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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:14:58 UTC

Update Date

2021-09-24 03:14:58 UTC

HMDB ID

HMDB0303611

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Hydroxyluteolin 7,3',4'-trimethyl ether

Description

6-hydroxyluteolin 7,3',4'-trimethyl ether 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, 6-hydroxyluteolin 7,3',4'-trimethyl ether is considered to be a flavonoid lipid molecule. 6-hydroxyluteolin 7,3',4'-trimethyl ether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-hydroxyluteolin 7,3',4'-trimethyl ether can be found in peppermint and pot marjoram, which makes 6-hydroxyluteolin 7,3',4'-trimethyl ether a potential biomarker for the consumption of these food products.

Structure

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


  Mrv0541 02241211172D          

 25 27  0  0  0  0            999 V2000
   -2.1427    2.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    1.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    2.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -2.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0303611
     RDKit          3D
6-Hydroxyluteolin 7,3',4'-trimethyl ether
 41 43  0  0  0  0  0  0  0  0999 V2000
   -5.4250   -2.7427   -1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.5112   -0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989   -1.0280   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.7324   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -1.2321   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -0.0411    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    0.4721    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863    1.6452    0.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.0772    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    3.1534    1.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.3282    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571    1.7002    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211    2.8419    1.4722 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    0.8839    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2242    1.2783    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.2704   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114   -1.1158   -0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -2.3247   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313   -0.6296   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1846    0.1482    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405   -0.2171   -0.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    0.6618    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1675    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.8408    0.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.0663    1.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -2.9449   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8495   -2.7237   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -3.5869   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.6595   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.7693   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    2.2548    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    3.5793    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129    2.1467    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7188   -2.1859   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971   -2.9633   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -2.8841   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -1.5588   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    1.5960    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    2.7645    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770    1.9236    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9204    2.5913    1.1562 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
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  7  1  0
 20 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
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END


  Mrv0541 02241211172D          

 25 27  0  0  0  0            999 V2000
   -2.1427    2.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    1.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    2.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -1.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -2.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303611

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(=O)C=C(O2)C2=CC(OC)=C(OC)C=C2)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-11-5-4-9(6-13(11)23-2)12-7-10(19)16-14(25-12)8-15(24-3)17(20)18(16)21/h4-8,20-21H,1-3H3

> <INCHI_KEY>
QIEMGQKOGFTYLN-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.3154

> <EXACT_MASS>
344.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.958299452385106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.5372406583333333

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.606653192778072

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.765607878591004

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3837792571484755

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
90.3226

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303611
     RDKit          3D
6-Hydroxyluteolin 7,3',4'-trimethyl ether
 41 43  0  0  0  0  0  0  0  0999 V2000
   -5.4250   -2.7427   -1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.5112   -0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989   -1.0280   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.7324   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -1.2321   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -0.0411    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    0.4721    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863    1.6452    0.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.0772    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    3.1534    1.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.3282    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571    1.7002    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211    2.8419    1.4722 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    0.8839    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2242    1.2783    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.2704   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114   -1.1158   -0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -2.3247   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313   -0.6296   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1846    0.1482    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405   -0.2171   -0.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    0.6618    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1675    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.8408    0.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.0663    1.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -2.9449   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8495   -2.7237   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -3.5869   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.6595   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.7693   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    2.2548    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    3.5793    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129    2.1467    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7188   -2.1859   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971   -2.9633   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -2.8841   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -1.5588   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    1.5960    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    2.7645    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770    1.9236    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9204    2.5913    1.1562 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
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  7  1  0
 20 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
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  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      -4.000   4.618   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.000   3.079   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.666   2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.666   0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.334   0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.334   2.309   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.665   3.079   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.334   4.618   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   3.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   0.769   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -6.665   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.665  -1.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.665  -1.539   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.331  -2.309   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.000  -1.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.665   0.769   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.331   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.331  -1.539   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.665  -2.309   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.665  -3.848   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.000  -4.618   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    3    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13    4   12                                                       
CONECT   14    6   15                                                       
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   12   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   18   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0303611
HETATM    1  C1  UNL     1      -5.425  -2.743  -1.389  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.280  -1.511  -0.701  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.999  -1.028  -0.466  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.876  -1.732  -0.895  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.626  -1.232  -0.649  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.441  -0.041   0.015  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.106   0.472   0.265  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.186   1.645   0.916  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.486   2.077   1.121  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.672   3.153   1.721  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.540   1.328   0.670  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.857   1.700   0.841  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.221   2.842   1.472  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.894   0.884   0.352  1.00  0.00           C  
HETATM   15  O4  UNL     1       6.224   1.278   0.536  1.00  0.00           O  
HETATM   16  C12 UNL     1       4.547  -0.270  -0.287  1.00  0.00           C  
HETATM   17  O5  UNL     1       5.511  -1.116  -0.790  1.00  0.00           O  
HETATM   18  C13 UNL     1       5.219  -2.325  -1.460  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.231  -0.630  -0.451  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.185   0.148   0.017  1.00  0.00           C  
HETATM   21  O6  UNL     1       0.940  -0.217  -0.153  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.536   0.662   0.441  1.00  0.00           C  
HETATM   23  C17 UNL     1      -3.826   0.168   0.201  1.00  0.00           C  
HETATM   24  O7  UNL     1      -4.958   0.841   0.612  1.00  0.00           O  
HETATM   25  C18 UNL     1      -4.935   2.066   1.300  1.00  0.00           C  
HETATM   26  H1  UNL     1      -6.490  -2.945  -1.616  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.850  -2.724  -2.339  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.055  -3.587  -0.765  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.034  -2.659  -1.411  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.747  -1.769  -0.977  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.633   2.255   1.282  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.776   3.579   1.899  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.413   2.147   1.018  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.719  -2.186  -2.425  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.097  -2.963  -1.572  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.491  -2.884  -0.802  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.951  -1.559  -0.965  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.479   1.596   0.965  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.167   2.765   0.909  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.777   1.924   2.403  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.920   2.591   1.156  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8    8   21
CONECT    8    9   31
CONECT    9   10   10   11
CONECT   11   12   12   20
CONECT   12   13   14
CONECT   13   32
CONECT   14   15   16   16
CONECT   15   33
CONECT   16   17   19
CONECT   17   18
CONECT   18   34   35   36
CONECT   19   20   20   37
CONECT   20   21
CONECT   22   23   23   38
CONECT   23   24
CONECT   24   25
CONECT   25   39   40   41
END

HMDB0303611
     RDKit          3D
6-Hydroxyluteolin 7,3',4'-trimethyl ether
 41 43  0  0  0  0  0  0  0  0999 V2000
   -5.4250   -2.7427   -1.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.5112   -0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989   -1.0280   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.7324   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -1.2321   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -0.0411    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    0.4721    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863    1.6452    0.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    2.0772    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    3.1534    1.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.3282    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571    1.7002    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211    2.8419    1.4722 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    0.8839    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2242    1.2783    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.2704   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114   -1.1158   -0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -2.3247   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313   -0.6296   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1846    0.1482    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405   -0.2171   -0.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    0.6618    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1675    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.8408    0.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.0663    1.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -2.9449   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8495   -2.7237   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -3.5869   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.6595   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.7693   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    2.2548    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    3.5793    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129    2.1467    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7188   -2.1859   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971   -2.9633   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -2.8841   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -1.5588   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    1.5960    0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    2.7645    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770    1.9236    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9204    2.5913    1.1562 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
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  7  1  0
 20 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
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Molecular Weight

344.3154

Monoisotopic Molecular Weight

344.089602866

IUPAC Name

2-(3,4-dimethoxyphenyl)-5,6-dihydroxy-7-methoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(=O)C=C(O2)C2=CC(OC)=C(OC)C=C2)C(O)=C1O

InChI Identifier

InChI=1S/C18H16O7/c1-22-11-5-4-9(6-13(11)23-2)12-7-10(19)16-14(25-12)8-15(24-3)17(20)18(16)21/h4-8,20-21H,1-3H3

InChI Key

QIEMGQKOGFTYLN-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
7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
6-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
O-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111240 )

Ontology

Not Available

Peppermint (FooDB: FOOD00113)
Pot marjoram (FooDB: FOOD00123)

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	2.93	ALOGPS
logP	2.54	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.77	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.32 m³·mol⁻¹	ChemAxon
Polarizability	34.96 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]+	179.727	32859911
AllCCS	[M+H-H2O]+	176.363	32859911
AllCCS	[M+Na]+	183.739	32859911
AllCCS	[M+NH4]+	182.843	32859911
AllCCS	[M-H]-	181.287	32859911
AllCCS	[M+Na-2H]-	180.841	32859911
AllCCS	[M+HCOO]-	180.498	32859911
DeepCCS	[M+H]+	174.292	30932474
DeepCCS	[M-H]-	171.934	30932474
DeepCCS	[M-2H]-	206.111	30932474
DeepCCS	[M+Na]+	181.339	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 - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 10V, Positive-QTOF	splash10-0002-0009000000-01f3138e1cca861963eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 20V, Positive-QTOF	splash10-0002-0019000000-f56b04edfcee18f67e27	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 40V, Positive-QTOF	splash10-0a4i-0491000000-6251cc52ca57a1c997d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 10V, Negative-QTOF	splash10-0006-0009000000-61b3b50c5c0afc3e0fc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 20V, Negative-QTOF	splash10-002o-0049000000-712d71e66ca67f62fd31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 40V, Negative-QTOF	splash10-05a2-1191000000-f0e504c981d8a0798fe5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 10V, Negative-QTOF	splash10-0006-0009000000-72fbd0eb75bc9ea05c55	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 20V, Negative-QTOF	splash10-0f96-0009000000-bbf4fd36a667660edfc1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 10V, Positive-QTOF	splash10-0002-0009000000-5dc8eb0c39637af07086	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 20V, Positive-QTOF	splash10-0002-0009000000-5dc6fda56294b4fda1a7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyluteolin 7,3',4'-trimethyl ether 40V, Positive-QTOF	splash10-0udi-0229000000-584522854139a142cb8f	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

FDB016701

KNApSAcK ID

C00003895

Chemspider ID

8195940

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10020367

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 6-Hydroxyluteolin 7,3',4'-trimethyl ether (HMDB0303611)

MOL for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

3D MOL for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

3D SDF for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

3D-SDF for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

PDB for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

3D PDB for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

SMILES for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

INCHI for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

Structure for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

3D Structure for HMDB0303611 (6-Hydroxyluteolin 7,3',4'-trimethyl ether)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra