Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:37 UTC

Update Date

2022-03-07 02:52:40 UTC

HMDB ID

HMDB0030717

Secondary Accession Numbers

HMDB30717

Metabolite Identification

Common Name

(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan

Description

(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan has been detected, but not quantified in, a few different foods, such as common beans (Phaseolus vulgaris), green beans (Phaseolus vulgaris), and yellow wax beans (Phaseolus vulgaris). This could make (R)-3',7-dihydroxy-2',4'-dimethoxyisoflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan.

Structure

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

HMDB0030717
     RDKit          3D
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.9968    1.1815   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    0.7502   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    0.4202   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492    0.4679   -1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    0.1104   -1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.3215   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -0.5065   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -1.6945   -1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2229   -2.1280   -0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.0930   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -1.2011   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -0.1179   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1546   -1.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0240   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.1330    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249    0.0344    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.0469    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -0.3704    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -0.7686    1.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.0644    2.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013   -0.0055    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.0423    1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447    0.9883   -2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    2.2865   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0004    0.7154   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842    0.7868   -2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793    0.1781   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    0.3633   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -2.5146   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -1.4943   -2.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015   -2.1274   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361   -0.4963   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5134    1.8682    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    2.0153    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -0.7521    1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.9665    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181    0.2370    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5593    1.0642    2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755   -0.4593    3.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.3612    2.6843 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
M  END


  Mrv0541 02241208022D          

 22 24  0  0  0  0            999 V2000
   -2.1445   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4021   -0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0620   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045    1.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4021    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4021   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8870   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 19  1  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  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030717

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O5/c1-20-14-6-5-13(17(21-2)16(14)19)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3

> <INCHI_KEY>
NUNFZNIXYWTZMW-UHFFFAOYSA-N

> <FORMULA>
C17H18O5

> <MOLECULAR_WEIGHT>
302.3218

> <EXACT_MASS>
302.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.735353635999903

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.8763353459999994

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.932811730625065

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.249227754479632

> <JCHEM_PKA_STRONGEST_BASIC>
-4.408625702418465

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
81.8866

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030717
     RDKit          3D
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.9968    1.1815   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    0.7502   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    0.4202   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492    0.4679   -1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    0.1104   -1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.3215   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -0.5065   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -1.6945   -1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2229   -2.1280   -0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.0930   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -1.2011   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -0.1179   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1546   -1.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0240   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.1330    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249    0.0344    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.0469    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -0.3704    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -0.7686    1.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.0644    2.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013   -0.0055    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.0423    1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447    0.9883   -2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    2.2865   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0004    0.7154   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842    0.7868   -2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793    0.1781   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    0.3633   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -2.5146   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -1.4943   -2.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015   -2.1274   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361   -0.4963   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5134    1.8682    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    2.0153    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -0.7521    1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.9665    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181    0.2370    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5593    1.0642    2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755   -0.4593    3.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.3612    2.6843 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  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      -4.003  -2.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.771  -1.539   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.771  -0.001   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.385   0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.001  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.001  -1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.385  -2.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.385  -3.849   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.771  -4.619   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.003  -3.849   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.389  -4.619   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.617  -1.539   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.849  -2.309   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.235   4.619   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.235   3.079   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.003   2.309   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.617   3.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.231   2.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.231   0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.617  -0.001   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.003   0.769   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.389  -0.001   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    9   11                                                  
CONECT   11   10                                                            
CONECT   12   13   20                                                       
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19    5   18   20                                                  
CONECT   20   12   19   21                                                  
CONECT   21   16   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0030717
HETATM    1  C1  UNL     1      -5.997   1.181  -1.291  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.043   0.750  -0.430  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.736   0.420  -0.486  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.949   0.468  -1.619  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.636   0.110  -1.573  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.001  -0.321  -0.382  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.441  -0.506  -0.397  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.932  -1.695  -1.199  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.223  -2.128  -0.636  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.179  -1.093  -0.452  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.456  -1.201  -0.900  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.310  -0.118  -0.698  1.00  0.00           C  
HETATM   13  O3  UNL     1       6.609  -0.155  -1.117  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.831   1.024  -0.053  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.515   1.133   0.415  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.725   0.034   0.189  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.294  -0.047   0.716  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.764  -0.370   0.746  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.312  -0.769   1.976  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.845   0.064   2.986  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.101  -0.006   0.680  1.00  0.00           C  
HETATM   22  O5  UNL     1      -3.930  -0.042   1.810  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.845   0.988  -2.401  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.205   2.287  -1.260  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.000   0.715  -0.990  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.384   0.787  -2.568  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.079   0.178  -2.484  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.789   0.363  -1.229  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.179  -2.515  -0.995  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.037  -1.494  -2.274  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.802  -2.127  -1.385  1.00  0.00           H  
HETATM   32  H10 UNL     1       7.336  -0.496  -0.496  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.513   1.868   0.102  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.158   2.015   0.919  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.401  -0.752   1.587  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.008   0.967   1.050  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.718   0.237   3.718  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.559   1.064   2.667  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.075  -0.459   3.639  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.556  -0.361   2.684  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   18
CONECT    7    8   17   28
CONECT    8    9   29   30
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   13   32
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17
CONECT   17   35   36
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   37   38   39
CONECT   21   22
CONECT   22   40
END

HMDB0030717
     RDKit          3D
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.9968    1.1815   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    0.7502   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    0.4202   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492    0.4679   -1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    0.1104   -1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.3215   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -0.5065   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318   -1.6945   -1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2229   -2.1280   -0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.0930   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -1.2011   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -0.1179   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1546   -1.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0240   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    1.1330    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249    0.0344    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.0469    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639   -0.3704    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122   -0.7686    1.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.0644    2.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013   -0.0055    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.0423    1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447    0.9883   -2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    2.2865   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0004    0.7154   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842    0.7868   -2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793    0.1781   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    0.3633   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -2.5146   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -1.4943   -2.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015   -2.1274   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361   -0.4963   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5134    1.8682    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    2.0153    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -0.7521    1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.9665    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181    0.2370    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5593    1.0642    2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755   -0.4593    3.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.3612    2.6843 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-mucronulatol	ChEMBL, HMDB
(+)-Mucronulatol	HMDB
(R)-Mucronulatol	HMDB
3',7-Dihydroxy-2',4'-dimethoxyisoflavan	MeSH, HMDB
Mucronulatol	MeSH

Chemical Formula

C₁₇H₁₈O₅

Average Molecular Weight

302.3218

Monoisotopic Molecular Weight

302.115423686

IUPAC Name

3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

Traditional Name

3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

CAS Registry Number

57128-11-7

SMILES

COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1

InChI Identifier

InChI=1S/C17H18O5/c1-20-14-6-5-13(17(21-2)16(14)19)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3

InChI Key

NUNFZNIXYWTZMW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

3'-hydroxy,4'-methoxyisoflavonoid
2p-methoxyisoflavonoid-skeleton
Isoflavanol
Hydroxyisoflavonoid
Isoflavan
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Chromane
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030717)

Source

Endogenous

Endogenous (HMDB: HMDB0030717)

Exogenous

Exogenous (HMDB: HMDB0030717)

Food

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	147 - 149 °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	0.058 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.88	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.25	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.89 m³·mol⁻¹	ChemAxon
Polarizability	31.74 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]+	170.42	31661259
DarkChem	[M-H]-	170.56	31661259
DeepCCS	[M+H]+	168.643	30932474
DeepCCS	[M-H]-	166.285	30932474
DeepCCS	[M-2H]-	199.953	30932474
DeepCCS	[M+Na]+	175.18	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	175.1	32859911
AllCCS	[M+Na-2H]-	174.7	32859911
AllCCS	[M+HCOO]-	174.4	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.	6.35 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1924 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.96 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1943.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	264.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	174.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	622.7 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	454.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	133.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1150.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	441.8 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	1236.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	337.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.6 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	40.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan	COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1	3853.4	Standard polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan	COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1	2664.4	Standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan	COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1	2905.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(OC)=C1O[Si](C)(C)C	2738.9	Semi standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(OC)=C1O	2695.4	Semi standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,2TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(OC)=C1O[Si](C)(C)C	2630.2	Semi standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(OC)=C1O[Si](C)(C)C(C)(C)C	3005.6	Semi standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TBDMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(OC)=C1O	2958.7	Semi standard non polar	33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,2TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(OC)=C1O[Si](C)(C)C(C)(C)C	3074.2	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 - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0792000000-45287359a30832a00bf4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (2 TMS) - 70eV, Positive	splash10-0089-3223900000-1d8c1817a182ade16a80	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 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 - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Positive-QTOF	splash10-0uk9-0918000000-8fff6673a2556321d6ae	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Positive-QTOF	splash10-00di-0951000000-a5b30f6265793cc88044	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Positive-QTOF	splash10-05fr-1910000000-0a6f205c78f9fb160c3e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Negative-QTOF	splash10-0udi-0319000000-9124c07fc707d1cac393	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Negative-QTOF	splash10-0udi-0974000000-a61ab342c30210b24c47	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Negative-QTOF	splash10-00di-2930000000-5cffb04e464eaa08989a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Positive-QTOF	splash10-0udj-0918000000-2fdcaa21ae60fc2090a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Positive-QTOF	splash10-0f6t-0911000000-403150e58ae5ea81bb1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Positive-QTOF	splash10-00yi-0910000000-3fbd93eeb7de3c410e4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Negative-QTOF	splash10-0udi-0009000000-c1d1ac47665b26293f56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Negative-QTOF	splash10-0ukj-0392000000-ad40b960e43bcabf51b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Negative-QTOF	splash10-000b-1790000000-d1c0755a72db13dbb5bf	2021-09-22	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

FDB002640

KNApSAcK ID

C00009715

Chemspider ID

3682776

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4484949

PDB ID

Not Available

ChEBI ID

605421

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 (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan (HMDB0030717)

MOL for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

3D MOL for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

3D SDF for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

3D-SDF for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

PDB for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

3D PDB for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

SMILES for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

INCHI for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

Structure for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

3D Structure for HMDB0030717 ((R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra