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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:47:42 UTC

Update Date

2022-03-07 02:55:00 UTC

HMDB ID

HMDB0036632

Secondary Accession Numbers

HMDB36632

Metabolite Identification

Common Name

6-Hydroxyluteolin

Description

6-Hydroxyluteolin belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 6-hydroxyluteolin is considered to be a flavonoid. 6-Hydroxyluteolin is found, on average, in the highest concentration within mexican oreganos (Lippia graveolens). 6-Hydroxyluteolin has also been detected, but not quantified in, a few different foods, such as common thymes (Thymus vulgaris), green vegetables, and lemon verbenas (Aloysia triphylla). This could make 6-hydroxyluteolin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 6-Hydroxyluteolin.

Structure

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

HMDB0036632
     RDKit          3D
6-Hydroxyluteolin
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.2926   -3.1217   -0.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -1.8986   -0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397   -1.5090   -0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -0.1813    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    0.2861    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    1.6416    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5356    2.1185    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6008    1.2302    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747    1.7649    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678   -0.1038    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4482   -0.9784    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.5590    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    0.7242    0.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.4291   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.3807    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353    1.0007   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9385    1.9433   -0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -0.3258   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.8011   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -1.2801   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.6340   -0.5358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.9037   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229   -2.2630   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158    2.3007    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    3.1666    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7106    1.1799    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3651   -1.9651    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666   -1.6251   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    2.4205    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8982    1.7007   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220   -0.1727   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035   -2.9653   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 12  5  1  0
 22 14  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
 21 32  1  0
M  END


  Mrv0541 05061309152D          

 22 24  0  0  0  0            999 V2000
   -2.1434    1.2375    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
   -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
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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
    2.1434    1.2375    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
    0.7145    1.2375    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
    2.1434    2.0625    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
   -3.5724   -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
    0.0000    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
    2.8579    2.4750    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  1  1  0  0  0  0
  6  3  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  4  2  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 11  1  0  0  0  0
 22 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036632

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)11-4-9(18)13-12(22-11)5-10(19)14(20)15(13)21/h1-5,16-17,19-21H

> <INCHI_KEY>
VYAKIUWQLHRZGK-UHFFFAOYSA-N

> <FORMULA>
C15H10O7

> <MOLECULAR_WEIGHT>
302.2357

> <EXACT_MASS>
302.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.66922222876231

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.099558490333333

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.637832249485694

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.802642642111855

> <JCHEM_PKA_STRONGEST_BASIC>
-5.367697866974028

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
76.87570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxyluteolin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036632
     RDKit          3D
6-Hydroxyluteolin
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.2926   -3.1217   -0.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -1.8986   -0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397   -1.5090   -0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -0.1813    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    0.2861    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    1.6416    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5356    2.1185    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6008    1.2302    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747    1.7649    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678   -0.1038    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4482   -0.9784    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.5590    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    0.7242    0.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.4291   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.3807    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353    1.0007   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9385    1.9433   -0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -0.3258   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.8011   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -1.2801   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.6340   -0.5358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.9037   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229   -2.2630   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158    2.3007    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    3.1666    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7106    1.1799    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3651   -1.9651    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666   -1.6251   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    2.4205    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8982    1.7007   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220   -0.1727   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035   -2.9653   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 12  5  1  0
 22 14  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
 21 32  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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    6    8                                                       
CONECT    4    9   11                                                       
CONECT    5   10   12                                                       
CONECT    6    1    3   11                                                  
CONECT    7    2    8   16                                                  
CONECT    8    3    7   17                                                  
CONECT    9    4   13   18                                                  
CONECT   10    5   14   19                                                  
CONECT   11    4    6   22                                                  
CONECT   12    5   13   22                                                  
CONECT   13    9   12   15                                                  
CONECT   14   10   15   20                                                  
CONECT   15   13   14   21                                                  
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0036632
HETATM    1  O1  UNL     1       1.293  -3.122  -0.469  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.991  -1.899  -0.295  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.340  -1.509  -0.169  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.605  -0.181   0.017  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.981   0.286   0.155  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.253   1.642   0.346  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.536   2.118   0.480  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.601   1.230   0.425  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.875   1.765   0.566  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.368  -0.104   0.240  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.448  -0.978   0.188  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.059  -0.559   0.107  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.347   0.724   0.080  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.606   0.429  -0.029  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.598   1.381   0.037  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.935   1.001  -0.087  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.938   1.943  -0.023  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.257  -0.326  -0.277  1.00  0.00           C  
HETATM   19  O6  UNL     1       5.552  -0.801  -0.411  1.00  0.00           O  
HETATM   20  C14 UNL     1       3.254  -1.280  -0.343  1.00  0.00           C  
HETATM   21  O7  UNL     1       3.574  -2.634  -0.536  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.941  -0.904  -0.220  1.00  0.00           C  
HETATM   23  H1  UNL     1      -1.123  -2.263  -0.222  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.416   2.301   0.383  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.725   3.167   0.626  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.711   1.180   0.538  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.365  -1.965   0.056  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.967  -1.625  -0.035  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.360   2.421   0.185  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.898   1.701  -0.108  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.322  -0.173  -0.374  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.504  -2.965  -0.631  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4    4   23
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26
CONECT   10   11   12   12
CONECT   11   27
CONECT   12   28
CONECT   13   14
CONECT   14   15   15   22
CONECT   15   16   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   19   20
CONECT   19   31
CONECT   20   21   22   22
CONECT   21   32
END

HMDB0036632
     RDKit          3D
6-Hydroxyluteolin
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.2926   -3.1217   -0.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -1.8986   -0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397   -1.5090   -0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -0.1813    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    0.2861    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    1.6416    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5356    2.1185    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6008    1.2302    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747    1.7649    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678   -0.1038    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4482   -0.9784    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.5590    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    0.7242    0.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.4291   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.3807    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353    1.0007   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9385    1.9433   -0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -0.3258   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.8011   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -1.2801   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.6340   -0.5358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.9037   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229   -2.2630   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158    2.3007    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    3.1666    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7106    1.1799    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3651   -1.9651    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666   -1.6251   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    2.4205    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8982    1.7007   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220   -0.1727   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035   -2.9653   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 12  5  1  0
 22 14  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
 21 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one	ChEBI
3',4',5,6,7-Pentahydroxyflavone	ChEBI
5,6,7,3',4'-Pentahydroxyflavone	ChEBI
2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one	HMDB
6-OH-Luteolin	HMDB, MeSH

Chemical Formula

C₁₅H₁₀O₇

Average Molecular Weight

302.2357

Monoisotopic Molecular Weight

302.042652674

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one

Traditional Name

6-hydroxyluteolin

CAS Registry Number

18003-33-3

SMILES

OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)11-4-9(18)13-12(22-11)5-10(19)14(20)15(13)21/h1-5,16-17,19-21H

InChI Key

VYAKIUWQLHRZGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
6-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pentahydroxyflavone (CHEBI:2197 )
flavones (C10072 )
Flavones and Flavonols (C10072 )
Flavones and Flavonols (LMPK12111229 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	284 °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	0.19 g/L	ALOGPS
logP	2.36	ALOGPS
logP	2.1	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.8	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.88 m³·mol⁻¹	ChemAxon
Polarizability	28.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.584	30932474
DeepCCS	[M-H]-	166.226	30932474
DeepCCS	[M-2H]-	200.151	30932474
DeepCCS	[M+Na]+	175.378	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	171.7	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	166.4	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyluteolin	OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1	5203.3	Standard polar	33892256
6-Hydroxyluteolin	OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1	3266.5	Standard non polar	33892256
6-Hydroxyluteolin	OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1	3223.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyluteolin,1TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3454.0	Semi standard non polar	33892256
6-Hydroxyluteolin,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C(O)=CC2=C1C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3412.5	Semi standard non polar	33892256
6-Hydroxyluteolin,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O	3370.3	Semi standard non polar	33892256
6-Hydroxyluteolin,1TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)=CC=C1O	3480.5	Semi standard non polar	33892256
6-Hydroxyluteolin,1TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)C=C1O	3499.6	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C=C3O2)C=C1O	3438.2	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #10	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)C=C1O[Si](C)(C)C	3309.6	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C=C3O2)=CC=C1O	3408.4	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3336.4	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C(O)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3284.8	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3252.2	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C=C3O2)C=C1O	3346.7	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #7	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C=C3O2)=CC=C1O	3323.5	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #8	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C=C3O2)C=C1O	3461.3	Semi standard non polar	33892256
6-Hydroxyluteolin,2TMS,isomer #9	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C=C3O2)=CC=C1O	3434.3	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C=C3O2)C=C1O	3332.0	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #10	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O)C=C3O2)C=C1O[Si](C)(C)C	3289.7	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=C1O	3331.1	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3221.9	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C=C3O2)=CC=C1O	3298.1	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #5	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)=CC=C1O	3306.2	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3179.5	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C=C3O2)C=C1O	3291.5	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #8	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C=C3O2)=CC=C1O	3262.5	Semi standard non polar	33892256
6-Hydroxyluteolin,3TMS,isomer #9	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O)C=C3O2)C=C1O[Si](C)(C)C	3165.6	Semi standard non polar	33892256
6-Hydroxyluteolin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=C1O	3269.6	Semi standard non polar	33892256
6-Hydroxyluteolin,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3245.6	Semi standard non polar	33892256
6-Hydroxyluteolin,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3257.0	Semi standard non polar	33892256
6-Hydroxyluteolin,4TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)=CC=C1O	3241.9	Semi standard non polar	33892256
6-Hydroxyluteolin,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C=C3O2)C=C1O[Si](C)(C)C	3220.3	Semi standard non polar	33892256
6-Hydroxyluteolin,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3260.2	Semi standard non polar	33892256
6-Hydroxyluteolin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3743.0	Semi standard non polar	33892256
6-Hydroxyluteolin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C(O)=CC2=C1C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3707.7	Semi standard non polar	33892256
6-Hydroxyluteolin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O	3635.8	Semi standard non polar	33892256
6-Hydroxyluteolin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)=CC=C1O	3751.8	Semi standard non polar	33892256
6-Hydroxyluteolin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)C=C1O	3771.3	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	4027.5	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3923.9	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC=C1O	3992.9	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3928.1	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3843.7	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	3850.6	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C=C3O2)C=C1O	3930.4	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C=C3O2)=CC=C1O	3891.1	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=C1O	3920.6	Semi standard non polar	33892256
6-Hydroxyluteolin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)=CC=C1O	3911.1	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	4144.2	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4070.8	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	4115.7	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4056.9	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC=C1O	4102.3	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC=C1O	4073.3	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C(=O)C=C(C1=CC=C(O)C(O)=C1)O2	3982.9	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=C1O	4089.6	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)=CC=C1O	4041.9	Semi standard non polar	33892256
6-Hydroxyluteolin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3972.9	Semi standard non polar	33892256
6-Hydroxyluteolin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	4229.8	Semi standard non polar	33892256
6-Hydroxyluteolin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4191.3	Semi standard non polar	33892256
6-Hydroxyluteolin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4226.2	Semi standard non polar	33892256
6-Hydroxyluteolin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC=C1O	4180.3	Semi standard non polar	33892256
6-Hydroxyluteolin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4148.3	Semi standard non polar	33892256
6-Hydroxyluteolin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	4309.4	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 - 6-Hydroxyluteolin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0590000000-5c4ce3145edbe606eb36	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyluteolin GC-MS (5 TMS) - 70eV, Positive	splash10-00kb-3601498000-0df82f4f2bd531b86b30	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyluteolin 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 - 6-Hydroxyluteolin 10V, Positive-QTOF	splash10-0udi-0029000000-fa0dde92bf21c90837d8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 20V, Positive-QTOF	splash10-0udi-0398000000-76f5cd48c1a3243242a6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 40V, Positive-QTOF	splash10-0zi9-2950000000-3f3461a6eb81aaa54019	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 10V, Negative-QTOF	splash10-0udi-0019000000-0a2c4e44ab43a09e3c24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 20V, Negative-QTOF	splash10-0udi-0269000000-35fe66a840935c38d5dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 40V, Negative-QTOF	splash10-00xr-5940000000-14e771feddad0eca4284	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 10V, Positive-QTOF	splash10-0udi-0009000000-83a0d85bdd6b793b4e43	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 20V, Positive-QTOF	splash10-0udi-0009000000-83a0d85bdd6b793b4e43	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 40V, Positive-QTOF	splash10-0gbi-0914000000-8dc04964516d869050d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 10V, Negative-QTOF	splash10-0udi-0009000000-ae5c9858799a15f18420	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 20V, Negative-QTOF	splash10-0udi-0009000000-d3df4441428d8e4390d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 40V, Negative-QTOF	splash10-0fvi-0921000000-f84b51fd093b59595aed	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281642

PDB ID

Not Available

ChEBI ID

2197

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. 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

6-Hydroxyluteolin → 3,4,5-trihydroxy-6-[2-hydroxy-4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxane-2-carboxylic acid	details
6-Hydroxyluteolin → 3,4,5-trihydroxy-6-[2-hydroxy-5-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxane-2-carboxylic acid	details
6-Hydroxyluteolin → 6-{[2-(3,4-dihydroxyphenyl)-6,7-dihydroxy-4-oxo-4H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
6-Hydroxyluteolin → 6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
6-Hydroxyluteolin → 6-{[2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

2. 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

6-Hydroxyluteolin → [2-hydroxy-5-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl]oxidanesulfonic acid	details

Showing metabocard for 6-Hydroxyluteolin (HMDB0036632)

MOL for HMDB0036632 (6-Hydroxyluteolin)

3D MOL for HMDB0036632 (6-Hydroxyluteolin)

3D SDF for HMDB0036632 (6-Hydroxyluteolin)

3D-SDF for HMDB0036632 (6-Hydroxyluteolin)

PDB for HMDB0036632 (6-Hydroxyluteolin)

3D PDB for HMDB0036632 (6-Hydroxyluteolin)

SMILES for HMDB0036632 (6-Hydroxyluteolin)

INCHI for HMDB0036632 (6-Hydroxyluteolin)

Structure for HMDB0036632 (6-Hydroxyluteolin)

3D Structure for HMDB0036632 (6-Hydroxyluteolin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions