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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:43 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030575

Secondary Accession Numbers

HMDB30575

Metabolite Identification

Common Name

Tetramethylscutellarein

Description

Tetramethylscutellarein, also known as 4',5,6,7-tetramethoxyflavone or 5-methoxysalvigenin, 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. Thus, tetramethylscutellarein is considered to be a flavonoid lipid molecule. Tetramethylscutellarein is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, tetramethylscutellarein is found, on average, in the highest concentration within sweet oranges. Tetramethylscutellarein has also been detected, but not quantified, in herbs, spices, tea. This could make tetramethylscutellarein a potential biomarker for the consumption of these foods. Tetramethylscutellarein is isolated from Salvia officinalis (sage) leaves.

Structure

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

HMDB0030575
     RDKit          3D
Tetramethylscutellarein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -7.3207    0.1778    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7718   -0.6580    0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4150   -0.6561    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282    0.1456    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.1278    0.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561   -0.6976   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2050   -0.6596   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -1.4358   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.3570   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714   -2.0487   -2.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231   -0.5088   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.4305   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -1.1876   -1.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271   -0.6050   -3.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    0.4227   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0097    0.5488   -0.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175   -0.2405    0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    1.1798    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7199    2.0412    1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    2.8530    2.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5755    1.0986    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332    0.2366    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633    0.1501    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -1.5034   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -1.4686   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9141    1.1989    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4254    0.1531    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.2197    2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511    0.7825    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.7850    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.1197   -2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    0.1127   -3.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159   -0.0989   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -1.3965   -3.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612   -1.2115   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883    0.2969    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.4093    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297    3.6264    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    2.1854    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816    3.3486    2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    1.7048    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283   -2.1574   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440   -2.1063   -1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 23  7  1  0
 22 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 24 42  1  0
 25 43  1  0
M  END


  Mrv1652304072017412D          

 25 27  0  0  0  0            999 V2000
    3.9296    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 12  2  0  0  0  0
 20 17  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 15  1  0  0  0  0
 23  3  1  0  0  0  0
 23 18  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030575

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1

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

> <INCHI_KEY>
URSUMOWUGDXZHU-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.032312297404765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
2.3367000360000003

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.413215053451832

> <JCHEM_PKA_STRONGEST_BASIC>
-4.278862093058316

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
92.82400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4',5,6,7-tetramethoxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030575
     RDKit          3D
Tetramethylscutellarein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -7.3207    0.1778    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7718   -0.6580    0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4150   -0.6561    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282    0.1456    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.1278    0.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561   -0.6976   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2050   -0.6596   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -1.4358   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.3570   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714   -2.0487   -2.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231   -0.5088   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.4305   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -1.1876   -1.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271   -0.6050   -3.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    0.4227   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0097    0.5488   -0.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175   -0.2405    0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    1.1798    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7199    2.0412    1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    2.8530    2.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5755    1.0986    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332    0.2366    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633    0.1501    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -1.5034   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -1.4686   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9141    1.1989    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4254    0.1531    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.2197    2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511    0.7825    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.7850    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.1197   -2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    0.1127   -3.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159   -0.0989   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -1.3965   -3.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612   -1.2115   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883    0.2969    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.4093    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297    3.6264    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    2.1854    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816    3.3486    2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    1.7048    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283   -2.1574   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440   -2.1063   -1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 23  7  1  0
 22 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 24 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 07-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-APR-20         0                                  
HETATM    1  C   UNK     0       7.335   2.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.335   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.335  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.000   2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.334   3.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.334   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.000   1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.668   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.668   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.001  -1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.668  -1.155   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.667  -3.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.334  -3.465   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.002   3.465   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.002   1.155   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.002  -1.925   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.667   1.155   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.668  -4.235   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    6   10                                                       
CONECT    5    7   10                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    4    5   13                                                  
CONECT   11    6    7   21                                                  
CONECT   12    8   16   19                                                  
CONECT   13    8   10   24                                                  
CONECT   14    9   16   24                                                  
CONECT   15    9   18   22                                                  
CONECT   16   12   14   17                                                  
CONECT   17   16   18   20                                                  
CONECT   18   15   17   23                                                  
CONECT   19   12                                                            
CONECT   20   17   25                                                       
CONECT   21    1   11                                                       
CONECT   22    2   15                                                       
CONECT   23    3   18                                                       
CONECT   24   13   14                                                       
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0030575
HETATM    1  C1  UNL     1      -7.321   0.178   1.532  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.772  -0.658   0.532  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.415  -0.656   0.288  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.528   0.146   0.993  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.195   0.128   0.732  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.656  -0.698  -0.256  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.205  -0.660  -0.477  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.617  -1.436  -1.421  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.766  -1.357  -1.586  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.371  -2.049  -2.442  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.523  -0.509  -0.808  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.888  -0.430  -0.971  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.570  -1.188  -1.911  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.727  -0.605  -3.203  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.632   0.423  -0.185  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.010   0.549  -0.298  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.918  -0.241   0.436  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.947   1.180   0.756  1.00  0.00           C  
HETATM   19  O5  UNL     1       3.720   2.041   1.546  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.111   2.853   2.531  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.575   1.099   0.917  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.833   0.237   0.121  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.463   0.150   0.262  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.505  -1.503  -0.971  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.875  -1.469  -0.686  1.00  0.00           C  
HETATM   26  H1  UNL     1      -6.914   1.199   1.388  1.00  0.00           H  
HETATM   27  H2  UNL     1      -8.425   0.153   1.498  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.968  -0.220   2.508  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.951   0.783   1.756  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.558   0.785   1.326  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.161  -2.120  -2.060  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.905   0.113  -3.426  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.716  -0.099  -3.236  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.710  -1.396  -3.971  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.061  -1.211  -0.105  1.00  0.00           H  
HETATM   36  H11 UNL     1       6.888   0.297   0.457  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.486  -0.409   1.440  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.830   3.626   2.866  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.767   2.185   3.341  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.182   3.349   2.124  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.065   1.705   1.663  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.128  -2.157  -1.745  1.00  0.00           H  
HETATM   43  H18 UNL     1      -5.544  -2.106  -1.253  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    6   30
CONECT    6    7   24
CONECT    7    8    8   23
CONECT    8    9   31
CONECT    9   10   10   11
CONECT   11   12   12   22
CONECT   12   13   15
CONECT   13   14
CONECT   14   32   33   34
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   19   21
CONECT   19   20
CONECT   20   38   39   40
CONECT   21   22   22   41
CONECT   22   23
CONECT   24   25   25   42
CONECT   25   43
END

HMDB0030575
     RDKit          3D
Tetramethylscutellarein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -7.3207    0.1778    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7718   -0.6580    0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4150   -0.6561    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282    0.1456    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.1278    0.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561   -0.6976   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2050   -0.6596   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -1.4358   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.3570   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714   -2.0487   -2.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231   -0.5088   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.4305   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -1.1876   -1.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271   -0.6050   -3.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    0.4227   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0097    0.5488   -0.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175   -0.2405    0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    1.1798    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7199    2.0412    1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    2.8530    2.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5755    1.0986    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332    0.2366    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633    0.1501    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -1.5034   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -1.4686   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9141    1.1989    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4254    0.1531    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9678   -0.2197    2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511    0.7825    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.7850    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.1197   -2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    0.1127   -3.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159   -0.0989   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -1.3965   -3.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612   -1.2115   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883    0.2969    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.4093    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297    3.6264    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    2.1854    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816    3.3486    2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    1.7048    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283   -2.1574   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440   -2.1063   -1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 23  7  1  0
 22 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 24 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tetra-O-methylscutellarein	ChEBI
4', 5,6,7-Tetramethoxyflavone	HMDB
4',5,6,7-Tetramethoxy-flavone	HMDB
5,6,7,4'-Tetramethoxyflavone	HMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one	HMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one	HMDB
Flavone, 4',5,6,7-tetramethoxy- (8ci)	HMDB
Flavone, 5,6,7,4'-tetramethoxy	HMDB
Scutellarein 5,6,7,4'-tetramethyl ether	HMDB
Scutellarein tetramethyl ether	HMDB
Scutellarein tetramethylether	HMDB
Tetramethyl-O-scutellarin	HMDB
Tetramethylscutellarein	HMDB
4',5,6,7-Tetramethoxyflavone	MeSH
4’,5,6,7-Tetramethoxyflavone	HMDB
5,6,7,4’-Tetramethoxyflavone	HMDB
5-Methoxysalvigenin	HMDB
Pectolinarigenin dimethyl ether	HMDB

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

5,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

4',5,6,7-tetramethoxyflavone

CAS Registry Number

1168-42-9

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1

InChI Identifier

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

InChI Key

URSUMOWUGDXZHU-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetramethoxyflavone (CHEBI:34357 )
flavones (C14472 )
Flavones and Flavonols (C14472 )
Flavones and Flavonols (LMPK12111167 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030575)
Cell membrane (HMDB: HMDB0030575)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030575)

Source

Endogenous

Endogenous (HMDB: HMDB0030575)

Plant

Plant (HMDB: HMDB0030575)

Exogenous

Food

Food (HMDB: HMDB0030575)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030575)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	166 - 167 °C	Not Available
Boiling Point	525.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	15.52 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.260 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.17	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	36.03 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]+	181.4	31661259
DarkChem	[M-H]-	183.049	31661259
DeepCCS	[M+H]+	176.924	30932474
DeepCCS	[M-H]-	174.566	30932474
DeepCCS	[M-2H]-	208.431	30932474
DeepCCS	[M+Na]+	183.659	30932474
AllCCS	[M+H]+	180.7	32859911
AllCCS	[M+H-H2O]+	177.3	32859911
AllCCS	[M+NH4]+	183.8	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	184.2	32859911
AllCCS	[M+Na-2H]-	184.0	32859911
AllCCS	[M+HCOO]-	183.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.42 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9736 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2564.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	364.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	204.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	207.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	539.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	693.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1338.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	513.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1484.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	431.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	343.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	438.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetramethylscutellarein	COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1	4442.5	Standard polar	33892256
Tetramethylscutellarein	COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1	3073.1	Standard non polar	33892256
Tetramethylscutellarein	COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1	3212.7	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 - Tetramethylscutellarein GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0549000000-36230e769480442bc7e0	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetramethylscutellarein 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetramethylscutellarein LC-ESI-qTof , Positive-QTOF	splash10-00di-0901000000-92a507468e91bbb0f99f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetramethylscutellarein , positive-QTOF	splash10-03ea-0696000000-2a2036cf1aa52e145023	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetramethylscutellarein , positive-QTOF	splash10-01ox-0369000000-38efb629b1fb86a82bb8	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Positive-QTOF	splash10-0006-0009000000-378d17496375ca581aa0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Positive-QTOF	splash10-0006-0009000000-1c1bec467a4824109868	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Positive-QTOF	splash10-03e9-1494000000-282dead7c6482eb9cf13	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Negative-QTOF	splash10-0006-0009000000-ccd544873ea637418bc5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Negative-QTOF	splash10-0006-0009000000-498bca5d53bf1812d46a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Negative-QTOF	splash10-057i-1391000000-d2ee0102f8e8757b6f0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Negative-QTOF	splash10-0006-0009000000-c092851bf08ad86bb4d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Negative-QTOF	splash10-002g-0049000000-72cca8335478dc91539f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Positive-QTOF	splash10-0006-0009000000-64ce196904b844e80563	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Positive-QTOF	splash10-0006-0009000000-b218ce495b244b76557b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Positive-QTOF	splash10-0ufs-0369000000-3a05341a85bcb9bd8891	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

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

96118

PDB ID

Not Available

ChEBI ID

34357

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1698851

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 Tetramethylscutellarein (HMDB0030575)

MOL for HMDB0030575 (Tetramethylscutellarein)

3D MOL for HMDB0030575 (Tetramethylscutellarein)

3D SDF for HMDB0030575 (Tetramethylscutellarein)

3D-SDF for HMDB0030575 (Tetramethylscutellarein)

PDB for HMDB0030575 (Tetramethylscutellarein)

3D PDB for HMDB0030575 (Tetramethylscutellarein)

SMILES for HMDB0030575 (Tetramethylscutellarein)

INCHI for HMDB0030575 (Tetramethylscutellarein)

Structure for HMDB0030575 (Tetramethylscutellarein)

3D Structure for HMDB0030575 (Tetramethylscutellarein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra