NP-MRD: Showing NP-Card for 6-hydroxy-1,3,5,7-tetramethoxyxanthone (NP0029821)

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Record Information

Version

2.0

Created at

2021-06-19 21:20:56 UTC

Updated at

2021-06-29 23:57:26 UTC

NP-MRD ID

NP0029821

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-1,3,5,7-tetramethoxyxanthone

Provided By

JEOL Database JEOL Logo

Description

6-hydroxy-1,3,5,7-tetramethoxyxanthone is found in Calophyllum teysmannii and Calophyllum teysmannii var. inophylloide. 6-hydroxy-1,3,5,7-tetramethoxyxanthone was first documented in 2000 (Kijioa, A., et al.). Based on a literature review very few articles have been published on 6-hydroxy-1,3,5,7-tetramethoxy-9H-xanthen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123203D          

 40 42  0  0  0  0            999 V2000
   -5.8759   -3.8480   -1.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4573   -3.9235   -1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -2.8672   -1.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919   -1.7355   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.7281   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    0.3776    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.2113    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.8265   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.2089    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    1.2084    0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.0043   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.9704    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982    0.7573   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.6239    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    2.8485    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -0.4358   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.5872   -0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.4179   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.6176   -1.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -2.9339   -2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104   -1.1842   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.1661   -1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -1.9562   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.9727   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134   -3.8131   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2836   -4.7573   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567   -2.9933   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3630   -1.5992   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -0.5372    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0670    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769    1.1677    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993    1.8747    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033    2.6667    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    3.4454    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    3.4217    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    0.2256   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -2.2135   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -3.0343   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -3.9095   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -3.8518   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 11  2  0  0  0  0
 12 11  1  0  0  0  0
 23 24  2  0  0  0  0
  8  5  2  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 24  1  0  0  0  0
 11  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9  8  1  0  0  0  0
  5  6  1  0  0  0  0
 16 13  1  0  0  0  0
  6  7  1  0  0  0  0
 23 22  1  0  0  0  0
 18 19  1  0  0  0  0
 22 21  1  0  0  0  0
  3  2  1  0  0  0  0
 23  8  1  0  0  0  0
  2  1  1  0  0  0  0
 21 18  1  0  0  0  0
 16 17  1  0  0  0  0
 18 16  2  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 12  2  0  0  0  0
 14 15  1  0  0  0  0
 12 32  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  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
 17 36  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.8759   -3.8480   -1.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4573   -3.9235   -1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -2.8672   -1.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919   -1.7355   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.7281   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    0.3776    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.2113    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.8265   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.2089    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    1.2084    0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.0043   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.9704    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982    0.7573   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.6239    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    2.8485    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -0.4358   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.5872   -0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.4179   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.6176   -1.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -2.9339   -2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104   -1.1842   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.1661   -1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -1.9562   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.9727   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134   -3.8131   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2836   -4.7573   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567   -2.9933   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3630   -1.5992   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -0.5372    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0670    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769    1.1677    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993    1.8747    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033    2.6667    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    3.4454    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    3.4217    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    0.2256   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -2.2135   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -3.0343   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -3.9095   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -3.8518   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 11  2  0
 12 11  1  0
 23 24  2  0
  8  5  2  0
  5  4  1  0
  4  3  2  0
  3 24  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  5  6  1  0
 16 13  1  0
  6  7  1  0
 23 22  1  0
 18 19  1  0
 22 21  1  0
  3  2  1  0
 23  8  1  0
  2  1  1  0
 21 18  1  0
 16 17  1  0
 18 16  2  0
 19 20  1  0
 13 14  1  0
 13 12  2  0
 14 15  1  0
 12 32  1  0
  4 28  1  0
 24 40  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1652306192123203D          

 40 42  0  0  0  0            999 V2000
   -5.8759   -3.8480   -1.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4573   -3.9235   -1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -2.8672   -1.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919   -1.7355   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.7281   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    0.3776    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.2113    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.8265   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.2089    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    1.2084    0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.0043   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.9704    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982    0.7573   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.6239    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    2.8485    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -0.4358   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.5872   -0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.4179   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.6176   -1.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -2.9339   -2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104   -1.1842   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.1661   -1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -1.9562   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.9727   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134   -3.8131   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2836   -4.7573   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567   -2.9933   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3630   -1.5992   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -0.5372    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0670    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769    1.1677    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993    1.8747    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033    2.6667    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    3.4454    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    3.4217    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    0.2256   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -2.2135   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -3.0343   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -3.9095   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -3.8518   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 11  2  0  0  0  0
 12 11  1  0  0  0  0
 23 24  2  0  0  0  0
  8  5  2  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 24  1  0  0  0  0
 11  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9  8  1  0  0  0  0
  5  6  1  0  0  0  0
 16 13  1  0  0  0  0
  6  7  1  0  0  0  0
 23 22  1  0  0  0  0
 18 19  1  0  0  0  0
 22 21  1  0  0  0  0
  3  2  1  0  0  0  0
 23  8  1  0  0  0  0
  2  1  1  0  0  0  0
 21 18  1  0  0  0  0
 16 17  1  0  0  0  0
 18 16  2  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 12  2  0  0  0  0
 14 15  1  0  0  0  0
 12 32  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  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
 17 36  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029821

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C2=C(C([H])=C1OC([H])([H])[H])C(=O)C1=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-20-8-5-10(21-2)13-11(6-8)24-16-9(14(13)18)7-12(22-3)15(19)17(16)23-4/h5-7,19H,1-4H3

> <INCHI_KEY>
CYPTUXAPGYYRNQ-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.308

> <EXACT_MASS>
332.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.07413562313242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-1,3,5,7-tetramethoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.0253898359999996

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.411590177219797

> <JCHEM_PKA_STRONGEST_BASIC>
-3.688396680203201

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
84.65000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-1,3,5,7-tetramethoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.8759   -3.8480   -1.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4573   -3.9235   -1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -2.8672   -1.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919   -1.7355   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.7281   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    0.3776    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.2113    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.8265   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.2089    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    1.2084    0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.0043   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.9704    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982    0.7573   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.6239    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    2.8485    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -0.4358   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.5872   -0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.4179   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.6176   -1.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -2.9339   -2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104   -1.1842   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.1661   -1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -1.9562   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.9727   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134   -3.8131   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2836   -4.7573   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567   -2.9933   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3630   -1.5992   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -0.5372    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0670    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769    1.1677    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993    1.8747    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033    2.6667    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    3.4454    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    3.4217    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    0.2256   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -2.2135   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -3.0343   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -3.9095   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -3.8518   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 11  2  0
 12 11  1  0
 23 24  2  0
  8  5  2  0
  5  4  1  0
  4  3  2  0
  3 24  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  5  6  1  0
 16 13  1  0
  6  7  1  0
 23 22  1  0
 18 19  1  0
 22 21  1  0
  3  2  1  0
 23  8  1  0
  2  1  1  0
 21 18  1  0
 16 17  1  0
 18 16  2  0
 19 20  1  0
 13 14  1  0
 13 12  2  0
 14 15  1  0
 12 32  1  0
  4 28  1  0
 24 40  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 15 33  1  0
 15 34  1  0
 15 35  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      -5.876  -3.848  -1.762  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.457  -3.924  -1.838  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.752  -2.867  -1.332  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.292  -1.736  -0.725  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.448  -0.728  -0.238  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.053   0.378   0.300  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.238   0.211   1.706  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.058  -0.827  -0.388  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.114   0.209   0.075  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.461   1.208   0.691  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.314  -0.004  -0.215  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.251   0.970   0.147  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.598   0.757  -0.124  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.622   1.624   0.174  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.261   2.849   0.806  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.001  -0.436  -0.757  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.345  -0.587  -0.992  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.070  -1.418  -1.123  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.322  -2.618  -1.738  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.656  -2.934  -2.105  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.710  -1.184  -0.841  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.183  -2.166  -1.206  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.523  -1.956  -1.002  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.366  -2.973  -1.463  0.00  0.00           C+0
HETATM   25  H   UNK     0      -6.213  -3.813  -0.721  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.284  -4.757  -2.214  0.00  0.00           H+0
HETATM   27  H   UNK     0      -6.257  -2.993  -2.330  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.363  -1.599  -0.619  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.013  -0.537   1.905  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.309  -0.067   2.215  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.577   1.168   2.115  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.899   1.875   0.634  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.803   2.667   1.784  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.605   3.445   0.164  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.179   3.422   0.970  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.764   0.226  -0.645  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.052  -2.213  -2.827  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.297  -3.034  -1.224  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.637  -3.910  -2.602  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.938  -3.852  -1.940  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    8    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   29   30   31                                             
CONECT    8    5    9   23                                                  
CONECT    9   11   10    8                                                  
CONECT   10    9                                                            
CONECT   11   21   12    9                                                  
CONECT   12   11   13   32                                                  
CONECT   13   16   14   12                                                  
CONECT   14   13   15                                                       
CONECT   15   14   33   34   35                                             
CONECT   16   13   17   18                                                  
CONECT   17   16   36                                                       
CONECT   18   19   21   16                                                  
CONECT   19   18   20                                                       
CONECT   20   19   37   38   39                                             
CONECT   21   11   22   18                                                  
CONECT   22   23   21                                                       
CONECT   23   24   22    8                                                  
CONECT   24   23    3   40                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32   12                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   20                                                            
CONECT   38   20                                                            
CONECT   39   20                                                            
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
   -5.8759   -3.8480   -1.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4573   -3.9235   -1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -2.8672   -1.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919   -1.7355   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.7281   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    0.3776    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.2113    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.8265   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.2089    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    1.2084    0.6905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -0.0043   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.9704    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982    0.7573   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    1.6239    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    2.8485    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -0.4358   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.5872   -0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.4179   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.6176   -1.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -2.9339   -2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104   -1.1842   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.1661   -1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -1.9562   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.9727   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134   -3.8131   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2836   -4.7573   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567   -2.9933   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3630   -1.5992   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -0.5372    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0670    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769    1.1677    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993    1.8747    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033    2.6667    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    3.4454    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    3.4217    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    0.2256   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -2.2135   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -3.0343   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -3.9095   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -3.8518   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 11  2  0
 12 11  1  0
 23 24  2  0
  8  5  2  0
  5  4  1  0
  4  3  2  0
  3 24  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  5  6  1  0
 16 13  1  0
  6  7  1  0
 23 22  1  0
 18 19  1  0
 22 21  1  0
  3  2  1  0
 23  8  1  0
  2  1  1  0
 21 18  1  0
 16 17  1  0
 18 16  2  0
 19 20  1  0
 13 14  1  0
 13 12  2  0
 14 15  1  0
 12 32  1  0
  4 28  1  0
 24 40  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₇

Average Mass

332.3080 Da

Monoisotopic Mass

332.08960 Da

IUPAC Name

6-hydroxy-1,3,5,7-tetramethoxy-9H-xanthen-9-one

Traditional Name

6-hydroxy-1,3,5,7-tetramethoxyxanthen-9-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C2=C(C([H])=C1OC([H])([H])[H])C(=O)C1=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C1O2

InChI Identifier

InChI=1S/C17H16O7/c1-20-8-5-10(21-2)13-11(6-8)24-16-9(14(13)18)7-12(22-3)15(19)17(16)23-4/h5-7,19H,1-4H3

InChI Key

CYPTUXAPGYYRNQ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calophyllum teysmannii	LOTUS Database	35616633
Calophyllum teysmannii var. inophylloide	JEOL database	Kijioa, A., et al, Phytochemistry 53, 1021 (2000)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.5	ALOGPS
logP	2.03	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.41	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.65 m³·mol⁻¹	ChemAxon
Polarizability	34.07 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102460794

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kijioa, A., et al. (2000). Kijioa, A., et al, Phytochemistry 53, 1021 (2000). Phytochem..

Showing NP-Card for 6-hydroxy-1,3,5,7-tetramethoxyxanthone (NP0029821)

MOL for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

3D MOL for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

3D SDF for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

3D-SDF for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

PDB for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

3D PDB for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

SMILES for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

INCHI for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

Structure for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)

3D Structure for NP0029821 (6-hydroxy-1,3,5,7-tetramethoxyxanthone)