M+NH4]+	174.4	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	170.0	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-O-Methylcatechin	CO[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	4359.0	Standard polar	33892256
3'-O-Methylcatechin	CO[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	2940.5	Standard non polar	33892256
3'-O-Methylcatechin	CO[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	3076.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-O-Methylcatechin,1TMS,isomer #1	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2954.8	Semi standard non polar	33892256
3'-O-Methylcatechin,1TMS,isomer #2	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2953.9	Semi standard non polar	33892256
3'-O-Methylcatechin,1TMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	2924.5	Semi standard non polar	33892256
3'-O-Methylcatechin,1TMS,isomer #4	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	2912.2	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #1	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2828.4	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #2	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2832.2	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2856.2	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #4	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2819.4	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #5	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2819.7	Semi standard non polar	33892256
3'-O-Methylcatechin,2TMS,isomer #6	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	2780.3	Semi standard non polar	33892256
3'-O-Methylcatechin,3TMS,isomer #1	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2828.6	Semi standard non polar	33892256
3'-O-Methylcatechin,3TMS,isomer #2	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2793.0	Semi standard non polar	33892256
3'-O-Methylcatechin,3TMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2791.0	Semi standard non polar	33892256
3'-O-Methylcatechin,3TMS,isomer #4	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2813.5	Semi standard non polar	33892256
3'-O-Methylcatechin,4TMS,isomer #1	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2857.7	Semi standard non polar	33892256
3'-O-Methylcatechin,1TBDMS,isomer #1	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3246.5	Semi standard non polar	33892256
3'-O-Methylcatechin,1TBDMS,isomer #2	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3250.8	Semi standard non polar	33892256
3'-O-Methylcatechin,1TBDMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3211.1	Semi standard non polar	33892256
3'-O-Methylcatechin,1TBDMS,isomer #4	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	3212.0	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #1	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3351.7	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #2	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3363.0	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3382.7	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #4	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3352.9	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #5	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3360.3	Semi standard non polar	33892256
3'-O-Methylcatechin,2TBDMS,isomer #6	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	3312.4	Semi standard non polar	33892256
3'-O-Methylcatechin,3TBDMS,isomer #1	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3492.9	Semi standard non polar	33892256
3'-O-Methylcatechin,3TBDMS,isomer #2	CO[C@H]1CC2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3490.7	Semi standard non polar	33892256
3'-O-Methylcatechin,3TBDMS,isomer #3	CO[C@H]1CC2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3479.6	Semi standard non polar	33892256
3'-O-Methylcatechin,3TBDMS,isomer #4	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3499.4	Semi standard non polar	33892256
3'-O-Methylcatechin,4TBDMS,isomer #1	CO[C@H]1CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3648.6	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 - 3'-O-Methylcatechin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-O-Methylcatechin 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 - 3'-O-Methylcatechin 10V, Positive-QTOF	splash10-0a4i-0209000000-d580f9b50e87df7ab059	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-O-Methylcatechin 20V, Positive-QTOF	splash10-0a4i-0749000000-8243e1ef05b05306d481	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-O-Methylcatechin 40V, Positive-QTOF	splash10-022j-0790000000-b88499d61fc5d24a6e1c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-O-Methylcatechin 10V, Negative-QTOF	splash10-0udi-0009000000-04ccc09c7865adc86051	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-O-Methylcatechin 20V, Negative-QTOF	splash10-0fmr-0692000000-5433f783a89fb1b5effa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-O-Methylcatechin 40V, Negative-QTOF	splash10-00g0-2930000000-98942567bbe26ccc8740	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 770	15788107	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

FDB021479

KNApSAcK ID

C00062608

Chemspider ID

8555738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10380295

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

Showing metabocard for 3'-O-Methylcatechin (HMDB0041507)

MOL for HMDB0041507 (3'-O-Methylcatechin)

3D MOL for HMDB0041507 (3'-O-Methylcatechin)

3D SDF for HMDB0041507 (3'-O-Methylcatechin)

3D-SDF for HMDB0041507 (3'-O-Methylcatechin)

PDB for HMDB0041507 (3'-O-Methylcatechin)

3D PDB for HMDB0041507 (3'-O-Methylcatechin)

SMILES for HMDB0041507 (3'-O-Methylcatechin)

INCHI for HMDB0041507 (3'-O-Methylcatechin)

Structure for HMDB0041507 (3'-O-Methylcatechin)

3D Structure for HMDB0041507 (3'-O-Methylcatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra