NP-MRD: Showing NP-Card for 5-hydroxy-7,2',6'-trimethoxyflavone (NP0030713)

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Record Information

Version

2.0

Created at

2021-06-19 21:59:36 UTC

Updated at

2021-06-29 23:58:51 UTC

NP-MRD ID

NP0030713

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-7,2',6'-trimethoxyflavone

Provided By

JEOL Database JEOL Logo

Description

2-(2,6-Dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one 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, 2-(2,6-dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(2,6-Dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-hydroxy-7,2',6'-trimethoxyflavone is found in Andrographis paniculata. 5-hydroxy-7,2',6'-trimethoxyflavone was first documented in 2003 ( Reddy, M. K., et al.). Based on a literature review very few articles have been published on 2-(2,6-dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306192123593D          

 40 42  0  0  0  0            999 V2000
   -5.3609   -0.8638    4.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9183    3.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.3778    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344    0.2245    1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.7374    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3793    1.3138   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494    0.6528   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    1.1839   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733    1.7198   -2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    1.0453   -2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251    0.4414   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.2847   -2.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    1.0532   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694    1.9856   -0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.6057    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563    0.9447   -2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.0380   -3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.7506   -4.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6343   -3.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.3678   -3.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -2.3246   -4.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.0643   -0.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378    0.0532    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4608    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6601    0.1720    4.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677   -1.4276    3.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -1.3345    5.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.3117    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    1.6292   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081    1.4379   -3.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    1.7827    0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.2342    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138    0.5597    0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713    1.5745   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -0.0505   -4.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.4423   -4.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.8196   -5.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -1.8404   -5.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -3.0931   -4.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528   -0.9302    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 12 19  2  0  0  0  0
  7  5  2  0  0  0  0
 19 18  1  0  0  0  0
  4  3  2  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
  3 24  1  0  0  0  0
 16 13  2  0  0  0  0
 13 12  1  0  0  0  0
 24 23  2  0  0  0  0
  8  9  2  0  0  0  0
 23 22  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8 10  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
 19 20  1  0  0  0  0
 11 22  1  0  0  0  0
 13 14  1  0  0  0  0
 23  7  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
 10 30  1  0  0  0  0
 18 36  1  0  0  0  0
 17 35  1  0  0  0  0
 16 34  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 29  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.3609   -0.8638    4.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9183    3.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.3778    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344    0.2245    1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.7374    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3793    1.3138   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494    0.6528   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    1.1839   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733    1.7198   -2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    1.0453   -2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251    0.4414   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.2847   -2.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    1.0532   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694    1.9856   -0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.6057    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563    0.9447   -2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.0380   -3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.7506   -4.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6343   -3.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.3678   -3.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -2.3246   -4.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.0643   -0.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378    0.0532    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4608    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6601    0.1720    4.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677   -1.4276    3.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -1.3345    5.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.3117    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    1.6292   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081    1.4379   -3.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    1.7827    0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.2342    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138    0.5597    0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713    1.5745   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -0.0505   -4.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.4423   -4.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.8196   -5.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -1.8404   -5.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -3.0931   -4.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528   -0.9302    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 19  2  0
  7  5  2  0
 19 18  1  0
  4  3  2  0
 18 17  2  0
 17 16  1  0
  3 24  1  0
 16 13  2  0
 13 12  1  0
 24 23  2  0
  8  9  2  0
 23 22  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  2  0
 19 20  1  0
 11 22  1  0
 13 14  1  0
 23  7  1  0
 14 15  1  0
 11 12  1  0
 20 21  1  0
  4 28  1  0
 24 40  1  0
 10 30  1  0
 18 36  1  0
 17 35  1  0
 16 34  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 29  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  END

  Mrv1652306192123593D          

 40 42  0  0  0  0            999 V2000
   -5.3609   -0.8638    4.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9183    3.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.3778    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344    0.2245    1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.7374    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3793    1.3138   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494    0.6528   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    1.1839   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733    1.7198   -2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    1.0453   -2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251    0.4414   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.2847   -2.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    1.0532   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694    1.9856   -0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.6057    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563    0.9447   -2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.0380   -3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.7506   -4.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6343   -3.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.3678   -3.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -2.3246   -4.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.0643   -0.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378    0.0532    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4608    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6601    0.1720    4.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677   -1.4276    3.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -1.3345    5.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.3117    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    1.6292   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081    1.4379   -3.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    1.7827    0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.2342    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138    0.5597    0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713    1.5745   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -0.0505   -4.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.4423   -4.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.8196   -5.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -1.8404   -5.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -3.0931   -4.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528   -0.9302    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 12 19  2  0  0  0  0
  7  5  2  0  0  0  0
 19 18  1  0  0  0  0
  4  3  2  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
  3 24  1  0  0  0  0
 16 13  2  0  0  0  0
 13 12  1  0  0  0  0
 24 23  2  0  0  0  0
  8  9  2  0  0  0  0
 23 22  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8 10  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
 19 20  1  0  0  0  0
 11 22  1  0  0  0  0
 13 14  1  0  0  0  0
 23  7  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
 10 30  1  0  0  0  0
 18 36  1  0  0  0  0
 17 35  1  0  0  0  0
 16 34  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 29  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030713

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C([H])=C(OC2=C([H])C(OC([H])([H])[H])=C1[H])C1=C(OC([H])([H])[H])C([H])=C([H])C([H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-21-10-7-11(19)17-12(20)9-16(24-15(17)8-10)18-13(22-2)5-4-6-14(18)23-3/h4-9,19H,1-3H3

> <INCHI_KEY>
SYNMHBLAWSMSHJ-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.32

> <EXACT_MASS>
328.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.83751891077017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
2.84080598

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.20606666833675

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.364085077097213

> <JCHEM_PKA_STRONGEST_BASIC>
-4.350072738633436

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
88.34170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.3609   -0.8638    4.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9183    3.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.3778    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344    0.2245    1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.7374    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3793    1.3138   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494    0.6528   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    1.1839   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733    1.7198   -2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    1.0453   -2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251    0.4414   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.2847   -2.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    1.0532   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694    1.9856   -0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.6057    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563    0.9447   -2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.0380   -3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.7506   -4.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6343   -3.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.3678   -3.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -2.3246   -4.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.0643   -0.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378    0.0532    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4608    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6601    0.1720    4.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677   -1.4276    3.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -1.3345    5.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.3117    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    1.6292   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081    1.4379   -3.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    1.7827    0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.2342    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138    0.5597    0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713    1.5745   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -0.0505   -4.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.4423   -4.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.8196   -5.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -1.8404   -5.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -3.0931   -4.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528   -0.9302    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 19  2  0
  7  5  2  0
 19 18  1  0
  4  3  2  0
 18 17  2  0
 17 16  1  0
  3 24  1  0
 16 13  2  0
 13 12  1  0
 24 23  2  0
  8  9  2  0
 23 22  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  2  0
 19 20  1  0
 11 22  1  0
 13 14  1  0
 23  7  1  0
 14 15  1  0
 11 12  1  0
 20 21  1  0
  4 28  1  0
 24 40  1  0
 10 30  1  0
 18 36  1  0
 17 35  1  0
 16 34  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 29  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.361  -0.864   4.109  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.167  -0.918   3.336  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.219  -0.378   2.081  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.334   0.225   1.493  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.247   0.737   0.198  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.379   1.314  -0.314  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.049   0.653  -0.516  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.923   1.184  -1.880  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.873   1.720  -2.440  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.615   1.045  -2.532  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.625   0.441  -1.860  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.289   0.285  -2.462  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.788   1.053  -1.982  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.569   1.986  -0.997  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.216   1.606   0.219  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.056   0.945  -2.554  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.272   0.038  -3.588  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.220  -0.751  -4.061  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.063  -0.634  -3.510  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.149  -1.368  -3.920  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.949  -2.325  -4.952  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.731  -0.064  -0.576  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.938   0.053   0.067  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.022  -0.461   1.361  0.00  0.00           C+0
HETATM   25  H   UNK     0      -5.660   0.172   4.300  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.168  -1.428   3.629  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.155  -1.335   5.075  0.00  0.00           H+0
HETATM   28  H   UNK     0      -6.283   0.312   2.012  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.175   1.629  -1.224  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.508   1.438  -3.534  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.294   1.783   0.157  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.816   2.234   1.020  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.014   0.560   0.476  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.871   1.575  -2.209  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.259  -0.051  -4.034  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.435  -1.442  -4.869  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.907  -2.820  -5.139  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.638  -1.840  -5.884  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.232  -3.093  -4.645  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.153  -0.930   1.815  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    4   24    2                                                  
CONECT    4    5    3   28                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   29                                                       
CONECT    7    5    8   23                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   30                                                  
CONECT   11   10   22   12                                                  
CONECT   12   19   13   11                                                  
CONECT   13   16   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   31   32   33                                             
CONECT   16   17   13   34                                                  
CONECT   17   18   16   35                                                  
CONECT   18   19   17   36                                                  
CONECT   19   12   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   37   38   39                                             
CONECT   22   23   11                                                       
CONECT   23   24   22    7                                                  
CONECT   24    3   23   40                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30   10                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   21                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -5.3609   -0.8638    4.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9183    3.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.3778    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344    0.2245    1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2469    0.7374    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3793    1.3138   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494    0.6528   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    1.1839   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733    1.7198   -2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    1.0453   -2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251    0.4414   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.2847   -2.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    1.0532   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694    1.9856   -0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.6057    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563    0.9447   -2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.0380   -3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.7506   -4.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.6343   -3.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.3678   -3.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -2.3246   -4.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.0643   -0.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378    0.0532    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4608    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6601    0.1720    4.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677   -1.4276    3.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -1.3345    5.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.3117    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    1.6292   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081    1.4379   -3.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944    1.7827    0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.2342    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138    0.5597    0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713    1.5745   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -0.0505   -4.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.4423   -4.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.8196   -5.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -1.8404   -5.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -3.0931   -4.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528   -0.9302    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 19  2  0
  7  5  2  0
 19 18  1  0
  4  3  2  0
 18 17  2  0
 17 16  1  0
  3 24  1  0
 16 13  2  0
 13 12  1  0
 24 23  2  0
  8  9  2  0
 23 22  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  2  0
 19 20  1  0
 11 22  1  0
 13 14  1  0
 23  7  1  0
 14 15  1  0
 11 12  1  0
 20 21  1  0
  4 28  1  0
 24 40  1  0
 10 30  1  0
 18 36  1  0
 17 35  1  0
 16 34  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 29  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₆

Average Mass

328.3200 Da

Monoisotopic Mass

328.09469 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(=O)C([H])=C(OC2=C([H])C(OC([H])([H])[H])=C1[H])C1=C(OC([H])([H])[H])C([H])=C([H])C([H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C18H16O6/c1-21-10-7-11(19)17-12(20)9-16(24-15(17)8-10)18-13(22-2)5-4-6-14(18)23-3/h4-9,19H,1-3H3

InChI Key

SYNMHBLAWSMSHJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Andrographis paniculata	JEOL database	Reddy, M. K., et al., Phytochemistry 62, 1271 (2003)

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

2p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Pyran
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110136 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.29	ALOGPS
logP	2.84	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.36	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.34 m³·mol⁻¹	ChemAxon
Polarizability	33.84 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00013310

Chemspider ID

4476966

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reddy, M. K., et al. (2003). Reddy, M. K., et al., Phytochemistry 62, 1271 (2003) . Phytochem..

Showing NP-Card for 5-hydroxy-7,2',6'-trimethoxyflavone (NP0030713)

MOL for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

3D MOL for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

3D SDF for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

3D-SDF for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

PDB for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

3D PDB for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

SMILES for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

INCHI for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

Structure for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)

3D Structure for NP0030713 (5-hydroxy-7,2',6'-trimethoxyflavone)