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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:10 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030161

Secondary Accession Numbers

HMDB30161

Metabolite Identification

Common Name

5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone

Description

5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone, also known as 5-OH-HXMF, belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 5-hydroxy-3,3',4',6,7,8-hexamethoxyflavone is considered to be a flavonoid. 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone has been detected, but not quantified in, citrus and sweet oranges (Citrus sinensis). This could make 5-hydroxy-3,3',4',6,7,8-hexamethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone.

Structure

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


  Mrv0541 05061305022D          

 30 32  0  0  0  0            999 V2000
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.0000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27  4  1  0  0  0  0
 27 19  1  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
M  END

HMDB0030161
     RDKit          3D
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.0661   -1.5092    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -1.6028   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -1.0547   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4684   -0.3369    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.2257    1.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824    0.0623    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    0.5488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.5557   -0.2560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2289    0.9549   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178    0.9236   -1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    0.4619   -2.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -0.9291   -2.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3181    1.3486   -1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166    1.3208   -2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    0.1849   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7990    1.7926   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    2.2231   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1682    1.3151    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    1.8351    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758    2.2870    2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    1.4067    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    1.4249    2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973    1.8140    3.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.9761    2.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996    0.9896    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -0.1216    4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038   -0.6603   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6271   -1.2141   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8451   -1.9374   -2.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -2.1055   -2.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9776   -2.1075    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3471   -0.4872    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9053   -1.9750   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -0.1876    1.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.8034    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -1.1264   -3.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -1.4938   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -1.3808   -3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.4906   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5032   -0.3659   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9532    0.4991   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8152    1.7406    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7685    1.0958   -0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7082    0.3396    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    2.4317    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -0.1043    4.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1384   -1.0690    3.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -0.0745    4.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854   -0.8196   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -1.1229   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -2.5675   -3.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -2.7177   -2.5171 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 24  7  2  0
 21  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
M  END


  Mrv0541 05061305022D          

 30 32  0  0  0  0            999 V2000
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.0000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27  4  1  0  0  0  0
 27 19  1  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030161

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-18(26-3)14(22)13-15(23)19(27-4)21(29-6)20(28-5)17(13)30-16/h7-9,23H,1-6H3

> <INCHI_KEY>
JDVPHCLYMGBZLE-UHFFFAOYSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.394

> <EXACT_MASS>
418.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.427501235822945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.39146649

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.45584887697797

> <JCHEM_PKA_STRONGEST_BASIC>
-4.157553242573186

> <JCHEM_POLAR_SURFACE_AREA>
101.91000000000003

> <JCHEM_REFRACTIVITY>
107.98669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030161
     RDKit          3D
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.0661   -1.5092    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -1.6028   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -1.0547   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4684   -0.3369    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.2257    1.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824    0.0623    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    0.5488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.5557   -0.2560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2289    0.9549   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178    0.9236   -1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    0.4619   -2.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -0.9291   -2.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3181    1.3486   -1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166    1.3208   -2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    0.1849   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7990    1.7926   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    2.2231   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1682    1.3151    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    1.8351    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758    2.2870    2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    1.4067    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    1.4249    2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973    1.8140    3.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.9761    2.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996    0.9896    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -0.1216    4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038   -0.6603   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6271   -1.2141   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8451   -1.9374   -2.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -2.1055   -2.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9776   -2.1075    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3471   -0.4872    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9053   -1.9750   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -0.1876    1.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.8034    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -1.1264   -3.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -1.4938   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -1.3808   -3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.4906   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5032   -0.3659   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9532    0.4991   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8152    1.7406    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7685    1.0958   -0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7082    0.3396    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    2.4317    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -0.1043    4.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1384   -1.0690    3.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -0.0745    4.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854   -0.8196   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -1.1229   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -2.5675   -3.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -2.7177   -2.5171 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 24  7  2  0
 21  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8   10                                                       
CONECT    8    7   11                                                       
CONECT    9   10   12                                                       
CONECT   10    7    9   16                                                  
CONECT   11    8   12   24                                                  
CONECT   12    9   11   25                                                  
CONECT   13   14   15   17                                                  
CONECT   14   13   18   22                                                  
CONECT   15   13   19   23                                                  
CONECT   16   10   18   30                                                  
CONECT   17   13   20   30                                                  
CONECT   18   14   16   26                                                  
CONECT   19   15   21   27                                                  
CONECT   20   17   21   28                                                  
CONECT   21   19   20   29                                                  
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24    1   11                                                       
CONECT   25    2   12                                                       
CONECT   26    3   18                                                       
CONECT   27    4   19                                                       
CONECT   28    5   20                                                       
CONECT   29    6   21                                                       
CONECT   30   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0030161
HETATM    1  C1  UNL     1       7.066  -1.509   0.401  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.920  -1.603  -0.381  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.695  -1.055  -0.072  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.468  -0.337   1.074  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.225   0.226   1.399  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.182   0.062   0.553  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.824   0.549   0.793  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.003   0.556  -0.256  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.229   0.955  -0.209  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.018   0.924  -1.367  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.469   0.462  -2.552  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.584  -0.929  -2.821  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.318   1.349  -1.312  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.117   1.321  -2.467  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.896   0.185  -2.810  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.799   1.793  -0.111  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.120   2.223  -0.061  1.00  0.00           O  
HETATM   18  C13 UNL     1      -6.168   1.315   0.240  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.028   1.835   1.070  1.00  0.00           C  
HETATM   20  O6  UNL     1      -3.576   2.287   2.217  1.00  0.00           O  
HETATM   21  C15 UNL     1      -1.718   1.407   1.014  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.922   1.425   2.131  1.00  0.00           C  
HETATM   23  O7  UNL     1      -1.297   1.814   3.245  1.00  0.00           O  
HETATM   24  C17 UNL     1       0.402   0.976   2.013  1.00  0.00           C  
HETATM   25  O8  UNL     1       1.200   0.990   3.160  1.00  0.00           O  
HETATM   26  C18 UNL     1       1.208  -0.122   4.055  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.404  -0.660  -0.606  1.00  0.00           C  
HETATM   28  C20 UNL     1       3.627  -1.214  -0.928  1.00  0.00           C  
HETATM   29  O9  UNL     1       3.845  -1.937  -2.090  1.00  0.00           O  
HETATM   30  C21 UNL     1       2.739  -2.106  -2.981  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.978  -2.108   1.343  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.347  -0.487   0.699  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.905  -1.975  -0.173  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.287  -0.188   1.778  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.171   0.803   2.320  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.226  -1.126  -3.710  1.00  0.00           H  
HETATM   37  H7  UNL     1      -1.977  -1.494  -1.948  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.587  -1.381  -3.057  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.877  -0.491  -1.915  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.503  -0.366  -3.665  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.953   0.499  -2.921  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.815   1.741   1.023  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.769   1.096  -0.671  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.708   0.340   0.539  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.340   2.432   3.121  1.00  0.00           H  
HETATM   46  H16 UNL     1       0.368  -0.104   4.759  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.138  -1.069   3.486  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.148  -0.074   4.609  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.585  -0.820  -1.326  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.280  -1.123  -3.231  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.065  -2.568  -3.929  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.938  -2.718  -2.517  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   28
CONECT    4    5   34
CONECT    5    6    6   35
CONECT    6    7   27
CONECT    7    8   24   24
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   13
CONECT   11   12
CONECT   12   36   37   38
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   39   40   41
CONECT   16   17   19
CONECT   17   18
CONECT   18   42   43   44
CONECT   19   20   21   21
CONECT   20   45
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26
CONECT   26   46   47   48
CONECT   27   28   28   49
CONECT   28   29
CONECT   29   30
CONECT   30   50   51   52
END

HMDB0030161
     RDKit          3D
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.0661   -1.5092    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -1.6028   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -1.0547   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4684   -0.3369    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.2257    1.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824    0.0623    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    0.5488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.5557   -0.2560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2289    0.9549   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178    0.9236   -1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    0.4619   -2.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -0.9291   -2.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3181    1.3486   -1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166    1.3208   -2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    0.1849   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7990    1.7926   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    2.2231   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1682    1.3151    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    1.8351    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758    2.2870    2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    1.4067    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    1.4249    2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973    1.8140    3.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.9761    2.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996    0.9896    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -0.1216    4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038   -0.6603   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6271   -1.2141   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8451   -1.9374   -2.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -2.1055   -2.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9776   -2.1075    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3471   -0.4872    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9053   -1.9750   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -0.1876    1.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.8034    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -1.1264   -3.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -1.4938   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -1.3808   -3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.4906   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5032   -0.3659   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9532    0.4991   -2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8152    1.7406    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7685    1.0958   -0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7082    0.3396    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    2.4317    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -0.1043    4.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1384   -1.0690    3.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -0.0745    4.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854   -0.8196   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -1.1229   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -2.5675   -3.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -2.7177   -2.5171 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 24  7  2  0
 21  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one	MeSH
5-OH-HXMF	MeSH
2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-1-benzopyran-4-one	HMDB
5-Hydroxy-3,6,7,8,3',4'-hexamethoxyflavone	HMDB
5-Hydroxy-3,6,7,8,3'4'-hexamethoxyflavone	HMDB

Chemical Formula

C₂₁H₂₂O₉

Average Molecular Weight

418.394

Monoisotopic Molecular Weight

418.126382302

IUPAC Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxychromen-4-one

CAS Registry Number

1176-88-1

SMILES

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

InChI Identifier

InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-18(26-3)14(22)13-15(23)19(27-4)21(29-6)20(28-5)17(13)30-16/h7-9,23H,1-6H3

InChI Key

JDVPHCLYMGBZLE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113343 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030161)
Cell membrane (HMDB: HMDB0030161)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030161)

Source

Endogenous

Endogenous (HMDB: HMDB0030161)

Plant

Plant (HMDB: HMDB0030161)

Exogenous

Food

Food (HMDB: HMDB0030161)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)
Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0030161)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	110 - 111 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	46.49 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.027 g/L	ALOGPS
logP	2.71	ALOGPS
logP	2.39	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.99 m³·mol⁻¹	ChemAxon
Polarizability	42.43 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.09	31661259
DarkChem	[M-H]-	196.836	31661259
DeepCCS	[M+H]+	192.819	30932474
DeepCCS	[M-H]-	190.461	30932474
DeepCCS	[M-2H]-	224.012	30932474
DeepCCS	[M+Na]+	199.226	30932474
AllCCS	[M+H]+	197.3	32859911
AllCCS	[M+H-H2O]+	194.6	32859911
AllCCS	[M+NH4]+	199.8	32859911
AllCCS	[M+Na]+	200.6	32859911
AllCCS	[M-H]-	202.0	32859911
AllCCS	[M+Na-2H]-	202.2	32859911
AllCCS	[M+HCOO]-	202.6	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.	6.57 minutes	32390414
Predicted by Siyang on May 30, 2022	14.741 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2895.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	266.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	628.3 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	805.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	158.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1274.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	564.9 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	1665.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	402.4 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	16.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone	COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1	5210.9	Standard polar	33892256
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone	COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1	3479.0	Standard non polar	33892256
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone	COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1	3360.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone,1TMS,isomer #1	COC1=CC=C(C2=C(OC)C(=O)C3=C(O[Si](C)(C)C)C(OC)=C(OC)C(OC)=C3O2)C=C1OC	3271.4	Semi standard non polar	33892256
5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone,1TBDMS,isomer #1	COC1=CC=C(C2=C(OC)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(OC)=C(OC)C(OC)=C3O2)C=C1OC	3477.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-0029400000-57354dd4008627e292e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-1010900000-c4521f6a592768feac4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 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 - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone , positive-QTOF	splash10-000i-0239000000-6849086f514ea7de3a5c	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 10V, Positive-QTOF	splash10-014i-0000900000-6ae9bde9e4fb3b701c5e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 20V, Positive-QTOF	splash10-014i-0001900000-eff64a1e051c3f89b95b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 40V, Positive-QTOF	splash10-00di-0139000000-2dd1f0f0bd72020e5320	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 10V, Negative-QTOF	splash10-014i-0000900000-d8d9465ff748443296e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 20V, Negative-QTOF	splash10-014i-0006900000-6b422da150e8f8e50c20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 40V, Negative-QTOF	splash10-0fmj-1359000000-92bb949e91fb98996e8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 10V, Positive-QTOF	splash10-014i-0000900000-a12148ee24803ea18836	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 20V, Positive-QTOF	splash10-014i-0000900000-a43e9f6cc44fced3353e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 40V, Positive-QTOF	splash10-00or-1091300000-d785c146834056a8b402	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 10V, Negative-QTOF	splash10-014i-0000900000-0a6930dd8545a0febcdf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 20V, Negative-QTOF	splash10-014i-0031900000-cc8cafc7600cfaa2c713	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone 40V, Negative-QTOF	splash10-07ku-2893100000-e07230b20ad4374b2e6b	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001970

KNApSAcK ID

C00004802

Chemspider ID

120189

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136417

PDB ID

Not Available

ChEBI ID

221147

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1817521

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone (HMDB0030161)

MOL for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

3D MOL for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

3D SDF for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

3D-SDF for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

PDB for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

3D PDB for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

SMILES for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

INCHI for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

Structure for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

3D Structure for HMDB0030161 (5-Hydroxy-3,3',4',6,7,8-hexamethoxyflavone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra