NP-MRD: Showing NP-Card for 1,3-dihydroxy-2,4,7-trimethoxyxanthone (NP0024299)

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Record Information

Version

2.0

Created at

2021-06-19 16:43:14 UTC

Updated at

2021-06-29 23:48:32 UTC

NP-MRD ID

NP0024299

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,3-dihydroxy-2,4,7-trimethoxyxanthone

Provided By

JEOL Database JEOL Logo

Description

1,3-dihydroxy-2,4,7-trimethoxyxanthone is found in Polygala vulgaris. 1,3-dihydroxy-2,4,7-trimethoxyxanthone was first documented in 2002 (Acqua, S. D., et al.). Based on a literature review very few articles have been published on 1,3-dihydroxy-2,4,7-trimethoxy-9H-xanthen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118433D          

 37 39  0  0  0  0            999 V2000
    2.6538    2.3373    4.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    3.2107    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    2.8041    3.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    3.6982    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    3.4103    2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    2.2203    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    2.0033    0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465    0.8392    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    0.6730   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    1.7095   -0.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347    1.6457   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -0.4959   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -0.7273   -2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -1.4950   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -2.5580   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -3.6380   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -1.3118   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -2.2664   -0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.1415    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    0.0892    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -0.7407    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6598    1.3325    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    1.6132    2.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    2.1977    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    2.8052    4.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.3773    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.6291    3.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017    4.1152    2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.8045   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7941    2.5605   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    1.6297   -2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -1.5968   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -4.3728   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -3.3128   -2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -4.1384   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.9702   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.8911    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 17  1  0  0  0  0
 17 19  2  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 20  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  2  0  0  0  0
 20 21  2  0  0  0  0
 19  8  1  0  0  0  0
 17 18  1  0  0  0  0
 14 15  1  0  0  0  0
  8  9  2  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
  9 12  1  0  0  0  0
  9 10  1  0  0  0  0
 23  3  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  2  0  0  0  0
  3  2  1  0  0  0  0
  5  6  2  0  0  0  0
  2  1  1  0  0  0  0
 23 37  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
 18 36  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 13 32  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    2.6538    2.3373    4.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    3.2107    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    2.8041    3.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    3.6982    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    3.4103    2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    2.2203    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    2.0033    0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465    0.8392    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    0.6730   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    1.7095   -0.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347    1.6457   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -0.4959   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -0.7273   -2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -1.4950   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -2.5580   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -3.6380   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -1.3118   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -2.2664   -0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.1415    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    0.0892    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -0.7407    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6598    1.3325    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    1.6132    2.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    2.1977    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    2.8052    4.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.3773    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.6291    3.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017    4.1152    2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.8045   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7941    2.5605   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    1.6297   -2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -1.5968   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -4.3728   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -3.3128   -2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -4.1384   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.9702   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.8911    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 17  1  0
 17 19  2  0
  6 22  1  0
 22 23  2  0
 22 20  1  0
  6  7  1  0
  7  8  1  0
 19 20  1  0
  3  4  2  0
 20 21  2  0
 19  8  1  0
 17 18  1  0
 14 15  1  0
  8  9  2  0
 15 16  1  0
  4  5  1  0
 12 13  1  0
  9 12  1  0
  9 10  1  0
 23  3  1  0
 10 11  1  0
 12 14  2  0
  3  2  1  0
  5  6  2  0
  2  1  1  0
 23 37  1  0
  4 27  1  0
  5 28  1  0
 18 36  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 13 32  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306192118433D          

 37 39  0  0  0  0            999 V2000
    2.6538    2.3373    4.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    3.2107    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    2.8041    3.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    3.6982    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    3.4103    2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    2.2203    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    2.0033    0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465    0.8392    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    0.6730   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    1.7095   -0.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347    1.6457   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -0.4959   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -0.7273   -2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -1.4950   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -2.5580   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -3.6380   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -1.3118   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -2.2664   -0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.1415    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    0.0892    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -0.7407    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6598    1.3325    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    1.6132    2.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    2.1977    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    2.8052    4.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.3773    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.6291    3.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017    4.1152    2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.8045   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7941    2.5605   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    1.6297   -2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -1.5968   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -4.3728   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -3.3128   -2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -4.1384   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.9702   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.8911    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 17  1  0  0  0  0
 17 19  2  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 20  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  2  0  0  0  0
 20 21  2  0  0  0  0
 19  8  1  0  0  0  0
 17 18  1  0  0  0  0
 14 15  1  0  0  0  0
  8  9  2  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
  9 12  1  0  0  0  0
  9 10  1  0  0  0  0
 23  3  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  2  0  0  0  0
  3  2  1  0  0  0  0
  5  6  2  0  0  0  0
  2  1  1  0  0  0  0
 23 37  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
 18 36  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 13 32  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(O[H])=C2C(=O)C3=C([H])C(OC([H])([H])[H])=C([H])C([H])=C3OC2=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O7/c1-20-7-4-5-9-8(6-7)11(17)10-12(18)15(21-2)13(19)16(22-3)14(10)23-9/h4-6,18-19H,1-3H3

> <INCHI_KEY>
DDZOJPRABMAJAZ-UHFFFAOYSA-N

> <FORMULA>
C16H14O7

> <MOLECULAR_WEIGHT>
318.281

> <EXACT_MASS>
318.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.925639491803977

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dihydroxy-2,4,7-trimethoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.529495779999999

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.136796247442321

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.597017504369542

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7020450430763376

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
80.1677

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroxy-2,4,7-trimethoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    2.6538    2.3373    4.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    3.2107    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    2.8041    3.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    3.6982    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    3.4103    2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    2.2203    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    2.0033    0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465    0.8392    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    0.6730   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    1.7095   -0.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347    1.6457   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -0.4959   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -0.7273   -2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -1.4950   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -2.5580   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -3.6380   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -1.3118   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -2.2664   -0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.1415    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    0.0892    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -0.7407    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6598    1.3325    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    1.6132    2.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    2.1977    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    2.8052    4.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.3773    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.6291    3.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017    4.1152    2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.8045   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7941    2.5605   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    1.6297   -2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -1.5968   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -4.3728   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -3.3128   -2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -4.1384   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.9702   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.8911    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 17  1  0
 17 19  2  0
  6 22  1  0
 22 23  2  0
 22 20  1  0
  6  7  1  0
  7  8  1  0
 19 20  1  0
  3  4  2  0
 20 21  2  0
 19  8  1  0
 17 18  1  0
 14 15  1  0
  8  9  2  0
 15 16  1  0
  4  5  1  0
 12 13  1  0
  9 12  1  0
  9 10  1  0
 23  3  1  0
 10 11  1  0
 12 14  2  0
  3  2  1  0
  5  6  2  0
  2  1  1  0
 23 37  1  0
  4 27  1  0
  5 28  1  0
 18 36  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 13 32  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  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       2.654   2.337   4.194  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.536   3.211   4.079  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.513   2.804   3.270  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.560   3.698   3.192  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.676   3.410   2.401  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.725   2.220   1.679  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.846   2.003   0.925  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.946   0.839   0.190  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.122   0.673  -0.564  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.013   1.710  -0.457  0.00  0.00           O+0
HETATM   11  C   UNK     0      -6.235   1.646  -1.177  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.260  -0.496  -1.323  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.382  -0.727  -2.086  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.260  -1.495  -1.348  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.594  -2.558  -2.155  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.677  -3.638  -2.273  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.099  -1.312  -0.592  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.114  -2.266  -0.598  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.950  -0.142   0.174  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.742   0.089   0.984  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.162  -0.741   1.005  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.660   1.333   1.756  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.462   1.613   2.547  0.00  0.00           C+0
HETATM   24  H   UNK     0       3.146   2.198   3.226  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.376   2.805   4.870  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.361   1.377   4.632  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.526   4.629   3.754  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.502   4.115   2.350  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.850   0.805  -0.844  0.00  0.00           H+0
HETATM   30  H   UNK     0      -6.794   2.561  -0.956  0.00  0.00           H+0
HETATM   31  H   UNK     0      -6.060   1.630  -2.257  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.231  -1.597  -2.509  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.123  -4.373  -2.951  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.736  -3.313  -2.726  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.527  -4.138  -1.312  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.378  -1.970  -0.014  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.272   0.891   2.578  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    4   23    2                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6   28                                                  
CONECT    6   22    7    5                                                  
CONECT    7    6    8                                                       
CONECT    8    7   19    9                                                  
CONECT    9    8   12   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   29   30   31                                             
CONECT   12   13    9   14                                                  
CONECT   13   12   32                                                       
CONECT   14   17   15   12                                                  
CONECT   15   14   16                                                       
CONECT   16   15   33   34   35                                             
CONECT   17   14   19   18                                                  
CONECT   18   17   36                                                       
CONECT   19   17   20    8                                                  
CONECT   20   22   19   21                                                  
CONECT   21   20                                                            
CONECT   22    6   23   20                                                  
CONECT   23   22    3   37                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   23                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
    2.6538    2.3373    4.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    3.2107    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    2.8041    3.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    3.6982    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    3.4103    2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    2.2203    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    2.0033    0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465    0.8392    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    0.6730   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    1.7095   -0.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347    1.6457   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -0.4959   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -0.7273   -2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -1.4950   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -2.5580   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -3.6380   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -1.3118   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -2.2664   -0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.1415    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    0.0892    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -0.7407    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6598    1.3325    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    1.6132    2.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    2.1977    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    2.8052    4.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.3773    4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.6291    3.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017    4.1152    2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.8045   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7941    2.5605   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    1.6297   -2.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -1.5968   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -4.3728   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -3.3128   -2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -4.1384   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.9702   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.8911    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 17  1  0
 17 19  2  0
  6 22  1  0
 22 23  2  0
 22 20  1  0
  6  7  1  0
  7  8  1  0
 19 20  1  0
  3  4  2  0
 20 21  2  0
 19  8  1  0
 17 18  1  0
 14 15  1  0
  8  9  2  0
 15 16  1  0
  4  5  1  0
 12 13  1  0
  9 12  1  0
  9 10  1  0
 23  3  1  0
 10 11  1  0
 12 14  2  0
  3  2  1  0
  5  6  2  0
  2  1  1  0
 23 37  1  0
  4 27  1  0
  5 28  1  0
 18 36  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 13 32  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₇

Average Mass

318.2810 Da

Monoisotopic Mass

318.07395 Da

IUPAC Name

1,3-dihydroxy-2,4,7-trimethoxy-9H-xanthen-9-one

Traditional Name

1,3-dihydroxy-2,4,7-trimethoxyxanthen-9-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C(O[H])=C2C(=O)C3=C([H])C(OC([H])([H])[H])=C([H])C([H])=C3OC2=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C16H14O7/c1-20-7-4-5-9-8(6-7)11(17)10-12(18)15(21-2)13(19)16(22-3)14(10)23-9/h4-6,18-19H,1-3H3

InChI Key

DDZOJPRABMAJAZ-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
Polygala vulgaris	JEOL database	Acqua, S. D., et al, Chem. Pharm. Bull. 50, 1499 (2002)

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
Phenol ether
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.36	ALOGPS
logP	2.53	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.6	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.17 m³·mol⁻¹	ChemAxon
Polarizability	31.93 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

C00032587

Chemspider ID

9122304

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

Acqua, S. D., et al. (2002). Acqua, S. D., et al, Chem. Pharm. Bull. 50, 1499 (2002). Chem. Pharm. Bull..

Showing NP-Card for 1,3-dihydroxy-2,4,7-trimethoxyxanthone (NP0024299)

MOL for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

3D MOL for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

3D SDF for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

3D-SDF for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

PDB for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

3D PDB for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

SMILES for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

INCHI for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

Structure for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)

3D Structure for NP0024299 (1,3-dihydroxy-2,4,7-trimethoxyxanthone)