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 17:37:32 UTC

Update Date

2022-03-07 02:52:35 UTC

HMDB ID

HMDB0030545

Secondary Accession Numbers

HMDB30545

Metabolite Identification

Common Name

5-Hydroxy-7,8-dimethoxyflavonol

Description

5-Hydroxy-7,8-dimethoxyflavonol, also known as gnaphaliin b, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 5-hydroxy-7,8-dimethoxyflavonol is considered to be a flavonoid. Based on a literature review very few articles have been published on 5-Hydroxy-7,8-dimethoxyflavonol.

Structure

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

HMDB0030545
     RDKit          3D
5-Hydroxy-7,8-dimethoxyflavonol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4329   -1.0067    0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.2326    0.7680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5666    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596    0.2766   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    0.9775   -1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    1.8002   -2.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515    0.7918   -1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    1.4541   -1.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    2.2414   -2.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678    1.2397   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901    1.8891   -2.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985    0.3878   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.0939   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    0.6103   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285    0.2633    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6159    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.1510    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.7972    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -0.2252    0.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.0689   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.7536    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709   -1.5855    1.4991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2277   -1.2138    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1728   -1.4814    1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5294   -1.3512   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    0.0973    0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3783    0.4398   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3452    2.3739   -3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923    2.5146   -2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352    1.3024   -1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1466    0.6832   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012   -0.8686    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -1.8518    2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2591    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -0.1735    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356   -1.3258    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.9086    3.5345 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END


  Mrv0541 05061305202D          

 23 25  0  0  0  0            999 V2000
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    3.5724    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  2  0  0  0  0
 17 12  2  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  1  0  0  0  0
 21  1  1  0  0  0  0
 21 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22 16  1  0  0  0  0
 23 15  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030545

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-21-11-8-10(18)12-13(19)14(20)15(9-6-4-3-5-7-9)23-17(12)16(11)22-2/h3-8,18,20H,1-2H3

> <INCHI_KEY>
CILMBWBPHLLNEH-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.405022959607198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-7,8-dimethoxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.7516528976666663

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.579439367389638

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.509174003785413

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8970635604525663

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
83.8459

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030545
     RDKit          3D
5-Hydroxy-7,8-dimethoxyflavonol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4329   -1.0067    0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.2326    0.7680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5666    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596    0.2766   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    0.9775   -1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    1.8002   -2.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515    0.7918   -1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    1.4541   -1.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    2.2414   -2.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678    1.2397   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901    1.8891   -2.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985    0.3878   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.0939   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    0.6103   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285    0.2633    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6159    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.1510    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.7972    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -0.2252    0.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.0689   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.7536    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709   -1.5855    1.4991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2277   -1.2138    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1728   -1.4814    1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5294   -1.3512   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    0.0973    0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3783    0.4398   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3452    2.3739   -3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923    2.5146   -2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352    1.3024   -1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1466    0.6832   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012   -0.8686    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -1.8518    2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2591    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -0.1735    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356   -1.3258    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.9086    3.5345 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  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      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8   10   11                                                       
CONECT    9    6    7   15                                                  
CONECT   10    8   12   18                                                  
CONECT   11    8   16   21                                                  
CONECT   12   10   13   17                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   20                                                  
CONECT   15    9   14   23                                                  
CONECT   16   11   17   22                                                  
CONECT   17   12   16   23                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    1   11                                                       
CONECT   22    2   16                                                       
CONECT   23   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0030545
HETATM    1  C1  UNL     1      -5.433  -1.007   0.349  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.104  -1.233   0.768  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.062  -0.567   0.094  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.360   0.277  -0.943  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.372   0.978  -1.664  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.740   1.800  -2.685  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.051   0.792  -1.292  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.060   1.454  -1.967  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.243   2.241  -2.925  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.268   1.240  -1.561  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.290   1.889  -2.217  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.499   0.388  -0.521  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.835   0.094  -0.019  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.986   0.610  -0.500  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.228   0.263   0.053  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.332  -0.616   1.109  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.164  -1.151   1.610  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.966  -0.797   1.053  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.482  -0.225   0.092  1.00  0.00           O  
HETATM   20  C15 UNL     1      -0.764  -0.069  -0.236  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.754  -0.754   0.466  1.00  0.00           C  
HETATM   22  O6  UNL     1      -1.371  -1.585   1.499  1.00  0.00           O  
HETATM   23  C17 UNL     1      -1.228  -1.214   2.833  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.173  -1.481   1.007  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.529  -1.351  -0.702  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.580   0.097   0.357  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.378   0.440  -1.253  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.345   2.374  -3.322  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.092   2.515  -2.984  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.035   1.302  -1.316  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.147   0.683  -0.340  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.301  -0.869   1.519  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.226  -1.852   2.449  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.087  -1.259   1.501  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.491  -0.174   3.061  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.136  -1.326   3.090  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.766  -1.909   3.534  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    6   28
CONECT    7    8   20
CONECT    8    9    9   10
CONECT   10   11   12   12
CONECT   11   29
CONECT   12   13   19
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20
CONECT   20   21   21
CONECT   21   22
CONECT   22   23
CONECT   23   35   36   37
END

HMDB0030545
     RDKit          3D
5-Hydroxy-7,8-dimethoxyflavonol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.4329   -1.0067    0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1038   -1.2326    0.7680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5666    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596    0.2766   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    0.9775   -1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403    1.8002   -2.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515    0.7918   -1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    1.4541   -1.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    2.2414   -2.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678    1.2397   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901    1.8891   -2.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985    0.3878   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.0939   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    0.6103   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285    0.2633    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6159    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.1510    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.7972    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -0.2252    0.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.0689   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.7536    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709   -1.5855    1.4991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2277   -1.2138    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1728   -1.4814    1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5294   -1.3512   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    0.0973    0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3783    0.4398   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3452    2.3739   -3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923    2.5146   -2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0352    1.3024   -1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1466    0.6832   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012   -0.8686    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -1.8518    2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2591    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -0.1735    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356   -1.3258    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.9086    3.5345 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 18 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Dihydroxy-7,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one	HMDB
3,5-Dihydroxy-7,8-dimethoxy-2-phenyl-chromen-4-one	HMDB
3,5-Dihydroxy-7,8-dimethoxyflavone	HMDB
Gnaphaliin b	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

3,5-dihydroxy-7,8-dimethoxy-2-phenyl-4H-chromen-4-one

Traditional Name

3,5-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one

CAS Registry Number

22399-73-1

SMILES

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

InChI Identifier

InChI=1S/C17H14O6/c1-21-11-8-10(18)12-13(19)14(20)15(9-6-4-3-5-7-9)23-17(12)16(11)22-2/h3-8,18,20H,1-2H3

InChI Key

CILMBWBPHLLNEH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
3-hydroxyflavone
8-methoxyflavonoid-skeleton
3-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113094 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030545)

Cellular substructure

Membrane (HMDB: HMDB0030545)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030545)

Source

Endogenous

Endogenous (HMDB: HMDB0030545)

Plant

Plant (HMDB: HMDB0030545)

Exogenous

Food

Food (HMDB: HMDB0030545)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	204 - 205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	89.93 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.086 g/L	ALOGPS
logP	2.57	ALOGPS
logP	2.75	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.51	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.85 m³·mol⁻¹	ChemAxon
Polarizability	31.41 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]+	173.294	31661259
DarkChem	[M-H]-	173.897	31661259
DeepCCS	[M+H]+	174.455	30932474
DeepCCS	[M-H]-	172.014	30932474
DeepCCS	[M-2H]-	206.388	30932474
DeepCCS	[M+Na]+	182.412	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.1	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	172.2	32859911
AllCCS	[M+HCOO]-	171.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-7,8-dimethoxyflavonol	COC1=C(OC)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC=CC=C1	4081.8	Standard polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol	COC1=C(OC)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC=CC=C1	2743.2	Standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol	COC1=C(OC)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC=CC=C1	2869.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-7,8-dimethoxyflavonol,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC=CC=C3)OC2=C1OC	2929.2	Semi standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol,1TMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC=CC=C3)OC2=C1OC	2852.6	Semi standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC=CC=C3)OC2=C1OC	2853.0	Semi standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC=CC=C3)OC2=C1OC	3167.6	Semi standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC=CC=C3)OC2=C1OC	3099.8	Semi standard non polar	33892256
5-Hydroxy-7,8-dimethoxyflavonol,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC=CC=C3)OC2=C1OC	3294.6	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 - 5-Hydroxy-7,8-dimethoxyflavonol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001s-1490000000-1f179e6c84ce6d463c3f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol GC-MS (2 TMS) - 70eV, Positive	splash10-0006-3435900000-2dd558e04e66fa916ade	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 10V, Positive-QTOF	splash10-014i-0029000000-cde69a1055b07ab93050	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 20V, Positive-QTOF	splash10-014i-0059000000-4b55c0d1a4aed58c53c2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 40V, Positive-QTOF	splash10-0a4i-2950000000-16418d3b71cc0f9e9462	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 10V, Negative-QTOF	splash10-03di-0009000000-64951d820e902ac849d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 20V, Negative-QTOF	splash10-03di-0189000000-893b6b163fb7b0b971da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 40V, Negative-QTOF	splash10-00vm-3790000000-3e5b586ff20ef5c1ffd6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 20V, Positive-QTOF	splash10-014i-0009000000-7e4c8cadd2216a9c4693	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 40V, Positive-QTOF	splash10-00kb-2913000000-367d47607c2a0771a63d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 10V, Negative-QTOF	splash10-03di-0009000000-9ce29a257648c8c7a923	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 20V, Negative-QTOF	splash10-03di-0329000000-0d78579ff4c33000c532	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-7,8-dimethoxyflavonol 40V, Negative-QTOF	splash10-00wa-4921000000-6edae48ab0547b6922d7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002419

KNApSAcK ID

C00004557

Chemspider ID

4590716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5491798

PDB ID

Not Available

ChEBI ID

664034

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1820891

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Hydroxy-7,8-dimethoxyflavonol (HMDB0030545)

MOL for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

3D MOL for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

3D SDF for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

3D-SDF for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

PDB for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

3D PDB for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

SMILES for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

INCHI for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

Structure for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

3D Structure for HMDB0030545 (5-Hydroxy-7,8-dimethoxyflavonol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra