Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:00:48 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033298

Secondary Accession Numbers

HMDB33298

Metabolite Identification

Common Name

3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone

Description

3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position. 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone has been detected, but not quantified in, herbs and spices. This could make 3-(3,4-dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone.

Structure

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

HMDB0033298
     RDKit          3D
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -5.0369   -1.8132   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -1.5590   -0.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266   -0.2478   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.8328   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.1184   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    3.2257   -0.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    2.3011    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2266    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570   -0.0270    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641   -1.1562    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6446   -2.3080    0.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732   -0.8812    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -0.6617   -0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152   -0.3885   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.9015   -0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    1.2233   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1013    0.1900   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    0.4589    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093   -1.1237   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -2.1310   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527   -1.3993   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.3236    1.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    1.4073    0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3007   -2.8721   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462   -1.2693   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -1.4088   -2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1673    0.6697   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    3.6818   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    3.3224    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -1.7786    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.2155   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -1.5510   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.7061   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.2568   -0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7696    1.4310    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342   -3.0884   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -2.4248   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052    0.0410    2.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.5562    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 12 22  1  0
 22 23  1  0
  9  3  1  0
 21 14  1  0
 23  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 22 39  1  0
M  END


  Mrv0541 05061307022D          

 23 25  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    4.2868    2.4750    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
    0.7145    2.0625    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
    3.5724    1.2375    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    2.0625    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
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    2.1434    2.0625    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  9  2  1  0  0  0  0
  9  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  3  1  0  0  0  0
 13  5  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22  1  1  0  0  0  0
 22 14  1  0  0  0  0
 23  8  1  0  0  0  0
 23 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033298

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)C(CC3=CC(O)=C(O)C=C3)COC2=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O6/c1-22-14-6-11(18)7-15-16(14)17(21)10(8-23-15)4-9-2-3-12(19)13(20)5-9/h2-3,5-7,10,18-20H,4,8H2,1H3

> <INCHI_KEY>
MEVZQUMOUGNZRF-UHFFFAOYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.3053

> <EXACT_MASS>
316.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.068310586770423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(3,4-dihydroxyphenyl)methyl]-7-hydroxy-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.3645555133333334

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.303718544231238

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.840985458883671

> <JCHEM_PKA_STRONGEST_BASIC>
-4.603846923981583

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
82.7407

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3,4-dihydroxyphenyl)methyl]-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033298
     RDKit          3D
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -5.0369   -1.8132   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -1.5590   -0.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266   -0.2478   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.8328   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.1184   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    3.2257   -0.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    2.3011    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2266    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570   -0.0270    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641   -1.1562    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6446   -2.3080    0.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732   -0.8812    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -0.6617   -0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152   -0.3885   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.9015   -0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    1.2233   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1013    0.1900   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    0.4589    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093   -1.1237   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -2.1310   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527   -1.3993   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.3236    1.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    1.4073    0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3007   -2.8721   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462   -1.2693   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -1.4088   -2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1673    0.6697   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    3.6818   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    3.3224    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -1.7786    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.2155   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -1.5510   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.7061   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.2568   -0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7696    1.4310    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342   -3.0884   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -2.4248   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052    0.0410    2.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.5562    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 12 22  1  0
 22 23  1  0
  9  3  1  0
 21 14  1  0
 23  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 22 39  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   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   6.930   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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   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       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2    3    9                                                       
CONECT    3    2   12                                                       
CONECT    4    9   10                                                       
CONECT    5    9   13                                                       
CONECT    6   11   14                                                       
CONECT    7   11   15                                                       
CONECT    8   10   23                                                       
CONECT    9    2    4    5                                                  
CONECT   10    4    8   17                                                  
CONECT   11    6    7   18                                                  
CONECT   12    3   13   19                                                  
CONECT   13    5   12   20                                                  
CONECT   14    6   16   22                                                  
CONECT   15    7   16   23                                                  
CONECT   16   14   15   17                                                  
CONECT   17   10   16   21                                                  
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   17                                                            
CONECT   22    1   14                                                       
CONECT   23    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0033298
HETATM    1  C1  UNL     1      -5.037  -1.813  -1.061  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.714  -1.559  -0.572  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.327  -0.248  -0.333  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.151   0.833  -0.541  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.691   2.118  -0.277  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.527   3.226  -0.488  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.400   2.301   0.195  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.555   1.227   0.411  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.057  -0.027   0.135  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.164  -1.156   0.364  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.645  -2.308   0.332  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.273  -0.881   0.625  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.989  -0.662  -0.677  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.415  -0.389  -0.492  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.858   0.901  -0.350  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.191   1.223  -0.171  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.101   0.190  -0.136  1.00  0.00           C  
HETATM   18  O4  UNL     1       6.470   0.459   0.044  1.00  0.00           O  
HETATM   19  C15 UNL     1       4.709  -1.124  -0.273  1.00  0.00           C  
HETATM   20  O5  UNL     1       5.649  -2.131  -0.233  1.00  0.00           O  
HETATM   21  C16 UNL     1       3.353  -1.399  -0.452  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.368   0.324   1.536  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.264   1.407   0.883  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.301  -2.872  -0.981  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.746  -1.269  -0.371  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.200  -1.409  -2.061  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.167   0.670  -0.914  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.529   3.682  -1.391  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.048   3.322   0.400  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.744  -1.779   1.088  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.534   0.216  -1.220  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.854  -1.551  -1.303  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.144   1.706  -0.380  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.525   2.257  -0.060  1.00  0.00           H  
HETATM   35  H12 UNL     1       6.770   1.431   0.147  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.334  -3.088  -0.336  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.036  -2.425  -0.560  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.205   0.041   2.468  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.409   0.556   1.813  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    6   28
CONECT    7    8   29
CONECT    8    9    9   23
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   22   30
CONECT   13   14   31   32
CONECT   14   15   15   21
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   18   19
CONECT   18   35
CONECT   19   20   21   21
CONECT   20   36
CONECT   21   37
CONECT   22   23   38   39
END

HMDB0033298
     RDKit          3D
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone
 39 41  0  0  0  0  0  0  0  0999 V2000
   -5.0369   -1.8132   -1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -1.5590   -0.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266   -0.2478   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.8328   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.1184   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    3.2257   -0.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    2.3011    0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2266    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570   -0.0270    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641   -1.1562    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6446   -2.3080    0.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732   -0.8812    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -0.6617   -0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152   -0.3885   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.9015   -0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    1.2233   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1013    0.1900   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701    0.4589    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093   -1.1237   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -2.1310   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527   -1.3993   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.3236    1.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    1.4073    0.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3007   -2.8721   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462   -1.2693   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -1.4088   -2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1673    0.6697   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288    3.6818   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    3.3224    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -1.7786    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.2155   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -1.5510   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.7061   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.2568   -0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7696    1.4310    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342   -3.0884   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -2.4248   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052    0.0410    2.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.5562    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 12 22  1  0
 22 23  1  0
  9  3  1  0
 21 14  1  0
 23  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₆

Average Molecular Weight

316.3053

Monoisotopic Molecular Weight

316.094688244

IUPAC Name

3-[(3,4-dihydroxyphenyl)methyl]-7-hydroxy-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3-[(3,4-dihydroxyphenyl)methyl]-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

107585-72-8

SMILES

COC1=C2C(=O)C(CC3=CC(O)=C(O)C=C3)COC2=CC(O)=C1

InChI Identifier

InChI=1S/C17H16O6/c1-22-14-6-11(18)7-15-16(14)17(21)10(8-23-15)4-9-2-3-12(19)13(20)5-9/h2-3,5-7,10,18-20H,4,8H2,1H3

InChI Key

MEVZQUMOUGNZRF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavans

Direct Parent

Homoisoflavanones

Alternative Parents

Substituents

Homoisoflavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Catechol
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033298)
Cell membrane (HMDB: HMDB0033298)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033298)

Source

Exogenous

Exogenous (HMDB: HMDB0033298)

Food

Food (HMDB: HMDB0033298)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033298)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033298)

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	0.072 g/L	ALOGPS
logP	2.67	ALOGPS
logP	2.36	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.74 m³·mol⁻¹	ChemAxon
Polarizability	31.07 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]+	175.503	31661259
DarkChem	[M-H]-	173.802	31661259
DeepCCS	[M+H]+	181.647	30932474
DeepCCS	[M-H]-	179.289	30932474
DeepCCS	[M-2H]-	213.268	30932474
DeepCCS	[M+Na]+	188.495	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.4	32859911
AllCCS	[M+Na]+	178.3	32859911
AllCCS	[M-H]-	175.4	32859911
AllCCS	[M+Na-2H]-	175.0	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.19 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2227 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1790.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	222.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	131.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	148.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	110.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	545.7 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	443.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	129.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	884.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.4 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	1274.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	348.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	263.8 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	172.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone	COC1=C2C(=O)C(CC3=CC(O)=C(O)C=C3)COC2=CC(O)=C1	4265.4	Standard polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone	COC1=C2C(=O)C(CC3=CC(O)=C(O)C=C3)COC2=CC(O)=C1	3096.3	Standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone	COC1=C2C(=O)C(CC3=CC(O)=C(O)C=C3)COC2=CC(O)=C1	3165.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TMS,isomer #1	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C)=C1)CO2	2968.8	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O)=C1)CO2	2987.9	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O)C(O)=C1)CO2	2970.9	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C)=C1)CO2	2917.7	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)CO2	2920.1	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O)=C1)CO2	2946.1	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)CO2	2909.6	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TBDMS,isomer #1	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)CO2	3237.3	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TBDMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)CO2	3255.4	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,1TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O)C(O)=C1)CO2	3229.7	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)CO2	3414.1	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TBDMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)CO2	3442.4	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,2TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)CO2	3454.1	Semi standard non polar	33892256
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)CO2	3607.6	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-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0941000000-850c594f9bf99a35d54c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone GC-MS (3 TMS) - 70eV, Positive	splash10-014i-1040490000-a1229ba074c8e04b4cb6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 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-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 10V, Positive-QTOF	splash10-014i-0839000000-ed57d8b393ca6a32f663	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 20V, Positive-QTOF	splash10-014i-0921000000-5fa3f1e5d1263c6b8bbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 40V, Positive-QTOF	splash10-0lka-3900000000-c6ad2ebf5e46f50e9730	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 10V, Negative-QTOF	splash10-014i-0419000000-ef6523fdefac5575690c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 20V, Negative-QTOF	splash10-014i-0944000000-a5b4be8f81c08a1d715a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 40V, Negative-QTOF	splash10-00rb-1940000000-e449a84790154730b126	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 10V, Positive-QTOF	splash10-014i-0009000000-9d41b4964537964e8e8b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 20V, Positive-QTOF	splash10-066r-0975000000-491d9df6a87671539e9a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 40V, Positive-QTOF	splash10-0a4i-1940000000-bf21a3d82689fe98b243	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 10V, Negative-QTOF	splash10-014i-0009000000-a5811c0f9e3fc0f9d174	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 20V, Negative-QTOF	splash10-014i-0769000000-d2ed2c4113de73c11c28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone 40V, Negative-QTOF	splash10-03di-2794000000-b0b413f2dcff21973bd0	2021-09-23	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

FDB011322

KNApSAcK ID

C00053926

Chemspider ID

10289996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21676257

PDB ID

Not Available

ChEBI ID

175052

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.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone → 7-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone → 6-({3-[(3,4-dihydroxyphenyl)methyl]-5-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone → 3,4,5-trihydroxy-6-{2-hydroxy-4-[(7-hydroxy-5-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)methyl]phenoxy}oxane-2-carboxylic acid	details
3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone → 3,4,5-trihydroxy-6-{2-hydroxy-5-[(7-hydroxy-5-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)methyl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone → {2-hydroxy-5-[(7-hydroxy-5-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)methyl]phenyl}oxidanesulfonic acid	details

Showing metabocard for 3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone (HMDB0033298)

MOL for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

3D MOL for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

3D SDF for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

3D-SDF for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

PDB for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

3D PDB for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

SMILES for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

INCHI for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

Structure for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

3D Structure for HMDB0033298 (3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxy-4-chromanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions