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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:08:41 UTC

Update Date

2021-09-23 03:08:42 UTC

HMDB ID

HMDB0301862

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetramethoxyluteolin

Description

Tetramethoxyluteolin, also known as 3'4'57-tetramethoxyflavone or 3',4',5,7-tetramethyl-luteolin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, tetramethoxyluteolin is considered to be a flavonoid lipid molecule. Tetramethoxyluteolin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Tetramethoxyluteolin can be found in mandarin orange (clementine, tangerine), which makes tetramethoxyluteolin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301862
     RDKit          3D
Tetramethoxyluteolin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8428    2.8205   -1.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318    1.6171   -1.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752    0.7724   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.3980   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6631   -1.2741    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -2.4559    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3504   -2.8935    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.9629    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.8090    0.9924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672   -2.8645    1.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -1.4647    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.3032    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.0952    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0518    1.2918   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    1.7055   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080    0.9630   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7075    1.4032   -0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0634    2.5951   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0894   -0.2193    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1059   -0.9839    1.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -2.2054    1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635   -0.6490    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780    0.4606   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8685    0.2011   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8221    1.0351   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7575    3.4291   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0475    3.3498   -1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165    2.5817   -2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6148   -0.6481   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3296   -3.7803    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105   -2.1467    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8186   -3.2034    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -2.1587    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    1.9352   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5829    2.6576   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0996    2.8854   -0.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3866    3.4294   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0704    2.4806   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8659   -2.3269    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512   -3.0132    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794   -2.3026    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615   -1.5923    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107    1.9462   -1.1745 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 12 23  1  0
 23 24  1  0
 24 25  2  0
 25  3  1  0
 24  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
M  END


  Mrv0541 02241221382D          

 25 27  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
   -0.7145   -1.2375    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   -0.4125    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
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   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
   -1.4289    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
  8 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301862

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(=O)C=C(O2)C2=CC=C(OC)C(OC)=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-21-12-8-17(24-4)19-13(20)10-15(25-18(19)9-12)11-5-6-14(22-2)16(7-11)23-3/h5-10H,1-4H3

> <INCHI_KEY>
CLXVBVLQKLQNRQ-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.05173832948698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.3367000360000003

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.406999628427446

> <JCHEM_PKA_STRONGEST_BASIC>
-4.253314131689826

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
92.82400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-5,7-dimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301862
     RDKit          3D
Tetramethoxyluteolin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8428    2.8205   -1.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318    1.6171   -1.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752    0.7724   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.3980   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6631   -1.2741    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -2.4559    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3504   -2.8935    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.9629    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.8090    0.9924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672   -2.8645    1.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -1.4647    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.3032    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.0952    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0518    1.2918   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    1.7055   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080    0.9630   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7075    1.4032   -0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0634    2.5951   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0894   -0.2193    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1059   -0.9839    1.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -2.2054    1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635   -0.6490    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780    0.4606   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8685    0.2011   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8221    1.0351   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7575    3.4291   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0475    3.3498   -1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165    2.5817   -2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6148   -0.6481   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3296   -3.7803    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105   -2.1467    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8186   -3.2034    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -2.1587    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    1.9352   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5829    2.6576   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0996    2.8854   -0.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3866    3.4294   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0704    2.4806   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8659   -2.3269    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512   -3.0132    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794   -2.3026    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615   -1.5923    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107    1.9462   -1.1745 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 12 23  1  0
 23 24  1  0
 24 25  2  0
 25  3  1  0
 24  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   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  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14    8                                                       
CONECT   18    4   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0301862
HETATM    1  C1  UNL     1      -4.843   2.821  -1.854  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.132   1.617  -1.214  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.175   0.772  -0.667  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.568  -0.398  -0.054  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.663  -1.274   0.505  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.024  -2.456   1.127  1.00  0.00           O  
HETATM    7  C5  UNL     1      -5.350  -2.894   1.257  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.311  -0.963   0.447  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.385  -1.809   0.992  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.767  -2.864   1.543  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.039  -1.465   0.916  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.342  -0.303   0.307  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.728   0.095   0.204  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.052   1.292  -0.429  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.360   1.705  -0.547  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.408   0.963  -0.049  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.708   1.403  -0.182  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.063   2.595  -0.810  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.089  -0.219   0.577  1.00  0.00           C  
HETATM   20  O5  UNL     1       5.106  -0.984   1.085  1.00  0.00           O  
HETATM   21  C16 UNL     1       4.969  -2.205   1.748  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.764  -0.649   0.702  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.578   0.461  -0.192  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.869   0.201  -0.157  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.822   1.035  -0.698  1.00  0.00           C  
HETATM   26  H1  UNL     1      -5.757   3.429  -1.950  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.048   3.350  -1.289  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.516   2.582  -2.904  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.615  -0.648  -0.005  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.330  -3.780   1.947  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.011  -2.147   1.741  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.819  -3.203   0.323  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.662  -2.159   1.358  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.285   1.935  -0.849  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.583   2.658  -1.054  1.00  0.00           H  
HETATM   36  H11 UNL     1       7.100   2.885  -0.475  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.387   3.429  -0.495  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.070   2.481  -1.921  1.00  0.00           H  
HETATM   39  H14 UNL     1       5.866  -2.327   2.405  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.951  -3.013   0.961  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.079  -2.303   2.372  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.561  -1.592   1.206  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.511   1.946  -1.175  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   29
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   30   31   32
CONECT    8    9   24
CONECT    9   10   10   11
CONECT   11   12   12   33
CONECT   12   13   23
CONECT   13   14   14   22
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   19
CONECT   17   18
CONECT   18   36   37   38
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   39   40   41
CONECT   22   42
CONECT   23   24
CONECT   24   25   25
CONECT   25   43
END

HMDB0301862
     RDKit          3D
Tetramethoxyluteolin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8428    2.8205   -1.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318    1.6171   -1.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752    0.7724   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.3980   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6631   -1.2741    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -2.4559    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3504   -2.8935    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.9629    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.8090    0.9924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672   -2.8645    1.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -1.4647    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.3032    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.0952    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0518    1.2918   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    1.7055   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080    0.9630   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7075    1.4032   -0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0634    2.5951   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0894   -0.2193    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1059   -0.9839    1.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -2.2054    1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635   -0.6490    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780    0.4606   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8685    0.2011   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8221    1.0351   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7575    3.4291   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0475    3.3498   -1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165    2.5817   -2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6148   -0.6481   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3296   -3.7803    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105   -2.1467    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8186   -3.2034    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -2.1587    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    1.9352   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5829    2.6576   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0996    2.8854   -0.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3866    3.4294   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0704    2.4806   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8659   -2.3269    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512   -3.0132    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794   -2.3026    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5615   -1.5923    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107    1.9462   -1.1745 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 12 23  1  0
 23 24  1  0
 24 25  2  0
 25  3  1  0
 24  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'4'57-Tetramethoxyflavone	ChEMBL
5,7,3',4'-Tetramethylluteolin	MeSH
3',4',5,7-Tetramethoxyflavone	MeSH
3',4',5,7-Tetramethyl-luteolin	MeSH

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5,7-dimethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(=O)C=C(O2)C2=CC=C(OC)C(OC)=C2)C(OC)=C1

InChI Identifier

InChI=1S/C19H18O6/c1-21-12-8-17(24-4)19-13(20)10-15(25-18(19)9-12)11-5-6-14(22-2)16(7-11)23-3/h5-10H,1-4H3

InChI Key

CLXVBVLQKLQNRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavone
Chromone
O-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111074 )

Ontology

Not Available

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.19	ALOGPS
logP	2.34	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	15.41	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	36.05 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
AllCCS	[M+H]+	179.998	32859911
AllCCS	[M+H-H2O]+	176.609	32859911
AllCCS	[M+Na]+	184.042	32859911
AllCCS	[M+NH4]+	183.139	32859911
AllCCS	[M-H]-	183.479	32859911
AllCCS	[M+Na-2H]-	183.047	32859911
AllCCS	[M+HCOO]-	182.721	32859911
DeepCCS	[M+H]+	182.733	30932474
DeepCCS	[M-H]-	180.202	30932474
DeepCCS	[M-2H]-	214.667	30932474
DeepCCS	[M+Na]+	190.038	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 10V, Negative-QTOF	splash10-0006-0009000000-590e5c898e269a572cbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 20V, Negative-QTOF	splash10-0006-0049000000-c52c6bbe89ea9eda875a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 40V, Negative-QTOF	splash10-0pe9-1291000000-711511f611477227b4ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 10V, Negative-QTOF	splash10-0006-0009000000-c092851bf08ad86bb4d5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 20V, Negative-QTOF	splash10-002g-0049000000-06c068bd4ab3dcc2afa9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 10V, Positive-QTOF	splash10-0006-0009000000-d4c8a76a3874cbf22f80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 20V, Positive-QTOF	splash10-0006-0009000000-8c4ee49203d6338e6a74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 40V, Positive-QTOF	splash10-08gi-1693000000-eba72456ffb7f28004eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 10V, Positive-QTOF	splash10-0006-0009000000-64ce196904b844e80563	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 20V, Positive-QTOF	splash10-0006-0009000000-b218ce495b244b76557b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethoxyluteolin 40V, Positive-QTOF	splash10-0ufs-0369000000-1fab45ac5bb0f708e890	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001538

KNApSAcK ID

C00003871

Chemspider ID

548072

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Tetramethoxyluteolin (HMDB0301862)

MOL for HMDB0301862 (Tetramethoxyluteolin)

3D MOL for HMDB0301862 (Tetramethoxyluteolin)

3D SDF for HMDB0301862 (Tetramethoxyluteolin)

3D-SDF for HMDB0301862 (Tetramethoxyluteolin)

PDB for HMDB0301862 (Tetramethoxyluteolin)

3D PDB for HMDB0301862 (Tetramethoxyluteolin)

SMILES for HMDB0301862 (Tetramethoxyluteolin)

INCHI for HMDB0301862 (Tetramethoxyluteolin)

Structure for HMDB0301862 (Tetramethoxyluteolin)

3D Structure for HMDB0301862 (Tetramethoxyluteolin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra