NP-MRD: Showing NP-Card for O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+ (NP0031314)

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Record Information

Version

2.0

Created at

2021-06-19 22:25:49 UTC

Updated at

2021-06-29 23:59:48 UTC

NP-MRD ID

NP0031314

Secondary Accession Numbers

None

Natural Product Identification

Common Name

O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+

Provided By

JEOL Database JEOL Logo

Description

O-Demethylforbexanthone belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. O-Demethylforbexanthone has been detected, but not quantified in, fruits and herbs and spices. This could make O-demethylforbexanthone a potential biomarker for the consumption of these foods. O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+ is found in Garcinia cowa, Garcinia mangostana and Garcinia oblongifolia. O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+ was first documented in 2005 (Nguyen, N. L. -H. D., et al.). Based on a literature review very few articles have been published on O-Demethylforbexanthone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100253D          

 38 41  0  0  0  0            999 V2000
   -4.1091   -2.7961    1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -1.7231    0.7590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4574   -1.9750   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.3617    1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369    0.6216    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    0.3596    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.3463    0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    1.0747   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    2.1017   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797    3.2176   -0.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7450   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428    2.6536   -2.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    3.9256   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690    2.2848   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.0023   -3.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.5941   -4.5382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    0.0906   -3.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368    0.4635   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.4875   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.1669   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -1.1433   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -2.3754   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -0.8883   -0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.9196   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -3.7969    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.7783    2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -2.6597    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5249   -1.2436   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797   -1.9202    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -2.9616   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.1865    2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.5895    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    2.3257    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    4.0438   -1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    3.0022   -3.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811    1.3250   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -0.9064   -3.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.8881   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
  9 10  2  0  0  0  0
 20 21  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 21 23  2  0  0  0  0
 18 17  2  0  0  0  0
  6  7  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 21 22  1  0  0  0  0
 23  6  1  0  0  0  0
  8 20  2  0  0  0  0
 17 15  1  0  0  0  0
 11 18  1  0  0  0  0
 14 12  1  0  0  0  0
 12 11  2  0  0  0  0
  8  9  1  0  0  0  0
 23 24  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  2  1  0  0  0  0
  2 24  1  0  0  0  0
 20 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
  2  3  1  0  0  0  0
 17 37  1  0  0  0  0
  7 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 35  1  0  0  0  0
 16 36  1  0  0  0  0
 22 38  1  0  0  0  0
  5 32  1  0  0  0  0
  4 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
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1091   -2.7961    1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -1.7231    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -1.9750   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.3617    1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369    0.6216    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    0.3596    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.3463    0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    1.0747   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    2.1017   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797    3.2176   -0.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7450   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428    2.6536   -2.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    3.9256   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690    2.2848   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.0023   -3.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.5941   -4.5382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    0.0906   -3.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368    0.4635   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.4875   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.1669   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -1.1433   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -2.3754   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -0.8883   -0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.9196   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -3.7969    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.7783    2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -2.6597    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5249   -1.2436   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797   -1.9202    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -2.9616   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.1865    2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.5895    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    2.3257    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    4.0438   -1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    3.0022   -3.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811    1.3250   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -0.9064   -3.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.8881   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
  9 10  2  0
 20 21  1  0
 12 13  1  0
 14 15  2  0
 21 23  2  0
 18 17  2  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 21 22  1  0
 23  6  1  0
  8 20  2  0
 17 15  1  0
 11 18  1  0
 14 12  1  0
 12 11  2  0
  8  9  1  0
 23 24  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 24  1  0
 20 19  1  0
  2  1  1  0
 19 18  1  0
  2  3  1  0
 17 37  1  0
  7 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 22 38  1  0
  5 32  1  0
  4 31  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
M  END


  Mrv1652306202100253D          

 38 41  0  0  0  0            999 V2000
   -4.1091   -2.7961    1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -1.7231    0.7590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4574   -1.9750   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.3617    1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369    0.6216    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    0.3596    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.3463    0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    1.0747   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    2.1017   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797    3.2176   -0.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7450   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428    2.6536   -2.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    3.9256   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690    2.2848   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.0023   -3.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.5941   -4.5382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    0.0906   -3.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368    0.4635   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.4875   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.1669   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -1.1433   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -2.3754   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -0.8883   -0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.9196   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -3.7969    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.7783    2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -2.6597    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5249   -1.2436   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797   -1.9202    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -2.9616   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.1865    2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.5895    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    2.3257    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    4.0438   -1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    3.0022   -3.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811    1.3250   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -0.9064   -3.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.8881   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
  9 10  2  0  0  0  0
 20 21  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 21 23  2  0  0  0  0
 18 17  2  0  0  0  0
  6  7  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 21 22  1  0  0  0  0
 23  6  1  0  0  0  0
  8 20  2  0  0  0  0
 17 15  1  0  0  0  0
 11 18  1  0  0  0  0
 14 12  1  0  0  0  0
 12 11  2  0  0  0  0
  8  9  1  0  0  0  0
 23 24  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  2  1  0  0  0  0
  2 24  1  0  0  0  0
 20 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
  2  3  1  0  0  0  0
 17 37  1  0  0  0  0
  7 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 35  1  0  0  0  0
 16 36  1  0  0  0  0
 22 38  1  0  0  0  0
  5 32  1  0  0  0  0
  4 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
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031314

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(=O)C3=C(OC2=C1[H])C(O[H])=C1OC(C([H])=C([H])C1=C3[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3

> <INCHI_KEY>
WBKWHYDUDXOZIU-UHFFFAOYSA-N

> <FORMULA>
C18H14O6

> <MOLECULAR_WEIGHT>
326.3002

> <EXACT_MASS>
326.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.0942589488097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,9,12-trihydroxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.599567657333333

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.378450811491316

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.485998238866894

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7859362152006377

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
87.1524

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,9,12-trihydroxy-2,2-dimethyl-1,11-dioxatetracen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1091   -2.7961    1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -1.7231    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -1.9750   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.3617    1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369    0.6216    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    0.3596    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.3463    0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    1.0747   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    2.1017   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797    3.2176   -0.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7450   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428    2.6536   -2.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    3.9256   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690    2.2848   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.0023   -3.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.5941   -4.5382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    0.0906   -3.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368    0.4635   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.4875   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.1669   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -1.1433   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -2.3754   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -0.8883   -0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.9196   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -3.7969    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.7783    2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -2.6597    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5249   -1.2436   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797   -1.9202    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -2.9616   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.1865    2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.5895    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    2.3257    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    4.0438   -1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    3.0022   -3.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811    1.3250   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -0.9064   -3.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.8881   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
  9 10  2  0
 20 21  1  0
 12 13  1  0
 14 15  2  0
 21 23  2  0
 18 17  2  0
  6  7  2  0
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  1 25  1  0
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  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.109  -2.796   1.849  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.212  -1.723   0.759  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.457  -1.975  -0.099  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.319  -0.362   1.407  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.437   0.622   1.211  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.316   0.360   0.325  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.357   1.346   0.077  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.282   1.075  -0.781  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.732   2.102  -1.050  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.680   3.218  -0.544  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.827   1.745  -1.959  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.843   2.654  -2.279  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.888   3.926  -1.774  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.869   2.285  -3.145  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.870   1.002  -3.686  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.853   0.594  -4.538  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.864   0.091  -3.374  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.837   0.464  -2.506  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.882  -0.488  -2.245  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.149  -0.167  -1.397  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.112  -1.143  -1.142  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.004  -2.375  -1.736  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.192  -0.888  -0.287  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.075  -1.920  -0.111  0.00  0.00           O+0
HETATM   25  H   UNK     0      -4.039  -3.797   1.407  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.971  -2.778   2.526  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.200  -2.660   2.447  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.525  -1.244  -0.913  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.380  -1.920   0.490  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.411  -2.962  -0.575  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.166  -0.187   2.067  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.538   1.589   1.689  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.436   2.326   0.545  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.108   4.044  -1.185  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.648   3.002  -3.382  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.481   1.325  -4.665  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.882  -0.906  -3.807  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.773  -2.888  -1.420  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    4   24    1    3                                             
CONECT    3    2   28   29   30                                             
CONECT    4    5    2   31                                                  
CONECT    5    6    4   32                                                  
CONECT    6    7   23    5                                                  
CONECT    7    6    8   33                                                  
CONECT    8    7   20    9                                                  
CONECT    9   11   10    8                                                  
CONECT   10    9                                                            
CONECT   11    9   18   12                                                  
CONECT   12   13   14   11                                                  
CONECT   13   12   34                                                       
CONECT   14   15   12   35                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   36                                                       
CONECT   17   18   15   37                                                  
CONECT   18   17   11   19                                                  
CONECT   19   20   18                                                       
CONECT   20   21    8   19                                                  
CONECT   21   20   23   22                                                  
CONECT   22   21   38                                                       
CONECT   23   21    6   24                                                  
CONECT   24   23    2                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    7                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

RDKit          3D

38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1091   -2.7961    1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -1.7231    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -1.9750   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.3617    1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4369    0.6216    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    0.3596    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.3463    0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    1.0747   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    2.1017   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797    3.2176   -0.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7450   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428    2.6536   -2.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    3.9256   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690    2.2848   -3.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.0023   -3.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.5941   -4.5382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    0.0906   -3.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368    0.4635   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.4875   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.1669   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -1.1433   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -2.3754   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -0.8883   -0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.9196   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -3.7969    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.7783    2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -2.6597    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5249   -1.2436   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797   -1.9202    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -2.9616   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.1865    2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.5895    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    2.3257    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    4.0438   -1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    3.0022   -3.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811    1.3250   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -0.9064   -3.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -2.8881   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
  9 10  2  0
 20 21  1  0
 12 13  1  0
 14 15  2  0
 21 23  2  0
 18 17  2  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 21 22  1  0
 23  6  1  0
  8 20  2  0
 17 15  1  0
 11 18  1  0
 14 12  1  0
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  2  1  1  0
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  2  3  1  0
 17 37  1  0
  7 33  1  0
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 16 36  1  0
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  5 32  1  0
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  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₆

Average Mass

326.3002 Da

Monoisotopic Mass

326.07904 Da

IUPAC Name

7,9,12-trihydroxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

Traditional Name

7,9,12-trihydroxy-2,2-dimethyl-1,11-dioxatetracen-6-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(O[H])=C2C(=O)C3=C(OC2=C1[H])C(O[H])=C1OC(C([H])=C([H])C1=C3[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3

InChI Key

WBKWHYDUDXOZIU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-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
Garcinia cowa	LOTUS Database	35616633
Garcinia mangostana	JEOL database	Nguyen, N. L. -H. D., et al, Phytochemistry 66, 1718 (2005)
Garcinia oblongifolia	LOTUS Database	35616633
Rheedia brasiliensis	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Polyol
Oxacycle
Organooxygen compound
Organic oxygen 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	3.55	ALOGPS
logP	3.6	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.15 m³·mol⁻¹	ChemAxon
Polarizability	33.09 Å³	ChemAxon
Number of Rings	4	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

HMDB0036343

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015214

KNApSAcK ID

C00054979

Chemspider ID

24618221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45269778

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nguyen, N. L. -H. D., et al. (2005). Nguyen, N. L. -H. D., et al, Phytochemistry 66, 1718 (2005) . Phytochem..

Showing NP-Card for O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+ (NP0031314)

MOL for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

3D MOL for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

3D SDF for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

3D-SDF for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

PDB for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

3D PDB for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

SMILES for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

INCHI for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

Structure for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)

3D Structure for NP0031314 (O-Demethylforbexanthone. 1,3,5-trihydroxy-13,13-dimethyl-2H-pyran[7,6-b]x+)